Cheap flights from Denver International to Chicago

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      Compare Denver International to Chicago flight deals

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

      Book the best Chicago fare with no extra fees

      Flight deals from Denver International to Chicago

      Looking for a cheap last-minute deal or the best round-trip flight from Denver International Airport to Chicago? If you want to travel next month, round-trip fares start from $68. Find the lowest prices on one-way and round-trip 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

      Aer Lingus
      Air Canada
      American Airlines
      Austrian Airlines
      British Airways
      Brussels Airlines
      Cathay Pacific
      Copa
      Emirates
      Finnair
      Frontier Airlines
      Gulf Air
      Iberia
      Japan Airlines
      Lufthansa
      Porter Airlines
      Qatar Airways
      Royal Jordanian
      Southwest Airlines
      SWISS
      Turkish Airlines
      United
      Volaris

      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 found$67
      Cheapest month to flySeptember
      Average flight time2 hrs, 32 mins
      Most popular airlineAmerican Airlines
      Average flights per week597

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

      There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.
      The best price we found for a round-trip flight from Denver International to Chicago is $67. 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 31 minutes is the average flight time from Denver International to Chicago.
      American Airlines, Southwest Airlines and United fly direct from Denver International to Chicago.
      There are 597 flights per week flying from Denver International to Chicago, as of August 2026.
      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 O'Hare International – which is 25.5 km away from the center of Chicago. We've found flights to this airport from $67.
      After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Denver International Airport to Chicago on Saturday, September 26, 2026.
      Yes – the average flight time is 2 hours and 31 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.

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

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

      • The timezone in Chicago is UTC-6. The city is one hour ahead of Denver, where Denver International Airport is located.

      • Denver International Airport (DEN) to Chicago O'Hare International Airport (ORD) is the most popular route, with 103 flights a week to pick from. If you have things to do before heading off, the last flight from DEN to ORD is with Frontier Airlines at 21:08. Go for the first departure operated by American Airlines at 05:30 if you want to get on your way earlier.

      • Give yourself enough time to make your DEN to Chicago flight. As a rule of thumb, arrive two hours before international departures and an hour ahead for domestic flights.

      • Flying over a peak time such as July? School holidays and other high seasons can mean longer queues at security. Be extra cautious and arrive up to four hours ahead of international flights and two hours before a domestic departure.

      • Begin your trip at DEN and travel nonstop to Chicago O'Hare International Airport (ORD). That will be your arrival point when searching for Denver International Airport to Chicago tickets.

      • You can choose from a variety of carriers that offer direct flights from Denver International Airport to Chicago, such as:

      • The journey from central Denver to DEN takes about 35 minutes by public transport. If you ride-share, drive or grab a cab, you'll cover the 31 kilometers in 35 minutes or so, depending on traffic.

      • Searching for a place to stay before your flight from Denver International Airport to Chicago? Check out The Westin Denver International Airport. Catch some z's here before making your way to DEN.

      • Denver International Airport has an excellent on-time performance, making delays less likely. Departures from DEN land at their destination as scheduled 80% of the time.

      • You'll find DEN at 8500 Pena Boulevard.

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

      • $21 is the cheapest price we've seen for a one-way Denver International Airport to Chicago flight. A return ticket right now is $67. Depending on the availability when you book, these fares could change.

      • Booking ahead of time is often the key to scoring a cheap flight from DEN to Chicago. Fares tend to rise as seats fill up, so the nearer your departure date, the more it could cost you.

      • If you're willing to be flexible with your trip dates, use the 'Whole month' tool. It'll give you the cheapest price across every month when searching for a Denver International Airport to Chicago ticket.

      • Picking up a cheap flight from DEN to Chicago is easy with Price Alerts. Simply set up one of these automatic notifications and we'll let you know as soon as a better deal is available.

      • Save on your flight from Denver International Airport to Chicago with the help of our filters. Select your preferred times, airlines and number of stops, then sort the results by 'Cheapest' to see the best deals.

      Airports in Chicago

      Chicago O'Hare International Airport (ORD)

      • The distance from Chicago O'Hare International Airport (ORD) to central Chicago is roughly 27 kilometers. It takes around 30 minutes to reach the center driving.

      • It typically takes 45 minutes if you're traveling by public transport.

      • If you're coming in on a late flight from Denver International Airport to Chicago, nothing beats the convenience of staying close to the terminal. Collect your bags from the carousel and then be showered and relaxing not long after at one of these hotels near ORD:

      • Reserving your vehicle from Chicago O'Hare International Airport around four weeks ahead of your flight from DEN to Chicago can help you lock in the best possible rate.

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

      Chicago Midway International Airport (MDW)

      • After your flight from Denver International Airport to Chicago has hit the tarmac, you can make your way to the city center in about 25 minutes by car. Central Chicago is roughly 16 kilometers from Chicago Midway International Airport (MDW).

      • If you choose to travel on public transport, the ride to the center takes 30 minutes or so.

      • After stepping off your DEN to Chicago flight, settle in at a hotel near MDW. These are some comfortable accommodation options that'll help you get into relaxation mode:

      • Get exactly what you want. Reserving your ride from MDW four weeks in advance often means more savings and a wider range of vehicles.

      • The address for Chicago Midway International Airport is 5700 South Cicero.

      Chicago Rockford International Airport (RFD)

      • Hop off your flight from Denver International Airport to Chicago and head straight for your hotel or start exploring right away. The center of Chicago is around 145 kilometers from Chicago Rockford International Airport (RFD) and typically takes 1 hour 40 minutes to reach driving.

      • The journey will take you about 2 hours if you use public transport.

      • Check in to a hotel near RFD and go from the plane to your bed in a flash. Whether you're arriving on a late DEN to Chicago flight or just want an easier arrival, these stays offer a quick route to a good night's sleep:

      • Rental agencies sometimes offer deals for early bookings, so secure your ride from RFD ahead of your flight from Denver International Airport to Chicago. A bit of planning goes a long way in savings.

      • The address for Chicago Rockford International Airport is 2 Airport Cir.

      Best time to go to Chicago

      • July is the busiest month for flights from Denver International Airport to Chicago. To escape the crowds, visit Chicago in January.

      • Lock in a Denver International Airport to Chicago plane ticket with a departure in July to explore the city during its warmest month. Expect temperatures to range from 16ºC (61ºF) to 28ºC (82ºF).

      • Look for cheap tickets from DEN to Chicago in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

      More about Chicago

      Explore more of the United States

      • Columbus is just one of the many cities in the United States waiting to be discovered once you've seen the sights of Chicago. Around 451 kilometers away to the southeast, top sights here include Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theater.

      • If there's time to check out another side of the United States, head for Indianapolis, roughly 257 kilometers southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are key highlights.

      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.