Cheap Flight Tickets from Chicago (MDW) to Dallas (DAL), Starting at $299

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

$386

DL Delta Airlines • 1 stop • 8h 36m

Aug 10 – Sep 21

The cheapest round trip flight from Chicago to Dallas (MDW-DAL-MDW) is currently $386

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Cheapest One way Flight

$299

WN Southwest Airlines • 2 stops • 19h 5m

Aug 08

The cheapest one way flight from Chicago to Dallas (MDW-DAL) is currently $299

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Cheapest Direct Flight

$438

WN Southwest Airlines • nonstop • 3h 35m

Aug 10

The cheapest nonstop flight from Chicago to Dallas (MDW-DAL) is currently $438

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Fastest Flight

3h 30m

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

Top Airlines Flying from Chicago to Dallas

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta 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.

Aug 10 - Sep 21, Economy
DL
Chicago → Dallas
8h 36m
5:10 PM - 10:26 PM • 1 stop
DL
Chicago → Dallas
18h 46m
7:00 AM - 6:26 PM • 2 stops
$386
Delta Airlines
Aug 10 - Sep 21, 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
$438
Southwest Airlines
Aug 10 - Sep 21, Economy
WN
Chicago → Dallas
3h 30m
10:30 AM - 12:40 PM • nonstop
WN
Chicago → Dallas
3h 35m
7:20 AM - 9:35 AM • nonstop
$438
Southwest Airlines
Aug 10 - Sep 21, Economy
WN
Chicago → Dallas
3h 30m
7:25 AM - 9:35 AM • nonstop
WN
Chicago → Dallas
3h 30m
6:30 PM - 8:40 PM • nonstop
$438
Southwest Airlines
Aug 10 - Sep 21, Economy
WN
Chicago → Dallas
3h 30m
10:30 AM - 12:40 PM • nonstop
WN
Chicago → Dallas
6h 40m
3:25 PM - 7:25 PM • 1 stop
$443
Southwest Airlines
Aug 10 - Sep 21, Economy
WN
Chicago → Dallas
6h 40m
5:00 PM - 9:00 PM • 1 stop
WN
Chicago → Dallas
3h 30m
2:55 PM - 5:05 PM • nonstop
$448
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 6:11 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 299
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 8:40 pm

Essential Information for Booking Flights from Chicago (MDW) - AI Insights

What's the cheapest airline from mdw to dal?
You can find budget-friendly flights from Chicago Midway International Airport (mdw) to Dallas Love Field Airport (dal) on Southwest Airlines. For a one-way trip, consider booking at least 1 day in advance to secure Low Fares. You can visit fareleaders.com for the cheapest airfares and compare prices across airlines.
What's the popular airline to fly from mdw to dal?
You can fly from Chicago Midway International Airport (mdw) to Dallas Love Field on Southwest Airlines. This one-way trip has 1 stop, and advance booking is recommended at least 1 day in advance. You can find affordable airfares with budget-friendly options available.
What's the cheapest day of the week to fly from mdw to dal?
The cheapest day to fly from Chicago Midway International Airport (mdw) to Dallas Love Field Airport (dal) is Sunday.
What's the cheapest month to fly from mdw to dal?
The cheapest month to fly from Chicago Midway International Airport (mdw) to Dallas Love Field Airport (dal) is October. This is based on historical data, which suggests that airfares tend to be lower during this time of year. You can expect to find budget-friendly flights with airlines offering savings and low fares for your one-way trip.
Which airline/airlines fly from mdw to dal?
Southwest Airlines (WN) offers flights from Chicago Midway International Airport (mdw) to Dallas Love Field Airport (dal). American Airlines (AA), Frontier Airlines (F9), Volaris Airline (Y4), Delta Airlines (DL), and United Airlines (UA) also operate on this route. You can find the most up-to-date flight information and book your ticket through their respective websites or a travel agency.
What is the cheapest flight from Chicago Midway International Airport (mdw) to Dallas Love Field?
You can find affordable flights on Southwest Airlines (WN), which operates direct flights from Chicago Midway International Airport (mdw) to Dallas Love Field. Book your ticket in October for the best fares.
How far in advance can I book my airfare for a one-way trip from Milwaukee to Dallas?
It is recommended to book your airfare at least 1 day in advance for a one-way trip from Milwaukee to Dallas. You can use agencia to compare airfares and find your next flight.
Can I find affordable flights on airlines like airport?
Yes, you can find affordable flights on Southwest Airlines (WN), which operates direct flights from Chicago Midway International Airport (mdw) to Dallas Love Field. Book your ticket in October for the best fares.
What are the best fares for a one-way ticket from Chicago to Dallas?
The best fares for a one-way ticket from Chicago to Dallas can be found on Southwest Airlines (WN), which operates direct flights from Chicago Midway International Airport (mdw) to Dallas Love Field. Book your ticket in October for the best fares.
Is it possible to book a flight with a specific airline, such as viajar.com, and get the best deals?
Yes, you can use agencia to compare airfares and find your next flight on airlines like viajar.com. Book your ticket in October for the best fares.
How can I search for flights in July on websites like fareleaders.com?
You can search for flights in July on fareleaders.com, which offers a wide range of airfares and affordable flights. Use the website's search engine to find your next flight.

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

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

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