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Flights from Denver to Chicago
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Flights from Denver to Chicago Starting at €23

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        DEN20:55
        2h 18m
        Nonstop
        MDW00:13
        Tue, Dec 10|Denver - Chicago|Frontier Airlines
        €23€205
        89% OFF
        89% OFF
        €205€23

        Choose Frontier Airlines flights from Denver to Chicago. The one-way direct flight with Frontier Airlines departs from Denver International Airport on Tue, Dec 10, arriving at Midway International Airport. One-way Prices start from €23 including taxes and charges.

      • DEN09:16
        2h 33m
        Nonstop
        ORD12:49
        Tue, Dec 17|Denver - Chicago|Frontier Airlines
        €24€205
        88% OFF
        88% OFF
        €205€24

        Choose Frontier Airlines flights from Denver to Chicago. The one-way direct flight with Frontier Airlines departs from Denver International Airport on Tue, Dec 17, arriving at O'Hare International Airport. One-way Prices start from €24 including taxes and charges.

      • DEN20:55
        2h 18m
        Nonstop
        MDW00:13
        Wed, Jan 15|Denver - Chicago|Frontier Airlines
        €25€205
        88% OFF
        88% OFF
        €205€25

        Choose Frontier Airlines flights from Denver to Chicago. The one-way direct flight with Frontier Airlines departs from Denver International Airport on Wed, Jan 15, arriving at Midway International Airport. One-way Prices start from €25 including taxes and charges.

      • DEN20:55
        2h 18m
        Nonstop
        MDW00:13
        Wed, Dec 11|Denver - Chicago|Frontier Airlines
        €25
        €25

        Choose Frontier Airlines flights from Denver to Chicago. The one-way direct flight with Frontier Airlines departs from Denver International Airport on Wed, Dec 11, arriving at Midway International Airport. One-way Prices start from €25 including taxes and charges.

      • DEN20:55
        2h 22m
        Nonstop
        MDW00:17
        Tue, Feb 4|Denver - Chicago|Frontier Airlines
        €26
        €26

        Choose Frontier Airlines flights from Denver to Chicago. The one-way direct flight with Frontier Airlines departs from Denver International Airport on Tue, Feb 4, arriving at Midway International Airport. One-way Prices start from €26 including taxes and charges.

      • DEN20:55
        2h 22m
        Nonstop
        MDW00:17
        Wed, Feb 5|Denver - Chicago|Frontier Airlines
        €26
        €26

        Choose Frontier Airlines flights from Denver to Chicago. The one-way direct flight with Frontier Airlines departs from Denver International Airport on Wed, Feb 5, arriving at Midway International Airport. One-way Prices start from €26 including taxes and charges.

      • DEN20:55
        2h 22m
        Nonstop
        MDW00:17
        Tue, Feb 11|Denver - Chicago|Frontier Airlines
        €26
        €26

        Choose Frontier Airlines flights from Denver to Chicago. The one-way direct flight with Frontier Airlines departs from Denver International Airport on Tue, Feb 11, arriving at Midway International Airport. One-way Prices start from €26 including taxes and charges.

      • DEN12:28
        2h 22m
        Nonstop
        MDW15:50
        Tue, Nov 19|Denver - Chicago|Frontier Airlines
        €28
        €28

        Choose Frontier Airlines flights from Denver to Chicago. The one-way direct flight with Frontier Airlines departs from Denver International Airport on Tue, Nov 19, arriving at Midway International Airport. One-way Prices start from €28 including taxes and charges.

      • DEN09:47
        2h 33m
        Nonstop
        ORD13:20
        Tue, Dec 24|Denver - Chicago|Frontier Airlines
        €28
        €28

        Choose Frontier Airlines flights from Denver to Chicago. The one-way direct flight with Frontier Airlines departs from Denver International Airport on Tue, Dec 24, arriving at O'Hare International Airport. One-way Prices start from €28 including taxes and charges.

      • DEN20:55
        2h 18m
        Nonstop
        MDW00:13
        Wed, Dec 4|Denver - Chicago|Frontier Airlines
        €28
        €28

        Choose Frontier Airlines flights from Denver to Chicago. The one-way direct flight with Frontier Airlines departs from Denver International Airport on Wed, Dec 4, arriving at Midway International Airport. One-way Prices start from €28 including taxes and charges.

      • DEN13:00
        3h 5m
        Nonstop
        CHI14:00
        Fri, Nov 22|Denver - Chicago|Frontier Airlines
        Find More Flights
        Find More Flights

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

Find the best time to fly from Denver to Chicago

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Airlines Flying from Denver to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

American Airlines
From €55
Southwest Airlines
From €74
United Airlines
From €75
Delta Air Lines
From €76
Sun Country Airlines
From €94
Key Lime Air
From €150
Frontier Airlines
From €183
Alaska Airlines
From €320

Find more flights and airlines

Alternative Routes from Denver to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Denver to Chicago.

  • Cheapest
    Frontier Airlines
    DEN
    20:55
    2h 18m
    Nonstop
    MDW
    00:13
    Denver International Airport - Midway International Airport
    Tue, Dec 10Frontier Airlines
    €23
  • Frontier Airlines
    DEN
    19:38
    2h 34m
    Nonstop
    ORD
    23:12
    Denver International Airport - O'Hare International Airport
    Sat, Nov 16Frontier Airlines
    €183
  • Frontier Airlines
    DEN
    19:38
    2h 34m
    Nonstop
    ORD
    23:12
    Denver International Airport - O'Hare International Airport
    Sat, Nov 16Frontier Airlines
    €183
    Find More Flights

FAQ

  • When are flight tickets from Denver (DEN) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Denver to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Denver (DEN) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around €142.

  • How long does it take to fly from Denver (DEN) to Chicago (CHI) and what is the distance?

    It takes around 2 hours 37 minutes to fly from Denver (DEN) 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 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from Denver (DEN) to Chicago (CHI)?

    Airlines with flights from Denver (DEN) to Chicago (CHI): Southwest Airlines, United Airlines, Volaris, American Airlines, Air Canada and Frontier Airlines.

How to find a cheap flight from Denver 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 Denver 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 Denver to Chicago

Cheapest nonstop flight price€23
Cheapest round-trip ticket price€44
Off-season for travelJanuary
Peak season for travelFebruary
Flight distance1,446.63 km
Average flight time2 hours 37 minutes
Popular airlineAmerican Airlines

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