Cheap flights from Denver to Chicago

Flights overview

Useful information for finding cheap flights from Denver to Chicago and booking your next trip
Cheapest round-trip flights$86
FrontierNonstop3 hrThu, Jan 22 — Sun, Jan 25
The cheapest round-trip flight from Denver to Chicago is currently $86
Cheapest one-way flight$42
FrontierNonstop3 hrThu, Jan 22
The cheapest one-way flight from Denver to Chicago is currently $42
Cheapest nonstop flights$71
FrontierNonstop3 hrThu, Jan 15 — Sun, Jan 18
The cheapest nonstop round-trip flight from Denver to Chicago is currently $71
Last-minute weekend getaway$315
FrontierNonstop3 hrThu, Dec 25 — Sun, Dec 28
The cheapest last-minute weekend getaway from Denver to Chicago is currently $315
Cheapest business class flights$366
AmericanNonstop3 hrThu, Jan 22 — Mon, Jan 26
The cheapest business class round-trip flight from Denver to Chicago is currently $366
Fastest flight2 hr 15 minThe fastest nonstop flight from Denver to Chicago takes 2 hr 15 min
Nonstop flightsEvery dayThere are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Denver to Chicago is typically February. The most expensive month to fly is typically July.
February
Cheapest
Typical prices: $75–160
July
Most expensive
Typical prices: $145–215

Popular airlines from Denver to Chicago

  • Southwest
    Nonstop
    from $187
    Typical price: $165–330
    53 weekly nonstop flights
    DEN - MDW, ORDEvery day
    2551 weekly connecting flights
    DEN - MDW, ORDEvery day
  • United
    Nonstop
    from $157
    Typical price: $165–355
    68 weekly nonstop flights
    DEN - ORDEvery day
    1049 weekly connecting flights
    DEN - ORDEvery day
  • American
    Nonstop
    from $187
    Typical price: $170–375
    20 weekly nonstop flights
    DEN - ORDEvery day
    246 weekly connecting flights
    DEN - ORDEvery day
  • Frontier
    Nonstop
    from $86
    Typical price: $95–225
    9 weekly nonstop flights
    DEN - MDW, ORDEvery day
    58 weekly connecting flights
    DEN - MDW, ORDEvery day
  • Volaris
    Nonstop
    9 weekly nonstop flights
    DEN - MDW, ORDEvery day
    36 weekly connecting flights
    DEN - MDW, ORDEvery day
  • Delta
    from $197
    Typical price: $215–520
    286 weekly connecting flights
    DEN - MDW, ORDEvery day

Popular airports near Denver

  • Denver International Airport (DEN)
    DenverUnited States39 min19 mi
  • Colorado Springs Airport (COS)
    Colorado SpringsUnited States1 hr 27 min66 mi
  • Centennial Airport (APA)
    DenverUnited States28 min14 mi
  • Eagle County Regional Airport (EGE)
    VailUnited States2 hr 19 min103 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    ChicagoUnited States29 min16 mi
  • Chicago Midway International Airport (MDW)
    ChicagoUnited States25 min9 mi
  • Milwaukee Mitchell International Airport (MKE)
    MilwaukeeUnited States1 hr 27 min75 mi
  • Indianapolis International Airport (IND)
    IndianapolisUnited States2 hr 59 min165 mi

Frequently asked questions about flying from Denver to Chicago

The cheapest flights from Denver to Chicago are usually in February. Typical ticket prices in February range from $75 to $160.
The cheapest round-trip flight from Denver to Chicago recently found on Google Flights was with Frontier from $86. The cheapest one-way flight was with Frontier from $42.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Denver to Chicago is $187, flying from Feb 21 to Feb 23.
  • The cheapest United flight from Denver to Chicago is $157, flying from Jan 17 to Jan 18.
  • The cheapest American flight from Denver to Chicago is $187, flying from Jan 31 to Feb 2.
  • The cheapest Frontier flight from Denver to Chicago is $86, flying from Jan 22 to Jan 25.
  • The cheapest Delta flight from Denver to Chicago is $197, flying from Jan 17 to Jan 18.
The cheapest round-trip flight from Denver to Chicago starts at $86 from Thu, Jan 22 to Sun, Jan 25. The cheapest one-way flight starts at $42 and departs on Thu, Jan 22.
2 hr 15 min is the shortest flight time from Denver to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from Denver to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Denver to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Denver to Chicago.

In terms of nonstop flights, United is the most popular. United offers 68 nonstop flights and 1,049 connecting flights per week. United flies from Denver International Airport (DEN) to Chicago O'Hare International Airport (ORD).

In terms of flights, Southwest is the most popular. Southwest offers 53 nonstop flights and 2,551 connecting flights per week. Southwest flies from Denver International Airport (DEN) to Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD).

Other popular airlines flying from Denver to Chicago are:
  • American offers 20 nonstop flights and 246 connecting flights per week. American flies from Denver International Airport (DEN) to Chicago O'Hare International Airport (ORD).
  • Frontier offers 9 nonstop flights and 58 connecting flights per week. Frontier flies from Denver International Airport (DEN) to Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD).
  • Volaris offers 9 nonstop flights and 36 connecting flights per week. Volaris flies from Denver International Airport (DEN) to Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD).
  • Delta offers 286 connecting flights per week. Delta flies from Denver International Airport (DEN) to Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD).
The number of connecting flights refers to distinct flights with at least one stop between Denver and Chicago.
The cheapest round-trip flight from Denver to Chicago recently found on Google Flights was with Frontier from $86. The cheapest one-way flight was with Frontier from $42.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Denver to Chicago is $187, flying from Feb 21 to Feb 23.
  • The cheapest United flight from Denver to Chicago is $157, flying from Jan 17 to Jan 18.
  • The cheapest American flight from Denver to Chicago is $187, flying from Jan 31 to Feb 2.
  • The cheapest Frontier flight from Denver to Chicago is $86, flying from Jan 22 to Jan 25.
  • The cheapest Delta flight from Denver to Chicago is $197, flying from Jan 17 to Jan 18.
Southwest, Frontier, Volaris, United and American fly direct from Denver to Chicago.
  • There are 53 Southwest direct flights from Denver to Chicago per week. Flights are available every day.
  • There are 68 United direct flights from Denver to Chicago per week. Flights are available every day.
  • There are 20 American direct flights from Denver to Chicago per week. Flights are available every day.
  • There are 9 Frontier direct flights from Denver to Chicago per week. Flights are available every day.
  • There are 9 Volaris direct flights from Denver to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Denver and Chicago at price $315 is offered by Frontier from Thu, Dec 25 to Sun, Dec 28.
Southwest, Frontier, Volaris, United and American fly direct from Denver to Chicago.
  • There are 53 Southwest direct flights from Denver to Chicago per week. Flights are available every day.
  • There are 68 United direct flights from Denver to Chicago per week. Flights are available every day.
  • There are 20 American direct flights from Denver to Chicago per week. Flights are available every day.
  • There are 9 Frontier direct flights from Denver to Chicago per week. Flights are available every day.
  • There are 9 Volaris direct flights from Denver to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from Denver to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between Denver and Chicago start at $71 from Thu, Jan 15 to Sun, Jan 18 with Frontier.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Denver to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Denver and Chicago start at $366 from Thu, Jan 22 to Mon, Jan 26 with American.
The cheapest economy class round-trip flights between Denver and Chicago start at $86 from Thu, Jan 22 to Sun, Jan 25.
To book business class trips from Denver to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Denver and Chicago starts at $315 from Thu, Dec 25 to Sun, Dec 28 with Frontier.
The cheapest last-minute deal between Denver and Chicago at price $315 is offered by Frontier from Thu, Dec 25 to Sun, Dec 28.
To find last-minute flight deals from Denver to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

Search more flights

Popular trips from Denver

  1. San Diego
    $85
    Jan 9 — Jan 11
    Nonstop2 hr 30 minFrontier
  2. Seattle
    $57
    Feb 28 — Mar 2
    Nonstop3 hr 9 minFrontier
  3. New York
    $69
    Jan 17 — Jan 19
    Nonstop3 hr 33 minFrontier
  4. Dublin
    $454
    Feb 6 — Feb 8
    1 stop11 hr 35 minIcelandair

Find cheap flights from Denver to anywhere

Find cheap flights on popular routes