$43+ Cheap flights from Chicago Midway Airport
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DFW
Mar 5 — Mar 121
1 adult, Economy
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What to know about flights from Midway
Discover essential information about flights departing from Midway, including flight schedules, destinations, airlines operating at the Midway airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated February 3, 2026.
Cheapest airline | American Airlines |
|---|---|
Good round-trip deal | $92 or less |
Good one-way deal | $58 or less |
Find flights from Midway
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Cheapest flights from MidwayExplore the most affordable flight options available from Midway. Find the lowest fares based on data from user searches, with prices last updated on February 3, 2026.
Explore the most affordable flight options available from Midway. Find the lowest fares based on data from user searches, with prices last updated on February 3, 2026.
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:00 am
MDW
- MIA
Nonstop3h 13m
Frontier
Thu 3/1911:13 am
MIA
- MDW
Nonstop3h 28m
Frontier
Deal found 2/1![Frontier logo]()
$86
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/53:00 pm
MDW
- DFW
Nonstop2h 46m
Frontier
Sat 3/76:05 pm
DFW
- MDW
Nonstop2h 16m
Frontier
Deal found 2/1![Frontier logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/149:15 am
MDW
- DFW
Nonstop2h 45m
Frontier
Sat 2/211:00 pm
DFW
- MDW
Nonstop2h 19m
Frontier
Deal found 2/1![Frontier logo]()
$89
This Trip.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:00 am
MDW
- MIA
Nonstop3h 13m
Frontier
Mon 3/95:05 am
MIA
- MDW
1 stop15h 42m
Frontier
Deal found 2/3![Frontier logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:00 am
MDW
- DFW
1 stop13h 03m
Frontier
Wed 3/118:00 am
DFW
- MDW
Nonstop2h 25m
Frontier
Deal found 2/2![Frontier logo]()
$91
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/219:15 am
MDW
- DFW
Nonstop2h 45m
Frontier
Sat 2/2810:44 am
DFW
- MDW
1 stop10h 55m
Frontier
Deal found 2/1![Frontier logo]()
$92
This Frontier deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:15 am
MDW
- MIA
Nonstop3h 13m
Frontier
Thu 2/1911:28 am
MIA
- MDW
Nonstop3h 28m
Frontier
Deal found 2/2![Frontier logo]()
$93
This Frontier deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:10 am
MDW
- MIA
1 stop10h 39m
Frontier
Thu 2/2611:28 am
MIA
- MDW
Nonstop3h 28m
Frontier
Deal found 2/2![Frontier logo]()
$94
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:15 am
MDW
- MIA
Nonstop3h 13m
Frontier
Wed 2/2512:10 pm
MIA
- MDW
1 stop7h 57m
Frontier
Deal found 2/1![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:15 am
MDW
- MIA
Nonstop3h 13m
Frontier
Fri 2/2710:17 pm
MIA
- MDW
1 stop18h 02m
Frontier
Deal found 2/1![Frontier logo]()
$96
This WAYA deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:00 am
MDW
- MIA
Nonstop3h 13m
Frontier
Wed 3/113:16 pm
MIA
- MDW
1 stop8h 03m
Frontier
Deal found 2/2![Frontier logo]()
$97
This Frontier deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1111:25 am
MDW
- DFW
Nonstop2h 43m
Frontier
Wed 3/188:00 am
DFW
- MDW
Nonstop2h 25m
Frontier
Deal found 2/2![Frontier logo]()
$97
Best flights from MidwayDiscover carefully curated flight deals from Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This Trip.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1111:25 am
MDW
- DFW
Nonstop2h 43m
Frontier
Sun 3/228:39 pm
DFW
- MDW
Nonstop2h 18m
Frontier
Deal found 2/1![Frontier logo]()
$91
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/33:15 pm
MDW
- MCO
Nonstop2h 35m
Southwest
Sat 3/79:55 pm
MCO
- MDW
Nonstop2h 55m
Southwest
Deal found 1/31![Southwest logo]()
$157
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:00 am
MDW
- DFW
1 stop6h 36m
Delta
Mon 3/91:00 pm
DFW
- MDW
1 stop4h 54m
Delta
Deal found 1/31![Delta logo]()
$193
This Frontier deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/234:09 pm
MDW
- DFW
Nonstop2h 54m
Frontier
Sun 4/268:03 pm
DFW
- MDW
Nonstop2h 18m
Frontier
Deal found 2/3![Frontier logo]()
$120
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:35 pm
MDW
- FLL
Nonstop2h 55m
Southwest
Sat 3/76:35 am
FLL
- MDW
Nonstop3h 15m
Southwest
Deal found 2/2![Southwest logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/273:00 pm
MDW
- MEX
1 stop7h 00m
Multiple Airlines
Sun 3/87:30 am
MEX
- MDW
2 stops13h 22m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$356
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:35 pm
MDW
- RSW
Nonstop2h 50m
Southwest
Wed 3/116:15 am
RSW
- MDW
Nonstop3h 00m
Southwest
Deal found 2/1![Southwest logo]()
$174
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:07 pm
MDW
- DFW
1 stop6h 20m
Delta
Wed 3/1111:44 am
DFW
- MDW
1 stop6h 10m
Delta
Deal found 2/1![Delta logo]()
$194
This FlightHub deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:54 pm
MDW
- MEX
1 stop12h 51m
Volaris
Tue 3/36:00 am
MEX
- MDW
1 stop11h 34m
Volaris
Deal found 2/1![Volaris logo]()
$405
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:15 pm
MDW
- FLL
1 stop5h 00m
Southwest
Sat 3/76:35 am
FLL
- MDW
Nonstop3h 15m
Southwest
Deal found 2/2![Southwest logo]()
$175
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:40 pm
MDW
- DFW
1 stop5h 39m
Delta
Fri 3/65:30 am
DFW
- MDW
1 stop7h 16m
Delta
Deal found 2/1![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:40 am
MDW
- MIA
Nonstop3h 00m
Southwest
Wed 3/116:30 am
MIA
- MDW
Nonstop3h 15m
Southwest
Deal found 2/2![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:00 am
MDW
- MCO
1 stop6h 55m
Delta
Mon 3/95:30 am
MCO
- MDW
1 stop5h 26m
Delta
Deal found 2/2![Delta logo]()
$207
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:00 am
MDW
- MCO
Nonstop2h 45m
Southwest
Wed 3/116:50 pm
MCO
- MDW
Nonstop3h 00m
Southwest
Deal found 2/2![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/36:07 pm
MDW
- DFW
1 stop6h 20m
Delta
Mon 4/65:55 am
DFW
- MDW
1 stop6h 34m
Delta
Deal found 2/2![Delta logo]()
$211
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/17:25 pm
MDW
- FLL
Nonstop2h 55m
Southwest
Sat 3/76:35 am
FLL
- MDW
Nonstop3h 15m
Southwest
Deal found 2/2![Southwest logo]()
$178
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/166:34 pm
MDW
- DFW
1 stop4h 39m
Delta
Sat 3/215:55 am
DFW
- MDW
1 stop6h 34m
Delta
Deal found 2/1![Delta logo]()
$211
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/225:00 am
MDW
- LAS
Nonstop4h 15m
Southwest
Wed 2/2511:40 pm
LAS
- MDW
Nonstop3h 25m
Southwest
Deal found 2/1![Southwest logo]()
$179
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:00 am
MDW
- DFW
1 stop6h 30m
Delta
Sat 4/45:55 am
DFW
- MDW
1 stop6h 34m
Delta
Deal found 2/2![Delta logo]()
$211
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:50 pm
MDW
- LAS
Nonstop4h 05m
Southwest
Sat 2/285:05 am
LAS
- MDW
Nonstop3h 25m
Southwest
Deal found 2/2![Southwest logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/273:00 pm
MDW
- MEX
1 stop7h 00m
Multiple Airlines
Tue 3/36:20 am
MEX
- MDW
2 stops36h 47m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:07 pm
MDW
- DFW
1 stop6h 20m
Delta
Sat 3/2111:44 am
DFW
- MDW
1 stop6h 10m
Delta
Deal found 2/2![Delta logo]()
$211
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/48:10 pm
MDW
- PHX
Nonstop3h 50m
Southwest
Sat 4/117:50 am
PHX
- MDW
1 stop4h 45m
Southwest
Deal found 2/2![Southwest logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/273:00 pm
MDW
- MEX
1 stop7h 00m
Multiple Airlines
Mon 3/21:20 pm
MEX
- MDW
2 stops29h 47m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/29:35 am
MDW
- DFW
1 stop5h 03m
Delta
Mon 4/65:55 am
DFW
- MDW
1 stop6h 34m
Delta
Deal found 2/1![Delta logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:00 pm
MDW
- MEX
1 stop7h 30m
Multiple Airlines
Tue 3/36:20 am
MEX
- MDW
2 stops36h 47m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$375
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/227:40 am
MDW
- FLL
Nonstop2h 55m
Southwest
Wed 4/221:35 pm
FLL
- MDW
Nonstop3h 10m
Southwest
Deal found 2/1![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/284:13 pm
MDW
- RSW
1 stop7h 20m
Delta
Wed 3/44:42 pm
RSW
- MDW
1 stop6h 49m
Delta
Deal found 2/2![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/254:00 pm
MDW
- FLL
Nonstop2h 55m
Southwest
Sat 5/27:00 am
FLL
- MDW
Nonstop3h 10m
Southwest
Deal found 2/1![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:40 pm
MDW
- FLL
1 stop4h 39m
Delta
Fri 3/65:25 am
FLL
- MDW
1 stop5h 29m
Delta
Deal found 1/31![Delta logo]()
$217
Last-minute flights from MidwayDiscover last-minute flight deals departing from Midway. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals departing from Midway. Data last updated February 3, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/149:15 am
MDW
- DFW
Nonstop2h 45m
Frontier
Sat 2/211:00 pm
DFW
- MDW
Nonstop2h 19m
Frontier
Deal found 2/1![Frontier logo]()
$89
This Frontier deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:15 am
MDW
- MIA
Nonstop3h 13m
Frontier
Thu 2/1911:28 am
MIA
- MDW
Nonstop3h 28m
Frontier
Deal found 2/2![Frontier logo]()
$93
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/219:15 am
MDW
- DFW
Nonstop2h 45m
Frontier
Sat 2/2810:44 am
DFW
- MDW
1 stop10h 55m
Frontier
Deal found 2/1![Frontier logo]()
$92
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:15 am
MDW
- MIA
Nonstop3h 13m
Frontier
Wed 2/2512:10 pm
MIA
- MDW
1 stop7h 57m
Frontier
Deal found 2/1![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:15 am
MDW
- MIA
Nonstop3h 13m
Frontier
Fri 2/2710:17 pm
MIA
- MDW
1 stop18h 02m
Frontier
Deal found 2/1![Frontier logo]()
$96
This Frontier deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:10 am
MDW
- MIA
1 stop10h 39m
Frontier
Thu 2/2611:28 am
MIA
- MDW
Nonstop3h 28m
Frontier
Deal found 2/2![Frontier logo]()
$94
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/53:00 pm
MDW
- DFW
Nonstop2h 46m
Frontier
Sat 3/76:05 pm
DFW
- MDW
Nonstop2h 16m
Frontier
Deal found 2/1![Frontier logo]()
$88
This Trip.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:00 am
MDW
- MIA
Nonstop3h 13m
Frontier
Mon 3/95:05 am
MIA
- MDW
1 stop15h 42m
Frontier
Deal found 2/3![Frontier logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:00 am
MDW
- DFW
1 stop13h 03m
Frontier
Wed 3/118:00 am
DFW
- MDW
Nonstop2h 25m
Frontier
Deal found 2/3![Frontier logo]()
$91
This WAYA deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:00 am
MDW
- MIA
Nonstop3h 13m
Frontier
Wed 3/113:16 pm
MIA
- MDW
1 stop8h 03m
Frontier
Deal found 2/2![Frontier logo]()
$97
This Frontier deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1111:25 am
MDW
- DFW
Nonstop2h 43m
Frontier
Wed 3/188:00 am
DFW
- MDW
Nonstop2h 25m
Frontier
Deal found 2/2![Frontier logo]()
$97
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:00 am
MDW
- MIA
Nonstop3h 13m
Frontier
Thu 3/1911:13 am
MIA
- MDW
Nonstop3h 28m
Frontier
Deal found 2/1![Frontier logo]()
$86
One-way flights from MidwaySearch for one-way flight options from Midway. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Midway. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:15 am
MDW
- MIA
Nonstop3h 13m
Frontier
Deal found 2/3![Frontier logo]()
$43
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:45 am
MDW
- DFW
Nonstop2h 52m
Frontier
Deal found 2/1![Frontier logo]()
$48
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:25 pm
MDW
- DFW
Nonstop2h 50m
Frontier
Deal found 2/2![Frontier logo]()
$49
This Frontier deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/46:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Deal found 2/3![Frontier logo]()
$50
This Trip.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/239:22 pm
MDW
- MCO
Nonstop2h 47m
Frontier
Deal found 2/3![Frontier logo]()
$51
This Trip.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/29:22 pm
MDW
- MCO
Nonstop2h 47m
Frontier
Deal found 2/3![Frontier logo]()
$52
This Super.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/309:42 pm
MDW
- MIA
Nonstop3h 08m
Frontier
Deal found 2/2![Frontier logo]()
$54
This Super.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/149:15 am
MDW
- DFW
Nonstop2h 45m
Frontier
Deal found 2/1![Frontier logo]()
$54
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:15 am
MDW
- PHX
Nonstop3h 57m
Frontier
Deal found 2/2![Frontier logo]()
$54
This Super.com deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/66:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Deal found 2/3![Frontier logo]()
$55
This Trip.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:15 am
MDW
- DFW
Nonstop2h 45m
Frontier
Deal found 2/2![Frontier logo]()
$55
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/3010:36 pm
MDW
- PHX
Nonstop4h 09m
Frontier
Deal found 2/1![Frontier logo]()
$55
International flights from MidwayFind cheap international flights from Midway based on historic user searches and pricing. Information updated on February 3, 2026.
Find cheap international flights from Midway based on historic user searches and pricing. Information updated on February 3, 2026.
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2310:45 am
MDW
- DEL
2 stops26h 15m
Delta
Thu 4/234:35 am
DEL
- MDW
2 stops28h 23m
Delta
Deal found 2/3![Delta logo]()
$724
This Delta deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/241:10 pm
MDW
- DEL
2 stops25h 30m
Delta
Thu 4/234:35 am
DEL
- MDW
2 stops28h 23m
Delta
Deal found 2/3![Delta logo]()
$725
This Air France deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/81:59 pm
MDW
- DEL
2 stops22h 21m
Air France
Tue 5/2612:50 am
DEL
- MDW
2 stops27h 54m
Air France
Deal found 2/3![Air France logo]()
$736
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/239:35 am
MDW
- DEL
2 stops27h 25m
Delta
Mon 4/274:35 am
DEL
- MDW
2 stops24h 31m
Delta
Deal found 2/1![Delta logo]()
$737
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/241:10 pm
MDW
- DEL
2 stops25h 30m
Delta
Mon 4/274:35 am
DEL
- MDW
2 stops24h 31m
Delta
Deal found 2/1![Delta logo]()
$738
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/42:05 pm
MDW
- DEL
2 stops25h 20m
Delta
Sat 4/254:35 am
DEL
- MDW
2 stops28h 23m
Delta
Deal found 2/1![Delta logo]()
$742
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:43 am
MDW
- DEL
2 stops28h 42m
Delta
Tue 5/123:55 am
DEL
- MDW
2 stops24h 31m
Delta
Deal found 2/1![Delta logo]()
$748
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1910:43 am
MDW
- DEL
2 stops28h 42m
Delta
Sun 5/104:35 am
DEL
- MDW
2 stops27h 04m
Delta
Deal found 2/1![Delta logo]()
$749
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/49:22 am
MDW
- DEL
2 stops30h 03m
Delta
Thu 7/23:55 am
DEL
- MDW
2 stops24h 40m
Delta
Deal found 2/2![Delta logo]()
$760
This KLM deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/171:28 pm
MDW
- DXB
2 stops24h 33m
Multiple Airlines
Tue 2/246:30 am
DXB
- MDW
2 stops26h 03m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$762
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/251:26 pm
MDW
- DXB
2 stops23h 54m
Delta
Tue 3/31:30 am
DXB
- MDW
2 stops26h 07m
Delta
Deal found 2/2![Delta logo]()
$763
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/149:22 am
MDW
- DXB
2 stops28h 13m
Delta
Thu 6/1112:40 am
DXB
- MDW
2 stops26h 51m
Delta
Deal found 2/1![Delta logo]()
$764
Find flights from Midway within your budget
Find flights departing from Midway that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on February 3, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches
Fly to
Dallas/Fort Worth
Route
Depart
Return
Price
ChicagoDallas
MDW - DFW
MDWDFW
Chicago Midway
Wed 3/11
11:25 am-2:08 pm
Nonstop2h 43m
Dallas/Fort Worth
Sun 3/22
8:39 pm-10:57 pm
Nonstop2h 18m
$91
ChicagoDallas
MDW - DFW
MDWDFW
Chicago Midway
Thu 4/23
4:09 pm-7:03 pm
Nonstop2h 54m
Dallas/Fort Worth
Sun 4/26
8:03 pm-10:21 pm
Nonstop2h 18m
$120
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Tue 3/3
3:15 pm-6:50 pm
Nonstop2h 35m
Orlando
Sat 3/7
9:55 pm-11:50 pm
Nonstop2h 55m
$157
ChicagoFort Lauderdale
MDW - FLL
MDWFLL
Chicago Midway
Wed 3/4
5:35 pm-9:30 pm
Nonstop2h 55m
Fort Lauderdale
Sat 3/7
6:35 am-8:50 am
Nonstop3h 15m
$168
ChicagoFort Myers
MDW - RSW
MDWRSW
Chicago Midway
Sat 3/7
8:35 pm-12:25 am
Nonstop2h 50m
Fort Myers SW Florida Intl
Wed 3/11
6:15 am-8:15 am
Nonstop3h 00m
$174
ChicagoFort Lauderdale
MDW - FLL
MDWFLL
Chicago Midway
Sat 2/28
5:15 pm-11:15 pm
1 stop5h 00m
Fort Lauderdale
Sat 3/7
6:35 am-8:50 am
Nonstop3h 15m
$175
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Tue 3/10
7:40 am-11:40 am
Nonstop3h 00m
Miami
Wed 3/11
6:30 am-8:45 am
Nonstop3h 15m
$177
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Wed 3/4
5:00 am-8:45 am
Nonstop2h 45m
Orlando
Wed 3/11
6:50 pm-8:50 pm
Nonstop3h 00m
$177
ChicagoFort Lauderdale
MDW - FLL
MDWFLL
Chicago Midway
Sun 3/1
7:25 pm-11:20 pm
Nonstop2h 55m
Fort Lauderdale
Sat 3/7
6:35 am-8:50 am
Nonstop3h 15m
$178
ChicagoLas Vegas
MDW - LAS
MDWLAS
Chicago Midway
Sun 2/22
5:00 am-7:15 am
Nonstop4h 15m
Las Vegas Harry Reid Intl
Wed 2/25
11:40 pm-5:05 am
Nonstop3h 25m
$179
Showing 1-10 of 60 results
Compare providers for flights from Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway in February
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: Among all the travel providers offering deals on flights from Chicago Midway Airport, FlightHub has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as FlightHub about >95% of the time. This is based on searches for flights from Chicago Midway Airport made on Cheapflights over the past month and is updated monthly.
- Most trusted provider: In terms of trustworthiness, Cheapflights users rate FlightHub the highest out of those offering flight deals from Chicago Midway Airport. FlightHub has a user feedback rating of 3 out of 3 stars (3 being the best) and has received the most positive sentiment from Cheapflights users searching for flights from Chicago Midway Airport. This info is gathered from Cheapflights searches over the past month.
Midway travel tips
Get helpful tips and advice for traveling to or from Midway. Find recommendations for transportation, accommodations, local attractions, dining options, and other practical tips to enhance your travel experience. Please note that the travel tips are based on general knowledge and recommendations. Data last updated February 3, 2026.
- When traveling through the Chicago Midway International Airport (MDW), note that the security checkpoint offers three different lanes for your convenience: a business/experienced traveler lane, a lane for casual travelers, and a family lane for travelers with children who may need additional time to go at their own pace.
- Travelers to Chicago Midway International Airport (MDW) in need of translation services are encouraged to seek out the information book in the baggage claim area of the terminal. There they will find I-Speak language cards and a Limited English Proficiency phone, which offers a quick, convenient connection to quality interpreters who speak over 200 different languages.
- If traveling internationally from the Chicago Midway International Airport (MDW), note that the airport’s on-site Seaway National Bank offers exchange services for converting your money into foreign currency. More than 200 currencies may be bought and sold at this location. For even faster service, you may call in your exchange ahead of your arrival.
Best time to book a flight from Midway
Have a flexible travel schedule? Discover the best time to fly from Midway with our price prediction graph.
MDW-DFW
MDW-MIA
MDW-MCO
MDW-MEX
MDW-FLL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Travel insights for flights from Midway
Get recent, data-driven insights about flights from Midway including ideal travel times, pricing trends, and more.
MDW-DFW
MDW-MIA
MDW-MCO
MDW-MEX
MDW-FLL
When is the best time to book a flight from Chicago Midway Airport?
Use this chart to determine the optimal time to book a round-trip flight from Midway to Dallas/Fort Worth. Price data was last updated on January 30, 2026.
To ensure you get the cheapest price possible for a flight from Chicago Midway Airport, you should look to book at least 59 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Chicago Midway Airport?
Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport (average of $58). Flying from Chicago Midway Airport in August will prove the most costly (average of $119). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
When is the cheapest time to fly from Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Midway to Dallas/Fort Worth. Price data was last updated on January 31, 2026.
Those who are seeking the cheapest fare on flights departing from Chicago Midway Airport would be wise to consider leaving during Tuesday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Thursday evenings when fares are usually the most expensive.
Which airlines fly from Chicago Midway Airport?
For flights departing from Chicago Midway Airport check dates and pricing for the following: Frontier, Southwest. These airlines depart to the following popular destinations: Dallas.
What are popular destinations to fly to from Chicago Midway Airport?
Some of the most frequent flights departing from Chicago Midway Airport everyday are: Atlanta (188 flights per day), Detroit (184 flights per day), and Orlando (126 flights per day).
What is the cheapest place to fly to from Chicago Midway Airport?
The cheapest city to fly to from Chicago Midway Airport is Dallas/Fort Worth, with prices starting at $29. Explore other affordable destinations below.
Airline reviews for flights from Midway
Read reviews and ratings of airlines operating flights from Midway. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Midway travel. Please note that the reviews are sourced from user searches and were last updated on February 3, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Read through reviews of airlines servicing Chicago Midway Airport, such as Southwest and Frontier. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS