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
$361
Usually Costs
$361 – $443
Lowest We've Seen
$197
Based on 7,686 price pointshigh confidence
Monthly Price Guide
Jan
$411
Feb
$533
Mar
$756
Apr
$393
May
$336
Jun
$371
Jul
$371
Aug
$361
Sep
$361
Oct
$371
Nov
$505
Dec
$539
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 May, when fares average around $336. The most expensive month tends to be March at around $756. For the best deals, consider flying in May, August, September.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $19783 price checksWorst: $331