£56 Cheap Flights from Denver (DEN) to Chicago (CHI)

View £56 flight on Sat, 8 Nov 2025Opens in a new window

Popular airlines from Denver International Airport (DEN) to Chicago

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

Prices were available within the past 7 days and start at £56 for one-way flights and £129 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Mon, 22 Sep - Thu, 25 Sep
DEN
Denver
ORD
Chicago
£129 Return, found 6 days ago
£129
Return
found 6 days ago
Select Frontier Airlines flight, departing Mon, 22 Sep from Denver to Chicago, returning Thu, 25 Sep, priced at £129 found 6 days ago
Frontier Airlines
Mon, 22 Sep - Sun, 28 Sep
DEN
Denver
ORD
Chicago
£137 Return, found 6 days ago
£137
Return
found 6 days ago
Select Frontier Airlines flight, departing Mon, 22 Sep from Denver to Chicago, returning Sun, 28 Sep, priced at £137 found 6 days ago
Frontier Airlines
Fri, 26 Sep - Mon, 29 Sep
DEN
Denver
MDW
Chicago
£141 Return, found 6 days ago
£141
Return
found 6 days ago
Select Frontier Airlines flight, departing Fri, 26 Sep from Denver to Chicago, returning Mon, 29 Sep, priced at £141 found 6 days ago
Frontier Airlines
Mon, 22 Sep - Tue, 30 Sep
DEN
Denver
ORD
Chicago
£150 Return, found 6 days ago
£150
Return
found 6 days ago
Select Frontier Airlines flight, departing Mon, 22 Sep from Denver to Chicago, returning Tue, 30 Sep, priced at £150 found 6 days ago
Delta
Tue, 23 Sep - Wed, 8 Oct
DEN
Denver
ORD
Chicago
£162 Return, found 5 days ago
£162
Return
found 5 days ago
Select Delta flight, departing Tue, 23 Sep from Denver to Chicago, returning Wed, 8 Oct, priced at £162 found 5 days ago
Frontier Airlines
Mon, 22 Sep - Thu, 2 Oct
DEN
Denver
ORD
Chicago
£164 Return, found 6 days ago
£164
Return
found 6 days ago
Select Frontier Airlines flight, departing Mon, 22 Sep from Denver to Chicago, returning Thu, 2 Oct, priced at £164 found 6 days ago
United
Sat, 6 Sep - Wed, 24 Sep
DEN
Denver
ORD
Chicago
£165 Return, found 5 days ago
£165
Return
found 5 days ago
Select United flight, departing Sat, 6 Sep from Denver to Chicago, returning Wed, 24 Sep, priced at £165 found 5 days ago
Frontier Airlines
Sun, 28 Sep - Tue, 14 Oct
DEN
Denver
ORD
Chicago
£166 Return, found 6 days ago
£166
Return
found 6 days ago
Select Frontier Airlines flight, departing Sun, 28 Sep from Denver to Chicago, returning Tue, 14 Oct, priced at £166 found 6 days ago
Alaska Airlines
Tue, 30 Sep - Tue, 21 Oct
DEN
Denver
ORD
Chicago
£224 Return, found 5 days ago
£224
Return
found 5 days ago
Select Alaska Airlines flight, departing Tue, 30 Sep from Denver to Chicago, returning Tue, 21 Oct, priced at £224 found 5 days ago
JetBlue Airways
Sun, 28 Sep - Wed, 1 Oct
DEN
Denver
ORD
Chicago
£275 Return, found 4 days ago
£275
Return
found 4 days ago
Select JetBlue Airways flight, departing Sun, 28 Sep from Denver to Chicago, returning Wed, 1 Oct, priced at £275 found 4 days ago

Find the cheapest month to fly from Denver (DEN) to Chicago (CHI)

August is typically the cheapest month to fly

From £36 - £122 per traveller.

Graph displaying average flight prices per month

Flight from Denver to Chicago route information
Origin airport
Denver Intl.
Destination airport
O'Hare Intl.
Return price
£128
Distance
1417 km

Compare flights from Denver to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Denver to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to CHI-All Airports in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Denver Intl. to CHI-All Airports.  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Denver Intl. (DEN) to CHI-All Airports (CHI)

The easiest way to view the best deals on flights from Denver to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Denver Intl. to CHI-All Airports start at just £129 and range up to £275.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Denver and Chicago
  • booking your flight during September, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Denver to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Denver Intl. to CHI-All Airports for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Frequently asked questions

How much is a flight from DIA airport to Chicago, IL (CHI-All Airports)?
If you're planning on travelling between DEN and Chicago, IL (CHI-All Airports), round-trip journeys start from £129. This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year, so don't hang about. Book now and save yourself money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Denver Intl. Airport (DEN) to Chicago, IL (CHI-All Airports)?
Each air carrier has its own terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from Denver Airport to Chicago, IL (CHI-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for DEN to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Denver Airport to Chicago, IL (CHI-All Airports)?
That new movie you've been desperate to see will just have to wait — the flight distance between DEN and Chicago, IL (CHI-All Airports) is only 1,350 kilometres. The captain will be telling you to put your seat upright for landing before you know it.
Which airlines fly direct from DIA airport to Chicago, IL (CHI-All Airports)?
Travelling from Denver Airport to Chicago, IL (CHI-All Airports) is easy when you have a good range of airlines to select from. These are some of the best:

  • Southwest Airlines - (WN) with 434 monthly flights
  • United Airlines - (UA) with 269 monthly flights
  • American Airlines - (AA) with 91 monthly flights
  • Frontier Airlines - (F9) with 47 monthly flights

Are Denver Airport to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Denver Intl. Airport (DEN) to Chicago, IL (CHI-All Airports) last minute could be your ticket to a fantastic deal. However, you might miss out on a flight altogether! If you'd rather err on the side of caution, book well ahead of your departure date. In fact, Expedia has some of the best bargains as far ahead as 12 months in advance. If your preferred carrier hasn't released tickets yet, check back often as deals are updated all the time on Expedia.

Explore a world of travel with Expedia

Chicago Airports

Chicago

Denver to O'Hare Intl.
£128.40
*Available to Expedia members.