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Flights from Denver to Chicago

Find cheap airlines flights from Denver to Chicago

Choose from 3 carriers that fly from Denver to Chicago, including Frontier Airlines, American Airlines, and United Airlines. Enjoy the cheapest tickets on this route with Frontier Airlines.
Frontier Airlines logo Frontier Airlines American Airlines logo American Airlines United Airlines logo United Airlines

Book direct flights from Denver to Chicago: One way flights from $29, round trip flights from $59. Find flight deals for the next 3 months below.

      • Cheapest nonstop
        DEN 5:17 PM
        2h 40m
        Nonstop
        ORD 8:57 PM
        Denver - Chicago | Fri, Jan 9 | Frontier Airlines
        ORD 7:50 PM
        2h 59m
        Nonstop
        DEN 9:49 PM
        Chicago - Denver | Mon, Jan 12 | Frontier Airlines
        $59 $88
        33% OFF
        33% OFF
        $88 $59
      • DEN 3:02 PM
        2h 43m
        Nonstop
        ORD 6:45 PM
        Denver - Chicago | Thu, Jan 8 | Frontier Airlines
        MDW 3:15 PM
        2h 49m
        Nonstop
        DEN 5:04 PM
        Chicago - Denver | Mon, Jan 12 | Frontier Airlines
        $59 $88
        33% OFF
        33% OFF
        $88 $59
      • DEN 8:45 PM
        2h 27m
        Nonstop
        ORD 12:12 AM
        Denver - Chicago | Wed, Dec 31 | Frontier Airlines
        ORD 7:00 AM
        2h 56m
        Nonstop
        DEN 8:56 AM
        Chicago - Denver | Mon, Jan 5 | Frontier Airlines
        $59 $88
        33% OFF
        33% OFF
        $88 $59
      • DEN 8:45 PM
        2h 27m
        Nonstop
        ORD 12:12 AM
        Denver - Chicago | Thu, Dec 11 | Frontier Airlines
        ORD 7:00 AM
        2h 56m
        Nonstop
        DEN 8:56 AM
        Chicago - Denver | Mon, Dec 15 | Frontier Airlines
        $60
        31% OFF
        $88 $60
      • DEN 8:45 PM
        2h 27m
        Nonstop
        ORD 12:12 AM
        Denver - Chicago | Sun, Dec 28 | Frontier Airlines
        MDW 10:50 PM
        2h 55m
        Nonstop
        DEN 12:45 AM
        Chicago - Denver | Sun, Jan 4 | Frontier Airlines
        $60
        31% OFF
        $88 $60
      • DEN 8:45 PM
        2h 27m
        Nonstop
        ORD 12:12 AM
        Denver - Chicago | Thu, Dec 4 | Frontier Airlines
        MDW 12:18 PM
        2h 44m
        Nonstop
        DEN 2:02 PM
        Chicago - Denver | Mon, Dec 8 | Frontier Airlines
        $60
        31% OFF
        $88 $60
      • DEN 8:45 PM
        2h 27m
        Nonstop
        ORD 12:12 AM
        Denver - Chicago | Mon, Dec 8 | Frontier Airlines
        ORD 7:00 AM
        2h 56m
        Nonstop
        DEN 8:56 AM
        Chicago - Denver | Mon, Dec 15 | Frontier Airlines
        $60
        31% OFF
        $88 $60
      • DEN 8:45 PM
        2h 27m
        Nonstop
        ORD 12:12 AM
        Denver - Chicago | Tue, Dec 30 | Frontier Airlines
        MDW 10:50 PM
        2h 55m
        Nonstop
        DEN 12:45 AM
        Chicago - Denver | Sun, Jan 4 | Frontier Airlines
        $70
        20% OFF
        $88 $70
      • DEN 8:45 PM
        2h 27m
        Nonstop
        ORD 12:12 AM
        Denver - Chicago | Mon, Dec 15 | Frontier Airlines
        MDW 10:50 PM
        2h 55m
        Nonstop
        DEN 12:45 AM
        Chicago - Denver | Sun, Dec 21 | Frontier Airlines
        $70
        20% OFF
        $88 $70
      • DEN 8:45 PM
        2h 27m
        Nonstop
        ORD 12:12 AM
        Denver - Chicago | Mon, Dec 29 | Frontier Airlines
        ORD 7:00 AM
        2h 56m
        Nonstop
        DEN 8:56 AM
        Chicago - Denver | Mon, Jan 5 | Frontier Airlines
        $70
        20% OFF
        $88 $70
      • DEN 1:00 PM
        17h 25m
        1 stop
        CHI Invalid Date
        Denver - Chicago | Sat, Nov 15 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        DEN 4:00 PM
        Chicago - Denver | Mon, Nov 17 | Normal Airline
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Flight Info | Denver to Chicago

The distance between Denver and Chicago is about 1,446.63 km. It takes around 3 hours 2 minutes on average to fly from Denver to Chicago. The most popular month to Chicago is July. The off-season for travel is October.

Cheapest one-way flight price$29
Cheapest round-trip ticket price$59
Off-season for travelOctober
Peak season for travelJuly
Flight distance1,446.63 km
Average flight time3 hours 2 minutes
Popular airlineFrontier Airlines

When is the cheapest time to fly from Denver to Chicago?

The cheapest time for Denver to Chicago flights: Nov 23 to Nov 30 — one way flight prices from $29.

Cheapest flights
From price
Search
  • 916
  • 1623
  • 2330

  • Dec

    307
  • 714
  • 1421
  • 2128

  • Jan

    284
  • 411
  • 1118
  • 1825

  • Feb

    251
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • Which airlines offer direct flights from Denver to Chicago?

    At the moment, you can catch a nonstop flight from Denver to Chicago with the following airlines, including: Frontier Airlines American Airlines United Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes around 3 hours 2 minutes to fly from Denver (DEN) to Chicago (CHI).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Denver to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • Based on Trip.com data in the past 4 weeks, there is 119 flight per week flying from Denver to Chicago. You can check the weekly schedule for popular airlines on this route below: American Airlines: S/M/T/W/T/F/S -- AA2771 (07:25) United Airlines: S/M/T/W/T/F/S -- UA1377 (06:01)
  • The cheapest months to fly from Denver to Chicago is October, when demand for travel is lower.
  • After crunching the numbers on our November flight calendar, it's currently cheapest to fly from Denver to Chicago on November 27, 2025 with Frontier Airlines, with prices starting at $28.
  • You can land at any one of the following hubs in Chicago, with Denver International Airport to O'Hare International Airport (DEN-ORD) is by far the most common option on this route: O'Hare International Airport (ORD) Midway International Airport (MDW) Chicago Rockford International Airport (RFD).
  • The time difference between Chicago and Denver is 1h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

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