$79 Cheap Flights from Denver (DEN) to Chicago (ORD)

View $79 flight on Mon, Aug 25, 2025Opens in a new window

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

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • one key icon

    Earn twice

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

Cheap Flights from Denver to Chicago (DEN-ORD)

Prices were available within the past 7 days and start at $79 for one-way flights and $119 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Tue, Sep 16 - Tue, Sep 23
DEN
Denver
ORD
Chicago
$119 Roundtrip, found 2 hours ago
$119
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Sep 16 from Denver to Chicago, returning Tue, Sep 23, priced at $119 found 2 hours ago
Frontier Airlines
Sat, Sep 27 - Mon, Sep 29
DEN
Denver
ORD
Chicago
$129 Roundtrip, just found
$129
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Sep 27 from Denver to Chicago, returning Mon, Sep 29, priced at $129 just found
Frontier Airlines
Thu, Aug 28 - Tue, Sep 9
DEN
Denver
ORD
Chicago
$136 Roundtrip, found 1 day ago
$136
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Aug 28 from Denver to Chicago, returning Tue, Sep 9, priced at $136 found 1 day ago
Frontier Airlines
Fri, Aug 15 - Sun, Aug 17
DEN
Denver
ORD
Chicago
$139 Roundtrip, found 1 hour ago
$139
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Aug 15 from Denver to Chicago, returning Sun, Aug 17, priced at $139 found 1 hour ago
Frontier Airlines
Tue, Aug 26 - Wed, Sep 3
DEN
Denver
ORD
Chicago
$144 Roundtrip, found 2 hours ago
$144
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Aug 26 from Denver to Chicago, returning Wed, Sep 3, priced at $144 found 2 hours ago
Frontier Airlines
Sat, Aug 9 - Mon, Aug 11
DEN
Denver
ORD
Chicago
$145 Roundtrip, found 2 hours ago
$145
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Aug 9 from Denver to Chicago, returning Mon, Aug 11, priced at $145 found 2 hours ago
United
Wed, Aug 20 - Sat, Aug 23
DEN
Denver
ORD
Chicago
$157 Roundtrip, just found
$157
Roundtrip
just found
Select United flight, departing Wed, Aug 20 from Denver to Chicago, returning Sat, Aug 23, priced at $157 just found
Southwest Airlines
Wed, Aug 20 - Sat, Aug 23
DEN
Denver
ORD
Chicago
$157 Roundtrip, just found
$157
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Aug 20 from Denver to Chicago, returning Sat, Aug 23, priced at $157 just found
American Airlines
Wed, Aug 20 - Sat, Aug 23
DEN
Denver
ORD
Chicago
$159 Roundtrip, just found
$159
Roundtrip
just found
Select American Airlines flight, departing Wed, Aug 20 from Denver to Chicago, returning Sat, Aug 23, priced at $159 just found
Sun Country Airlines
Tue, Dec 30 - Fri, Jan 2
DEN
Denver
ORD
Chicago
$237 Roundtrip, found 7 hours ago
$237
Roundtrip
found 7 hours ago
Select Sun Country Airlines flight, departing Tue, Dec 30 from Denver to Chicago, returning Fri, Jan 2, priced at $237 found 7 hours ago

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

September is typically the cheapest month to fly

From $48 - $123 per traveler.

Graph displaying average flight prices per month

Flights from Denver (DEN) to Chicago (ORD)
Origin airport
Denver Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, KEY LIME AIR DBA DENVER AIR CONNECTION, Southwest Airlines, Sun Country Airlines, United
Roundtrip price
$119
Distance
886 mi
Average flight time
3 hours 34 mins

Denver to Chicago Flights

The cheapest times to fly from Denver to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Denver to Chicago are during the month of September. You can find some of the cheapest flights from Denver to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Denver to Chicago

Sunday is one of the best days to book for cheap flights from Denver to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Denver to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Denver to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $79 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Denver to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Denver to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Denver Intl. Airport (DEN) to O'Hare Intl. Airport (ORD) cost?
Score affordable return tickets from Denver Intl. Airport (DEN) to O'Hare Intl. Airport (ORD) starting at $80. Snag a seat and start your adventure. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Frontier Airlines flight leaving DEN on August 9 2025 and touching down at ORD. The price was last updated on July 13 2025 and has not changed since.
What is the cheapest month to fly from DEN to ORD?
The cheapest flights from DEN to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Denver Intl. Airport (DEN) to O'Hare Intl. Airport (ORD)?
Skip the stopovers and fly nonstop to O'Hare Intl. Airport (ORD) from Denver Intl. Airport (DEN) with 4 carriers, including:

  • United Airlines
  • Southwest Airlines
  • American Airlines

What is the cheapest airline that flies from DEN to ORD?
With tickets starting at $47 for a one-way journey from DEN to ORD, Southwest Airlines is currently the cheapest airline operating this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from DEN on October 8 2025. Prices were last updated on July 13 2025 and have not changed since.
How many flights per day from Denver Intl. Airport (DEN) to O'Hare Intl. Airport (ORD)?
When taking off from Denver Intl. Airport (DEN), you can choose from an average of 14 daily direct flights to O'Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Denver Intl. Airport (DEN) to O'Hare Intl. Airport (ORD)?
The 5 PM departures from DEN to ORD are the most sought after. These flights can come with a higher price due to their popularity. If you're looking to save, choose a less crowded time to fly.
What day of the week has the most flights from DEN to ORD?
Jet off on a Sunday if you're looking for the best choice of flights from Denver Intl. Airport (DEN) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Denver Intl. Airport (DEN) to O'Hare Intl. Airport (ORD)?
Take the earliest flight at around 6:00AM UTC-7, departing from Denver Intl. Airport (DEN). You'll be in the air for approximately 2h 38m, landing at O'Hare Intl. Airport (ORD) at approximately 9:38AM UTC-6.
How long does it take to fly from Denver Intl. Airport (DEN) to O'Hare Intl. Airport (ORD)?
It usually takes 2 hours and 32 minutes to cover the 890 mi from DEN to ORD.
What is the best time to fly from Denver Intl. Airport (DEN) to O'Hare Intl. Airport (ORD)?
To reach O'Hare Intl. Airport (ORD) on schedule, opt for a flight that takes off from Denver Intl. Airport (DEN) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Denver Intl. Airport (DEN)?
You'll touch down at O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW) when traveling to Chicago on a direct flight from Denver Intl. Airport (DEN).
Is it cheaper to buy a plane ticket from Denver Intl. Airport (DEN) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until just before your trip to book your flight from DEN to ORD often results in higher prices. While you might find some last-minute discounts, there's no guarantee. Allow some flexibility in your schedule to boost your chances of scoring a bargain.
Is it cheaper to book a DEN to ORD flight and hotel package?
Compared with arranging hotels and flights separately, booking a DEN to ORD flight and hotel package with Expedia could result in significant savings. What's more, having everything in one convenient place will take the stress out of travel planning. Just pick your flights and select from our wide range of stays, then personalize your trip with other add-ons like car rentals and activities.
Can I cancel or change the date of my flight from Denver Intl. Airport (DEN) to O'Hare Intl. Airport (ORD)?
Usually, it's possible to reschedule or cancel your DEN to ORD flight. However, if it's been more than 24 hours since booking, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more information on our Customer Service portal.

Explore a world of travel with Expedia

*Available to One Key members.