There are most likely no direct flights on the Colorado Springs — Chicago route
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A non-stop flight is the most convenient and comfortable way to fly from Colorado Springs to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
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There are most likely no direct flights on the Colorado Springs — Chicago route
The minimum one-way ticket price from Colorado Springs to Chicago is $200 (August 2027), while the maximum is $254 (October 2026). On average, a ticket costs $227–$254.
Colorado Springs — Chicago
10/28/2026
Departure
Direct flight
AA4942
starting at $260
Colorado Springs — Chicago
10/24/2026
Departure
Direct flight
UA5964
starting at $265
Colorado Springs — Chicago
08/16/2027
Departure
Direct flight
UA1369
starting at $327
Colorado Springs — Chicago
10/25/2026
Departure
Direct flight
WN271
starting at $519
starting at $211
starting at $265
starting at $519
starting at $247
The Colorado Springs — Chicago route is served by a wide range of airlines: 4 in total, including American Airlines, United Airlines, Southwest Airlines, and Allegiant Air. Competition among carriers gives passengers the opportunity to find tickets at attractive fares — with prices starting from $211. Our service helps compare all available offers within seconds and choose the most convenient option. You can filter flights by price, departure time, or baggage rules to make your trip as comfortable as possible. With so many airlines, there’s always a chance to catch special promotions and save.
The cheapest flight ticket from Colorado Springs to Chicago according to data for the last 48 hours costs $211
Often the best time to buy tickets from Colorado Springs to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Colorado Springs to Chicago can be found flying in these months: August, October.
The fastest flights from Colorado Springs to Chicago start from 2 hours 45 minutes in the air.
The following airlines operate direct flights on the route Colorado Springs — Chicago: American Airlines, United Airlines, Southwest Airlines
The cheapest one-way flight from Colorado Springs to Chicago departs on 08/16/2027, is operated by American Airlines and costs $211
There is no information about the cheapest roundtrip flight from Colorado Springs to Chicago
Fastest flight from Colorado Springs to Chicago takes 2h 45m
There are direct flights on this route 4 days a week: Su, Mo, We, and Sa
The distance between Colorado Springs and Chicago is 1492km (925 miles). There are 26 direct flights from Colorado Springs to Chicago. The time difference between Colorado Springs and Chicago is 1h. Flights from Colorado Springs begin at 8:00 AM. The latest flight from Colorado Springs departs at 2:05 PM
We couldn't find any special offers for flights from Colorado Springs to Chicago
