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Midway

$49+ 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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — MDW
May 1 — May 81
Fri 5/1
Fri 5/8
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

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Cheapflights Tip: The best prices from Dallas/Fort Worth to Chicago Midway are usually found in December or January, booked 73 days in advance, depart on a Sunday or Saturday and return on a Wednesday

Cheap flight deals from Dallas/Fort Worth to Midway

Cheapest flights from Dallas/Fort Worth to Midway
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 1, 2026.

This iWofly deal was found by Cheapflights users on 3/29. 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 iWofly 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 3/29$93
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/168:04 pm
DFW
-
MDW
Nonstop2h 18m
Frontier
Mon 4/204:14 pm
MDW
-
DFW
Nonstop2h 54m
Frontier
Deal found 3/30$95
This Super.com deal was found by Cheapflights users on 3/28. 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.
Tue 5/1911:55 am
DFW
-
MDW
Nonstop2h 17m
Frontier
Wed 5/273:07 pm
MDW
-
DFW
Nonstop2h 43m
Frontier
Deal found 3/28$97
This Frontier deal was found by Cheapflights users on 3/27. 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.
Wed 5/2011:55 am
DFW
-
MDW
Nonstop2h 17m
Frontier
Tue 5/263:07 pm
MDW
-
DFW
Nonstop2h 43m
Frontier
Deal found 3/27$98
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 5/1811:55 am
DFW
-
MDW
Nonstop2h 17m
Frontier
Wed 5/273:07 pm
MDW
-
DFW
Nonstop2h 43m
Frontier
Deal found 3/29$99
This Super.com deal was found by Cheapflights users on 3/28. 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.
Tue 5/1211:55 am
DFW
-
MDW
Nonstop2h 17m
Frontier
Fri 5/153:07 pm
MDW
-
DFW
Nonstop2h 43m
Frontier
Deal found 3/28$100
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 5/811:55 am
DFW
-
MDW
Nonstop2h 17m
Frontier
Sun 5/103:07 pm
MDW
-
DFW
Nonstop2h 43m
Frontier
Deal found 3/27$101
This CheapOair deal was found by Cheapflights users on 3/31. 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.
Fri 4/177:17 pm
DFW
-
MDW
Nonstop2h 20m
Frontier
Mon 4/204:14 pm
MDW
-
DFW
Nonstop2h 54m
Frontier
Deal found 3/31$102
This CheapOair deal was found by Cheapflights users on 3/29. 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.
Fri 4/2410:04 am
DFW
-
MDW
Nonstop2h 26m
Frontier
Mon 4/276:20 am
MDW
-
DFW
Nonstop2h 49m
Frontier
Deal found 3/29$103
This Frontier deal was found by Cheapflights users on 3/30. 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 5/27:51 pm
DFW
-
MDW
1 stop11h 50m
Frontier
Wed 5/63:07 pm
MDW
-
DFW
Nonstop2h 43m
Frontier
Deal found 3/30$104
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 4/208:03 pm
DFW
-
MDW
Nonstop2h 18m
Frontier
Thu 4/234:15 pm
MDW
-
DFW
Nonstop2h 54m
Frontier
Deal found 3/29$105
This Super.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3012:09 pm
DFW
-
MDW
Nonstop2h 23m
Frontier
Mon 5/44:14 pm
MDW
-
DFW
Nonstop2h 54m
Frontier
Deal found 3/30$106

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 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$93
(iWofly)

One-way from

$49
(Expedia)

Popular in

May

Cheapest in

December

Average price

$225

Good round-trip deal

$129 or less

Good one-way deal

$75 or less
Provider with most accurate pricing for Dallas/Fort Worth-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Dallas/Fort Worth-Chicago Midway flights.
Search Deals
From Dallas/Fort Worth to Chicago Midway
Search Deals
One-way flight from Dallas/Fort Worth to Chicago Midway
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Dallas/Fort Worth to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Dallas/Fort Worth to Chicago Midway.
Search Deals

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 1, 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

Price

Cheapest round-trip

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Tue 4/28

11:47 am-5:58 pm

1 stop6h 11m

Chicago Midway

Tue 5/5

9:27 am-2:15 pm

1 stop4h 48m

$219

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 4/29

5:45 am-12:43 pm

1 stop6h 58m

Chicago Midway

Mon 5/4

6:38 pm-11:24 pm

1 stop4h 46m

$219

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 5/27

8:20 am-4:12 pm

1 stop7h 52m

Chicago Midway

Tue 6/2

9:22 am-2:15 pm

1 stop4h 53m

$219

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sat 4/25

11:47 am-5:58 pm

1 stop6h 11m

Chicago Midway

Mon 4/27

5:21 pm-12:32 am

1 stop7h 11m

$219

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 5/28

11:14 am-6:33 pm

1 stop7h 19m

Chicago Midway

Sun 5/31

6:36 pm-11:11 pm

1 stop4h 35m

$242

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sun 5/3

5:45 am-12:43 pm

1 stop6h 58m

Chicago Midway

Wed 5/6

6:38 pm-11:24 pm

1 stop4h 46m

$242

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 5/7

8:20 am-4:12 pm

1 stop7h 52m

Chicago Midway

Sun 5/10

6:36 pm-11:11 pm

1 stop4h 35m

$242

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 5/29

1:29 pm-6:33 pm

1 stop5h 04m

Chicago Midway

Tue 6/9

6:05 am-11:12 am

1 stop5h 07m

$242

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 5/8

5:20 am-12:42 pm

1 stop7h 22m

Chicago Midway

Tue 5/12

6:23 am-12:52 pm

1 stop6h 29m

$242

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Mon 6/29

5:19 am-12:36 pm

1 stop7h 17m

Chicago Midway

Fri 7/3

5:41 pm-12:19 am

1 stop6h 38m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
OvagoPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Super.comPrice Accuracy-Trust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
BudgetAirPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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

How far ahead should I book a flight from Dallas/Fort Worth Airport to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Dallas/Fort Worth to Midway. Price data was last updated on March 13, 2026.

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 72 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, January is the cheapest month in which you can book a flight from Dallas/Fort Worth Airport to Chicago Midway Airport (average of $63). Flying from Dallas/Fort Worth Airport to Chicago Midway Airport in November is currently the most expensive (average of $116). 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 1, 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 15% 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 March 28, 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 much does it cost to fly round-trip from Dallas/Fort Worth Airport to Chicago Midway Airport?

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
Ramsey Qubein

Ramsey Qubein

Expert on MDW

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Chris Dong

Chris Dong

Expert on DFW

Chris is a consumer travel reporter covering aviation, trending travel news, hotels, and loyalty programs—all for leading global publications like Travel + Leisure, The Washington Post, AFAR, and more. In addition to writing, Chris is a video host for Travel + Leisure, giving consumers an inside look at the latest in air travel.

Read more

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 1, 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.
Southwest
8.0
Very good
4,335 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Southwest
8.0
Very good
4,335 reviews
Southwest
8.0
Very good
4,335 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Frontier
5.7
Fair
3,008 reviews
Southwest
8.0
Very good
4,335 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

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.

  • How long is the flight from Dallas/Fort Worth Airport to Chicago Midway Airport?

    Departing from Dallas/Fort Worth Airport to Chicago Midway Airport will take you 6h 11m. The distance from Dallas/Fort Worth Airport to Chicago Midway Airport is about 797 mi.

  • What are the cheapest airlines flying from Dallas/Fort Worth Airport to Chicago Midway Airport round-trip?

    Flying on Frontier is currently your cheapest option to Chicago Midway Airport, with prices starting at $76. Another option worth looking into is Southwest, starting at $145 round trip. Frontier is currently priced 62% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Dallas/Fort Worth Airport to Chicago Midway Airport one-way?

    $55 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and Delta, with prices starting from $78 and $98, respectively.

  • What are the cheapest flights from Dallas/Fort Worth Airport to Chicago Midway Airport?

    The cheapest flight price from Dallas/Fort Worth Airport to Chicago Midway Airport is $44. On average you can expect to pay $136. The most popular route, (Dallas/Fort Worth - Chicago Midway), can usually be booked for $108.

  • Can I find deals for flights from Dallas/Fort Worth to Midway that include hotel bookings?

    Yes. In addition to deals on Dallas/Fort Worth to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Dallas/Fort Worth to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dallas/Fort Worth to Midway.

  • Can I find deals for business class flights from Dallas/Fort Worth to Midway?

    Yes. Cheapflights offers flight deals from Dallas/Fort Worth to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Dallas/Fort Worth Airport to Chicago Midway Airport?

    Currently, January is the cheapest month in which you can book a flight from Dallas/Fort Worth Airport to Chicago Midway Airport (average of $63). Flying from Dallas/Fort Worth Airport to Chicago Midway Airport in November is currently the most expensive (average of $116). 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.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Dallas/Fort Worth to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to O'Hare Intl flights
Love Field to O'Hare Intl flights
Love Field to Midway flights

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 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$76Average$185FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$145Average$280FlexibilityNo cancel feeOn-time63%

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