CA $150 Cheap Flights from Denver (DEN) to Chicago (ORD)

View CA $150 flight on Wed, Jun 10, 2026Opens in a new window

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

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Cheap flights from Denver (DEN) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $150 for one-way flights and CA $298 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Jun 24 - Tue, Jun 30
DEN
Denver
ORD
Chicago
CA $298 Roundtrip, found 3 hours ago
CA $298
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Jun 24 from Denver to Chicago, returning Tue, Jun 30, priced at CA $298 found 3 hours ago
American Airlines
Tue, Sep 1 - Tue, Sep 8
DEN
Denver
ORD
Chicago
CA $310 Roundtrip, found 4 days ago
CA $310
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 1 from Denver to Chicago, returning Tue, Sep 8, priced at CA $310 found 4 days ago
Delta
Tue, Jul 28 - Tue, Aug 4
DEN
Denver
ORD
Chicago
CA $310 Roundtrip, found 5 days ago
CA $310
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jul 28 from Denver to Chicago, returning Tue, Aug 4, priced at CA $310 found 5 days ago
American Airlines
Tue, Sep 15 - Thu, Sep 17
DEN
Denver
ORD
Chicago
CA $312 Roundtrip, found 2 hours ago
CA $312
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Sep 15 from Denver to Chicago, returning Thu, Sep 17, priced at CA $312 found 2 hours ago
Delta
Wed, Jun 24 - Tue, Jun 30
DEN
Denver
ORD
Chicago
CA $312 Roundtrip, found 3 hours ago
CA $312
Roundtrip
found 3 hours ago
Select Delta flight, departing Wed, Jun 24 from Denver to Chicago, returning Tue, Jun 30, priced at CA $312 found 3 hours ago
Delta
Wed, Jul 29 - Wed, Aug 5
DEN
Denver
ORD
Chicago
CA $323 Roundtrip, found 6 days ago
CA $323
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jul 29 from Denver to Chicago, returning Wed, Aug 5, priced at CA $323 found 6 days ago
Delta
Tue, Sep 1 - Tue, Sep 8
DEN
Denver
ORD
Chicago
CA $323 Roundtrip, found 4 days ago
CA $323
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Sep 1 from Denver to Chicago, returning Tue, Sep 8, priced at CA $323 found 4 days ago
United
Mon, Jun 29 - Tue, Jul 7
DEN
Denver
ORD
Chicago
CA $439 Roundtrip, found 4 days ago
CA $439
Roundtrip
found 4 days ago
Select United flight, departing Mon, Jun 29 from Denver to Chicago, returning Tue, Jul 7, priced at CA $439 found 4 days ago
Alaska Airlines
Sat, Jun 6 - Tue, Jun 9
DEN
Denver
ORD
Chicago
CA $551 Roundtrip, found 5 days ago
CA $551
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Sat, Jun 6 from Denver to Chicago, returning Tue, Jun 9, priced at CA $551 found 5 days ago
Sun Country Airlines
Thu, Aug 20 - Sun, Aug 23
DEN
Denver
ORD
Chicago
CA $552 Roundtrip, found 4 days ago
CA $552
Roundtrip
found 4 days ago
Select Sun Country Airlines flight, departing Thu, Aug 20 from Denver to Chicago, returning Sun, Aug 23, priced at CA $552 found 4 days 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 centre is 23 minutes. Flights from CA $529
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from CA $529

Frequently asked questions

How much does a flight from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
One-way flights typically cost between $1,060 and $1,870 and return flights often range between $1,060 and $1,870. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Anaa (AAA) to Toronto, ON (YYZ-Pearson Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
September is typically the cheapest month to fly from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.), with average round-trip fares around 527 CAD. This is about 17% lower than the average price throughout the year. September often sees lower prices as the summer travel rush ends and before the holiday season begins, leading to reduced demand. Other cheap months to fly from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.) include May and August.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Enter DEN to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Denver, CO (DEN-Denver Intl.) (DEN) to Chicago, IL (ORD-O'Hare Intl.) (ORD) will differ from traveler to traveler. If you like to fly early, UA offers early morning flights. If price is the most important factor, F9 typically offers the lowest fares. UA offers the most daily flights from Denver, CO (DEN-Denver Intl.) (DEN) to Chicago, IL (ORD-O'Hare Intl.) (ORD), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
When looking for the best time to fly from Denver International Airport (DEN) to Chicago O'Hare International Airport (ORD), it's a good idea to balance price and flight availability. Based on booking data from the past year, the cheapest months to fly are typically September and August, with average round-trip flights costing around 527 CAD. However, the most popular months for travel, offering plenty of flight options, are May and November. Since there isn't a single month that is both cheapest and most popular, you might consider flying in September or August for the best value, or in May or November if having a wide selection of flights is your top priority.*Prices based on flights available on Expedia in the last year.
How many flights per day from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
When flying from Denver International (DEN) to Chicago O'Hare International (ORD), you'll find approximately 21 nonstop flights per day. For even more choice, look at flights that include layovers, as there are around 183 connecting flights per day. Some common connection points include Dallas-Fort Worth International (DFW), Seattle - Tacoma International (SEA), and Minneapolis - St. Paul International (MSP).
What is the earliest flight from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Denver International Airport (DEN) to O'Hare International Airport (ORD) typically departs at approximately 12:00 AM local time, operated by F9. This is a seasonal service active in June, July, August, September, October, and November. An early departure like this can help maximize your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll typically find the most flights from Denver Intl. (DEN) to O'Hare Intl. (ORD) on a Friday, with around 105 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include United Airlines, Delta Air Lines, and American Airlines. Compared to other days, Fridays offer notably more flight options.
What are the most popular departure times for flights from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Denver Intl. (DEN) to O'Hare Intl. (ORD) are in the morning, from 6am to 9am. About 29% of passengers prefer this time. Many major carriers, including American Airlines and United Airlines, offer flights during this window. This timing works well because it allows you to get an early start on your travel day and arrive in Chicago with plenty of time for your plans.
How long does it take to fly from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A nonstop flight from DEN to ORD typically takes around 2 hours 50 minutes, covering approximately 886 miles. Connecting flights on this route usually add 5 hours 10 minutes to your travel time. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Select the "Business class" and "First class" filters when looking for DEN to ORD flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How much is a business class flight from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A non-stop, one-way business class flight from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.) is usually around 1162 CAD - 1836 CAD. You may also be able to find a cheaper business class journey between Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl. Prices often fluctuate based on seasonality and how early you book. You may also be able to find a cheaper business class journey between Anaa (AAA) (AAA) to Toronto, ON (YYZ-Pearson Intl.) (YYZ) if you opt for a connecting flight.*Prices based on flights available on Expedia in the last year.
How do I earn miles on a Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Denver Intl. (DEN)?
When traveling from Denver Intl. (DEN) to Chicago, you can fly into Midway Intl. (MDW) and O'Hare Intl. (ORD). Some flights may connect through major hubs like Love Field (DAL), Baltimore Washington Intl. Thurgood Marshall (BWI), Sky Harbor Intl. (PHX) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Denver, CO (DEN-Denver Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Denver Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, JetBlue Airways, Sun Country Airlines
Roundtrip price
CA $297
Distance
1417 km
Average flight time
3 hours 36 mins

Book with confidence

Denver to Chicago Flights

The easy way to book your flights from Denver to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Denver whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Denver to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Denver Intl., DEN to O'Hare Intl., ORD 

Sort your search results by price to find great deals on your flight from Denver to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Denver currently is just CA $298 rising to CA $552.  

Here are more money-saving tips: 

  • Fly in June when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Denver 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Denver to Chicago Flights

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