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Selected fares from Denver to Chicago

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Route Information for Flights from Denver to Chicago

Origin Airport IATA Code DEN
Destination Airport IATA Code MDW
Flight Price $55
Distance 1,430 km

Denver (DEN) to Chicago (CHI)

Whether you're traveling for business or pleasure, you're going to need a great deal on a flight to Chicago. Because when you land, you have a city that is waiting to be explored, and that extra cash in your pocket can take your trip from "meh" to amazing. You're in the right spot to grab an awesome rate on your next flight from Denver. Whether you label yourself an expert at navigating the friendly skies or you're new to the jet-setting scene, read below to score the best deal on your next flight.

How do I get the best price on my flight from DEN to CHI?

Hotwire has been doing this for years, so we know a few ways to snag the best deal on your flight to Chicago. You can pocket that extra cash for more than just getting from point A to point B with a few simple steps.

What is the cheapest day to fly?

With the right attitude and flexibility, you can fly for less. Below are the cheapest days to fly:

  • Tuesday and Wednesday—You know how most stores are not crowded midweek? Same thing here. So, get on while the getting is good.
  • Thursday and Saturday—Get a head start on that Friday crowd. This also works on your return flight. Shorten your vacay by a day and increase your savings.
  • Monday through Thursday—If you're flying internationally, deals are often available when departing these days.

Why are flights cheaper if you stay over the weekend?

Spending the weekend at your destination, like Chicago, usually means a more affordable ticket since most people fly during this time. We're all for that!

Why travel during the off-peak season?

There's good reason that many people travel during certain times of the year -- they want to enjoy incredible weather. Summertime is when Europe, Hawaii, and Alaska are at their most popular. During spring, New Orleans, Florida, and California open their arms to tourists. Winter is prime for Mexico and the Caribbean because of its warm weather, as well as ski and snowboard destinations like the Colorado Rockies. In the fall, Northern California, the Pacific Northwest, and New England draw visitors. Flying during the off-peak seasons to certain locations can mean extra money in your wallet -- yes, please!

Is that the lowest price?

There are a lot of others that are searching for a stellar deal on a flight from Denver to Chicago. You may miss your chance to dial in the time and the flight you wanted.

What is the Hotwire Hot Rate?

The Hotwire Hot Rate is for travelers who have a lot of flexibility in their travel plans. It's one of our ways to help get you a fantastic price on a ticket to Chicago from Denver. After your purchase, you'll get the time and name of the airline, but with a little risk you can get huge savings.

Book today

Try these tips before you book your upcoming flight from Denver to Chicago. You may have enough cash back in your wallet to add something that makes this holiday extra exciting ... or you can pocket the savings and put it toward your next trip out of Denver.

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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.