Route Price Intelligence
Cheap Flights From Colorado Springs to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$371
Deals From
$334
Usually Costs
$334 – $418
Lowest We've Seen
$197
Based on 255 price pointshigh confidence
Monthly Price Guide
Jan
$411
Feb
—
Mar
—
Apr
$727
May
$359
Jun
$371
Jul
$372
Aug
$297
Sep
$297
Oct
$371
Nov
$450
Dec
$714
Cheapest Average Expensive
Best Time to Fly from Colorado Springs to Chicago Midway
The cheapest time to fly from Colorado Springs to Chicago Midway is typically August, when fares average around $297. The most expensive month tends to be April at around $727. For the best deals, consider flying in August, September, May.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $19765 price checksWorst: $332