Route Price Intelligence
Cheap Flights From Colorado Springs to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$366
Deals From
$331
Usually Costs
$331 – $405
Lowest We've Seen
$197
Based on 7,115 price pointshigh confidence
Monthly Price Guide
Jan
$405
Feb
$524
Mar
$500
Apr
$321
May
$316
Jun
$352
Jul
$371
Aug
$361
Sep
$361
Oct
$364
Nov
$494
Dec
$505
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 $316. The most expensive month tends to be February at around $524. For the best deals, consider flying in May, April, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $19781 price checksWorst: $331