Route Price Intelligence
Cheap Flights From Chicago to Winnipeg
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$652
Deals From
$560
Usually Costs
$560 – $758
Lowest We've Seen
$251
Based on 6,592 price pointshigh confidence
Monthly Price Guide
Jan
$758
Feb
$770
Mar
$1,020
Apr
$673
May
$528
Jun
$619
Jul
$605
Aug
$596
Sep
$551
Oct
$757
Nov
$758
Dec
$766
Cheapest Average Expensive
Best Time to Fly from Chicago to Winnipeg
The cheapest time to fly from Chicago to Winnipeg is typically May, when fares average around $528. The most expensive month tends to be March at around $1,020. For the best deals, consider flying in May, September, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $25286 price checksWorst: $611