$48 Cheap Flights from Denver (DEN) to Chicago (CHI)

View $48 flight on Sun, May 24, 2026Opens in a new window

Popular airlines from Denver Intl. Airport (DEN) to Chicago

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Denver to Chicago (DEN-CHI)

Prices were available within the past 7 days and start at $48 for one-way flights and $94 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Wed, May 13 - Tue, May 19
DEN
Denver
ORD
Chicago
$94 Roundtrip, found 7 hours ago
$94
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, May 13 from Denver to Chicago, returning Tue, May 19, priced at $94 found 7 hours ago
Frontier Airlines
Sun, May 24 - Tue, May 26
DEN
Denver
ORD
Chicago
$95 Roundtrip, found 1 hour ago
$95
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, May 24 from Denver to Chicago, returning Tue, May 26, priced at $95 found 1 hour ago
Frontier Airlines
Tue, Aug 25 - Fri, Aug 28
DEN
Denver
ORD
Chicago
$96 Roundtrip, found 16 hours ago
$96
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Denver to Chicago, returning Fri, Aug 28, priced at $96 found 16 hours ago
Frontier Airlines
Mon, May 18 - Tue, May 19
DEN
Denver
ORD
Chicago
$97 Roundtrip, found 3 hours ago
$97
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, May 18 from Denver to Chicago, returning Tue, May 19, priced at $97 found 3 hours ago
Frontier Airlines
Mon, May 4 - Wed, May 6
DEN
Denver
ORD
Chicago
$98 Roundtrip, found 1 hour ago
$98
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, May 4 from Denver to Chicago, returning Wed, May 6, priced at $98 found 1 hour ago
Frontier Airlines
Wed, May 13 - Sat, May 16
DEN
Denver
ORD
Chicago
$99 Roundtrip, found 8 hours ago
$99
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, May 13 from Denver to Chicago, returning Sat, May 16, priced at $99 found 8 hours ago
American Airlines
Wed, May 20 - Tue, May 26
DEN
Denver
RFD
Rockford
$200 Roundtrip, found 6 hours ago
$200
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, May 20 from Denver to Rockford, returning Tue, May 26, priced at $200 found 6 hours ago
United
Tue, Jun 30 - Wed, Jul 1
DEN
Denver
ORD
Chicago
$201 Roundtrip, found 3 hours ago
$201
Roundtrip
found 3 hours ago
Select United flight, departing Tue, Jun 30 from Denver to Chicago, returning Wed, Jul 1, priced at $201 found 3 hours ago
Southwest Airlines
Tue, Jun 2 - Wed, Jun 3
DEN
Denver
ORD
Chicago
$201 Roundtrip, found 3 hours ago
$201
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Tue, Jun 2 from Denver to Chicago, returning Wed, Jun 3, priced at $201 found 3 hours ago
Delta
Tue, Jun 23 - Wed, Jun 24
DEN
Denver
ORD
Chicago
$221 Roundtrip, found 3 hours ago
$221
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Jun 23 from Denver to Chicago, returning Wed, Jun 24, priced at $221 found 3 hours ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $201
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $201
Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $235
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $235
Select flight to Greater Rockford RFD. Average driving time to city center is 1 hour 30 minutes. Flights from $220
RFD
Greater Rockford
Average driving time to city center1 h 30 min
Flights from $220

Frequently asked questions

How much is a flight from DIA airport to Chicago, IL (CHI-All Airports)?
If you're planning on traveling between DEN and Chicago, IL (CHI-All Airports), round-trip journeys start from $94. 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 839 mi. 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)?
Traveling 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.

Travel information

Origin airport
Denver Intl.
Destination airport
O'Hare Intl.
Roundtrip price
$94
Distance
886 mi

*Flight schedules are subject to change.

*Available to One Key members.

 

Explore a world of travel with Expedia