Route Price Intelligence
Cheap Flights From Chicago to Winnipeg
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$620
Great Deal
Under $361
Typical Range
$361 – $801
Lowest We've Seen
$251
Based on 259 price pointshigh confidence
Monthly Price Guide
Jan
$801
Feb
—
Mar
—
Apr
$832
May
$572
Jun
$596
Jul
$600
Aug
$492
Sep
$480
Oct
$801
Nov
$801
Dec
$801
Cheapest Average Expensive
Best Time to Fly from Chicago to Winnipeg
The cheapest time to fly from Chicago to Winnipeg is typically September, when fares average around $480. The most expensive month tends to be April at around $832. For the best deals, consider flying in September, August, May.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route
Cheapest month: July37,076 fares analyzedTypical low: $604