Find Cheap Flights from Denver to Chicago (DEN - CHI)

Flights overview

Useful information for finding cheap flights from Denver to Chicago and booking your next trip

Cheapest round-trip flights	$127	Frontier Nonstop 3 hr Sat, Jul 18 — Mon, Jul 20	The cheapest round-trip flight from Denver to Chicago is currently $127
Cheapest one-way flight	$59	Frontier Nonstop 3 hr Wed, Jun 3	The cheapest one-way flight from Denver to Chicago is currently $59
Last-minute weekend getaway	$164	Frontier Nonstop 3 hr Sat, May 9 — Sun, May 10	The cheapest last-minute weekend getaway from Denver to Chicago is currently $164
Cheapest business class flights	$375	Frontier Nonstop 3 hr Sat, Jul 18 — Mon, Jul 20	The cheapest business class round-trip flight from Denver to Chicago is currently $375

Fastest flight	2 hr 20 min	The fastest nonstop flight from Denver to Chicago takes 2 hr 20 min
Nonstop flights	Every day	There 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 December. The most expensive month to fly is typically April.

December Cheapest	Typical prices: $85–295
April Most expensive	Typical prices: $145–230

Popular airlines from Denver to Chicago

United

Nonstop

from $221

Typical price: $175–360

84 weekly nonstop flights

DEN - ORD Every day

840 weekly connecting flights

DEN - ORD Every day
Southwest

Nonstop

from $241

Typical price: $175–340

44 weekly nonstop flights

DEN - MDW, ORD Every day

2456 weekly connecting flights

DEN - MDW, ORD Every day
American

Nonstop

from $221

Typical price: $180–375

35 weekly nonstop flights

DEN - ORD Every day

179 weekly connecting flights

DEN - ORD Every day
Delta

from $241

Typical price: $215–530

345 weekly connecting flights

DEN - MDW, ORD Every day
Frontier

Nonstop

from $127

Typical price: $110–235

4 weekly nonstop flights

DEN - ORD Every Wed, Thu, Fri, Sun

44 weekly connecting flights

DEN - MDW, ORD Every day
Alaska

from $483

Typical price: $320–760

21 weekly connecting flights

DEN - ORD Every day

Popular airports near Denver

Denver International Airport (DEN)

Denver United States 38 min 19 mi
Colorado Springs Airport (COS)

Colorado Springs United States 1 hr 27 min 66 mi
Centennial Airport (APA)

Denver United States 27 min 14 mi
Eagle County Regional Airport (EGE)

Vail United States 2 hr 19 min 103 mi

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 23 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from Denver to Chicago

The cheapest flights from Denver to Chicago are usually in December. Typical ticket prices in December range from $85 to $295.

The cheapest round-trip flight from Denver to Chicago recently found on Google Flights was with Frontier from $127. The cheapest one-way flight was with Frontier from $59.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Denver to Chicago is $221, flying from May 28 to Jun 1.
The cheapest Southwest flight from Denver to Chicago is $241, flying from May 28 to Jun 1.
The cheapest American flight from Denver to Chicago is $221, flying from May 28 to Jun 1.
The cheapest Delta flight from Denver to Chicago is $241, flying from May 28 to Jun 1.
The cheapest Frontier flight from Denver to Chicago is $127, flying from Jul 18 to Jul 20.
The cheapest Alaska flight from Denver to Chicago is $483, flying from May 30 to Jun 1.

The cheapest round-trip flight from Denver to Chicago starts at $127 from Sat, Jul 18 to Mon, Jul 20. The cheapest one-way flight starts at $59 and departs on Wed, Jun 3.

2 hr 20 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 84 nonstop flights and 840 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 44 nonstop flights and 2,456 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 35 nonstop flights and 179 connecting flights per week. American flies from Denver International Airport (DEN) to Chicago O'Hare International Airport (ORD) .
Delta offers 345 connecting flights per week. Delta flies from Denver International Airport (DEN) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
Frontier offers 4 nonstop flights and 44 connecting flights per week. Frontier flies from Denver International Airport (DEN) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
Alaska offers 21 connecting flights per week. Alaska flies from Denver International Airport (DEN) to 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 $127. The cheapest one-way flight was with Frontier from $59.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Denver to Chicago is $221, flying from May 28 to Jun 1.
The cheapest Southwest flight from Denver to Chicago is $241, flying from May 28 to Jun 1.
The cheapest American flight from Denver to Chicago is $221, flying from May 28 to Jun 1.
The cheapest Delta flight from Denver to Chicago is $241, flying from May 28 to Jun 1.
The cheapest Frontier flight from Denver to Chicago is $127, flying from Jul 18 to Jul 20.
The cheapest Alaska flight from Denver to Chicago is $483, flying from May 30 to Jun 1.

Southwest, United, American and Frontier fly direct from Denver to Chicago.

There are 84 United direct flights from Denver to Chicago per week. Flights are available every day.
There are 44 Southwest direct flights from Denver to Chicago per week. Flights are available every day.
There are 35 American direct flights from Denver to Chicago per week. Flights are available every day.
There are 4 Frontier direct flights from Denver to Chicago per week. Flights are available on Wednesday, Thursday, Friday and Sunday.

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 $164 is offered by Frontier from Sat, May 9 to Sun, May 10.

Southwest, United, American and Frontier fly direct from Denver to Chicago.

There are 84 United direct flights from Denver to Chicago per week. Flights are available every day.
There are 44 Southwest direct flights from Denver to Chicago per week. Flights are available every day.
There are 35 American direct flights from Denver to Chicago per week. Flights are available every day.
There are 4 Frontier direct flights from Denver to Chicago per week. Flights are available on Wednesday, Thursday, Friday and Sunday.

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 $127 from Sat, Jul 18 to Mon, Jul 20 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 $375 from Sat, Jul 18 to Mon, Jul 20 with Frontier.

The cheapest economy class round-trip flights between Denver and Chicago start at $127 from Sat, Jul 18 to Mon, Jul 20.

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 $164 from Sat, May 9 to Sun, May 10 with Frontier.

The cheapest last-minute deal between Denver and Chicago at price $164 is offered by Frontier from Sat, May 9 to Sun, May 10.

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.