$103+ Cheap flights from Midway (MDW) to Dallas
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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DFW
Sep 21 — Sep 281
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Dallas 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 Chicago Midway to Dallas are usually found in February or October, booked 63 days in advance, depart on a Tuesday or Friday and return on a Tuesday
Cheap flight deals from Midway to Dallas
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Best
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Cheapest flights from Midway to DallasExplore the most affordable flight options available from Midway to Dallas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2026.
Explore the most affordable flight options available from Midway to Dallas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/81:12 pm -
Nonstop2h 33m
Sat 11/149:44 am -
Nonstop2h 23m
Deal found 8/18![Frontier logo]()
$195
This Super.com deal was found by Cheapflights users on 8/17. 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 9/176:25 am -
1 stop5h 47m
Sat 9/199:36 am -
Nonstop2h 23m
Deal found 8/17![Frontier logo]()
$202
This Super.com deal was found by Cheapflights users on 8/17. 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 10/221:12 pm -
Nonstop2h 33m
Mon 10/269:54 am -
Nonstop2h 23m
Deal found 8/17![Frontier logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Wed 9/96:25 am -
1 stop12h 18m
Fri 9/119:36 am -
Nonstop2h 23m
Deal found 8/17![Frontier logo]()
$207
This Expedia deal was found by Cheapflights users on 8/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:12 pm -
Nonstop2h 33m
Thu 10/229:54 am -
Nonstop2h 23m
Deal found 8/21![Frontier logo]()
$208
This Mytrip deal was found by Cheapflights users on 8/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:54 pm -
Nonstop2h 31m
Mon 9/149:36 am -
Nonstop2h 23m
Deal found 8/18![Frontier logo]()
$209
This CheapOair deal was found by Cheapflights users on 8/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:54 pm -
Nonstop2h 31m
Mon 9/219:36 am -
Nonstop2h 23m
Deal found 8/18![Frontier logo]()
$210
This Super.com deal was found by Cheapflights users on 8/18. 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.
Thu 11/512:03 pm -
1 stop7h 47m
Mon 11/99:44 am -
Nonstop2h 23m
Deal found 8/18![Frontier logo]()
$211
This Booking.com deal was found by Cheapflights users on 8/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:25 am -
1 stop5h 47m
Sat 9/269:36 am -
Nonstop2h 23m
Deal found 8/18![Frontier logo]()
$214
This Southwest deal was found by Cheapflights users on 8/18. 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.
Thu 9/1012:30 pm -
Nonstop2h 10m
Mon 9/149:10 pm -
Nonstop2h 15m
Deal found 8/18![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 8/17. 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.
Thu 9/175:30 am -
Nonstop2h 10m
Sat 9/192:30 pm -
1 stop6h 20m
Deal found 8/17![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 8/18. 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.
Tue 9/158:40 am -
2 stops6h 00m
Tue 9/227:35 am -
Nonstop2h 15m
Deal found 8/18![Southwest logo]()
$308
Best flights from Midway to DallasDiscover carefully curated flight deals from Midway to Dallas that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
Discover carefully curated flight deals from Midway to Dallas that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
This Southwest deal was found by Cheapflights users on 8/18. 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.
Tue 10/276:00 am -
Nonstop2h 15m
Thu 10/2911:55 am -
Nonstop2h 15m
Deal found 8/18![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 8/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:48 am -
1 stop6h 21m
Sat 10/35:15 pm -
1 stop5h 29m
Deal found 8/17![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 8/21. 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 9/175:30 am -
Nonstop2h 10m
Sat 9/195:00 pm -
Nonstop2h 15m
Deal found 8/21![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 8/22. 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 9/199:29 am -
1 stop4h 49m
Mon 9/2111:19 am -
1 stop7h 14m
Deal found 8/22![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 8/19. 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 11/167:05 am -
Nonstop2h 30m
Tue 11/171:20 pm -
1 stop3h 50m
Deal found 8/19![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 8/18. 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.
Sat 10/249:29 am -
2 stops7h 31m
Tue 11/36:45 am -
1 stop5h 02m
Deal found 8/18![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 8/21. 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 10/1710:30 am -
1 stop4h 10m
Tue 10/202:20 pm -
Nonstop2h 15m
Deal found 8/21![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 8/20. 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.
Mon 11/169:30 am -
2 stops12h 34m
Tue 11/1711:19 am -
2 stops11h 37m
Deal found 8/20![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 8/17. 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 9/1510:30 am -
1 stop3h 45m
Wed 9/166:30 pm -
Nonstop2h 15m
Deal found 8/17![Southwest logo]()
$303
This Delta deal was found by Cheapflights users on 8/21. 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.
Fri 9/114:30 pm -
1 stop7h 27m
Tue 9/155:20 am -
2 stops10h 55m
Deal found 8/21![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 8/21. 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 10/14:15 pm -
1 stop4h 25m
Sat 10/311:35 am -
1 stop3h 45m
Deal found 8/21![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 8/19. 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.
Thu 11/1210:15 am -
1 stop4h 15m
Mon 11/164:05 pm -
1 stop4h 20m
Deal found 8/19![Southwest logo]()
$312
This Delta deal was found by Cheapflights users on 8/21. 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 9/155:11 pm -
1 stop6h 46m
Mon 9/2111:19 am -
1 stop7h 14m
Deal found 8/21![Delta logo]()
$358
This Southwest deal was found by Cheapflights users on 8/20. 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 9/105:55 am -
2 stops5h 00m
Mon 9/143:25 pm -
1 stop4h 00m
Deal found 8/20![Southwest logo]()
$318
This Delta deal was found by Cheapflights users on 8/20. 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.
Thu 10/85:09 pm -
1 stop7h 13m
Mon 10/125:20 am -
1 stop7h 27m
Deal found 8/20![Delta logo]()
$358
This Southwest deal was found by Cheapflights users on 8/22. 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 9/510:05 am -
1 stop4h 00m
Sat 9/125:00 pm -
Nonstop2h 15m
Deal found 8/22![Southwest logo]()
$320
This Delta deal was found by Cheapflights users on 8/19. 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 10/710:01 am -
1 stop7h 29m
Sun 10/115:20 am -
1 stop7h 27m
Deal found 8/19![Delta logo]()
$372
This Southwest deal was found by Cheapflights users on 8/18. 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.
Fri 9/111:40 pm -
1 stop4h 45m
Mon 9/143:25 pm -
1 stop4h 00m
Deal found 8/18![Southwest logo]()
$321
This Delta deal was found by Cheapflights users on 8/18. 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 10/301:27 pm -
2 stops7h 31m
Sun 11/15:20 am -
1 stop7h 27m
Deal found 8/18![Delta logo]()
$390
This Southwest deal was found by Cheapflights users on 8/19. 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.
Fri 9/181:40 pm -
1 stop4h 45m
Sat 9/198:55 am -
1 stop5h 15m
Deal found 8/19![Southwest logo]()
$325
This Delta deal was found by Cheapflights users on 8/21. 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.
Thu 9/246:05 am -
1 stop6h 46m
Tue 9/2911:19 am -
1 stop7h 14m
Deal found 8/21![Delta logo]()
$438
Last-minute flights from Midway to DallasDiscover last-minute flight deals from Midway to Dallas. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Dallas. Data last updated August 22, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Wed 9/96:25 am -
1 stop12h 18m
Fri 9/119:36 am -
Nonstop2h 23m
Deal found 8/17![Frontier logo]()
$207
This Booking.com deal was found by Cheapflights users on 8/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:25 am -
1 stop5h 47m
Sat 9/269:36 am -
Nonstop2h 23m
Deal found 8/18![Frontier logo]()
$214
This Mytrip deal was found by Cheapflights users on 8/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:54 pm -
Nonstop2h 31m
Mon 9/149:36 am -
Nonstop2h 23m
Deal found 8/18![Frontier logo]()
$209
This Southwest deal was found by Cheapflights users on 8/18. 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.
Thu 9/1012:30 pm -
Nonstop2h 10m
Mon 9/149:10 pm -
Nonstop2h 15m
Deal found 8/18![Southwest logo]()
$297
This CheapOair deal was found by Cheapflights users on 8/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:54 pm -
Nonstop2h 31m
Sat 9/199:36 am -
Nonstop2h 23m
Deal found 8/17![Frontier logo]()
$201
This Southwest deal was found by Cheapflights users on 8/18. 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.
Tue 9/158:40 am -
2 stops6h 00m
Tue 9/227:35 am -
Nonstop2h 15m
Deal found 8/18![Southwest logo]()
$308
This Super.com deal was found by Cheapflights users on 8/17. 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 9/176:25 am -
1 stop5h 47m
Sat 9/199:36 am -
Nonstop2h 23m
Deal found 8/17![Frontier logo]()
$202
This CheapOair deal was found by Cheapflights users on 8/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:54 pm -
Nonstop2h 31m
Mon 9/219:36 am -
Nonstop2h 23m
Deal found 8/18![Frontier logo]()
$210
This Super.com deal was found by Cheapflights users on 8/18. 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.
Thu 9/176:25 am -
1 stop5h 47m
Thu 9/249:36 am -
Nonstop2h 23m
Deal found 8/18![Frontier logo]()
$211
This Southwest deal was found by Cheapflights users on 8/17. 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.
Thu 9/175:30 am -
Nonstop2h 10m
Sat 9/192:30 pm -
1 stop6h 20m
Deal found 8/17![Southwest logo]()
$307
This Expedia deal was found by Cheapflights users on 8/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/191:06 pm -
Nonstop2h 32m
Sat 9/269:36 am -
Nonstop2h 23m
Deal found 8/19![Frontier logo]()
$208
This CheapOair deal was found by Cheapflights users on 8/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/206:46 pm -
1 stop12h 14m
Sat 9/269:36 am -
Nonstop2h 23m
Deal found 8/17![Frontier logo]()
$212
One-way flights from Midway to DallasSearch for one-way flight options from Midway to Dallas. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
Search for one-way flight options from Midway to Dallas. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This Super.com deal was found by Cheapflights users on 8/17. 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 9/2812:54 pm -
Nonstop2h 31m
Deal found 8/17![Frontier logo]()
$103
This Gotogate deal was found by Cheapflights users on 8/17. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:54 pm -
Nonstop2h 31m
Deal found 8/17![Frontier logo]()
$104
This CheapOair deal was found by Cheapflights users on 8/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:12 pm -
Nonstop2h 33m
Deal found 8/17![Frontier logo]()
$105
This Trip.com deal was found by Cheapflights users on 8/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:12 pm -
Nonstop2h 33m
Deal found 8/18![Frontier logo]()
$106
This Jetabroad deal was found by Cheapflights users on 8/21. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:27 pm -
Nonstop2h 42m
Deal found 8/21![Frontier logo]()
$107
This Super.com deal was found by Cheapflights users on 8/17. 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 9/236:25 am -
1 stop5h 47m
Deal found 8/17![Frontier logo]()
$108
This Frontier deal was found by Cheapflights users on 8/17. 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.
Sat 11/1412:03 pm -
1 stop7h 47m
Deal found 8/17![Frontier logo]()
$109
This CheapOair deal was found by Cheapflights users on 8/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:25 am -
1 stop5h 47m
Deal found 8/17![Frontier logo]()
$110
This Super.com deal was found by Cheapflights users on 8/19. 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.
Fri 9/116:25 am -
1 stop5h 47m
Deal found 8/19![Frontier logo]()
$111
This Frontier deal was found by Cheapflights users on 8/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:25 am -
1 stop5h 47m
Deal found 8/18![Frontier logo]()
$112
This Frontier deal was found by Cheapflights users on 8/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:25 am -
1 stop12h 18m
Deal found 8/18![Frontier logo]()
$115
This Southwest deal was found by Cheapflights users on 8/18. 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 9/166:00 am -
Nonstop2h 10m
Deal found 8/18![Southwest logo]()
$149
Find flight deals from Midway to Dallas
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Dallas (A78). 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 August 22, 2026.
Round-trip from | $195 (Kiwi.com) |
|---|---|
One-way from | $103 (Super.com) |
Popular in | June |
Cheapest in | February |
Average price | $333 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Dallas 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 7,457,451 searches. Data last updated August 22, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Dallas that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Tue 10/27
6:00 am-8:15 am
Nonstop2h 15m
Dallas Love Field
Thu 10/29
11:55 am-2:10 pm
Nonstop2h 15m
$297
Quickest round-trip
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Thu 9/17
5:30 am-7:40 am
Nonstop2h 10m
Dallas Love Field
Sat 9/19
5:00 pm-7:15 pm
Nonstop2h 15m
$297
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Mon 11/16
7:05 am-9:35 am
Nonstop2h 30m
Dallas Love Field
Tue 11/17
1:20 pm-5:10 pm
1 stop3h 50m
$303
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Sat 10/17
10:30 am-2:40 pm
1 stop4h 10m
Dallas Love Field
Tue 10/20
2:20 pm-4:35 pm
Nonstop2h 15m
$303
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Tue 9/15
10:30 am-2:15 pm
1 stop3h 45m
Dallas Love Field
Wed 9/16
6:30 pm-8:45 pm
Nonstop2h 15m
$303
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Thu 10/1
4:15 pm-8:40 pm
1 stop4h 25m
Dallas Love Field
Sat 10/3
11:35 am-3:20 pm
1 stop3h 45m
$312
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Thu 11/12
10:15 am-2:30 pm
1 stop4h 15m
Dallas Love Field
Mon 11/16
4:05 pm-8:25 pm
1 stop4h 20m
$312
ChicagoDallas
MDW Chicago Midway - DFW Dallas/Fort Worth
MDWDFW
Chicago Midway
Thu 10/1
10:48 am-5:09 pm
1 stop6h 21m
Dallas/Fort Worth
Sat 10/3
5:15 pm-10:44 pm
1 stop5h 29m
$317
ChicagoDallas
MDW Chicago Midway - DFW Dallas/Fort Worth
MDWDFW
Chicago Midway
Sat 9/19
9:29 am-2:18 pm
1 stop4h 49m
Dallas/Fort Worth
Mon 9/21
11:19 am-6:33 pm
1 stop7h 14m
$317
ChicagoDallas
MDW Chicago Midway - DAL Dallas Love Field
MDWDAL
Chicago Midway
Thu 9/10
5:55 am-10:55 am
2 stops5h 00m
Dallas Love Field
Mon 9/14
3:25 pm-7:25 pm
1 stop4h 00m
$318
Showing 1-10 of 42 resultsSorted by cheapest first
Best time to book a flight from Midway to Dallas
Have a flexible travel schedule? Discover the best time to fly to Dallas from Midway with our price prediction graph.
MDW-A78
MDW-DAL
MDW-DFW
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 Dallas
MDW-A78
MDW-DAL
MDW-DFW
What is the cheapest month to book a flight from Chicago Midway Airport to Dallas?
Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Dallas (average of $199). Flying from Chicago Midway Airport to Dallas in August is currently the most expensive (average of $418). 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 DFW?
Find hourly flight availability from Midway to Dallas. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 22, 2026.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 16% on flights from Chicago Midway Airport to Dallas by exploring options for tickets in the evening.
How much does it cost to fly round-trip from Chicago Midway Airport to Dallas?
Airfare is below average for this route at the moment.
Chicago Midway Airport to Dallas flights typically cost between $218 and $412 in November.The cheapest round-trip price found within the last 5 days was $195 on Frontier (Nov 8-Nov 14).
How often are flights from Chicago to Dallas delayed?
About 21% of weekly flights between Chicago and Dallas have experienced delays in the past year, with the average delay time being 170 minutes.
What is the most punctual flight time for Chicago to Dallas flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon 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 Saturday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Dallas flights?
Over the last year, Frontier have had the lowest number of delays on this route, with just 20% of flights being delayed.
How far ahead should I book a flight from Chicago Midway Airport to Dallas?
The price you pay for your flight from Chicago Midway Airport to Dallas may vary depending on when you book. For the best chance of a lower fare, look to book 49 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Chicago Midway Airport to Dallas?
Use this chart to determine the cheapest time to fly round-trip from Midway to Dallas. Price data was last updated on August 22, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Dallas flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago Midway Airport to Dallas 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 Chicago Midway Airport to Dallas trip
Our travel experts
Reviews of airlines servicing Dallas
Get insights into the airlines that provide service to Dallas. 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 Dallas. Reviews last updated August 22, 2026.
Read reviews from past customers who have flown Southwest and Frontier from Chicago Midway Airport to Dallas. 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.
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentIla,Mar 2025
HOU - DAL
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentIla,Mar 2025
HOU - DAL
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentIla,Mar 2025
HOU - DAL
Related info for your journey
Find useful and relevant information for your journey from Midway to Dallas. 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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Midway and Dallas flights
Browse other Midway and Dallas flight options. Last updated on August 22, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on August 22, 2026.
Popular flight searches
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Top 2 airlines flying from Midway to Dallas
Discover the top 2 airlines that operate flights from Midway to Dallas. 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 7,457,451 searches. Data last updated August 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$72 | Average$194 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$188 | Average$386 | FlexibilityNo cancel fee | On-time63% |