Route Price Intelligence
Cheap Flights From Boston to Winnipeg
Live pricing benchmarks, monthly patterns, and historical lows for this route.
⭐ Great DealFound 5d ago
$282BOS to Winnipeg is $282 round trip right now, about 36% off the usual $444 fare, and it is one of several discounted Canada routes we are tracking this month. A solid pick if you have been eyeing the Canadian prairies or just want a cheap long weekend north of the border.
✓ 4 date combinations found at this price
Search Google FlightsTypical Price
$538
Great Deal
Under $282
Typical Range
$282 – $605
Lowest We've Seen
$258
Based on 237 price pointshigh confidence
Monthly Price Guide
Jan
$600
Feb
$605
Mar
$623
Apr
$623
May
—
Jun
—
Jul
$754
Aug
$430
Sep
$444
Oct
$463
Nov
$470
Dec
$538
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 $430. The most expensive month tends to be July at around $754. For the best deals, consider flying in August, September, October.
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: August28,589 fares analyzedTypical low: $518