$56+ Cheap flights from Midway (MDW) to Florida
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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIA
Apr 14 — Apr 211
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Florida with Cheapflights
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Cheapest flights from Midway to FloridaExplore the most affordable flight options available from Midway to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 15, 2026.
Explore the most affordable flight options available from Midway to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 15, 2026.
This Trip.com deal was found by Cheapflights users on 3/11. 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 4/46:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Tue 4/143:12 pm
MIA
- MDW
1 stop8h 02m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$103
This Trip.com deal was found by Cheapflights users on 3/12. 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 4/116:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Tue 4/143:12 pm
MIA
- MDW
1 stop8h 02m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$109
This Trip.com deal was found by Cheapflights users on 3/14. 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 4/136:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Tue 4/211:05 pm
MIA
- MDW
1 stop7h 26m
Frontier
Deal found 3/14![Frontier logo]()
$111
This Trip.com deal was found by Cheapflights users on 3/14. 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 4/116:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Sat 4/185:05 am
MIA
- MDW
1 stop14h 32m
Frontier
Deal found 3/14![Frontier logo]()
$112
This Trip.com deal was found by Cheapflights users on 3/12. 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 4/116:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Sat 4/184:59 pm
MIA
- MDW
1 stop6h 15m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$113
This CheapTickets.ch deal was found by Cheapflights users on 3/14. 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 CheapTickets.ch is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Sat 4/185:05 am
MIA
- MDW
1 stop14h 32m
Frontier
Deal found 3/14![Frontier logo]()
$115
This Frontier deal was found by Cheapflights users on 3/15. 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 4/199:04 am
MDW
- MCO
Nonstop2h 49m
Frontier
Thu 4/235:30 am
MCO
- MDW
Nonstop2h 56m
Frontier
Deal found 3/15![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/136:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Wed 4/153:54 pm
MIA
- MDW
1 stop7h 20m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/136:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Thu 4/161:29 pm
MIA
- MDW
1 stop9h 53m
Frontier
Deal found 3/15![Frontier logo]()
$123
This Super.com deal was found by Cheapflights users on 3/12. 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.
Tue 3/1711:19 am
MDW
- MCO
Nonstop2h 45m
Frontier
Thu 3/193:40 pm
MCO
- MDW
Nonstop3h 04m
Frontier
Deal found 3/12![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Wed 4/152:15 pm
MDW
- MCO
1 stop9h 04m
Frontier
Thu 4/235:30 am
MCO
- MDW
Nonstop2h 56m
Frontier
Deal found 3/10![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 4/135:30 am
MDW
- MCO
Nonstop2h 46m
Frontier
Thu 4/162:56 pm
MCO
- MDW
1 stop8h 23m
Frontier
Deal found 3/11![Frontier logo]()
$126
Best flights from Midway to FloridaDiscover carefully curated flight deals from Midway to Florida that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 15, 2026.
Discover carefully curated flight deals from Midway to Florida that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 15, 2026.
This Southwest deal was found by Cheapflights users on 3/14. 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 4/1411:40 am
MDW
- FLL
Nonstop2h 55m
Southwest
Wed 4/156:50 am
FLL
- MDW
Nonstop3h 10m
Southwest
Deal found 3/14![Southwest logo]()
$197
This Super.com deal was found by Cheapflights users on 3/15. 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.
Wed 3/256:48 pm
MDW
- MIA
Nonstop3h 08m
Frontier
Sat 3/2811:13 am
MIA
- MDW
Nonstop3h 28m
Frontier
Deal found 3/15![Frontier logo]()
$229
This Delta deal was found by Cheapflights users on 3/15. 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 5/165:10 pm
MDW
- MIA
1 stop6h 33m
Delta
Wed 5/2012:40 pm
MIA
- MDW
1 stop6h 53m
Delta
Deal found 3/15![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 3/15. 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 4/257:50 am
MDW
- MCO
1 stop4h 55m
Southwest
Sat 4/256:30 pm
MCO
- MDW
1 stop5h 05m
Southwest
Deal found 3/15![Southwest logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Wed 3/1811:19 am
MDW
- PNS
1 stop21h 36m
Multiple Airlines
Sun 3/222:53 pm
PNS
- MDW
1 stop23h 28m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$470
This Southwest deal was found by Cheapflights users on 3/12. 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 4/297:40 am
MDW
- FLL
Nonstop2h 55m
Southwest
Fri 5/16:55 am
FLL
- MDW
Nonstop3h 10m
Southwest
Deal found 3/12![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 3/15. 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 4/196:35 pm
MDW
- MCO
Nonstop2h 40m
Southwest
Wed 4/295:50 pm
MCO
- MDW
Nonstop2h 55m
Southwest
Deal found 3/15![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 3/10. 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 3/316:00 am
MDW
- PNS
1 stop4h 06m
Delta
Sun 4/57:05 am
PNS
- MDW
1 stop4h 57m
Delta
Deal found 3/10![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 3/15. 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 5/38:50 pm
MDW
- MCO
Nonstop2h 35m
Southwest
Wed 5/137:15 am
MCO
- MDW
Nonstop2h 55m
Southwest
Deal found 3/15![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 3/12. 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 4/66:07 pm
MDW
- PNS
1 stop3h 57m
Delta
Tue 4/146:00 am
PNS
- MDW
1 stop3h 56m
Delta
Deal found 3/12![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 3/11. 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.
Mon 5/117:50 am
MDW
- MIA
1 stop4h 20m
Southwest
Sat 5/167:00 am
MIA
- MDW
Nonstop3h 15m
Southwest
Deal found 3/11![Southwest logo]()
$223
This Delta deal was found by Cheapflights users on 3/12. 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 4/76:07 pm
MDW
- ECP
1 stop4h 57m
Delta
Tue 4/145:49 am
ECP
- MDW
1 stop4h 07m
Delta
Deal found 3/12![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 3/11. 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 4/1511:10 am
MDW
- TPA
1 stop3h 45m
Southwest
Fri 4/247:00 am
TPA
- MDW
Nonstop2h 50m
Southwest
Deal found 3/11![Southwest logo]()
$223
This Delta deal was found by Cheapflights users on 3/14. 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 5/2912:53 pm
MDW
- ECP
1 stop6h 16m
Delta
Sun 5/316:00 am
ECP
- MDW
1 stop4h 00m
Delta
Deal found 3/14![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 3/10. 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.
Mon 5/116:55 pm
MDW
- RSW
Nonstop2h 45m
Southwest
Thu 5/148:25 pm
RSW
- MDW
Nonstop2h 55m
Southwest
Deal found 3/10![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 3/12. 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 4/86:07 pm
MDW
- ECP
1 stop4h 57m
Delta
Wed 4/155:10 pm
ECP
- MDW
1 stop5h 18m
Delta
Deal found 3/12![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 3/11. 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 4/264:50 pm
MDW
- TPA
1 stop6h 30m
Southwest
Wed 4/294:15 pm
TPA
- MDW
1 stop4h 25m
Southwest
Deal found 3/11![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 3/11. 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 4/185:21 pm
MDW
- PBI
1 stop4h 55m
Delta
Mon 4/206:19 pm
PBI
- MDW
1 stop5h 09m
Delta
Deal found 3/11![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 3/12. 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.
Fri 5/88:30 pm
MDW
- TPA
Nonstop2h 35m
Southwest
Tue 5/197:15 am
TPA
- MDW
Nonstop2h 50m
Southwest
Deal found 3/12![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 3/14. 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 4/136:00 am
MDW
- FLL
1 stop7h 07m
Delta
Mon 4/206:20 pm
FLL
- MDW
1 stop5h 08m
Delta
Deal found 3/14![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 3/10. 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 4/283:00 pm
MDW
- FLL
1 stop6h 05m
Southwest
Sun 5/36:40 pm
FLL
- MDW
Nonstop3h 10m
Southwest
Deal found 3/10![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 3/14. 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 4/146:00 am
MDW
- PBI
1 stop6h 14m
Delta
Sat 4/186:19 pm
PBI
- MDW
1 stop5h 09m
Delta
Deal found 3/14![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 3/14. 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.
Fri 5/18:30 pm
MDW
- TPA
Nonstop2h 35m
Southwest
Mon 5/119:15 am
TPA
- MDW
1 stop6h 15m
Southwest
Deal found 3/14![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 3/14. 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 5/85:10 pm
MDW
- PBI
1 stop5h 34m
Delta
Sun 5/106:00 am
PBI
- MDW
1 stop5h 00m
Delta
Deal found 3/14![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 3/10. 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.
Thu 4/235:40 pm
MDW
- MCO
1 stop4h 20m
Southwest
Mon 4/2710:10 pm
MCO
- MDW
Nonstop2h 55m
Southwest
Deal found 3/10![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 3/10. 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 5/71:22 pm
MDW
- RSW
1 stop7h 05m
Delta
Tue 5/125:35 am
RSW
- MDW
1 stop7h 21m
Delta
Deal found 3/10![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 3/11. 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.
Fri 5/86:50 pm
MDW
- MIA
Nonstop3h 00m
Southwest
Sun 5/106:10 am
MIA
- MDW
2 stops6h 50m
Southwest
Deal found 3/11![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 3/13. 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 4/135:21 pm
MDW
- SRQ
1 stop6h 13m
Delta
Mon 4/206:26 pm
SRQ
- MDW
1 stop5h 02m
Delta
Deal found 3/13![Delta logo]()
$323
This Southwest deal was found by Cheapflights users on 3/11. 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.
Fri 5/155:40 pm
MDW
- MCO
1 stop4h 20m
Southwest
Mon 5/188:45 am
MCO
- MDW
1 stop4h 05m
Southwest
Deal found 3/11![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 3/12. 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 5/95:10 pm
MDW
- SRQ
1 stop6h 08m
Delta
Thu 5/143:09 pm
SRQ
- MDW
1 stop7h 00m
Delta
Deal found 3/12![Delta logo]()
$331
Last-minute flights from Midway to FloridaDiscover last-minute flight deals from Midway to Florida. Data last updated March 15, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Florida. Data last updated March 15, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 3/12. 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.
Tue 3/1711:19 am
MDW
- MCO
Nonstop2h 45m
Frontier
Thu 3/193:40 pm
MCO
- MDW
Nonstop3h 04m
Frontier
Deal found 3/12![Frontier logo]()
$123
This Trip.com deal was found by Cheapflights users on 3/11. 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 4/46:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Tue 4/143:12 pm
MIA
- MDW
1 stop8h 02m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$103
This Trip.com deal was found by Cheapflights users on 3/12. 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 4/116:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Tue 4/143:12 pm
MIA
- MDW
1 stop8h 02m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$109
This Trip.com deal was found by Cheapflights users on 3/14. 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 4/116:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Sat 4/185:05 am
MIA
- MDW
1 stop14h 32m
Frontier
Deal found 3/14![Frontier logo]()
$112
This Trip.com deal was found by Cheapflights users on 3/12. 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 4/116:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Sat 4/184:59 pm
MIA
- MDW
1 stop6h 15m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$113
This Trip.com deal was found by Cheapflights users on 3/14. 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 4/136:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Tue 4/211:05 pm
MIA
- MDW
1 stop7h 26m
Frontier
Deal found 3/14![Frontier logo]()
$111
This CheapTickets.ch deal was found by Cheapflights users on 3/14. 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 CheapTickets.ch is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Sat 4/185:05 am
MIA
- MDW
1 stop14h 32m
Frontier
Deal found 3/14![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/136:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Wed 4/153:54 pm
MIA
- MDW
1 stop7h 20m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/136:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Thu 4/161:29 pm
MIA
- MDW
1 stop9h 53m
Frontier
Deal found 3/15![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 4/135:30 am
MDW
- MCO
Nonstop2h 46m
Frontier
Thu 4/162:56 pm
MCO
- MDW
1 stop8h 23m
Frontier
Deal found 3/11![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Wed 4/152:15 pm
MDW
- MCO
1 stop9h 04m
Frontier
Thu 4/235:30 am
MCO
- MDW
Nonstop2h 56m
Frontier
Deal found 3/10![Frontier logo]()
$124
This Frontier deal was found by Cheapflights users on 3/15. 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 4/199:04 am
MDW
- MCO
Nonstop2h 49m
Frontier
Thu 4/235:30 am
MCO
- MDW
Nonstop2h 56m
Frontier
Deal found 3/15![Frontier logo]()
$121
One-way flights from Midway to FloridaSearch for one-way flight options from Midway to Florida. Find affordable one-way fares based on user searches. Data last updated March 15, 2026.
Search for one-way flight options from Midway to Florida. Find affordable one-way fares based on user searches. Data last updated March 15, 2026.
This Super.com deal was found by Cheapflights users on 3/15. 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.
Sun 4/125:05 am
MDW
- MCO
Nonstop2h 46m
Frontier
Deal found 3/15![Frontier logo]()
$56
This Super.com deal was found by Cheapflights users on 3/13. 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 3/309:51 pm
MDW
- MCO
Nonstop2h 47m
Frontier
Deal found 3/13![Frontier logo]()
$58
This Super.com deal was found by Cheapflights users on 3/15. 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 3/15![Frontier logo]()
$59
This Super.com deal was found by Cheapflights users on 3/11. 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.
Tue 3/314:33 pm
MDW
- MCO
Nonstop2h 46m
Frontier
Deal found 3/11![Frontier logo]()
$59
This Trip.com deal was found by Cheapflights users on 3/11. 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 4/292:15 pm
MDW
- MCO
1 stop9h 04m
Frontier
Deal found 3/11![Frontier logo]()
$61
This WAYA deal was found by Cheapflights users on 3/11. 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.
Tue 4/146:10 am
MDW
- FLL
1 stop6h 10m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$64
This Super.com deal was found by Cheapflights users on 3/13. 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.
Fri 5/154:52 pm
MDW
- MCO
Nonstop2h 47m
Frontier
Deal found 3/13![Frontier logo]()
$64
This Trip.com deal was found by Cheapflights users on 3/12. 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.
Tue 4/216:10 am
MDW
- MCO
1 stop6h 24m
Frontier
Deal found 3/12![Frontier logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 3/11. 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.
Tue 4/142:15 pm
MDW
- MIA
1 stop9h 34m
Frontier
Deal found 3/11![Frontier logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 3/12. 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.
Tue 5/1212:27 pm
MDW
- TPA
1 stop8h 00m
Frontier
Deal found 3/12![Frontier logo]()
$67
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 4/257:34 pm
MDW
- MCO
1 stop11h 05m
Frontier
Deal found 3/11![Frontier logo]()
$67
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Tue 4/146:10 am
MDW
- MIA
1 stop12h 57m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$69
Find flight deals from Midway to Florida
Keep the following information in mind while searching for Midway to Florida flight deals. Data was last updated March 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $103 (Trip.com) |
One-way from | $56 (Super.com) |
Popular in | March |
Cheapest in | August |
Average price | $293 |
Good round-trip deal | $123 or less |
Good one-way deal | $97 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Florida that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 15, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Florida that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoFort Lauderdale
MDW - FLL
MDWFLL
Chicago Midway
Tue 4/14
11:40 am-3:35 pm
Nonstop2h 55m
Fort Lauderdale
Wed 4/15
6:50 am-9:00 am
Nonstop3h 10m
$197
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Sat 4/25
7:50 am-1:45 pm
1 stop4h 55m
Orlando
Sat 4/25
6:30 pm-10:35 pm
1 stop5h 05m
$212
ChicagoFort Lauderdale
MDW - FLL
MDWFLL
Chicago Midway
Wed 4/29
7:40 am-11:35 am
Nonstop2h 55m
Fort Lauderdale
Fri 5/1
6:55 am-9:05 am
Nonstop3h 10m
$217
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Sun 4/19
6:35 pm-10:15 pm
Nonstop2h 40m
Orlando
Wed 4/29
5:50 pm-7:45 pm
Nonstop2h 55m
$217
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Sun 5/3
8:50 pm-12:25 am
Nonstop2h 35m
Orlando
Wed 5/13
7:15 am-9:10 am
Nonstop2h 55m
$217
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Mon 5/11
7:50 am-1:10 pm
1 stop4h 20m
Miami
Sat 5/16
7:00 am-9:15 am
Nonstop3h 15m
$223
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Wed 4/15
11:10 am-3:55 pm
1 stop3h 45m
Tampa
Fri 4/24
7:00 am-8:50 am
Nonstop2h 50m
$223
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Wed 3/25
6:48 pm-10:56 pm
Nonstop3h 08m
Miami
Sat 3/28
11:13 am-1:41 pm
Nonstop3h 28m
$229
ChicagoFort Myers
MDW - RSW
MDWRSW
Chicago Midway
Mon 5/11
6:55 pm-10:40 pm
Nonstop2h 45m
Fort Myers SW Florida Intl
Thu 5/14
8:25 pm-10:20 pm
Nonstop2h 55m
$237
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Sun 4/26
4:50 pm-12:20 am
1 stop6h 30m
Tampa
Wed 4/29
4:15 pm-7:40 pm
1 stop4h 25m
$237
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Midway to Florida
Have a flexible travel schedule? Discover the best time to fly to Florida from Midway with our price prediction graph.
MDW-MIA
MDW-MCO
MDW-FLL
MDW-TPA
MDW-PNS
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Florida
MDW-USFL
MDW-MIA
MDW-MCO
MDW-FLL
MDW-TPA
What is the cheapest month to book a flight from Chicago Midway Airport to Florida?
Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Florida (average of $49). Flying from Chicago Midway Airport to Florida in June is currently the most expensive (average of $166). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to FL?
Find hourly flight availability from Midway to Florida. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 15, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 4% on flights from Chicago Midway Airport to Florida by exploring options for tickets at noon.
What is the cheapest day to fly from Chicago Midway Airport to Florida?
Use this chart to determine the cheapest time to fly round-trip from Midway to Florida. Price data was last updated on March 14, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Florida flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Chicago Midway Airport to Florida
Explore weekly flight availability from Midway to Florida. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 15, 2026.
The most flights from MDW to USFL are scheduled on a Saturday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
Reviews of airlines servicing Florida
Get insights into the airlines that provide service to Florida. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida. Reviews last updated March 15, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAllegiant Air from Chicago Midway Airport to Florida. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Midway to Florida. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Midway to Florida
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Complete your trip
Complete your trip to Florida by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Midway to Florida by cabin class
Find flights from Midway to Florida, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Florida flights
Browse other Midway and Florida flight options. Last updated on March 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Midway to Florida flights
Consider these flights traveling from Midway to Florida.
Top 6 airlines flying from Midway to Florida
Discover the top 6 airlines that operate flights from Midway to Florida. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$178 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$84 | Average$197 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$98 | Average$363 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$119 | Average$395 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$167 | Average$372 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$203 | Average$391 | FlexibilityNo cancel fee | On-time71% |