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$50+ Cheap flights from Dallas 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — MDW
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
1 adult, Economy
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The best prices from Dallas to Chicago Midway are usually found in May or April, booked 75 days in advance, depart on a Tuesday or Saturday and return on a Tuesday

Cheap flight deals from Dallas to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Dallas (A78) 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 February 23, 2025.

Round-trip from

$84
(Trip.com)

One-way from

$50
(Cheapflightsfares)

Popular in

December

Cheapest in

May

Average price

$190
From Dallas to Chicago Midway
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One-way flight from Dallas to Chicago Midway
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Highest demand for flights based on searches. 17% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Dallas to Midway

Cheapest flights from Dallas to Midway
Explore the most affordable flight options available from Dallas to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 23, 2025.

This Trip.com deal was found by Cheapflights users on 2/21. 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.
Wed 3/2611:44 amDFW - MDW
Nonstop2h 15mFrontier
Thu 4/34:31 pmMDW - DFW
Nonstop2h 42mFrontier
Deal found 2/21$84
This Southwest deal was found by Cheapflights users on 2/21. 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 4/97:45 pmDAL - MDW
Nonstop2h 10mSouthwest
Wed 4/165:30 amMDW - DAL
Nonstop2h 20mSouthwest
Deal found 2/21$147
This Delta deal was found by Cheapflights users on 2/20. 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.
Wed 4/167:00 amDFW - MDW
1 stop5h 03mDelta
Sun 4/203:02 pmMDW - DFW
1 stop6h 48mDelta
Deal found 2/20$197
This Delta deal was found by Cheapflights users on 2/22. 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.
Wed 4/165:55 amDAL - MDW
1 stop6h 08mDelta
Sun 4/206:04 amMDW - DAL
1 stop5h 20mDelta
Deal found 2/22$258

Find flights from Dallas to Midway within your budget

Customize your flight search to find flights from Dallas 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 February 23, 2025.

Fly from

Dallas

Fly to

Midway

Route

Depart

Return

Price

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 3/26

11:44 am-1:59 pm

Nonstop2h 15m

Chicago Midway

Thu 4/3

4:31 pm-7:13 pm

Nonstop2h 42m

$84

DallasChicago

DAL - MDW

DALMDW

Dallas Love Field

Thu 4/17

10:15 pm-12:25 am

Nonstop2h 10m

Chicago Midway

Fri 4/18

7:15 pm-9:35 pm

Nonstop2h 20m

$147

DallasChicago

DAL - MDW

DALMDW

Dallas Love Field

Tue 3/25

4:01 pm-10:23 pm

1 stop6h 22m

Chicago Midway

Wed 4/2

12:51 pm-5:53 pm

1 stop5h 02m

$197

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 4/16

7:00 am-12:03 pm

1 stop5h 03m

Chicago Midway

Sun 4/20

3:02 pm-9:50 pm

1 stop6h 48m

$197

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 2/27

9:07 am-11:28 am

Nonstop2h 21m

$50

DallasChicago

DAL - MDW

DALMDW

Dallas Love Field

Wed 4/16

7:45 pm-9:55 pm

Nonstop2h 10m

$74

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 3/19

1:29 pm-6:02 pm

1 stop4h 33m

$99

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Tue 2/25

7:00 am-3:12 pm

1 stop8h 12m

$177

DallasChicago

DAL - MDW

DALMDW

Dallas Love Field

Mon 4/7

6:38 pm-4:12 pm

1 stop21h 34m

$187

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Best time to book a flight from Dallas to Midway

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

Travel insights for flights from Dallas to Midway

Get recent, data-driven insights about flights from Dallas to Midway including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Dallas to Midway. Price data was last updated on February 14, 2025.

Booking 75 days in advance of your planned departure date is, on average, the best time to get cheap flights from Dallas to Chicago Midway Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Dallas to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Dallas to Chicago Midway Airport (average of $160). Flying from Dallas 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 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 February 23, 2025.

When flying from Dallas 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 8% versus a flight in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Dallas to Midway. Price data was last updated on June 30, 2024.

Travelers seeking maximum savings on their Dallas 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 February 23, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Frontier from Dallas to Chicago by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,395 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.6

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Justin,May 2024

AUS - SAN

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Southwest
8.1
Very good
4,395 reviews
Southwest
8.1
Very good
4,395 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.6

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Justin,May 2024

AUS - SAN

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Delta
8.0
Very good
8,203 reviews
Southwest
8.1
Very good
4,395 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.6

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Justin,May 2024

AUS - SAN

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Frontier
6.0
Okay
3,352 reviews
Southwest
8.1
Very good
4,395 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.6

Overall

8.1

Reviews

1 / 20

8.0
Excellent

Justin,May 2024

AUS - SAN

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Related info for your journey

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

    According to our current data, Frontier ($84), Southwest ($147), and Delta ($197) offers the cheapest pricing from Dallas to Chicago Midway Airport. Users have found that Frontier is 51% cheaper than the other options available to this destination.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $50. Users have also found prices from $74 and $99 on Southwest and Delta, respectively.

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

    While on average a flight from Dallas to Chicago Midway Airport is generally $102, our data shows the cheapest flight currently is $26. When looking at the most popular route, (Dallas/Fort Worth - Chicago Midway), you can expect to pay $78 for that flight.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Dallas to Chicago Midway Airport (average of $160). Flying from Dallas 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?

Book flights to Dallas if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Dallas to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Dallas to Midway

Discover the top 3 airlines that operate flights from Dallas 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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$62Average$218FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$159Average$297FlexibilityNo cancel feeOn-time63%
DeltaCheapest$206Average$532FlexibilityNo cancel feeOn-timeN/A
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