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Latest Flight Deals from Dallas to Chicago

Book one-way or return flights from Dallas to Chicago from as little as AU$ 29. Choose from the popular airlines below and book your flight today!

  • One way
  • Return

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Dallas to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Dallas to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Dallas to Chicago

View airlines operating flights from Dallas to Chicago. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Spirit Airlines
From AU$ 32
American Airlines
From AU$ 80
Sun Country Airlines
From AU$ 102
Delta Air Lines
From AU$ 108
Southwest Airlines
From AU$ 124
United Airlines
From AU$ 125
Frontier Airlines
From AU$ 136
Alaska Airlines
From AU$ 450
ANA airlines

Find more flights and airlines

Alternative Routes from Dallas to Chicago

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Dallas to Chicago.

  • Cheapest
    Frontier Airlines
    DFW
    13:37
    2h 24m
    Direct
    MDW
    16:01
    Dallas Fort Worth International Airport - Midway International Airport
    Tue, May 7Frontier Airlines
    AU$ 29
  • Delta Air Lines
    DAL
    10:18
    6h 29m
    1 transfer
    ORD
    16:47
    Dallas Love Field Airport - O'Hare International Airport
    Tue, May 21Delta Air Lines
    AU$ 113
  • Delta Air Lines
    DAL
    07:30
    7h 24m
    1 transfer
    MDW
    14:54
    Dallas Love Field Airport - Midway International Airport
    Thu, Jul 4Delta Air Lines
    AU$ 124
  • Delta Air Lines
    DAL
    07:30
    7h 24m
    1 transfer
    MDW
    14:54
    Dallas Love Field Airport - Midway International Airport
    Thu, Jul 4Delta Air Lines
    AU$ 124
    Find More Flights

How do I find the cheapest flights?

  • When are flight from Dallas (DFW) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Dallas to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much are flights from Dallas (DFW) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around AU$ 306.
  • How long is the flights from Dallas (DFW) to Chicago (CHI)?

    It takes about 2 hours 44 minutes to fly from Dallas (DFW) to Chicago (CHI).
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • What time does the earliest flight from Dallas to Chicago depart?

    The earliest flight departs from Dallas (DFW) at 05:30 and arrives in Chicago (MDW) at 07:42.
  • What time does the latest flight from Dallas to Chicago depart?

    The latest flight departs from Dallas (DFW) at 21:35 and arrives in Chicago (MDW) at 23:52.
  • What are the most popular airlines that fly from Dallas (DFW) to Chicago (CHI)?

    Airlines with flights from Dallas (DFW) to Chicago (CHI): Southwest Airlines, Qatar Airways, United Airlines, Gulf Air, All Nippon Airways, Aer Lingus, British Airways and Qantas Airways.
  • What's the most popular airline for direct flights from Dallas (DFW) to Chicago (CHI)?

    Southwest Airlines operates 4 direct flights from Dallas (DFW) to Chicago (CHI).
  • How many airports in Chicago (CHI)?

How to find a cheap flight from Dallas to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Dallas to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flight Information from Dallas to Chicago

Cheapest direct flight price

AU$ 28

Cheapest return ticket price

AU$ 56

Off-season for travel

April

Peak season for travel

July

Flight distance

1,294.27km

Average flight time

2 hours 44 minutes

Popular airline

American Airlines