Cheap Flights from Denver International to Chicago

Compare Denver International to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from Denver International to Chicago

Looking for a cheap last-minute deal or the best return flight from Denver International to Chicago? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Denver International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Denver International to Chicago flights are currently cheapest in September.

Direct flights from Denver International to Chicago

Alternative Denver International to Chicago routes

Looking for the cheapest, fastest or easiest route from Denver International to Chicago? You could fly into the following airports instead.

Denver to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRs11,051
Cheapest month to flySeptember
Average flight time2 hrs, 29 mins
Most popular airlineSouthwest Airlines
Average flights per week446

Finding cheap flights from Denver International to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Denver International to Chicago is Rs22,106. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 29 minutes is the average flight time from Denver International to Chicago.
Southwest Airlines, American Airlines and United fly direct from Denver International to Chicago.
As of August 2025, there are 446 flights per week flying from Denver International to Chicago.
The cheapest month to fly from Denver International to Chicago is usually September.
If you're flying from Denver International Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from Rs22,106.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Denver International Airport to Chicago on Friday, 5 September 2025.
Yes – the average flight time is 2 hours and 29 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In August, the average temperature is usually around 22°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Frontier Airlines offers the cheapest flight tickets to Chicago.

Flying from Denver International Airport (DEN) to Chicago: what you need to know

  • Take a direct flight from Denver International Airport to Chicago and you'll be travelling for an average of 2 hours 45 minutes.

  • Chicago is one hour ahead of Denver, where Denver International Airport is located. Chicago follows the UTC-5 timezone.

  • With 108 flights a week between the two airports, Denver International Airport (DEN) to O'Hare International Airport (ORD) is the busiest route. American Airlines operates the earliest flight at 05:30. If you're eager to get more out of your day before you fly, the latest departure from DEN to ORD is with Frontier Airlines at 21:08.

  • Leave plenty of time to catch your DEN to Chicago flight. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • If you're jetting off during a major holiday or another peak period, allow for even more time. A good general rule is two hours before domestic flights and up to four hours before international departures. Queues at security and check-in will be longer.

  • You can book a direct Denver International Airport to Chicago ticket. Begin your journey at DEN and touch down at O'Hare International Airport (ORD).

  • Choose from a variety of carriers that offer direct flights from Denver International Airport to Chicago. Book your journey with one of these:

  • DEN is about 31 kilometres from central Denver. If you're catching a cab, ride-sharing or driving from the centre, it'll take 35 minutes or so to get there, depending on traffic conditions. If you're using public transport, expect the journey time to be around 1 hour 30 minutes.

  • Get your flight from Denver International Airport to Chicago off to a hassle-free start. Only a quick drive from DEN, spend the night at The Westin Denver International Airport and you'll be well-rested for the trip ahead.

  • Denver International Airport has an excellent on-time performance, so you're less likely to experience disruptions. Departures from DEN make it to their destination as scheduled 80.23% of the time.

  • You'll find DEN at 8500 Pena Boulevard.

How to find the cheapest flights from Denver International Airport (DEN) to Chicago

  • Rs10,959 is the lowest price we've seen for a one-way Denver International Airport to Chicago flight. A return ticket right now is Rs22,106. Depending on when you want to go and the availability, these fares may change.

  • To pick up cheap flights from DEN to Chicago, book your journey one month before your departure date.

  • Plan your trip for May. That's the best month for scoring an incredible deal on Denver International Airport to Chicago tickets. If you have flexibility with your dates, use the 'Whole month' tool to access the cheapest price across each month.

  • There's no need to keep looking every day to see if fares have dropped when you set up a Price Alert. We'll notify you when there's an extra saving on cheap flights from DEN to Chicago.

  • Tailor your flights with filters. Select your departure and arrival times, airlines and total journey duration. You can also sort the results by 'Cheapest,' 'Fastest' or 'Best' flights from Denver International Airport to Chicago.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 40 kilometres from the centre of Chicago. If you're getting a cab or a ride-share, the drive takes roughly 35 minutes.

  • When travelling by public transport, expect a journey time of about 55 minutes.

  • Look into staying at a hotel near ORD if you have a late flight from Denver International Airport to Chicago. Settle into one of these accommodation options and make your arrival easier:

  • Travel at your own speed with an O'Hare International Airport rental car. Pick up your wheels from Routes Car Rentals, Dollar or Budget and see more of Chicago and beyond.

  • For the best deal, book your vehicle from O'Hare International Airport about four weeks ahead of your flight from DEN to Chicago.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is roughly 19 kilometres from central Chicago. Following your flight from Denver International Airport to Chicago, it'll take you around 20 minutes to reach the heart of the city in a cab or ride-share.

  • If you travel by public transport, you'll get to the city centre in 45 minutes or so.

  • After stepping off your DEN to Chicago flight, unwind at a hotel close to MDW. These are some comfortable options that'll help you slip into relaxation mode:

  • Dollar, Hertz and Budget make collecting a Chicago Midway International Airport rental car easy and quick. These providers are located in or around the terminal and will have you on your way in a heartbeat.

  • Avoid paying more than you need to. Booking your ride four weeks before your arrival at MDW will help you save.

  • Chicago Midway International Airport is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Hop off your flight from Denver International Airport to Chicago and make your way to your hotel or start exploring right away. Central Chicago is around 137 kilometres from Chicago Rockford International Airport (RFD) and usually takes 1 hour 25 minutes to reach by car.

  • Public transport will take you there in roughly 4 hours 15 minutes.

  • Enjoy an unhurried start to your trip by staying at a hotel near RFD after your DEN to Chicago flight. Unwind after a day of travel or just give yourself time to get your footing in a new city at:

  • Begin your journey without stressing over how to reach your destination with a Chicago Rockford International Airport rental car. Book your ideal wheels with reliable names here like Budget, Alamo and National.

  • Rental companies sometimes offer promotions on early bookings, so secure your vehicle from RFD well ahead of your flight from Denver International Airport to Chicago. A bit of planning goes a long way for your wallet.

  • Chicago Rockford International Airport's street address is 2 Airport Cir.

Best time to go to Chicago

  • Before securing your flights from Denver International Airport to Chicago, consider which time of year works best for you. Peak season in Chicago offers a bustling atmosphere and plenty to do, while the low season brings cheaper deals on hotels and smaller crowds.

  • Before booking a Denver International Airport to Chicago flight ticket, think about what kind of weather you prefer. July is the warmest month in Chicago, with temperatures ranging from 15ºC to 29ºC.

  • January sees average temperatures of between -12ºC and 3ºC. Look for a cheap ticket from DEN to Chicago around that time if you want to travel in cooler conditions.

More about Chicago

  • When it comes to searching for somewhere to rest your head, you'll find the best stays in Chicago right here. Explore these options as soon as you've booked your flight from Denver International Airport to Chicago:

  • There are so many things to explore in this city it can be tricky to work out where to begin. Art Institute of Chicago, Millennium Park and LandShark Beer Garden at Navy Pier are popular attractions which should be on any good Chicago itinerary.

Explore more of United States

  • Columbus is just one of the many places in United States waiting to be explored after you've experienced Chicago. Around 451 kilometres away to the south-east, its best attractions include Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • If there's time to check out another major stop in United States, consider Indianapolis, about 257 kilometres south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are key highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.