Cheap Flight Tickets from Dallas (DFW) to Chicago (MDW), Starting at $501

Good to Know: Cheapest and Fastest DFW - MDW Flights

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

Cheapest Round Trip Flight

$501

DL Delta Airlines • 1 stop • 8h 31m

Jul 24 – Jul 27

The cheapest round trip flight from Dallas to Chicago (DFW-MDW-DFW) is currently $501

🔍 Search Flights

Fastest Flight

8h 21m

The fastest nonstop flight from Dallas to Chicago (DFW-MDW) takes 8h 21m

Top Airlines Flying from Dallas to Chicago

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

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

Jul 24 - Jul 27, Economy
DL
Dallas → Chicago
8h 31m
6:45 AM - 11:56 AM • 1 stop
DL
Dallas → Chicago
8h 38m
9:45 AM - 3:03 PM • 1 stop
Delta Airlines
Jul 24 - Jul 27, Economy
DL
Dallas → Chicago
8h 21m
1:24 PM - 6:25 PM • 1 stop
DL
Dallas → Chicago
8h 33m
12:41 PM - 5:54 PM • 1 stop
Delta Airlines
Jul 24 - Jul 27, Economy
DL
Dallas → Chicago
8h 44m
4:51 PM - 10:15 PM • 1 stop
DL
Dallas → Chicago
7h 29m
12:27 PM - 5:16 PM • 1 stop
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?
DFW
What’s the most popular airline flying from DFW to MDW?
The most popular airline flying from Dallas to Chicago are
Can I fly from DFW to MDW non-stop?
NO
Which airlines fly nonstop between Dallas and Chicago?
The non-stop flights between Dallas and Chicago are .
What’s the earliest departure time from DFW to MDW Airport?
The earliest flight leaves DFW at 6:45 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 DFW 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 DFW to MDW, which is 797.21 miles by air.
Which airlines provide the cheapest flights from Dallas (DFW) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from DFW were found on DL : USD 501
Do I need a passport to fly between DFW and MDW?
No
What’s the latest departure time from DFW to MDW ?
The last flight leaves DFW at 4:51 pm

Essential Information for Booking Flights from Dallas (DFW) - AI Insights

What's the cheapest airline from dfw to mdw?
You can find affordable flights from Dallas Fort Worth International Airport (dfw) to Chicago Midway International Airport (mdw) on budget-friendly airlines. For a round-trip economy ticket, consider booking in advance to secure Low Fares. Given your travel dates are in November and December, it's recommended to book at least 37 days prior to your trip for the best Savings.
What's the popular airline to fly from dfw to mdw?
Frontier Airlines offers budget-friendly flights from DFW to MDW. You can book Round Trip flights with 2 passengers in Economy class. For best deals, consider booking at least 37 days in advance. Visit fareleaders.com for the cheapest airfares and compare prices across airlines.
What's the cheapest day of the week to fly from dfw to mdw?
The cheapest day to fly from DFW to MDW is Tuesday. Flying on Tuesdays can result in budget-friendly flights, making it a great option for travelers looking for affordable airfares. For your round-trip journey, consider booking your flights well in advance, ideally 37 days prior to your trip, to secure the best deals.
What's the cheapest month to fly from dfw to mdw?
The cheapest month to fly from DFW to MDW is November. Flying during this time can result in budget-friendly flights, making it a great option for travelers looking for affordable airfares.
Which airline/airlines fly from dfw to mdw?
The airlines that fly from Dallas Fort Worth International Airport (DFW) to Chicago Midway International Airport (MDW) include Aeromexico, American Airlines, Delta Airlines, Viva Aerobus, WestJet Airlines, Sun Country Airlines, Southwest Airlines, Volaris Airline, and United Airlines. You can find the most up-to-date flight information on fareleaders.com.
What is the cheapest airline to fly from Dallas Fort Worth International Airport to Chicago Midway International Airport?
Frontier Airlines (F9)
How far in advance should I book my flight for the best fares on fareleaders.com?
For the best fares, it's recommended to book your flight at least 37 days in advance.
Can I find flights with multiple stops or layovers on your website?
Yes, you can find flights with multiple stops or layovers on fareleaders.com.
Are there any discounts or promotions available for booking airfare on fareleaders.com?
Yes, check our website for the latest deals and discounts on airfare.
What is the estimated cost of a round trip economy flight from Dallas to Chicago?
The estimated cost of a round trip economy flight from Dallas to Chicago varies depending on the airline and time of booking.

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

Origin Airport Dallas Fort Worth International, Dallas, US
Destination Airport Chicago Midway International , Chicago, US
Distance 797 miles

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

Why Fareleaders for DFW to MDW Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Dallas to Chicago flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on DFW to MDW flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Dallas to Chicago 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 Dallas (DFW) to Chicago (MDW)
Terms and Conditions*