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 – $422
Lowest We've Seen
$197
Based on 784 price pointshigh confidence
Monthly Price Guide
Jan
$411
Feb
—
Mar
—
Apr
$693
May
$376
Jun
$371
Jul
$372
Aug
$361
Sep
$361
Oct
$371
Nov
$485
Dec
$724
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 $361. The most expensive month tends to be December at around $724. For the best deals, consider flying in August, September, October.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $19765 price checksWorst: $332