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$88+ 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 6/25. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — MDW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Dallas/Fort Worth to Chicago Midway are usually found in September or October, booked 88 days in advance, depart on a Saturday or Tuesday and return on a Wednesday

Cheap 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 12, 2025.

Round-trip from

$141
(Cheapflightsfares)

One-way from

$88
(Kiwi.com)

Popular in

May

Cheapest in

September

Average price

$198

Good round-trip deal

$135 or less

Good one-way deal

$75 or less
From Dallas/Fort Worth to Chicago Midway
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One-way flight from Dallas/Fort Worth to Chicago Midway
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Highest demand for flights based on searches. 13% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Dallas/Fort Worth to Chicago Midway.
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Price to beat on a one-way flight from Dallas/Fort Worth to Chicago Midway.
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Find 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 June 12, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/209:30 amDFW - MDW
Nonstop2h 23mFrontier
Mon 9/226:50 pmMDW - DFW
Nonstop2h 35mFrontier
Deal found 6/11$141
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 8/127:00 amDFW - MDW
1 stop4h 48mDelta
Thu 8/146:04 amMDW - DFW
1 stop6h 14mDelta
Deal found 6/9$197

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 12, 2025.
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

Dallas/Fort Worth

Fly to

Midway

Route

Depart

Return

Price

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 7/23

2:40 pm-5:03 pm

Nonstop2h 23m

Chicago Midway

Wed 8/13

6:02 pm-8:39 pm

Nonstop2h 37m

$141

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Tue 8/12

4:05 pm-9:49 pm

1 stop5h 44m

Chicago Midway

Wed 8/20

10:11 am-2:58 pm

1 stop4h 47m

$197

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 6/25

2:40 pm-5:07 pm

Nonstop2h 27m

$88

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sat 7/5

1:24 pm-6:41 pm

1 stop5h 17m

$110

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 6/26

8:29 pm-2:03 pm

2 stops17h 34m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

The best insider tips for Dallas/Fort Worth Airport to Chicago Midway Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Dallas/Fort Worth Airport to Chicago Midway Airport trip
Airports
DFW

DFW offers a DART Orange Line connecting downtown Dallas to the airport, with a station at Terminal A for easy access.

Read more about DFWby Chris Dong
MDW

The Orange Line train provides a direct route from MDW to downtown Chicago in under 30 minutes, making it a convenient option.

Read more about MDWby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

Ramsey Qubein

Ramsey Qubein

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 Dong

Chris Dong

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

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 June 9, 2025.

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 88 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, April is the cheapest month in which you can book a flight from Dallas/Fort Worth Airport to Chicago Midway Airport (average of $160). Flying from Dallas/Fort Worth Airport to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 12, 2025.

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 in the morning, which can drop the price by up to 14% 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 June 8, 2025.

Travelers seeking maximum savings on their Dallas/Fort Worth Airport to Chicago Midway Airport flight should consider departing on Wednesday afternoons 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.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 12, 2025.
Read through reviews of airlines operating flights from Dallas to Chicago, such as Delta and Frontier. 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.
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Frontier
5.9
Fair
3,295 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • 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 $141. Another option worth looking into is Delta, starting at $197 round trip. Frontier is currently priced 26% below the average price you’ll pay for this route.

  • 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 $55. On average you can expect to pay $145. The most popular route, (Dallas/Fort Worth - Chicago Midway), can usually be booked for $126.

  • 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, April is the cheapest month in which you can book a flight from Dallas/Fort Worth Airport to Chicago Midway Airport (average of $160). Flying from Dallas/Fort Worth Airport to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Dallas/Fort Worth Airport?

Book flights to Dallas/Fort Worth Airport if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$169FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$147Average$287FlexibilityNo cancel feeOn-time63%

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