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$46+ 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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DFW
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
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 62 days in advance, depart on a Tuesday or Monday and return on a Saturday

Cheap 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 December 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/25. 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.
Wed 12/3110:21 amMDW - DFW
Nonstop2h 45mFrontier
Fri 1/91:15 pmDFW - MDW
Nonstop2h 18mFrontier
Deal found 12/25$211
This Frontier deal was found by Cheapflights users on 12/25. 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 12/3110:21 amMDW - DFW
Nonstop2h 45mFrontier
Sat 1/1010:34 amDFW - MDW
1 stop11h 53mFrontier
Deal found 12/25$220
This Kiwi.com deal was found by Cheapflights users on 12/25. 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.
Wed 12/3110:21 amMDW - DFW
Nonstop2h 45mFrontier
Mon 1/52:10 pmDFW - MDW
1 stop8h 02mFrontier
Deal found 12/25$229
This Super.com deal was found by Cheapflights users on 12/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:21 amMDW - DFW
Nonstop2h 45mFrontier
Mon 1/121:15 pmDFW - MDW
Nonstop2h 18mFrontier
Deal found 12/27$230
This Super.com deal was found by Cheapflights users on 12/25. 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.
Wed 12/3110:21 amMDW - DFW
Nonstop2h 45mFrontier
Fri 1/211:42 amDFW - MDW
Nonstop2h 17mFrontier
Deal found 12/25$278
This Frontier deal was found by Cheapflights users on 12/26. 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.
Sun 12/288:00 amMDW - DFW
Nonstop2h 42mFrontier
Fri 1/91:15 pmDFW - MDW
Nonstop2h 18mFrontier
Deal found 12/26$289
This Frontier deal was found by Cheapflights users on 12/25. 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 12/3110:21 amMDW - DFW
Nonstop2h 45mFrontier
Tue 1/610:36 amDFW - MDW
1 stop11h 41mFrontier
Deal found 12/25$290
This Frontier deal was found by Cheapflights users on 12/26. 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.
Wed 12/3110:21 amMDW - DFW
Nonstop2h 45mFrontier
Thu 1/86:06 amDFW - MDW
1 stop5h 25mFrontier
Deal found 12/26$299
This CheapOair deal was found by Cheapflights users on 12/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:21 amMDW - DFW
Nonstop2h 45mFrontier
Wed 1/710:36 amDFW - MDW
1 stop11h 41mFrontier
Deal found 12/26$300
This Frontier deal was found by Cheapflights users on 12/25. 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.
Tue 12/308:00 amMDW - DFW
Nonstop2h 42mFrontier
Fri 1/91:15 pmDFW - MDW
Nonstop2h 18mFrontier
Deal found 12/25$310
This Southwest deal was found by Cheapflights users on 12/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:05 pmMDW - DAL
Nonstop2h 25mSouthwest
Sat 1/311:10 amDAL - MDW
Nonstop2h 15mSouthwest
Deal found 12/27$513
This Southwest deal was found by Cheapflights users on 12/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:15 pmMDW - DAL
Nonstop2h 25mSouthwest
Thu 1/110:20 amDAL - MDW
1 stop5h 05mSouthwest
Deal found 12/26$574

Find 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 December 28, 2025.

Round-trip from

$90
(Cheapflightsfares)

One-way from

$46
(Trip.com)

Popular in

September

Cheapest in

October

Average price

$238
From Chicago Midway to Dallas
Search Deals
One-way flight from Chicago Midway to Dallas
Search Deals
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 28, 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

Thu 3/26

6:44 pm-9:29 pm

Nonstop2h 45m

Dallas/Fort Worth

Sun 3/29

10:29 pm-12:48 am

Nonstop2h 19m

$99

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 2/14

9:15 am-12:00 pm

Nonstop2h 45m

Dallas/Fort Worth

Mon 2/16

10:36 am-10:29 pm

1 stop11h 53m

$137

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Sat 2/14

9:20 am-11:50 am

Nonstop2h 30m

Dallas Love Field

Mon 2/16

6:30 am-8:40 am

Nonstop2h 10m

$163

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Sat 2/14

6:50 am-9:25 am

Nonstop2h 35m

Dallas Love Field

Thu 2/19

8:15 pm-10:25 pm

Nonstop2h 10m

$163

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Fri 2/6

6:20 am-9:23 pm

2 stops15h 03m

Dallas/Fort Worth

Sun 2/8

8:55 pm-11:13 pm

Nonstop2h 18m

$167

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Sat 2/14

11:06 am-5:25 pm

1 stop6h 19m

Dallas/Fort Worth

Sat 2/21

11:00 am-4:14 pm

1 stop5h 14m

$177

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Wed 2/4

10:46 am-5:47 pm

1 stop7h 01m

Dallas Love Field

Wed 2/11

6:00 am-11:59 am

1 stop5h 59m

$177

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Tue 1/20

4:25 pm-6:55 pm

Nonstop2h 30m

Dallas Love Field

Tue 1/27

1:05 pm-4:35 pm

1 stop3h 30m

$184

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Mon 1/26

5:01 pm-10:53 pm

1 stop5h 52m

Dallas/Fort Worth

Wed 1/28

8:40 pm-11:45 am

1 stop15h 05m

$185

ChicagoDallas

MDW - DAL

MDWDAL

Chicago Midway

Tue 3/17

6:00 am-8:35 am

Nonstop2h 35m

Dallas Love Field

Tue 3/24

7:10 pm-9:20 pm

Nonstop2h 10m

$191

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 39 results
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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 December 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 59 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, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Dallas (average of $58). Flying from Chicago Midway Airport to Dallas in August is currently the most expensive (average of $119). 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 December 28, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 48% 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 27, 2025.

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

How often are flights from Chicago to Dallas delayed?

About 17% of weekly flights between Chicago and Dallas have experienced delays in the past year, with the average delay time being 164 minutes.

What is the most punctual flight time for Chicago to Dallas flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Dallas flights?

Over the last year, Frontier have had the lowest number of delays on this route, with just 16% of flights being delayed.

The best insider tips for Chicago Midway Airport to Dallas 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 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

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 December 28, 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
4,256 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
4,256 reviews
Southwest
8.0
Very good
4,256 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
3,070 reviews
Southwest
8.0
Very good
4,256 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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, Southwest, and Delta fly from Chicago Midway Airport to Dallas in about 2h 30m. The time it takes to get you to your destination can typically vary by up to 4h 31m. The distance from Chicago Midway Airport to Dallas is about 793 mi. This flight may include one or multiple stops.

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

    According to our current data, Frontier ($69), and Southwest ($147) offers the cheapest pricing from Chicago Midway Airport to Dallas. Frontier is currently priced 67% 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 $175, our data shows the cheapest flight currently is $58. When looking at the most popular route, (Chicago Midway - Dallas/Fort Worth), you can expect to pay $71 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, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Dallas (average of $58). Flying from Chicago Midway Airport to Dallas in August is currently the most expensive (average of $119). 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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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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$216FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$147Average$280FlexibilityNo cancel feeOn-time63%

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