S$140 Cheap Flights from Denver to Chicago

View S$140 flight on Tue, 6 Jan, 2026Opens in a new window

Popular airlines from Denver Intl. Airport (DEN) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Denver to Chicago (DEN-ORD)

Prices were available within the past 7 days and start at S$140 for one-way flights and S$298 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 19 Nov - Wed, 26 Nov
DEN
Denver
ORD
Chicago
S$298 Return, found 3 days ago
S$298
Return
found 3 days ago
Select Delta flight, departing Wed, 19 Nov from Denver to Chicago, returning Wed, 26 Nov, priced at S$298 found 3 days ago
United
Wed, 19 Nov - Wed, 26 Nov
DEN
Denver
ORD
Chicago
S$305 Return, found 3 days ago
S$305
Return
found 3 days ago
Select United flight, departing Wed, 19 Nov from Denver to Chicago, returning Wed, 26 Nov, priced at S$305 found 3 days ago
United
Wed, 19 Nov - Wed, 26 Nov
DEN
Denver
ORD
Chicago
S$306 Return, found 3 days ago
S$306
Return
found 3 days ago
Select United flight, departing Wed, 19 Nov from Denver to Chicago, returning Wed, 26 Nov, priced at S$306 found 3 days ago
United
Wed, 19 Nov - Wed, 26 Nov
DEN
Denver
ORD
Chicago
S$319 Return, found 3 days ago
S$319
Return
found 3 days ago
Select United flight, departing Wed, 19 Nov from Denver to Chicago, returning Wed, 26 Nov, priced at S$319 found 3 days ago
Delta
Wed, 19 Nov - Wed, 26 Nov
DEN
Denver
ORD
Chicago
S$331 Return, found 3 days ago
S$331
Return
found 3 days ago
Select Delta flight, departing Wed, 19 Nov from Denver to Chicago, returning Wed, 26 Nov, priced at S$331 found 3 days ago
American Airlines
Wed, 19 Nov - Wed, 26 Nov
DEN
Denver
ORD
Chicago
S$338 Return, found 3 days ago
S$338
Return
found 3 days ago
Select American Airlines flight, departing Wed, 19 Nov from Denver to Chicago, returning Wed, 26 Nov, priced at S$338 found 3 days ago
United
Wed, 19 Nov - Wed, 26 Nov
DEN
Denver
ORD
Chicago
S$338 Return, found 3 days ago
S$338
Return
found 3 days ago
Select United flight, departing Wed, 19 Nov from Denver to Chicago, returning Wed, 26 Nov, priced at S$338 found 3 days ago
American Airlines
Wed, 19 Nov - Wed, 26 Nov
DEN
Denver
ORD
Chicago
S$338 Return, found 3 days ago
S$338
Return
found 3 days ago
Select American Airlines flight, departing Wed, 19 Nov from Denver to Chicago, returning Wed, 26 Nov, priced at S$338 found 3 days ago
United
Wed, 19 Nov - Wed, 26 Nov
DEN
Denver
ORD
Chicago
S$339 Return, found 3 days ago
S$339
Return
found 3 days ago
Select United flight, departing Wed, 19 Nov from Denver to Chicago, returning Wed, 26 Nov, priced at S$339 found 3 days ago
Delta
Wed, 19 Nov - Wed, 26 Nov
DEN
Denver
ORD
Chicago
S$345 Return, found 3 days ago
S$345
Return
found 3 days ago
Select Delta flight, departing Wed, 19 Nov from Denver to Chicago, returning Wed, 26 Nov, priced at S$345 found 3 days ago

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

March is typically the cheapest month to fly

From S$69 - S$449 per traveller.
Denver to Chicago route information
Origin airport
Denver Intl.
Destination airport
O'Hare Intl.
Return price
S$298
Distance
1417 km
Average flight time
3 hours 31 mins

Flights from Denver to Chicago

There are several airlines that operate frequent flights from Denver (DEN) to Chicago (ORD) including

The earliest flight leaves Denver Intl. Airport at 05:51 and arrives at O'Hare Intl. Airport at 09:15. The last flight of the day departs Denver at 20:35 and arrives at Chicago at 23:59.

The flight distance from Denver to Chicago is about 1434 km, the shortest flight is 02 hours 21 minutes with United Airlines."

Expedia lets you search across the largest number of airlines and Chicago flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Denver Chicago flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Denver to Chicago trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Chicago flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Denver to Chicago with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from DEN to ORD?
Round-trip flights from DIA airport to O'Hare Airport start from S$298. This is based on fares quoted within the last 7 days on Expedia for flights departing within the next year — book now so you don't miss out. 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 Airport to ORD?
We understand that life can throw the odd curveball, so we've made it as easy as possible for you to cancel your trip online. Just head to the Customer Service Portal and follow the instructions.
How do I find cheap flights from DEN to O'Hare Airport 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 Denver Airport to O'Hare Intl. Airport (ORD) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from DEN to O'Hare Airport?
With a flight distance of 1,450 kilometres, it's only a hop from DEN to O'Hare Airport. It might be a quick journey, but it's still worth bringing a good book to read.
Which airlines fly direct from DEN to ORD?
One airline that services the route from DEN to ORD is United Airlines (UA). It offers 269 flights a month. Love some more options? Check out the fares with Southwest Airlines (WN). This carrier offers 173 monthly flights between these destinations.
Are Denver Airport to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
It is possible to pick up an awesome last-minute deal from Denver Airport to O'Hare Intl. Airport (ORD), but it can also be hit-or-miss. As many airlines release prices up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to book when you spot a bargain. Expedia compares air carrier prices and updates flight deals often, so you can feel confident knowing you're always getting the latest offers.

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