$54+ Cheap flights from Dallas/Fort Worth (DFW) 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — MDW
May 28 — Jun 41
Round-trip
1 adult, Economy
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Find cheap flights from Dallas/Fort Worth 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/Fort Worth to Chicago Midway are usually found in December or January, booked 50 days in advance, depart on a Tuesday or Saturday and return on a Wednesday
Cheap flight deals from Dallas/Fort Worth to Midway
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Best
Last-minute
One-way
Cheapest flights from Dallas/Fort Worth to MidwayExplore the most affordable flight options available from Dallas/Fort Worth to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 28, 2026.
Explore the most affordable flight options available from Dallas/Fort Worth to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 28, 2026.
This CheapOair deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 5/1211:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Wed 5/133:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/26![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 6/111:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Thu 6/43:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/25![Frontier logo]()
$114
This Expedia deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 6/1312:49 pm
DFW
- MDW
Nonstop2h 26m
Frontier
Sat 6/204:10 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/27![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1911:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Thu 5/283:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/27![Frontier logo]()
$117
This Frontier deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/124:24 pm
DFW
- MDW
1 stop5h 38m
Frontier
Sat 5/163:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/24![Frontier logo]()
$118
This Super.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/2811:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Fri 6/53:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/28![Frontier logo]()
$120
This Frontier deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/3111:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Thu 6/43:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/28![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/3011:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Sat 6/65:37 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/28![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1911:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Tue 5/263:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/28![Frontier logo]()
$126
This Super.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/511:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Wed 5/63:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/24![Frontier logo]()
$127
This Super.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/1211:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Thu 5/143:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/25![Frontier logo]()
$128
Best flights from Dallas/Fort Worth to MidwayDiscover carefully curated flight deals from Dallas/Fort Worth to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 28, 2026.
Discover carefully curated flight deals from Dallas/Fort Worth to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 28, 2026.
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 7/145:20 am
DFW
- MDW
1 stop7h 18m
Delta
Sat 7/1810:55 am
MDW
- DFW
1 stop4h 50m
Delta
Deal found 4/26![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/111:25 pm
DFW
- MDW
1 stop5h 06m
Delta
Tue 6/165:11 pm
MDW
- DFW
1 stop7h 08m
Delta
Deal found 4/24![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 6/1010:06 am
DFW
- MDW
1 stop6h 10m
Delta
Sat 6/136:00 am
MDW
- DFW
1 stop5h 12m
Delta
Deal found 4/27![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 6/85:29 am
DFW
- MDW
1 stop7h 12m
Delta
Mon 6/159:17 am
MDW
- DFW
1 stop5h 19m
Delta
Deal found 4/28![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 6/2210:06 am
DFW
- MDW
1 stop6h 10m
Delta
Sat 6/279:17 am
MDW
- DFW
1 stop4h 48m
Delta
Deal found 4/26![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 6/275:19 am
DFW
- MDW
1 stop7h 17m
Delta
Sun 6/286:05 am
MDW
- DFW
1 stop6h 45m
Delta
Deal found 4/24![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/111:25 pm
DFW
- MDW
1 stop5h 06m
Delta
Sat 6/136:00 am
MDW
- DFW
1 stop6h 50m
Delta
Deal found 4/25![Delta logo]()
$265
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 7/211:17 am
DFW
- MDW
1 stop7h 14m
Delta
Mon 7/69:54 am
MDW
- DFW
1 stop7h 23m
Delta
Deal found 4/24![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/255:30 am
DFW
- MDW
1 stop6h 26m
Delta
Thu 5/286:23 am
MDW
- DFW
1 stop6h 29m
Delta
Deal found 4/24![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 7/175:20 am
DFW
- MDW
1 stop7h 18m
Delta
Sun 7/196:00 am
MDW
- DFW
1 stop5h 12m
Delta
Deal found 4/28![Delta logo]()
$342
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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
Mon 5/45:21 pm
MDW
- DFW
1 stop7h 11m
Delta
Deal found 4/26![Delta logo]()
$389
Last-minute flights from Dallas/Fort Worth to MidwayDiscover last-minute flight deals from Dallas/Fort Worth to Midway. Data last updated April 28, 2026 and is based on user searches.
Discover last-minute flight deals from Dallas/Fort Worth to Midway. Data last updated April 28, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/511:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Wed 5/63:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/24![Frontier logo]()
$127
This CheapOair deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 5/1211:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Wed 5/133:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/26![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/124:24 pm
DFW
- MDW
1 stop5h 38m
Frontier
Sat 5/163:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/24![Frontier logo]()
$118
This Super.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/1211:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Thu 5/143:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/25![Frontier logo]()
$128
This Frontier deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 4/27![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1911:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Thu 5/283:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/27![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1911:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Tue 5/263:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/28![Frontier logo]()
$126
This Super.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/2811:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Fri 6/53:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/28![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/2911:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Tue 6/23:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/28![Frontier logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/3011:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Sat 6/65:37 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/28![Frontier logo]()
$122
This Frontier deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/3111:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Thu 6/43:07 pm
MDW
- DFW
Nonstop2h 43m
Frontier
Deal found 4/28![Frontier logo]()
$121
One-way flights from Dallas/Fort Worth to MidwaySearch for one-way flight options from Dallas/Fort Worth to Midway. Find affordable one-way fares based on user searches. Data last updated April 28, 2026.
Search for one-way flight options from Dallas/Fort Worth to Midway. Find affordable one-way fares based on user searches. Data last updated April 28, 2026.
This CheapOair deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/1911:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/27![Frontier logo]()
$54
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/2911:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/27![Frontier logo]()
$55
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1211:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/28![Frontier logo]()
$60
This Super.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/511:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/24![Frontier logo]()
$64
This Super.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/1311:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/27![Frontier logo]()
$68
This Super.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/1411:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/28![Frontier logo]()
$69
This Super.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/611:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/28![Frontier logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/1611:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/28![Frontier logo]()
$73
This Frontier deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/911:55 am
DFW
- MDW
Nonstop2h 17m
Frontier
Deal found 4/28![Frontier logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 6/310:00 am
DFW
- MDW
1 stop12h 02m
Frontier
Deal found 4/24![Frontier logo]()
$75
Find flight deals from Dallas/Fort Worth to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Dallas/Fort Worth (DFW) 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 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $113 (CheapOair) |
One-way from | $54 (CheapOair) |
Popular in | April |
Cheapest in | December |
Average price | $251 |
Good round-trip deal | $128 or less |
Good one-way deal | $69 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Dallas/Fort Worth 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 28, 2026.
Use the filters below to find and compare flights from Dallas/Fort Worth Airport to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Tue 7/14
5:20 am-12:38 pm
1 stop7h 18m
Chicago Midway
Sat 7/18
10:55 am-3:45 pm
1 stop4h 50m
$265
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Thu 6/11
1:25 pm-6:31 pm
1 stop5h 06m
Chicago Midway
Tue 6/16
5:11 pm-12:19 am
1 stop7h 08m
$265
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Wed 6/10
10:06 am-4:16 pm
1 stop6h 10m
Chicago Midway
Sat 6/13
6:00 am-11:12 am
1 stop5h 12m
$265
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Mon 6/8
5:29 am-12:41 pm
1 stop7h 12m
Chicago Midway
Mon 6/15
9:17 am-2:36 pm
1 stop5h 19m
$265
Quickest round-trip
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Mon 6/22
10:06 am-4:16 pm
1 stop6h 10m
Chicago Midway
Sat 6/27
9:17 am-2:05 pm
1 stop4h 48m
$265
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Sat 6/27
5:19 am-12:36 pm
1 stop7h 17m
Chicago Midway
Sun 6/28
6:05 am-12:50 pm
1 stop6h 45m
$265
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Thu 6/11
1:25 pm-6:31 pm
1 stop5h 06m
Chicago Midway
Sat 6/13
6:00 am-12:50 pm
1 stop6h 50m
$265
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Thu 7/2
11:17 am-6:31 pm
1 stop7h 14m
Chicago Midway
Mon 7/6
9:54 am-5:17 pm
1 stop7h 23m
$300
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Mon 5/25
5:30 am-11:56 am
1 stop6h 26m
Chicago Midway
Thu 5/28
6:23 am-12:52 pm
1 stop6h 29m
$327
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Fri 7/17
5:20 am-12:38 pm
1 stop7h 18m
Chicago Midway
Sun 7/19
6:00 am-11:12 am
1 stop5h 12m
$342
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Dallas/Fort Worth to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Dallas/Fort Worth to Midway in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Dallas/Fort Worth Airport-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Dallas/Fort Worth Airport-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Dallas/Fort Worth Airport-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Dallas/Fort Worth Airport-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Dallas/Fort Worth Airport-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Dallas/Fort Worth to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Dallas/Fort Worth with our price prediction graph.
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/Fort Worth Airport to Chicago Midway Airport
Prices
Delays
How far ahead should I book a flight from Dallas/Fort Worth Airport to Chicago Midway Airport?
The price you pay for your flight from Dallas/Fort Worth Airport to Chicago Midway Airport 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 month to book a flight from Dallas/Fort Worth Airport to Chicago Midway Airport?
Currently, December is the cheapest month in which you can book a flight from Dallas/Fort Worth Airport to Chicago Midway Airport (average of $166). Flying from Dallas/Fort Worth Airport to Chicago Midway Airport in April is currently the most expensive (average of $251). 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/Fort Worth 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 28, 2026.
When flying from Dallas/Fort Worth Airport to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 18% versus a flight in the afternoon.
What is the cheapest day to fly from Dallas/Fort Worth Airport to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Dallas/Fort Worth to Midway. Price data was last updated on April 25, 2026.
Travelers seeking maximum savings on their Dallas/Fort Worth Airport 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 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 152 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?
Friday 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 22% of flights being delayed.
The best insider tips for Dallas/Fort Worth Airport 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/Fort Worth Airport 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 28, 2026.
Read reviews from past customers who have flown Southwest and Frontier from Dallas/Fort Worth Airport to Chicago Midway Airport. 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.
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
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/Fort Worth 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
Hammond
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 April 28, 2026.
Dallas/Fort Worth and Midway flights
Browse other Dallas/Fort Worth and Midway flight options. Last updated on April 28, 2026.
Other flights from Dallas/Fort Worth
Browse through other flights departing from Dallas/Fort Worth. Flights are based on user searches made on Cheapflights and were last updated on April 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Dallas/Fort Worth to Midway
Discover the top 2 airlines that operate flights from Dallas/Fort Worth 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 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$77 | Average$184 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$145 | Average$289 | FlexibilityNo cancel fee | On-time63% |