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Lowest round trip fares by airline from Colorado Springs and Chicago

Cheapest prices ($19 One Way, $37 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Chicago

Freehand Chicago
3.5 out of 5.0
4.4 out of 5 (14 reviews)

Located in River North, this hotel is within a 10-minute walk of Chinese Consulate, Holy Name Cathedral, and Northwestern Memorial Hospital. Museum of Contemporary ...

I didn’t like that there wasn’t a little fridge in every room or there wasn’t a coffee pot or a glass for water.
Travelodge by Wyndham Downtown Chicago
2.0 out of 5.0
3.0 out of 5 (39 reviews)

Located in The Loop, this hotel is steps from Columbia College Chicago, Grant Park, and State Street. Art Institute of Chicago and Buckingham Fountain are also ...

It was an excellent location close to everything. Staff kind and very helpful. Great experience
Motel 6 Elk Grove Village, IL - O'Hare
2.0 out of 5.0
3.5 out of 5 (14 reviews)

Situated in Elk Grove Village, this hotel is 2.1 mi (3.3 km) from Lake Park and 2.8 mi (4.6 km) from Allstate Arena. Apache Park is 2.9 mi (4.7 km) away.

Room was very clean and neat and when asked to change the sheets they do so fast. Very friendly staff very helpfully would forsure go back again when im in town

Flights Review

Jun 30, 2019

Thank you for the great experience at a very affordable price. During a difficult family death you made our lives and travel less stressful.

May 29, 2019

Wonderful trip

Jan 23, 2019

I’m just glad it took off and landed safely. There were many cancelled flights!

Jan 20, 2019

Due to a death in the family the early leg of this trip could have been so stressful. However, my United experience was peaceful and without undue stress. Thank you United Airlines.

Oct 2, 2018

Great service as always!

Sep 26, 2018

fight attendants! Awesome!

Feb 19, 2018

The planes are new and you are pretty packed in there. I don't believe you can move your seat back and forth either. Not a very comfortable flight, but for a short flight, it was fine. Also, my daughter got bumped, as they over book the flights. If I use Spirit again, I may purchase a seat if I do not get one during the check in process. I don't like the whole over booking thing. She missed a whole day in Colorado, the only day we had some free time, to enjoy the sights. That is time you never get back. I will remember that when booking my next trip! There are other airlines out there, and how you treat your customers DOES matter.

Feb 11, 2018

I appreciated the helpful staff person who gave me a standby ticket when my flight was cancelled.

Fly From Colorado Springs to Chicago

OriginColorado Springs
Number of Daily Flights35
Earliest Flight Departure DateJul 12
Latest Flight Departure DateJul 13
Popular AirlinesSpirit Airlines

Cheap flights from Colorado Springs to Chicago

Cheap flights from Colorado Springs to Chicago

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Save Even More Time and Money With a Chicago Travel Package

Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your Chicago vacation that you can't get when you book flights and hotel separately.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.