COS to CHI, Colorado Springs Airport to Cheap Flights

Based on HopeGoo data, Delta Air Lines offers one-way fares as low as US$103 on Cheapest nonstop routes (e.g. COS to ORD on Sat, Apr 18), while Delta Air Lines offers Cheapest nonstop round-trips from US$190 departing on Wed, Apr 8 and returning on Tue, Apr 14.

It takes about 2 hours 42 minutes to fly from Colorado Springs to Chicago.

By analyzing data from all airlines on the HopeGoo flight calendar, it looks like the best time to book a flight from Colorado Springs to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

To find best deals on flights from Colorado Springs to Chicago, you can use various tools on HopeGoo: · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Sat, Apr 18, with one-way flights priced at just US$103. · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is United Airlines. · Set up price alerts to easily monitor ticket prices without having to check every day. · Check HopeGoo flight deals and promo codes frequently. · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July. · Get exclusive promo codes for HopeGoo app users.

The cheapest months to fly from Colorado Springs to Chicago is October, when demand for travel is lower.

After crunching the numbers on our February flight calendar, it's currently cheapest to fly from Colorado Springs to Chicago on February 28, 2026 with Delta Air Lines, with prices starting at US$275.

The time difference between Chicago and Colorado Springs is 1h.

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