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Selected fares from Colorado Springs to Chicago

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

Route Information for Flights from Colorado Springs to Chicago

Origin Airport IATA Code DEN
Destination Airport IATA Code MDW
Flight Price $68
Distance 1,430 km

Colorado Springs (DEN) to Chicago (CHI)

What did you say?! A trip to Chicago! You'll be needing a flight from Colorado Springs. Well, unless you'd rather walk. And although we agree walking is great exercise, you probably want to get there before the end of the year. Fortunately, you found us. We can get you a fantastic rate on your next flight from DEN to CHI.

How do I get the best price on my flight fromColorado Springs to Chicago?

We've been doing this for years, so we know a few ways to find the best deal on your flight to Chicago. You'll make spending less look so very good with a little know-how.

Which days of the week are cheapest to fly?

Going with the flow can pay dividends when it comes to getting an affordable flight. Those middle children of the work week, Tuesday and Wednesday, typically have the best rates. Next in line are Thursday and, surprisingly, Saturday. Most like to come back from their trip on Sunday so you can save by leaving a day earlier.

Can staying the weekend get me a cheaper ticket?

Staying the weekend at your destination, like Chicago, usually means a less-expensive ticket since most people fly during this time. Good thing to tell your boss if you have a business trip -- wink-wink.

What are shoulder seasons?

There's good reason that many people travel during certain times of the year -- they want to enjoy incredible weather. For example, Europe, Hawaii, and Alaska are big hits in the summer. Florida, New Orleans, and Southern California are the most popular in springtime. Feeling the bitter cold? Well, the Caribbean Islands and Mexico can warm you up. Unless you're a ski bum -- then places like Colorado will be your winter wonderland. In the fall, Northern California, the Pacific Northwest, and New England draw visitors. If you can plan your trip around these peak seasons, you'll not only save money, but you'll typically avoid the crowds. Win-win in our books.

Is that the lowest price?

Airlines change their rates seemingly by the minute. If you discover the price you like, then grab it. There are a lot of other people that are searching for a stellar rate on a flight from Colorado Springs to Chicago. You may lose your chance to get the carrier and the time you like.

Are there any other ways to save on my flight to Chicago?

If you prioritize cost over everything else, then the Hotwire Hot Rate is for you. It's one of our ways to help get you one of the best rates on a ticket to Chicago from Colorado Springs. After you book, you'll get the time and name of the airline, but it is a risk where you can reap the rewards.

Book your Colorado Springs to Chicago flight today

Try these tips before you book your next flight from Colorado Springs to Chicago. You may have enough money back in your wallet to add something that makes this vacation extra awesome ... or you can roll that money over and put it toward your next flight out of Colorado Springs.

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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.