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$59+ 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
Oct 29 — Nov 51
Wed 10/29
Wed 11/5
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Dallas are usually found in October or April, booked 21 days in advance, depart on a Wednesday or Monday 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 September 29, 2025.

Round-trip from

$100
(Cheapflightsfares)

One-way from

$59
(Cheapflightsfares)

Popular in

September

Cheapest in

October

Average price

$238
From Chicago Midway to Dallas
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One-way flight from Chicago Midway to Dallas
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High demand for flights, 5% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/27. 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 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
Tue 10/219:01 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 9/27$100
This Trip.com deal was found by Cheapflights users on 9/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:20 pmMDW - DFW
Nonstop2h 41mFrontier
Sat 10/259:01 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 9/27$102
This Booking.com deal was found by Cheapflights users on 9/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:10 amMDW - DFW
Nonstop2h 35mFrontier
Mon 11/33:29 pmDFW - MDW
Nonstop2h 20mFrontier
Deal found 9/27$103
This CheapOair deal was found by Cheapflights users on 9/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/175:10 amMDW - DFW
Nonstop2h 35mFrontier
Tue 10/219:01 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 9/27$107
This Cheapflightsfares deal was found by Cheapflights users on 9/28. 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 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
Sat 10/189:01 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 9/28$108
This Kiwi.com deal was found by Cheapflights users on 9/27. 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.
Sat 10/185:20 pmMDW - DFW
Nonstop2h 41mFrontier
Mon 10/209:01 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 9/27$109
This CheapOair deal was found by Cheapflights users on 9/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/205:30 amMDW - DFW
Nonstop2h 45mFrontier
Thu 11/279:54 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 9/28$110
This Cheapflightsfares deal was found by Cheapflights users on 9/27. 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 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 10/139:57 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 9/27$111
This Frontier deal was found by Cheapflights users on 9/26. 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 10/39:47 pmMDW - DFW
Nonstop2h 34mFrontier
Tue 10/79:01 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 9/26$112
This Trip.com deal was found by Cheapflights users on 9/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1012:28 pmMDW - DFW
1 stop7h 41mFrontier
Sat 10/119:01 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 9/27$113
This Priceline deal was found by Cheapflights users on 9/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/165:20 pmMDW - DFW
Nonstop2h 41mFrontier
Sat 10/189:01 pmDFW - MDW
Nonstop2h 19mFrontier
Deal found 9/28$114
This Priceline deal was found by Cheapflights users on 9/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:27 pmMDW - DFW
Nonstop2h 42mFrontier
Mon 12/87:05 pmDFW - MDW
Nonstop2h 23mFrontier
Deal found 9/28$115

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 September 29, 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 10/25

5:20 pm-8:01 pm

Nonstop2h 41m

Dallas/Fort Worth

Mon 11/3

5:35 am-11:30 am

1 stop5h 55m

$117

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 11/14

6:29 pm-9:04 pm

Nonstop2h 35m

Dallas/Fort Worth

Mon 11/17

2:43 pm-5:01 pm

Nonstop2h 18m

$120

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Thu 11/6

9:34 pm-12:12 am

Nonstop2h 38m

Dallas/Fort Worth

Sun 11/9

10:59 pm-11:30 am

1 stop12h 31m

$120

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Wed 11/12

2:06 pm-8:51 pm

1 stop6h 45m

Dallas/Fort Worth

Thu 11/13

6:16 pm-8:44 pm

Nonstop2h 28m

$134

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 11/8

6:15 am-1:24 pm

1 stop7h 09m

Dallas/Fort Worth

Mon 11/10

5:35 am-11:30 am

1 stop5h 55m

$150

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Wed 11/12

2:06 pm-8:51 pm

1 stop6h 45m

Dallas/Fort Worth

Mon 11/17

5:35 am-11:30 am

1 stop5h 55m

$150

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Wed 11/12

5:35 pm-8:00 pm

Nonstop2h 25m

Dallas Love Field

Thu 11/13

6:00 am-8:15 am

Nonstop2h 15m

$156

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Thu 10/23

8:25 pm-10:40 pm

Nonstop2h 15m

Dallas Love Field

Tue 10/28

9:55 pm-12:05 am

Nonstop2h 10m

$156

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Wed 10/22

8:25 pm-10:40 pm

Nonstop2h 15m

Dallas Love Field

Wed 10/29

11:25 am-6:30 pm

2 stops7h 05m

$158

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Sat 11/8

7:35 pm-10:00 pm

Nonstop2h 25m

Dallas Love Field

Mon 11/10

7:20 am-9:35 am

Nonstop2h 15m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/27

Showing 1-10 of 39 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

Enjoy free snacks and non-alcoholic drinks, plus a complimentary drink on special occasions.


Southwest offers free messaging and high-speed Wi-Fi for a fee on flights.

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 September 26, 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 21 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 September 29, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 15% 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. Sunday afternoons 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 September 29, 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
4,246 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,158 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

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

    Airlines like Frontier and Southwest fly from Chicago Midway Airport to Dallas in about 2h 25m. The time it takes to get you to your destination is usually consistent. The distance from Chicago Midway Airport to Dallas is about 793 mi. All flights are typically nonstop.

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

    According to our current data, Frontier ($74), 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 $149, our data shows the cheapest flight currently is $55. When looking at the most popular route, (Chicago Midway - Dallas/Fort Worth), you can expect to pay $82 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 September 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$74Average$214FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$147Average$283FlexibilityNo cancel feeOn-time63%

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