Flight Routes from Denver to Chicago

Compare cheap outbound and return flights from Denver (DEN) to Chicago (CHI) and find the best offer from numerous airlines and travel agencies.

Trip type
Cheapest roundtrip flight
from€323
Fastest flight
non-stop flights
273x / week
Flight distance
1,450 km
Time difference
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL
Most popular airlines
  1. United AirlinesUnited Airlines
  2. Southwest AirlinesSouthwest Airlines
  3. American AirlinesAmerican Airlines
  4. Frontier AirlinesFrontier Airlines

Flight schedule from Denver (DEN) to Chicago (CHI)

Select a travel date in the flight schedule for the route from Denver (DEN) to Chicago (CHI) and compare affordable flight deals.

offers
Active filtersnone
Matching outbound flightsDEN–CHI · 88 of 88
fromto
dep.arr.
durationstopovers
  1. September 13 – 19, 2026
  2. September 20 – 26, 2026
  3. Sep 27 – Oct 3, 2026
    1. DENMDW
      nonstop
      1. Southwest Airlines
    2. DENORD
      nonstop
      1. United Airlines
    3. DENMDW
      nonstop
      1. Southwest Airlines
    4. DENORD
      nonstop
      1. Frontier Airlines
    5. DENMDW
      nonstop
      1. Southwest Airlines
    6. DENMDW
      nonstop
      1. Southwest Airlines
    7. DENORD
      nonstop
      1. American Airlines
    8. DENORD
      nonstop
      1. United Airlines
    9. DENORD
      nonstop
      1. United Airlines
    10. DENORD
      nonstop
      1. United Airlines
    11. DENORD
      nonstop
      1. United Airlines
    12. DENORD
      nonstop
      1. United Airlines
    13. DENORD
      nonstop
      1. United Airlines
    14. DENORD
      nonstop
      1. United Airlines
    15. DENORD
      nonstop
      1. United Airlines

      Tips and tricks to help you find cheap flights from Denver to Chicago

      Favorite airline: United Airlines
      United Airlines is the most popular airline for flights from Denver to Chicago.
      United Airlines
      68 %
      Delta
      11 %
      Frontier Airlines
      6 %
      Cheapest weekday: Tuesday
      Compared to other weekdays, flights are cheapest on Tuesday.
      Direct flights are the cheapest connection
      On this route, direct flights are $96.00 cheaper than flights with a stopover.
      non stop flight
      1 stop
      02h 29min
      06h 23min
      152 $US
      248 $US
      The favorite connection is non-stop
      Non-stop flights are especially popular on this route. 81 % of travelers will book a direct flight.
      Route
      bookings
      Direct flights
      02h 29min, from 152 $US
      81 %
      1 stopover Detroit Metropolitan Wayne County Airport, MI
      05h 27min, from 287 $US
      8 %
      1 stopover Seattle-Tacoma International Airport, WA
      08h 42min, from 2 030 $US
      7 %

      Useful information about the flight from Denver to Chicago

      Flights from Denver to Chicago

      With between 219 and 25 flights per day, the flight route from Denver (DEN) to Chicago (CHI) is always well frequented by a wide variety of travelers. Scheduled, charter as well as low-cost flight providers see to it that the air traffic between the cities stays srtong. The direct flight takes about 2h 20, covering a distance of 1 000 miles. Non-stop flights are provided by American Airlines, United Airlines, Southwest, Frontier and Spirit.

      Cheap flights from Denver to Chicago

      The cheapest way of getting to Chicago, as with any flight comes down to from booking really early and avoiding holidays and school vacation periods.

      Destination Chicago

      Passengers can fly into any one of the Chicago airports - Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), West Chicago Du Page (DPA) etc., with O'Hare being the most popular, in part because of its size and efficiency. Aside from various ways of getting to and from the airport such as buses, shuttles ant taxis, the airport is unique in having a few bike lanes leading to the city.

      Important flight information

      Frequently Asked Questions (FAQ)

      How long is the flight from Denver to Chicago?
      A nonstop flight from Denver to Chicago typically takes around 2 hours 20 minutes. If you choose a connecting flight, allow more travel time. Typical one-stop itineraries take around 14 hours 36 minutes. For the quickest trip, a nonstop flight is usually the most comfortable choice.
      Are there nonstop flights from Denver to Chicago?
      Yes, there are nonstop flights from Denver to Chicago, averaging around 39 to 40 flights per day, operated by, among others, United Airlines, Southwest and American Airlines. If you want to fly without a layover, it is worth filtering specifically for nonstop flights when searching.
      Which airlines fly from Denver to Chicago?
      Direct flights from Denver to Chicago are operated by, among others, United Airlines, Southwest and American Airlines. Connecting flights with one stop are also available, for example with Alaska Airlines (via San Diego). If travel time matters to you, a direct flight is usually the most convenient option. Connecting flights often give you more choice of departure times and airlines.
      On which days are there nonstop flights from Denver to Chicago?
      Nonstop flights from Denver to Chicago operate daily. The schedule may vary by season, so it is worth comparing several travel dates. If your preferred day does not have a nonstop flight, nearby departure days or short connecting flights may be a good alternative.
      How many flights are there per day from Denver to Chicago?
      From Denver to Chicago, there are on average around 39 to 40 flights per day. This usually means you have a good choice of departure times. If you are flexible, you can easily compare times, prices, and airlines.
      How many flights per week are there from Denver to Chicago?
      From Denver to Chicago, there are around 274 to 275 flights per week. This means you usually have connections available on several days and at various times. Beyond the price, it is worth comparing flight duration, airline, and any potential additional fees.
      When does the first flight from Denver to Chicago depart?
      The earliest nonstop flight from Denver to Chicago usually departs at 5:05 AM. The exact departure time may vary by day of the week and airline. Early flights are especially useful if you want to make the most of your arrival day in Chicago.
      When does the last flight from Denver to Chicago depart?
      The last nonstop flight from Denver to Chicago usually departs at 10:15 PM. Late flights can be convenient if you want to travel after work or in the evening. Do check whether it is a nonstop flight, as a connecting itinerary could push the arrival time significantly later.

      Discover more flights around Denver and Chicago

      Departure airport Airport Denver International Airport, CO (DEN)
      Arrival airport Airport Chicago-IL, all airports (CHI)
      Destination country Flights to United States
      Departure airport - Destination country Denver International Airport, CO - United States
      Alternative routes to United States
      Alternative flights to Chicago
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