$72+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — MDW
Jul 10 — Jul 171
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 49 days in advance, depart on a Sunday or Saturday and return on a Tuesday
Cheap flight deals from Dallas/Fort Worth to Midway
Cheapest
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 June 10, 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 June 10, 2026.
This Kissandfly.com deal was found by Cheapflights users on 6/7. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/212:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Wed 7/224:45 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 6/7![Frontier logo]()
$148
This Super.com deal was found by Cheapflights users on 6/7. 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.
Wed 8/51:30 pm
DFW
- MDW
Nonstop2h 20m
Frontier
Tue 8/115:46 pm
MDW
- DFW
Nonstop2h 34m
Frontier
Deal found 6/7![Frontier logo]()
$156
This Frontier deal was found by Cheapflights users on 6/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/153:01 pm
DFW
- MDW
Nonstop2h 25m
Frontier
Mon 8/176:17 pm
MDW
- DFW
Nonstop2h 37m
Frontier
Deal found 6/9![Frontier logo]()
$157
This Frontier deal was found by Cheapflights users on 6/5. 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 7/212:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Fri 8/76:17 pm
MDW
- DFW
Nonstop2h 37m
Frontier
Deal found 6/5![Frontier logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Tue 8/44:16 pm
DFW
- MDW
1 stop17h 35m
Frontier
Sat 8/86:41 pm
MDW
- DFW
Nonstop2h 40m
Frontier
Deal found 6/9![Frontier logo]()
$159
This Super.com deal was found by Cheapflights users on 6/6. 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.
Tue 7/72:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Tue 7/147:32 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 6/6![Frontier logo]()
$163
This Frontier deal was found by Cheapflights users on 6/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/81:30 pm
DFW
- MDW
Nonstop2h 20m
Frontier
Tue 7/147:32 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 6/7![Frontier logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Sat 8/86:13 am
DFW
- MDW
1 stop15h 50m
Frontier
Wed 8/124:45 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 6/9![Frontier logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:08 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Wed 7/294:45 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 6/5![Frontier logo]()
$170
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 June 10, 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 June 10, 2026.
This Delta deal was found by Cheapflights users on 6/9. 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 9/268:15 am
DFW
- MDW
1 stop7h 20m
Delta
Tue 9/296:05 am
MDW
- DFW
1 stop6h 51m
Delta
Deal found 6/9![Delta logo]()
$226
This Delta deal was found by Cheapflights users on 6/9. 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 8/71:24 pm
DFW
- MDW
1 stop5h 09m
Delta
Tue 8/116:05 am
MDW
- DFW
1 stop5h 11m
Delta
Deal found 6/9![Delta logo]()
$242
This Delta deal was found by Cheapflights users on 6/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:00 am
DFW
- MDW
1 stop4h 51m
Delta
Mon 10/195:25 pm
MDW
- DFW
1 stop6h 48m
Delta
Deal found 6/8![Delta logo]()
$246
This Delta deal was found by Cheapflights users on 6/9. 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.
Thu 8/271:24 pm
DFW
- MDW
1 stop5h 09m
Delta
Mon 8/316:05 am
MDW
- DFW
1 stop5h 11m
Delta
Deal found 6/9![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 6/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/161:18 pm
DFW
- MDW
1 stop5h 19m
Delta
Wed 10/211:05 pm
MDW
- DFW
1 stop5h 36m
Delta
Deal found 6/8![Delta logo]()
$270
This Delta deal was found by Cheapflights users on 6/6. 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.
Wed 7/15:29 am
DFW
- MDW
1 stop7h 17m
Delta
Sat 7/46:00 am
MDW
- DFW
1 stop6h 50m
Delta
Deal found 6/6![Delta logo]()
$321
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/245:29 am
DFW
- MDW
1 stop7h 17m
Delta
Fri 7/39:54 am
MDW
- DFW
1 stop5h 37m
Delta
Deal found 6/10![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 6/9. 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 7/47:00 am
DFW
- MDW
2 stops10h 07m
Delta
Thu 7/99:19 am
MDW
- DFW
1 stop5h 13m
Delta
Deal found 6/9![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 6/9. 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.
Tue 7/71:24 pm
DFW
- MDW
1 stop5h 01m
Delta
Tue 7/1412:41 pm
MDW
- DFW
2 stops9h 51m
Delta
Deal found 6/9![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 6/6. 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.
Wed 9/210:05 am
DFW
- MDW
2 stops6h 54m
Delta
Mon 9/79:24 am
MDW
- DFW
1 stop5h 05m
Delta
Deal found 6/6![Delta logo]()
$353
Last-minute flights from Dallas/Fort Worth to MidwayDiscover last-minute flight deals from Dallas/Fort Worth to Midway. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Dallas/Fort Worth to Midway. Data last updated June 10, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 6/6. 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.
Tue 7/72:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Tue 7/147:32 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 6/6![Frontier logo]()
$163
This Frontier deal was found by Cheapflights users on 6/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/81:30 pm
DFW
- MDW
Nonstop2h 20m
Frontier
Tue 7/147:32 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 6/7![Frontier logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:08 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Wed 7/294:45 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 6/5![Frontier logo]()
$170
This Expedia deal was found by Cheapflights users on 6/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:08 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Wed 7/224:45 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 6/7![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/203:01 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Wed 7/294:45 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 6/5![Frontier logo]()
$174
This Kissandfly.com deal was found by Cheapflights users on 6/7. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/212:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Wed 7/224:45 pm
MDW
- DFW
Nonstop2h 35m
Frontier
Deal found 6/7![Frontier logo]()
$148
This Super.com deal was found by Cheapflights users on 6/5. 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.
Tue 7/212:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Thu 8/69:27 pm
MDW
- DFW
Nonstop2h 32m
Frontier
Deal found 6/5![Frontier logo]()
$156
This Frontier deal was found by Cheapflights users on 6/5. 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 7/212:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Fri 8/76:17 pm
MDW
- DFW
Nonstop2h 37m
Frontier
Deal found 6/5![Frontier logo]()
$158
This Super.com deal was found by Cheapflights users on 6/5. 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.
Sun 7/266:08 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Tue 7/285:46 pm
MDW
- DFW
Nonstop2h 34m
Frontier
Deal found 6/5![Frontier logo]()
$181
This Frontier deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/282:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Sat 8/86:41 pm
MDW
- DFW
Nonstop2h 40m
Frontier
Deal found 6/10![Frontier logo]()
$175
This Trip.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/282:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Sat 8/293:02 pm
MDW
- DFW
Nonstop2h 37m
Frontier
Deal found 6/10![Frontier logo]()
$180
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 June 10, 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 June 10, 2026.
This Trip.com deal was found by Cheapflights users on 6/7. 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.
Tue 7/144:13 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Deal found 6/7![Frontier logo]()
$72
This Super.com deal was found by Cheapflights users on 6/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:08 pm
DFW
- MDW
Nonstop2h 24m
Frontier
Deal found 6/9![Frontier logo]()
$88
This Expedia deal was found by Cheapflights users on 6/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3111:44 am
DFW
- MDW
Nonstop2h 23m
Frontier
Deal found 6/8![Frontier logo]()
$89
This Trip.com deal was found by Cheapflights users on 6/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/103:01 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Deal found 6/8![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 6/8. 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.
Tue 7/72:30 pm
DFW
- MDW
Nonstop2h 21m
Frontier
Deal found 6/8![Frontier logo]()
$94
This Frontier deal was found by Cheapflights users on 6/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/81:30 pm
DFW
- MDW
Nonstop2h 20m
Frontier
Deal found 6/6![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/44:16 pm
DFW
- MDW
1 stop17h 35m
Frontier
Deal found 6/10![Frontier logo]()
$99
This Delta deal was found by Cheapflights users on 6/9. 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.
Tue 9/88:10 am
DFW
- MDW
1 stop7h 17m
Delta
Deal found 6/9![Delta logo]()
$100
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 June 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $148 (Kissandfly.com) |
One-way from | $72 (Trip.com) |
Popular in | June |
Cheapest in | December |
Average price | $295 |
Good round-trip deal | $211 or less |
Good one-way deal | $106 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 June 10, 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
Sat 9/26
8:15 am-3:35 pm
1 stop7h 20m
Chicago Midway
Tue 9/29
6:05 am-12:56 pm
1 stop6h 51m
$226
Quickest round-trip
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Fri 8/7
1:24 pm-6:33 pm
1 stop5h 09m
Chicago Midway
Tue 8/11
6:05 am-11:16 am
1 stop5h 11m
$242
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Sat 10/17
7:00 am-11:51 am
1 stop4h 51m
Chicago Midway
Mon 10/19
5:25 pm-12:13 am
1 stop6h 48m
$246
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Thu 8/27
1:24 pm-6:33 pm
1 stop5h 09m
Chicago Midway
Mon 8/31
6:05 am-11:16 am
1 stop5h 11m
$247
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Fri 10/16
1:18 pm-6:37 pm
1 stop5h 19m
Chicago Midway
Wed 10/21
1:05 pm-6:41 pm
1 stop5h 36m
$270
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Wed 7/1
5:29 am-12:46 pm
1 stop7h 17m
Chicago Midway
Sat 7/4
6:00 am-12:50 pm
1 stop6h 50m
$321
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Wed 6/24
5:29 am-12:46 pm
1 stop7h 17m
Chicago Midway
Fri 7/3
9:54 am-3:31 pm
1 stop5h 37m
$334
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Sat 7/4
7:00 am-5:07 pm
2 stops10h 07m
Chicago Midway
Thu 7/9
9:19 am-2:32 pm
1 stop5h 13m
$338
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Tue 7/7
1:24 pm-6:25 pm
1 stop5h 01m
Chicago Midway
Tue 7/14
12:41 pm-10:32 pm
2 stops9h 51m
$344
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Wed 9/2
10:05 am-4:59 pm
2 stops6h 54m
Chicago Midway
Mon 9/7
9:24 am-2:29 pm
1 stop5h 05m
$353
Showing 1-10 of 19 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 June.
| 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 |
- 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 48 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 June is currently the most expensive (average of $295). 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 June 10, 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 12% versus a flight in the morning.
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 June 8, 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 Saturday 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 23% 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 June 10, 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
Crew
8.6
Overall
7.9
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Overall
7.9
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Overall
7.9
Comfort
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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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 June 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$78 | Average$188 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$147 | Average$325 | FlexibilityNo cancel fee | On-time63% |