Cheap Flight Tickets from Dallas (DAL) to Chicago (MDW), Starting at $357

Good to Know: Cheapest and Fastest DAL - MDW Flights

Useful information for finding best airline tickets from Dallas Love Field to Chicago Midway International on your next trip.

Cheapest Round Trip Flight

$392

WN Southwest Airlines • nonstop • 3h 30m

Jul 27 – Jul 28

The cheapest round trip flight from Dallas to Chicago (DAL-MDW-DAL) is currently $392

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Cheapest Direct Flight

$392

WN Southwest Airlines • nonstop • 3h 30m

Jul 27

The cheapest nonstop flight from Dallas to Chicago (DAL-MDW) is currently $392

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Fastest Flight

3h 30m

The fastest nonstop flight from Dallas to Chicago (DAL-MDW) takes 3h 30m

Top Airlines Flying from Dallas to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

WestJet Airlines

WestJet Airlines

Latest Flight Deals from Dallas (DAL) to Chicago (MDW)

Compare and book low fare round-trip air tickets from Dallas to Chicago. Ideal for travelers with confirmed return itineraries.

Jul 27 - Jul 28, Economy
WN
Dallas → Chicago
3h 30m
12:05 PM - 2:15 PM • nonstop
WN
Dallas → Chicago
3h 35m
11:30 AM - 1:45 PM • nonstop
$392
Southwest Airlines
Jul 27 - Jul 28, Economy
WN
Dallas → Chicago
3h 35m
8:30 AM - 10:45 AM • nonstop
WN
Dallas → Chicago
3h 40m
8:55 PM - 11:15 PM • nonstop
$392
Southwest Airlines
Jul 27 - Jul 28, Economy
WN
Dallas → Chicago
3h 35m
2:05 PM - 4:20 PM • nonstop
WN
Dallas → Chicago
6h 45m
7:45 AM - 11:50 AM • 1 stop
$397
Southwest Airlines
Jul 27 - Jul 28, Economy
WN
Dallas → Chicago
3h 35m
7:50 PM - 10:05 PM • nonstop
WN
Dallas → Chicago
6h 45m
7:45 AM - 11:50 AM • 1 stop
$397
Southwest Airlines
Jul 27 - Jul 28, Economy
WN
Dallas → Chicago
3h 35m
10:50 PM - 1:05 AM • nonstop
WN
Dallas → Chicago
5h 45m
10:10 AM - 1:55 PM • 1 stop
$397
Southwest Airlines
Jul 27 - Jul 28, Economy
DL
Dallas → Chicago
9h 11m
6:05 AM - 11:56 AM • 1 stop
DL
Dallas → Chicago
8h 35m
5:10 PM - 10:25 PM • 1 stop
$501
Delta Airlines

Fly from Dallas to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Dallas to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Dallas to Chicago Flights

What are the airports in Dallas?
DAL
What’s the most popular airline flying from DAL to MDW?
The most popular airline flying from Dallas to Chicago are
Can I fly from DAL to MDW non-stop?
Yes, you can fly DAL to MDW non-stop on
Which airlines fly nonstop between Dallas and Chicago?
The non-stop flights between Dallas and Chicago are .
What’s the earliest departure time from DAL to MDW Airport?
The earliest flight leaves DAL at 6:00 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Dallas to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from DAL to MDW?
Read the fare rules of the Dallas to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Dallas and Chicago?
operate flights between Dallas and Chicago
How long does a flight from Dallas to Chicago take?
It takes approximately 2 hour to fly non-stop from DAL to MDW, which is 793.47 miles by air.
Which airlines provide the cheapest flights from Dallas (DAL) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from DAL were found on WN : USD 392
Do I need a passport to fly between DAL and MDW?
No
What’s the latest departure time from DAL to MDW ?
The last flight leaves DAL at 10:50 pm

Dallas (DAL) to Chicago (MDW): Airport Information

Origin Airport Dallas Love Field, Dallas, US
Destination Airport Chicago Midway International , Chicago, US
Distance 793 miles

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