Route Price Intelligence
Cheap Flights From Boston to Winnipeg
Live pricing benchmarks, monthly patterns, and historical lows for this route.
⭐ Great DealFound 3d ago
$292Affordable escape to Canada! Fly to Winnipeg for just $292 on Air Canada. Explore this charming prairie city with great museums and culture.
✓ 12 date combinations found at this price
Search Google FlightsTypical Price
$519
Deals From
$393
Usually Costs
$393 – $635
Lowest We've Seen
$258
Based on 4,337 price pointshigh confidence
Monthly Price Guide
Jan
$635
Feb
$635
Mar
$635
Apr
$701
May
$398
Jun
$415
Jul
$396
Aug
$393
Sep
$523
Oct
$528
Nov
$635
Dec
$635
Cheapest Average Expensive
Best Time to Fly from Boston to Winnipeg
The cheapest time to fly from Boston to Winnipeg is typically August, when fares average around $393. The most expensive month tends to be April at around $701. For the best deals, consider flying in August, July, May.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $27870 price checksWorst: $519