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$68+ Cheap flights from Midway (MDW) to Dallas

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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DFW
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Dallas are usually found in October or September, booked 68 days in advance, depart on a Wednesday or Saturday and return on a Saturday

Cheap flight deals from Midway to Dallas

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Dallas (A78). 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 14, 2025.

Round-trip from

$110
(Cheapflightsfares)

One-way from

$68
(Cheapflightsfares)

Popular in

December

Cheapest in

October

Average price

$180
From Chicago Midway to Dallas
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One-way flight from Chicago Midway to Dallas
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Highest demand for flights based on searches. 3% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Midway to Dallas

Cheapest flights from Midway to Dallas
Explore the most affordable flight options available from Midway to Dallas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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 10/115:20 pmMDW - DFW
Nonstop2h 41mFrontier
Mon 10/139:01 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 8/13$110
This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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.
Thu 9/410:13 amMDW - DFW
Nonstop2h 38mFrontier
Sun 9/75:45 pmDFW - MDW
1 stop5h 35mFrontier
Deal found 8/13$115
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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.
Thu 9/410:13 amMDW - DFW
Nonstop2h 38mFrontier
Thu 9/115:45 pmDFW - MDW
1 stop5h 35mFrontier
Deal found 8/14$116
This Frontier deal was found by Cheapflights users on 8/14. 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 10/37:15 amMDW - DFW
Nonstop2h 31mFrontier
Sun 10/55:45 pmDFW - MDW
1 stop5h 35mFrontier
Deal found 8/14$118
This Frontier deal was found by Cheapflights users on 8/14. 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.
Thu 9/410:13 amMDW - DFW
Nonstop2h 38mFrontier
Mon 9/85:40 amDFW - MDW
1 stop10h 20mFrontier
Deal found 8/14$119
This Frontier deal was found by Cheapflights users on 8/14. 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.
Thu 10/236:24 pmMDW - DFW
1 stop6h 00mFrontier
Sun 10/269:01 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 8/14$121
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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.
Thu 9/251:49 pmMDW - DFW
1 stop7h 31mFrontier
Mon 9/296:28 pmDFW - MDW
Nonstop2h 24mFrontier
Deal found 8/14$122
This FlightHub deal was found by Cheapflights users on 8/14. 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 9/410:13 amMDW - DFW
Nonstop2h 38mFrontier
Fri 9/51:53 pmDFW - MDW
1 stop9h 27mFrontier
Deal found 8/14$125
This CheapOair deal was found by Cheapflights users on 8/14. 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 10/115:20 pmMDW - DFW
Nonstop2h 41mFrontier
Sun 10/126:00 amDFW - MDW
1 stop26h 31mFrontier
Deal found 8/14$128
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/238:30 amMDW - DAL
Nonstop2h 20mSouthwest
Tue 9/232:50 pmDAL - MDW
Nonstop2h 20mSouthwest
Deal found 8/12$129
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2011:23 amMDW - DFW
Nonstop2h 36mFrontier
Sun 9/217:00 amDFW - MDW
Nonstop2h 23mFrontier
Deal found 8/12$135
This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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 10/185:20 pmMDW - DFW
Nonstop2h 41mFrontier
Mon 10/278:45 amDFW - MDW
Nonstop2h 28mFrontier
Deal found 8/13$136

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Dallas 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 14, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Dallas that are best for you.

Fly from

Midway

Fly to

Dallas

Route

Depart

Return

Price

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 10/11

5:20 pm-8:01 pm

Nonstop2h 41m

Dallas/Fort Worth

Sun 10/12

9:01 pm-11:20 pm

Nonstop2h 19m

$115

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 9/4

10:13 am-12:51 pm

Nonstop2h 38m

Dallas/Fort Worth

Sun 9/7

5:45 pm-11:20 pm

1 stop5h 35m

$115

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 9/5

7:15 am-9:46 am

Nonstop2h 31m

Dallas/Fort Worth

Sun 9/7

5:45 pm-11:20 pm

1 stop5h 35m

$115

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 10/10

5:20 pm-8:01 pm

Nonstop2h 41m

Dallas/Fort Worth

Tue 10/14

9:01 pm-11:20 pm

Nonstop2h 19m

$115

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 9/13

11:23 am-1:59 pm

Nonstop2h 36m

Dallas/Fort Worth

Sun 9/14

5:45 pm-11:20 pm

1 stop5h 35m

$116

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Mon 9/8

9:47 pm-12:21 am

Nonstop2h 34m

Dallas/Fort Worth

Thu 9/11

5:45 pm-11:20 pm

1 stop5h 35m

$116

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 9/11

10:13 am-12:51 pm

Nonstop2h 38m

Dallas/Fort Worth

Thu 9/18

5:45 pm-11:20 pm

1 stop5h 35m

$116

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 9/25

10:13 am-12:51 pm

Nonstop2h 38m

Dallas/Fort Worth

Mon 9/29

6:28 pm-8:52 pm

Nonstop2h 24m

$116

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 9/4

10:13 am-12:51 pm

Nonstop2h 38m

Dallas/Fort Worth

Thu 9/11

5:45 pm-11:20 pm

1 stop5h 35m

$116

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 11/13

6:15 pm-8:50 pm

Nonstop2h 35m

Dallas/Fort Worth

Sun 11/16

5:36 pm-11:25 pm

1 stop5h 49m

$118

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 34 results
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The best insider tips for Chicago Midway Airport to Dallas 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 Chicago Midway Airport to Dallas trip
Airlines
Frontier

Frontier's UpFront Plus seats guarantee an empty middle seat for added comfort.


Book early morning flights with Frontier to avoid potential delays later in the day.

Read more about Frontierby Marisa Garcia
Southwest

Southwest offers free snacks and non-alcoholic drinks, enhancing the short flight experience.


Enjoy free messaging and in-flight entertainment on your device with Southwest's Wi-Fi service.

Read more about Southwestby Marisa Garcia
Airports
MDW

Order food via the airport’s mobile system directly to your gate to save time and ensure you don't miss boarding.

Read more about MDWby Ramsey Qubein
DFW

Use the DART Orange Line for a convenient connection from downtown Dallas to DFW, with a station at Terminal A.

Read more about DFWby Chris Dong
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier and Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
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 Midway to Dallas

Have a flexible travel schedule? Discover the best time to fly to Dallas from Midway 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 Chicago Midway Airport to Dallas

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

Use this chart to determine the optimal time to book a round-trip flight from Midway to Dallas. Price data was last updated on August 8, 2025.

The price you pay for your flight from Chicago Midway Airport to Dallas may vary depending on when you book. For the best chance of a lower fare, look to book 65 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 Chicago Midway Airport to Dallas?

Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Dallas (average of $216). Flying from Chicago Midway Airport to Dallas in March 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 MDW to DFW?

Find hourly flight availability from Midway to Dallas. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 16% on flights from Chicago Midway Airport to Dallas by exploring options for tickets in the evening.

What is the cheapest day to fly from Chicago Midway Airport to Dallas?

Use this chart to determine the cheapest time to fly round-trip from Midway to Dallas. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago Midway Airport to Dallas flight should consider departing on Saturday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Dallas

Get insights into the airlines that provide service to Dallas. 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 Dallas. Reviews last updated August 14, 2025.
Read reviews from past customers who have flown Southwest and Frontier from Chicago Midway Airport to Dallas. 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
4,244 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
5.8
Fair
3,217 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Midway to Dallas. 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 Chicago Midway Airport to Dallas round-trip?

    According to our current data, Frontier ($71), and Southwest ($147) offers the cheapest pricing from Chicago Midway Airport to Dallas. Frontier is currently priced 63% below the average price you’ll pay for this route.

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

    While on average a flight from Chicago Midway Airport to Dallas is generally $163, our data shows the cheapest flight currently is $71. When looking at the most popular route, (Chicago Midway - Dallas/Fort Worth), you can expect to pay $75 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Dallas 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 Chicago Midway Airport to Dallas?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Dallas (average of $216). Flying from Chicago Midway Airport to Dallas in March 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.

See more FAQs

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Alternative routes for Midway to Dallas

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Top 2 airlines flying from Midway to Dallas

Discover the top 2 airlines that operate flights from Midway to Dallas. 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 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$71Average$169FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$147Average$277FlexibilityNo cancel feeOn-time63%

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