$51+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — MDW
May 10 — May 171
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 73 days in advance, depart on a Sunday or Saturday and return on a Tuesday
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 April 10, 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 April 10, 2026.
This Trip.com deal was found by Cheapflights users on 4/6. 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 4/2710:09 am
DFW
- MDW
Nonstop2h 26m
Frontier
Thu 4/308:25 am
MDW
- DFW
Nonstop2h 49m
Frontier
Deal found 4/6![Frontier logo]()
$100
This Super.com deal was found by Cheapflights users on 4/8. 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 4/3012:09 pm
DFW
- MDW
Nonstop2h 23m
Frontier
Tue 5/53:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/8![Frontier logo]()
$101
This Frontier deal was found by Cheapflights users on 4/5. 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 5/1911:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Wed 5/273:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/5![Frontier logo]()
$102
This Super.com deal was found by Cheapflights users on 4/6. 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 5/18:59 pm
DFW
- MDW
1 stop19h 14m
Frontier
Wed 5/63:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/6![Frontier logo]()
$104
This Trip.com deal was found by Cheapflights users on 4/9. 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 5/2611:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Tue 6/23:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/9![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 5/18:50 am
DFW
- MDW
1 stop13h 36m
Frontier
Tue 5/53:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/9![Frontier logo]()
$106
This Super.com deal was found by Cheapflights users on 4/8. 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 5/1811:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Wed 5/203:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/8![Frontier logo]()
$107
This Super.com deal was found by Cheapflights users on 4/8. 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 4/1110:15 pm
DFW
- MDW
Nonstop2h 22m
Frontier
Mon 4/135:11 pm
MDW
- DFW
Nonstop2h 49m
Frontier
Deal found 4/8![Frontier logo]()
$112
This Priceline deal was found by Cheapflights users on 4/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Thu 5/73:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/7![Frontier logo]()
$113
This CheapOair deal was found by Cheapflights users on 4/8. 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.
Tue 5/511:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Tue 5/126:00 am
MDW
- DFW
1 stop6h 20m
Frontier
Deal found 4/8![Frontier logo]()
$114
This Southwest deal was found by Cheapflights users on 4/7. 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 5/67:35 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Thu 5/75:00 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Deal found 4/7![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 4/7. 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 5/64:35 pm
DAL
- MDW
1 stop3h 35m
Southwest
Sat 5/93:05 pm
MDW
- DAL
Nonstop2h 25m
Southwest
Deal found 4/7![Southwest logo]()
$205
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 April 10, 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 April 10, 2026.
This Southwest deal was found by Cheapflights users on 4/6. 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 4/279:45 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Mon 6/17:20 am
MDW
- DAL
Nonstop2h 25m
Southwest
Deal found 4/6![Southwest logo]()
$199
This Delta deal was found by Cheapflights users on 4/5. 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 6/37:00 am
DFW
- MDW
1 stop6h 19m
Delta
Sat 6/65:30 pm
MDW
- DFW
1 stop6h 42m
Delta
Deal found 4/5![Delta logo]()
$219
This Southwest deal was found by Cheapflights users on 4/7. 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 5/76:20 am
DAL
- MDW
Nonstop2h 10m
Southwest
Thu 5/1412:45 pm
MDW
- DAL
1 stop4h 10m
Southwest
Deal found 4/7![Southwest logo]()
$205
This Delta deal was found by Cheapflights users on 4/9. 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 5/24:20 pm
DFW
- MDW
1 stop6h 08m
Delta
Tue 5/512:52 pm
MDW
- DFW
1 stop6h 12m
Delta
Deal found 4/9![Delta logo]()
$219
This Southwest deal was found by Cheapflights users on 4/9. 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 5/46:20 am
DAL
- MDW
Nonstop2h 10m
Southwest
Mon 5/410:20 am
MDW
- DAL
1 stop3h 45m
Southwest
Deal found 4/9![Southwest logo]()
$205
This Southwest deal was found by Cheapflights users on 4/5. 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 6/107:50 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Tue 6/165:05 am
MDW
- DAL
Nonstop2h 15m
Southwest
Deal found 4/5![Southwest logo]()
$208
This Delta deal was found by Cheapflights users on 4/6. 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 5/291:29 pm
DFW
- MDW
1 stop5h 04m
Delta
Sat 6/65:30 pm
MDW
- DFW
1 stop6h 42m
Delta
Deal found 4/6![Delta logo]()
$242
This Southwest deal was found by Cheapflights users on 4/8. 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 5/912:40 pm
DAL
- MDW
1 stop4h 10m
Southwest
Mon 5/1112:45 pm
MDW
- DAL
1 stop4h 10m
Southwest
Deal found 4/8![Southwest logo]()
$210
This Delta deal was found by Cheapflights users on 4/5. 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 5/281:29 pm
DFW
- MDW
1 stop5h 04m
Delta
Sun 5/316:36 pm
MDW
- DFW
1 stop4h 35m
Delta
Deal found 4/5![Delta logo]()
$242
This Southwest deal was found by Cheapflights users on 4/5. 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 4/281:30 pm
DAL
- MDW
1 stop3h 20m
Southwest
Sat 5/28:10 am
MDW
- DAL
2 stops6h 35m
Southwest
Deal found 4/5![Southwest logo]()
$215
This Delta deal was found by Cheapflights users on 4/9. 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 5/2911:14 am
DFW
- MDW
1 stop7h 19m
Delta
Mon 6/16:36 pm
MDW
- DFW
1 stop4h 35m
Delta
Deal found 4/9![Delta logo]()
$242
This Southwest deal was found by Cheapflights users on 4/9. 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 5/912:30 pm
DAL
- MDW
1 stop4h 40m
Southwest
Sun 5/106:55 am
MDW
- DAL
Nonstop2h 30m
Southwest
Deal found 4/9![Southwest logo]()
$228
This Delta deal was found by Cheapflights users on 4/9. 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 7/1711:16 am
DFW
- MDW
1 stop7h 09m
Delta
Sun 7/196:05 am
MDW
- DFW
1 stop5h 05m
Delta
Deal found 4/9![Delta logo]()
$265
This Southwest deal was found by Cheapflights users on 4/9. 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 6/1210:50 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Tue 6/165:05 am
MDW
- DAL
Nonstop2h 15m
Southwest
Deal found 4/9![Southwest logo]()
$231
This Delta deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/39:56 am
DFW
- MDW
1 stop6h 30m
Delta
Tue 5/56:00 am
MDW
- DFW
1 stop6h 31m
Delta
Deal found 4/9![Delta logo]()
$268
This Southwest deal was found by Cheapflights users on 4/5. 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 4/279:45 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Fri 5/110:10 am
MDW
- DAL
1 stop4h 40m
Southwest
Deal found 4/5![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 4/5. 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 6/179:55 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Tue 6/237:45 am
MDW
- DAL
1 stop4h 05m
Southwest
Deal found 4/5![Southwest logo]()
$242
This Delta deal was found by Cheapflights users on 4/5. 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 5/15:45 am
DFW
- MDW
1 stop6h 58m
Delta
Sun 5/36:38 pm
MDW
- DFW
1 stop4h 46m
Delta
Deal found 4/5![Delta logo]()
$302
This Southwest deal was found by Cheapflights users on 4/7. 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 5/157:45 pm
DAL
- MDW
1 stop4h 10m
Southwest
Tue 5/197:25 am
MDW
- DAL
1 stop4h 45m
Southwest
Deal found 4/7![Southwest logo]()
$242
This Delta deal was found by Cheapflights users on 4/5. 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 5/2111:14 am
DFW
- MDW
1 stop7h 19m
Delta
Mon 5/259:22 am
MDW
- DFW
1 stop4h 53m
Delta
Deal found 4/5![Delta logo]()
$304
This Southwest deal was found by Cheapflights users on 4/6. 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 6/51:35 pm
DAL
- MDW
1 stop4h 30m
Southwest
Sat 6/138:55 pm
MDW
- DAL
Nonstop2h 15m
Southwest
Deal found 4/6![Southwest logo]()
$260
This Delta deal was found by Cheapflights users on 4/6. 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 5/71:29 pm
DFW
- MDW
1 stop5h 04m
Delta
Mon 5/116:36 pm
MDW
- DFW
1 stop4h 35m
Delta
Deal found 4/6![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 4/9. 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 4/2511:37 am
DFW
- MDW
1 stop4h 52m
Delta
Tue 4/286:38 pm
MDW
- DFW
1 stop4h 46m
Delta
Deal found 4/9![Delta logo]()
$337
Last-minute flights from Dallas to MidwayDiscover last-minute flight deals from Dallas to Midway. Data last updated April 10, 2026 and is based on user searches.
Discover last-minute flight deals from Dallas to Midway. Data last updated April 10, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 4/8. 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 4/1110:15 pm
DFW
- MDW
Nonstop2h 22m
Frontier
Mon 4/135:11 pm
MDW
- DFW
Nonstop2h 49m
Frontier
Deal found 4/8![Frontier logo]()
$112
This Trip.com deal was found by Cheapflights users on 4/6. 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 4/2710:09 am
DFW
- MDW
Nonstop2h 26m
Frontier
Thu 4/308:25 am
MDW
- DFW
Nonstop2h 49m
Frontier
Deal found 4/6![Frontier logo]()
$100
This Super.com deal was found by Cheapflights users on 4/8. 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 4/3012:09 pm
DFW
- MDW
Nonstop2h 23m
Frontier
Tue 5/53:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/8![Frontier logo]()
$101
This Super.com deal was found by Cheapflights users on 4/6. 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 5/18:59 pm
DFW
- MDW
1 stop19h 14m
Frontier
Wed 5/63:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/6![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 5/18:50 am
DFW
- MDW
1 stop13h 36m
Frontier
Tue 5/53:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/9![Frontier logo]()
$106
This Priceline deal was found by Cheapflights users on 4/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Thu 5/73:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/7![Frontier logo]()
$113
This CheapOair deal was found by Cheapflights users on 4/8. 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.
Tue 5/511:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Tue 5/126:00 am
MDW
- DFW
1 stop6h 20m
Frontier
Deal found 4/8![Frontier logo]()
$114
This Southwest deal was found by Cheapflights users on 4/7. 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 5/67:35 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Thu 5/75:00 pm
MDW
- DAL
Nonstop2h 30m
Southwest
Deal found 4/7![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 4/7. 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 5/67:35 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Sat 5/910:30 am
MDW
- DAL
1 stop3h 55m
Southwest
Deal found 4/7![Southwest logo]()
$205
This Super.com deal was found by Cheapflights users on 4/8. 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 5/1811:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Wed 5/203:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/8![Frontier logo]()
$107
This Frontier deal was found by Cheapflights users on 4/5. 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 5/1911:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Wed 5/273:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/5![Frontier logo]()
$102
This Trip.com deal was found by Cheapflights users on 4/9. 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 5/2611:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Tue 6/23:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/9![Frontier logo]()
$105
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 April 10, 2026.
Search for one-way flight options from Dallas to Midway. Find affordable one-way fares based on user searches. Data last updated April 10, 2026.
This Trip.com deal was found by Cheapflights users on 4/7. 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 5/711:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/7![Frontier logo]()
$51
This Frontier deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2011:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/8![Frontier logo]()
$53
This Frontier deal was found by Cheapflights users on 4/8. 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 5/1811:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/8![Frontier logo]()
$54
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 6/2111:44 am
DFW
- MDW
Nonstop2h 23m
Frontier
Deal found 4/7![Frontier logo]()
$55
This CheapOair deal was found by Cheapflights users on 4/9. 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 5/1111:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/9![Frontier logo]()
$65
This Super.com deal was found by Cheapflights users on 4/7. 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 4/238:04 pm
DFW
- MDW
Nonstop2h 18m
Frontier
Deal found 4/7![Frontier logo]()
$68
This Expedia deal was found by Cheapflights users on 4/6. 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.
Mon 4/2710:09 am
DFW
- MDW
Nonstop2h 26m
Frontier
Deal found 4/6![Frontier logo]()
$69
This Expedia deal was found by Cheapflights users on 4/6. 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 5/125:48 am
DFW
- MDW
1 stop5h 21m
Frontier
Deal found 4/6![Frontier logo]()
$70
This Super.com deal was found by Cheapflights users on 4/7. 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 4/177:17 pm
DFW
- MDW
Nonstop2h 20m
Frontier
Deal found 4/7![Frontier logo]()
$72
This Super.com deal was found by Cheapflights users on 4/5. 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 5/3011:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/5![Frontier logo]()
$73
This Southwest deal was found by Cheapflights users on 4/7. 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 5/77:05 pm
DAL
- MDW
Nonstop2h 10m
Southwest
Deal found 4/7![Southwest logo]()
$100
This Southwest deal was found by Cheapflights users on 4/7. 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 5/3012:40 pm
DAL
- MDW
1 stop4h 10m
Southwest
Deal found 4/7![Southwest logo]()
$105
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 April 10, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $100 (Trip.com) |
One-way from | $51 (Trip.com) |
Popular in | May |
Cheapest in | December |
Average price | $235 |
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 April 10, 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
Mon 4/27
9:45 pm-11:55 pm
Nonstop2h 10m
Chicago Midway
Mon 6/1
7:20 am-9:45 am
Nonstop2h 25m
$199
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Thu 5/7
6:20 am-8:30 am
Nonstop2h 10m
Chicago Midway
Thu 5/14
12:45 pm-4:55 pm
1 stop4h 10m
$205
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Mon 5/4
6:20 am-8:30 am
Nonstop2h 10m
Chicago Midway
Mon 5/4
10:20 am-2:05 pm
1 stop3h 45m
$205
Quickest round-trip
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Wed 6/10
7:50 pm-10:00 pm
Nonstop2h 10m
Chicago Midway
Tue 6/16
5:05 am-7:20 am
Nonstop2h 15m
$208
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Sat 5/9
12:40 pm-4:50 pm
1 stop4h 10m
Chicago Midway
Mon 5/11
12:45 pm-4:55 pm
1 stop4h 10m
$210
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Tue 4/28
1:30 pm-4:50 pm
1 stop3h 20m
Chicago Midway
Sat 5/2
8:10 am-2:45 pm
2 stops6h 35m
$215
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Wed 6/3
7:00 am-1:19 pm
1 stop6h 19m
Chicago Midway
Sat 6/6
5:30 pm-12:12 am
1 stop6h 42m
$219
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Sat 5/2
4:20 pm-10:28 pm
1 stop6h 08m
Chicago Midway
Tue 5/5
12:52 pm-7:04 pm
1 stop6h 12m
$219
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Sat 5/9
12:30 pm-5:10 pm
1 stop4h 40m
Chicago Midway
Sun 5/10
6:55 am-9:25 am
Nonstop2h 30m
$228
DallasChicago
DAL - MDW
DALMDW
Dallas Love Field
Fri 6/12
10:50 pm-1:00 am
Nonstop2h 10m
Chicago Midway
Tue 6/16
5:05 am-7:20 am
Nonstop2h 15m
$231
Showing 1-10 of 43 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
How far ahead should I book a flight from Dallas to Chicago Midway Airport?
Use this chart to determine the optimal time to book a round-trip flight from Dallas to Midway. Price data was last updated on April 3, 2026.
Booking 72 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 month to book a flight from Dallas to Chicago Midway Airport?
Currently, January is the cheapest month in which you can book a flight from Dallas to Chicago Midway Airport (average of $63). Flying from Dallas to Chicago Midway Airport in May is currently the most expensive (average of $122). 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 April 10, 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 13% versus a flight in the afternoon.
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 April 4, 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. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 19% of weekly flights between Dallas and Chicago have experienced delays in the past year, with the average delay time being 147 minutes.
What is the most punctual flight time for Dallas to Chicago flights?
Historically, flights departing in the early afternoon 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?
Wednesday tends to have the lowest number of delays on this route, whereas Sunday 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 19% of flights being delayed.
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 April 10, 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.
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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 locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Complete your trip
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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 April 10, 2026.
Dallas and Midway flights
Browse other Dallas and Midway flight options. Last updated on April 10, 2026.
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 April 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$77 | Average$184 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$145 | Average$295 | FlexibilityNo cancel fee | On-time63% |