Route Price Intelligence
Cheap Flights From Colorado Springs to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$372
Deals From
$361
Usually Costs
$361 – $445
Lowest We've Seen
$197
Based on 4,064 price pointshigh confidence
Monthly Price Guide
Jan
$425
Feb
$559
Mar
$766
Apr
$607
May
$344
Jun
$371
Jul
$372
Aug
$361
Sep
$362
Oct
$371
Nov
$491
Dec
$682
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 $344. The most expensive month tends to be March at around $766. 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: $19770 price checksWorst: $332