$102+ Cheap flights from Dallas to Midway (MDW)
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 7/27. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — MDW
Aug 21 — Aug 281
Round-trip
1 adult, Economy
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Find cheap flights from Dallas to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Dallas to Chicago Midway are usually found in December or January, booked 49 days in advance, depart on a Tuesday or Wednesday and return on a Friday
Cheap flight deals from Dallas to Midway
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Cheapest flights from Dallas to MidwayExplore the most affordable flight options available from Dallas to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 22, 2026.
Explore the most affordable flight options available from Dallas to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/17. 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 11/73:59 pm
DFW
- MDW
1 stop5h 54m
Frontier
Wed 11/1112:03 pm
MDW
- DFW
1 stop7h 47m
Frontier
Deal found 7/17![Frontier logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 11/139:44 am
DFW
- MDW
Nonstop2h 23m
Frontier
Sun 11/157:25 am
MDW
- DFW
1 stop7h 29m
Frontier
Deal found 7/16![Frontier logo]()
$198
This Super.com deal was found by Cheapflights users on 7/17. 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 8/103:01 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Sat 8/156:41 pm
MDW
- DFW
Nonstop2h 40m
Frontier
Deal found 7/17![Frontier logo]()
$204
This Super.com deal was found by Cheapflights users on 7/17. 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.
Thu 8/206:07 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Mon 8/249:26 pm
MDW
- DFW
Nonstop2h 33m
Frontier
Deal found 7/17![Frontier logo]()
$205
This Trip.com deal was found by Cheapflights users on 7/20. 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 7/212:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Wed 7/224:45 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 7/20![Frontier logo]()
$206
This Super.com deal was found by Cheapflights users on 7/21. 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.
Thu 8/136:08 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Thu 8/209:26 pm
MDW
- DFW
Nonstop2h 33m
Frontier
Deal found 7/21![Frontier logo]()
$207
This Frontier deal was found by Cheapflights users on 7/17. 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 8/112:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Wed 8/124:45 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 7/17![Frontier logo]()
$208
This Frontier deal was found by Cheapflights users on 7/21. 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 8/136:08 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Mon 8/176:17 pm
MDW
- DFW
Nonstop2h 37m
Frontier
Deal found 7/21![Frontier logo]()
$209
This Frontier deal was found by Cheapflights users on 7/19. 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 9/66:07 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Thu 9/101:02 pm
MDW
- DFW
Nonstop2h 33m
Frontier
Deal found 7/19![Frontier logo]()
$210
This Frontier deal was found by Cheapflights users on 7/20. 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 7/253:01 pm
DFW
- MDW
Nonstop2h 25m
Frontier
Mon 8/176:17 pm
MDW
- DFW
Nonstop2h 37m
Frontier
Deal found 7/20![Frontier logo]()
$211
This Frontier deal was found by Cheapflights users on 7/19. 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 10/109:44 am
DFW
- MDW
Nonstop2h 23m
Frontier
Tue 10/131:02 pm
MDW
- DFW
Nonstop2h 33m
Frontier
Deal found 7/19![Frontier logo]()
$212
This Frontier deal was found by Cheapflights users on 7/21. 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 7/266:08 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Thu 7/309:27 pm
MDW
- DFW
Nonstop2h 32m
Frontier
Deal found 7/21![Frontier logo]()
$213
Best flights from Dallas to MidwayDiscover carefully curated flight deals from Dallas to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 22, 2026.
Discover carefully curated flight deals from Dallas to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 22, 2026.
This Southwest deal was found by Cheapflights users on 7/21. 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 12/248:25 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Tue 12/295:20 am
MDW
- DAL
Nonstop2h 25m
Southwest
Deal found 7/21![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 7/20. 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 8/256:00 am
DAL
- MDW
1 stop5h 51m
Delta
Tue 9/14:39 pm
MDW
- DAL
1 stop5h 47m
Delta
Deal found 7/20![Delta logo]()
$321
This Southwest deal was found by Cheapflights users on 7/19. 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 9/199:40 am
DAL
- MDW
Nonstop2h 10m
Southwest
Tue 9/2210:30 am
MDW
- DAL
1 stop3h 45m
Southwest
Deal found 7/19![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 7/19. 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 9/1211:21 am
DFW
- MDW
1 stop4h 39m
Delta
Sat 9/199:29 am
MDW
- DFW
2 stops9h 41m
Delta
Deal found 7/19![Delta logo]()
$326
This Southwest deal was found by Cheapflights users on 7/21. 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 9/511:30 am
DAL
- MDW
1 stop4h 35m
Southwest
Sun 9/67:35 am
MDW
- DAL
Nonstop2h 15m
Southwest
Deal found 7/21![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 7/18. 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 8/135:45 am
DFW
- MDW
1 stop6h 54m
Delta
Tue 8/251:25 pm
MDW
- DFW
2 stops9h 06m
Delta
Deal found 7/18![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 7/19. 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 8/246:00 am
DAL
- MDW
Nonstop2h 10m
Southwest
Mon 9/145:55 pm
MDW
- DAL
Nonstop2h 15m
Southwest
Deal found 7/19![Southwest logo]()
$313
This Delta deal was found by Cheapflights users on 7/18. 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 9/225:55 pm
DFW
- MDW
1 stop4h 49m
Delta
Thu 9/249:29 am
MDW
- DFW
2 stops7h 54m
Delta
Deal found 7/18![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 7/20. 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 8/273:25 pm
DAL
- MDW
1 stop4h 00m
Southwest
Mon 8/315:30 am
MDW
- DAL
Nonstop2h 10m
Southwest
Deal found 7/20![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 7/19. 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 10/175:30 am
DFW
- MDW
1 stop7h 18m
Delta
Mon 10/191:28 pm
MDW
- DFW
2 stops8h 24m
Delta
Deal found 7/19![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 7/18. 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 8/105:35 pm
DAL
- MDW
1 stop4h 20m
Southwest
Sat 9/129:05 am
MDW
- DAL
2 stops7h 30m
Southwest
Deal found 7/18![Southwest logo]()
$328
This Delta deal was found by Cheapflights users on 7/19. 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 8/126:45 am
DFW
- MDW
1 stop5h 06m
Delta
Sat 8/151:51 pm
MDW
- DFW
2 stops10h 08m
Delta
Deal found 7/19![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 7/17. 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 8/41:10 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Sat 8/1510:05 am
MDW
- DAL
1 stop4h 00m
Southwest
Deal found 7/17![Southwest logo]()
$341
This Delta deal was found by Cheapflights users on 7/20. 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 8/225:20 am
DFW
- MDW
2 stops7h 19m
Delta
Mon 8/249:24 am
MDW
- DFW
1 stop5h 05m
Delta
Deal found 7/20![Delta logo]()
$355
This Delta deal was found by Cheapflights users on 7/18. 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 8/58:10 am
DFW
- MDW
2 stops10h 23m
Delta
Wed 8/1210:54 am
MDW
- DFW
1 stop8h 05m
Delta
Deal found 7/18![Delta logo]()
$360
This Delta deal was found by Cheapflights users on 7/18. 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 10/21:26 pm
DFW
- MDW
1 stop5h 07m
Delta
Wed 10/71:28 pm
MDW
- DFW
2 stops8h 24m
Delta
Deal found 7/18![Delta logo]()
$360
This Delta deal was found by Cheapflights users on 7/19. 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 10/1211:29 am
DFW
- MDW
1 stop5h 10m
Delta
Fri 10/161:28 pm
MDW
- DFW
2 stops8h 24m
Delta
Deal found 7/19![Delta logo]()
$366
This Delta deal was found by Cheapflights users on 7/21. 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 10/61:36 pm
DFW
- MDW
1 stop4h 29m
Delta
Sun 10/119:29 am
MDW
- DFW
1 stop4h 35m
Delta
Deal found 7/21![Delta logo]()
$367
Last-minute flights from Dallas to MidwayDiscover last-minute flight deals from Dallas to Midway. Data last updated July 22, 2026 and is based on user searches.
Discover last-minute flight deals from Dallas to Midway. Data last updated July 22, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 7/20. 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 7/212:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Wed 7/224:45 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 7/20![Frontier logo]()
$206
This Frontier deal was found by Cheapflights users on 7/20. 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 7/253:01 pm
DFW
- MDW
Nonstop2h 25m
Frontier
Mon 8/176:17 pm
MDW
- DFW
Nonstop2h 37m
Frontier
Deal found 7/20![Frontier logo]()
$211
This Frontier deal was found by Cheapflights users on 7/21. 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 7/266:08 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Thu 7/309:27 pm
MDW
- DFW
Nonstop2h 32m
Frontier
Deal found 7/21![Frontier logo]()
$213
This Super.com deal was found by Cheapflights users on 7/21. 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 7/273:01 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Thu 7/309:27 pm
MDW
- DFW
Nonstop2h 32m
Frontier
Deal found 7/21![Frontier logo]()
$212
This Super.com deal was found by Cheapflights users on 7/18. 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 8/83:01 pm
DFW
- MDW
Nonstop2h 25m
Frontier
Sat 8/156:41 pm
MDW
- DFW
Nonstop2h 40m
Frontier
Deal found 7/18![Frontier logo]()
$214
This Super.com deal was found by Cheapflights users on 7/17. 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 8/103:01 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Sat 8/156:41 pm
MDW
- DFW
Nonstop2h 40m
Frontier
Deal found 7/17![Frontier logo]()
$204
This Super.com deal was found by Cheapflights users on 7/18. 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 8/103:01 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Sat 9/121:02 pm
MDW
- DFW
Nonstop2h 33m
Frontier
Deal found 7/18![Frontier logo]()
$215
This Frontier deal was found by Cheapflights users on 7/17. 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 8/112:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Wed 8/124:45 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 7/17![Frontier logo]()
$208
This Super.com deal was found by Cheapflights users on 7/21. 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.
Thu 8/136:08 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Thu 8/209:26 pm
MDW
- DFW
Nonstop2h 33m
Frontier
Deal found 7/21![Frontier logo]()
$207
This Frontier deal was found by Cheapflights users on 7/21. 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 8/136:08 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Mon 8/176:17 pm
MDW
- DFW
Nonstop2h 37m
Frontier
Deal found 7/21![Frontier logo]()
$209
This Southwest deal was found by Cheapflights users on 7/20. 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 8/136:00 am
DAL
- MDW
Nonstop2h 10m
Southwest
Thu 8/1312:30 pm
MDW
- DAL
Nonstop2h 10m
Southwest
Deal found 7/20![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 7/18. 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 8/191:10 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Tue 8/253:10 pm
MDW
- DAL
Nonstop2h 10m
Southwest
Deal found 7/18![Southwest logo]()
$301
One-way flights from Dallas to MidwaySearch for one-way flight options from Dallas to Midway. Find affordable one-way fares based on user searches. Data last updated July 22, 2026.
Search for one-way flight options from Dallas to Midway. Find affordable one-way fares based on user searches. Data last updated July 22, 2026.
This FlightHub deal was found by Cheapflights users on 7/21. 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 7/273:01 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Deal found 7/21![Frontier logo]()
$102
This Super.com deal was found by Cheapflights users on 7/21. 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.
Thu 8/206:07 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Deal found 7/21![Frontier logo]()
$104
This Super.com deal was found by Cheapflights users on 7/19. 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 10/39:44 am
DFW
- MDW
Nonstop2h 23m
Frontier
Deal found 7/19![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 7/19. 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 9/199:44 am
DFW
- MDW
Nonstop2h 23m
Frontier
Deal found 7/19![Frontier logo]()
$106
This Trip.com deal was found by Cheapflights users on 7/17. 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 8/103:01 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Deal found 7/17![Frontier logo]()
$107
This Trip.com deal was found by Cheapflights users on 7/17. 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.
Thu 10/159:44 am
DFW
- MDW
Nonstop2h 23m
Frontier
Deal found 7/17![Frontier logo]()
$108
This Super.com deal was found by Cheapflights users on 7/17. 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 8/121:30 pm
DFW
- MDW
Nonstop2h 20m
Frontier
Deal found 7/17![Frontier logo]()
$109
This Trip.com deal was found by Cheapflights users on 7/21. 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 8/153:01 pm
DFW
- MDW
Nonstop2h 25m
Frontier
Deal found 7/21![Frontier logo]()
$110
This Frontier deal was found by Cheapflights users on 7/19. 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 9/179:44 am
DFW
- MDW
Nonstop2h 23m
Frontier
Deal found 7/19![Frontier logo]()
$112
This Super.com deal was found by Cheapflights users on 7/17. 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 7/282:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Deal found 7/17![Frontier logo]()
$113
This Southwest deal was found by Cheapflights users on 7/17. 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 9/55:00 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 7/17![Southwest logo]()
$149
This Southwest deal was found by Cheapflights users on 7/17. 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 8/192:25 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 7/17![Southwest logo]()
$151
Find flight deals from Dallas to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Dallas (A78) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 22, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $204 (Super.com) |
One-way from | $102 (FlightHub) |
Popular in | June |
Cheapest in | December |
Average price | $308 |
Cheapflights Fare Finder
Customize your flight search to find flights from Dallas to Midway 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 July 22, 2026.
Use the filters below to find and compare flights from Dallas to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Thu 12/24
8:25 pm-10:35 pm
Nonstop2h 10m
Chicago Midway
Tue 12/29
5:20 am-7:45 am
Nonstop2h 25m
$297
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Sat 9/19
9:40 am-11:50 am
Nonstop2h 10m
Chicago Midway
Tue 9/22
10:30 am-2:15 pm
1 stop3h 45m
$307
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Sat 9/5
11:30 am-4:05 pm
1 stop4h 35m
Chicago Midway
Sun 9/6
7:35 am-9:50 am
Nonstop2h 15m
$309
Quickest round-trip
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Mon 8/24
6:00 am-8:10 am
Nonstop2h 10m
Chicago Midway
Mon 9/14
5:55 pm-8:10 pm
Nonstop2h 15m
$313
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Thu 8/27
3:25 pm-7:25 pm
1 stop4h 00m
Chicago Midway
Mon 8/31
5:30 am-7:40 am
Nonstop2h 10m
$319
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Tue 8/25
6:00 am-11:51 am
1 stop5h 51m
Chicago Midway
Tue 9/1
4:39 pm-10:26 pm
1 stop5h 47m
$321
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Sat 9/12
11:21 am-4:00 pm
1 stop4h 39m
Chicago Midway
Sat 9/19
9:29 am-7:10 pm
2 stops9h 41m
$326
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Mon 8/10
5:35 pm-9:55 pm
1 stop4h 20m
Chicago Midway
Sat 9/12
9:05 am-4:35 pm
2 stops7h 30m
$328
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Thu 8/13
5:45 am-12:39 pm
1 stop6h 54m
Chicago Midway
Tue 8/25
1:25 pm-10:31 pm
2 stops9h 06m
$332
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Tue 9/22
5:55 pm-10:44 pm
1 stop4h 49m
Chicago Midway
Thu 9/24
9:29 am-5:23 pm
2 stops7h 54m
$332
Showing 1-10 of 39 resultsSorted by cheapest first
Best time to book a flight from Dallas to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Dallas with our price prediction graph.
A78-MDW
DAL-MDW
DFW-MDW
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 Dallas to Chicago Midway Airport
A78-MDW
DAL-MDW
DFW-MDW
What is the cheapest month to book a flight from Dallas to Chicago Midway Airport?
Currently, December is the cheapest month in which you can book a flight from Dallas to Chicago Midway Airport (average of $175). Flying from Dallas to Chicago Midway Airport in June is currently the most expensive (average of $384). 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 DFW to MDW?
Find hourly flight availability from Dallas to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 22, 2026.
When flying from Dallas to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 14% versus a flight in the afternoon.
How much does it cost to fly round-trip from Dallas to Chicago Midway Airport?
How often are flights from Dallas to Chicago delayed?
About 22% of weekly flights between Dallas and Chicago have experienced delays in the past year, with the average delay time being 153 minutes.
What is the most punctual flight time for Dallas to Chicago flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Thursday tends to have the lowest number of delays on this route, whereas Tuesday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Dallas to Chicago flights?
Over the last year, Frontier have had the lowest number of delays on this route, with just 22% of flights being delayed.
How far ahead should I book a flight from Dallas to Chicago Midway Airport?
Booking 48 days in advance of your planned departure date is, on average, the best time to get cheap flights from Dallas to Chicago Midway Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Dallas to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Dallas to Midway. Price data was last updated on July 18, 2026.
Travelers seeking maximum savings on their Dallas to Chicago Midway Airport flight should consider departing on Saturday evenings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Dallas to Chicago Midway Airport flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Dallas to Chicago Midway Airport trip
Our travel experts
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated July 22, 2026.
See what other customers who have flown with Southwest and Frontier from Dallas to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Dallas to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 22, 2026.
Dallas and Midway flights
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Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Dallas to Midway
Discover the top 2 airlines that operate flights from Dallas to Midway. 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 July 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$77 | Average$195 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$154 | Average$372 | FlexibilityNo cancel fee | On-time63% |