Cheap Flight Tickets from Chicago (MDW) to Dallas (DAL), Starting at $178

Good to Know: Cheapest and Fastest MDW - DAL Flights

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

Cheapest Round Trip Flight

$178

WN Southwest Airlines • 1 stop • 5h 30m

Sep 25 – Sep 28

The cheapest round trip flight from Chicago to Dallas (MDW-DAL-MDW) is currently $178

🔍 Search Flights

Cheapest Direct Flight

$185

AA American Airlines • nonstop • 3h 57m

Sep 25

The cheapest nonstop flight from Chicago to Dallas (MDW-DAL) is currently $185

🔍 Search Flights

Fastest Flight

3h 35m

The fastest nonstop flight from Chicago to Dallas (MDW-DAL) takes 3h 35m

Top Airlines Flying from Chicago to Dallas

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Alaska Airlines -AS

Alaska Airlines

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

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

Sep 25 - Sep 28, Economy
WN
Chicago → Dallas
5h 30m
5:30 AM - 9:45 AM • 1 stop
DL
Chicago → Dallas
6h 43m
3:59 PM - 10:44 PM • 1 stop
$178
Southwest Airlines
Sep 25 - Sep 28, Economy
AA
Chicago → Dallas
3h 57m
8:15 AM - 10:52 AM • nonstop
AA
Chicago → Dallas
3h 57m
9:37 PM - 12:14 AM • nonstop
$185
American Airlines
Sep 25 - Sep 28, Economy
DL
Chicago → Dallas
18h 29m
10:48 AM - 9:57 PM • 1 stop
DL
Chicago → Dallas
10h 45m
3:59 PM - 10:44 PM • 1 stop
$415
Delta Airlines
Sep 25 - Sep 28, Economy
WN
Chicago → Dallas
3h 35m
4:30 PM - 6:45 PM • nonstop
WN
Chicago → Dallas
3h 35m
9:10 PM - 11:25 PM • nonstop
$593
Southwest Airlines
Sep 25 - Sep 28, Economy
WN
Chicago → Dallas
6h 40m
5:55 AM - 9:55 AM • 1 stop
WN
Chicago → Dallas
3h 35m
9:10 PM - 11:25 PM • nonstop
$603
Southwest Airlines
Sep 25 - Sep 28, Economy
WN
Chicago → Dallas
5h 50m
10:10 AM - 2:00 PM • 1 stop
WN
Chicago → Dallas
3h 30m
1:35 PM - 3:45 PM • nonstop
$603
Southwest Airlines

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

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

FAQs on Chicago to Dallas Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to DAL?
The most popular airline flying from Chicago to Dallas are
Can I fly from MDW to DAL non-stop?
Yes, you can fly MDW to DAL non-stop on
Which airlines fly nonstop between Chicago and Dallas?
The non-stop flights between Chicago and Dallas are .
What’s the earliest departure time from MDW to DAL Airport?
The earliest flight leaves MDW at 5:30 am and lands in DAL - Dallas Love Field
What are the airports in Dallas?
DAL
Can I make changes to my Chicago to Dallas 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 MDW to DAL?
Read the fare rules of the Chicago to Dallas 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 Chicago and Dallas?
operate flights between Chicago and Dallas
How long does a flight from Chicago to Dallas take?
It takes approximately 2 hour to fly non-stop from MDW to DAL, which is 793.47 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to Dallas (DAL) ?
In the past couple of days, the cheapest tickets to DAL from MDW were found on WN : USD 178
Do I need a passport to fly between MDW and DAL?
No
What’s the latest departure time from MDW to DAL ?
The last flight leaves MDW at 4:30 pm

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

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

More Flight Options for Chicago (MDW) and Dallas (DAL)

Why Fareleaders for MDW to DAL Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Chicago to Dallas flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on MDW to DAL flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Chicago to Dallas flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the Chicago (MDW) to Dallas (DAL)
Terms and Conditions*