$103+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — MDW
Sep 12 — Sep 191
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 Tuesday or Wednesday 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 August 13, 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 August 13, 2026.
This Expedia deal was found by Cheapflights users on 8/12. 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.
Wed 10/219:54 am -
Nonstop2h 23m
Sun 10/251:12 pm -
Nonstop2h 33m
Deal found 8/12![Frontier logo]()
$188
This CheapOair deal was found by Cheapflights users on 8/12. 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 9/84:16 pm -
1 stop6h 31m
Thu 9/1012:54 pm -
Nonstop2h 31m
Deal found 8/12![Frontier logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/84:16 pm -
1 stop6h 31m
Mon 9/1412:54 pm -
Nonstop2h 31m
Deal found 8/11![Frontier logo]()
$190
This Frontier deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:36 am -
Nonstop2h 23m
Mon 9/2812:54 pm -
Nonstop2h 31m
Deal found 8/11![Frontier logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 10/129:44 am -
Nonstop2h 23m
Fri 10/161:02 pm -
Nonstop2h 33m
Deal found 8/11![Frontier logo]()
$193
This FlightHub deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/179:36 am -
Nonstop2h 23m
Sun 9/2012:54 pm -
Nonstop2h 31m
Deal found 8/11![Frontier logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Thu 9/108:05 am -
1 stop9h 41m
Sat 9/126:25 am -
1 stop12h 18m
Deal found 8/11![Frontier logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 10/109:44 am -
Nonstop2h 23m
Sun 10/111:02 pm -
Nonstop2h 33m
Deal found 8/11![Frontier logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/129:36 am -
Nonstop2h 23m
Sun 9/136:46 pm -
1 stop12h 14m
Deal found 8/11![Frontier logo]()
$197
This Frontier deal was found by Cheapflights users on 8/11. 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 10/119:44 am -
Nonstop2h 23m
Fri 10/161:02 pm -
Nonstop2h 33m
Deal found 8/11![Frontier logo]()
$198
This Super.com deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:36 am -
Nonstop2h 23m
Mon 9/146:25 am -
1 stop5h 47m
Deal found 8/12![Frontier logo]()
$199
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 August 13, 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 August 13, 2026.
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1211:21 am -
1 stop4h 39m
Mon 9/145:10 pm -
1 stop6h 47m
Deal found 8/12![Delta logo]()
$241
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:05 am -
2 stops9h 55m
Sat 10/311:27 pm -
2 stops8h 26m
Deal found 8/12![Delta logo]()
$274
This Delta deal was found by Cheapflights users on 8/10. 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.
Sat 10/311:16 am -
1 stop7h 06m
Sat 10/109:29 am -
1 stop4h 35m
Deal found 8/10![Delta logo]()
$351
This Delta deal was found by Cheapflights users on 8/12. 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 10/231:36 pm -
1 stop4h 24m
Sun 10/256:04 am -
1 stop5h 09m
Deal found 8/12![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 8/9. 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 10/105:20 am -
1 stop7h 27m
Thu 10/151:27 pm -
2 stops8h 34m
Deal found 8/9![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 8/11. 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 10/115:20 am -
1 stop7h 27m
Thu 10/151:27 pm -
2 stops8h 34m
Deal found 8/11![Delta logo]()
$423
This Delta deal was found by Cheapflights users on 8/10. 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.
Sun 9/277:00 am -
1 stop6h 20m
Tue 9/299:59 am -
1 stop7h 18m
Deal found 8/10![Delta logo]()
$434
This Delta deal was found by Cheapflights users on 8/10. 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.
Thu 9/245:20 am -
1 stop7h 19m
Sat 9/269:29 am -
2 stops9h 25m
Deal found 8/10![Delta logo]()
$440
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/301:36 pm -
2 stops8h 57m
Sun 11/14:19 pm -
1 stop8h 03m
Deal found 8/12![Delta logo]()
$493
This Delta deal was found by Cheapflights users on 8/10. 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.
Sat 8/2211:15 am -
2 stops11h 21m
Mon 8/241:25 pm -
2 stops9h 06m
Deal found 8/10![Delta logo]()
$524
Last-minute flights from Dallas/Fort Worth to MidwayDiscover last-minute flight deals from Dallas/Fort Worth to Midway. Data last updated August 13, 2026 and is based on user searches.
Discover last-minute flight deals from Dallas/Fort Worth to Midway. Data last updated August 13, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/54:16 pm -
1 stop6h 31m
Sun 9/69:26 pm -
Nonstop2h 33m
Deal found 8/12![Frontier logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/54:16 pm -
1 stop6h 31m
Thu 9/106:25 am -
1 stop5h 47m
Deal found 8/11![Frontier logo]()
$196
This CheapOair deal was found by Cheapflights users on 8/12. 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 9/84:16 pm -
1 stop6h 31m
Thu 9/1012:54 pm -
Nonstop2h 31m
Deal found 8/12![Frontier logo]()
$189
This Super.com deal was found by Cheapflights users on 8/11. 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 9/84:16 pm -
1 stop6h 31m
Fri 9/1112:54 pm -
Nonstop2h 31m
Deal found 8/11![Frontier logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Thu 9/108:05 am -
1 stop9h 41m
Sat 9/126:25 am -
1 stop12h 18m
Deal found 8/11![Frontier logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Thu 9/108:05 am -
1 stop9h 41m
Mon 9/146:25 am -
1 stop12h 18m
Deal found 8/10![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/119:36 am -
Nonstop2h 23m
Mon 9/146:25 am -
1 stop5h 47m
Deal found 8/11![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/129:36 am -
Nonstop2h 23m
Sun 9/136:46 pm -
1 stop12h 14m
Deal found 8/11![Frontier logo]()
$197
This FlightHub deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/179:36 am -
Nonstop2h 23m
Sun 9/2012:54 pm -
Nonstop2h 31m
Deal found 8/11![Frontier logo]()
$194
This Frontier deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:36 am -
Nonstop2h 23m
Mon 9/2812:54 pm -
Nonstop2h 31m
Deal found 8/11![Frontier logo]()
$191
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 August 13, 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 August 13, 2026.
This CheapOair deal was found by Cheapflights users on 8/9. 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.
Sun 10/189:44 am -
Nonstop2h 23m
Deal found 8/9![Frontier logo]()
$103
This Frontier deal was found by Cheapflights users on 8/10. 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.
Sun 9/66:07 pm -
Nonstop2h 24m
Deal found 8/10![Frontier logo]()
$104
This CheapOair deal was found by Cheapflights users on 8/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/129:36 am -
Nonstop2h 23m
Deal found 8/10![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/217:48 pm -
1 stop21h 58m
Deal found 8/11![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/187:48 pm -
1 stop22h 03m
Deal found 8/12![Frontier logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/111:23 pm -
1 stop28h 28m
Deal found 8/12![Frontier logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 10/128:55 pm -
1 stop25h 03m
Deal found 8/11![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 11/108:39 am -
1 stop26h 19m
Deal found 8/11![Frontier logo]()
$111
This Trip.com deal was found by Cheapflights users on 8/11. 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.
Fri 10/168:55 pm -
1 stop14h 03m
Deal found 8/11![Frontier logo]()
$112
This Super.com deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:59 pm -
1 stop5h 59m
Deal found 8/11![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:16 pm -
1 stop6h 31m
Deal found 8/11![Frontier logo]()
$114
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 August 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $188 (Kiwi.com) |
One-way from | $103 (CheapOair) |
Popular in | June |
Cheapest in | December |
Average price | $247 |
Good round-trip deal | $224 or less |
Good one-way deal | $104 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 August 13, 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 Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Sat 9/12
11:21 am-4:00 pm
1 stop4h 39m
Chicago Midway
Mon 9/14
5:10 pm-11:57 pm
1 stop6h 47m
$241
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Thu 10/29
8:05 am-6:00 pm
2 stops9h 55m
Chicago Midway
Sat 10/31
1:27 pm-9:53 pm
2 stops8h 26m
$274
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Sat 10/3
11:16 am-6:22 pm
1 stop7h 06m
Chicago Midway
Sat 10/10
9:29 am-2:04 pm
1 stop4h 35m
$351
Quickest round-trip
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Fri 10/23
1:36 pm-6:00 pm
1 stop4h 24m
Chicago Midway
Sun 10/25
6:04 am-11:13 am
1 stop5h 09m
$374
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Sat 10/10
5:20 am-12:47 pm
1 stop7h 27m
Chicago Midway
Thu 10/15
1:27 pm-10:01 pm
2 stops8h 34m
$375
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Sun 10/11
5:20 am-12:47 pm
1 stop7h 27m
Chicago Midway
Thu 10/15
1:27 pm-10:01 pm
2 stops8h 34m
$423
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Sun 9/27
7:00 am-1:20 pm
1 stop6h 20m
Chicago Midway
Tue 9/29
9:59 am-5:17 pm
1 stop7h 18m
$434
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Thu 9/24
5:20 am-12:39 pm
1 stop7h 19m
Chicago Midway
Sat 9/26
9:29 am-6:54 pm
2 stops9h 25m
$440
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Fri 10/30
1:36 pm-10:33 pm
2 stops8h 57m
Chicago Midway
Sun 11/1
4:19 pm-12:22 am
1 stop8h 03m
$493
DallasChicago
DFW Dallas/Fort Worth - MDW Chicago Midway
DFWMDW
Dallas/Fort Worth
Sat 8/22
11:15 am-10:36 pm
2 stops11h 21m
Chicago Midway
Mon 8/24
1:25 pm-10:31 pm
2 stops9h 06m
$524
Showing 1-10 of 20 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 August.
| 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 Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| 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 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 $367). 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 August 13, 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 22% 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 August 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 153 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?
Thursday tends to have the lowest number of delays on this route, whereas Wednesday 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 August 13, 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
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Dallas/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
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Midway flight routes
Other flight options
Other flights from Dallas/Fort Worth
Popular flights
Alternative routes for Dallas/Fort Worth to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Dallas/Fort Worth to Midway by cabin class
Find flights from Dallas/Fort Worth to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 August 13, 2026.
Dallas/Fort Worth and Midway flights
Browse other Dallas/Fort Worth and Midway flight options. Last updated on August 13, 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 August 13, 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 August 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$78 | Average$204 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$153 | Average$360 | FlexibilityNo cancel fee | On-time63% |