Cheap flights from Colorado Springs to Chicago

One-way fares from $211 · COS → CHI · prices found by travellers in the last 48 hours

Cheapest fare
$211

American Airlines · Mon, Aug 16

Cheapest month
August

from $211

Direct flights
Yes

American Airlines

Flight time
2h 53m

1,490 km

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Cheapest month to fly from Colorado Springs to Chicago

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $244
  2. August 2027 Cheapest $211

Cheapest dates in August 2027

The lowest fares we've seen for each day, cheapest first.

American Airlines
Depart12:37 Mon, Aug 16COS → ORD 2h 53m · Direct
$211one way, per person
View deal
See every date in August 2027 →

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About flights from Colorado Springs to Chicago

Colorado Springs (COS) and Chicago (CHI) are about 1,490 km apart. Direct flights take around 2h 53m, and recent direct fares were with American Airlines. Over the next few months, one-way fares start from $211, and August 2027 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Colorado Springs to Chicago?

The cheapest one-way fare we've seen recently is $211 with American Airlines, departing Monday, August 16, 2027. Over the coming months, the lowest fare in each month ranges from $211 to $244.

What is the cheapest month to fly from Colorado Springs to Chicago?

August 2027 currently has the lowest fares, from $211 one way.

Are there direct flights from Colorado Springs to Chicago?

Yes. Recent direct fares were with American Airlines.

How long is the flight from Colorado Springs to Chicago?

A direct flight takes about 2h 53m. Colorado Springs and Chicago are around 1,490 km apart.

Which airlines fly from Colorado Springs to Chicago?

Recent fares on this route were with Allegiant Air and American Airlines.

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