Cheap flights from Winnipeg to Eastern Massachusetts

View AU$272 flight on Sun, 14 Sep. 2025Opens in a new window

Popular airlines from Winnipeg to Eastern Massachusetts

  • Air Canada

    Air Canada

  • Delta

    Delta

  • United

    United

  • WestJet

    WestJet

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 35% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Winnipeg (YWG) to Eastern Massachusetts (BOS)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sun, 7 Sep. - Sun, 14 Sep.
YWG
Winnipeg
BOS
Boston
AU$462 Return, found 20 hours ago
AU$462
Return
found 20 hours ago
Select United flight, departing Sun, 7 Sep. from Winnipeg to Boston, returning Sun, 14 Sep., priced at AU$462 found 20 hours ago
United
Sun, 7 Sep. - Sun, 14 Sep.
YWG
Winnipeg
BOS
Boston
AU$462 Return, found 20 hours ago
AU$462
Return
found 20 hours ago
Select United flight, departing Sun, 7 Sep. from Winnipeg to Boston, returning Sun, 14 Sep., priced at AU$462 found 20 hours ago
Air Canada
Sun, 7 Sep. - Sun, 14 Sep.
YWG
Winnipeg
BOS
Boston
AU$463 Return, found 20 hours ago
AU$463
Return
found 20 hours ago
Select Air Canada flight, departing Sun, 7 Sep. from Winnipeg to Boston, returning Sun, 14 Sep., priced at AU$463 found 20 hours ago
Delta
Sun, 7 Sep. - Sun, 14 Sep.
YWG
Winnipeg
BOS
Boston
AU$503 Return, found 20 hours ago
AU$503
Return
found 20 hours ago
Select Delta flight, departing Sun, 7 Sep. from Winnipeg to Boston, returning Sun, 14 Sep., priced at AU$503 found 20 hours ago
WestJet
Sun, 7 Sep. - Sun, 14 Sep.
YWG
Winnipeg
BOS
Boston
AU$550 Return, found 20 hours ago
AU$550
Return
found 20 hours ago
Select WestJet flight, departing Sun, 7 Sep. from Winnipeg to Boston, returning Sun, 14 Sep., priced at AU$550 found 20 hours ago
Porter Airlines
Sun, 7 Sep. - Sun, 14 Sep.
YWG
Winnipeg
BOS
Boston
AU$602 Return, found 20 hours ago
AU$602
Return
found 20 hours ago
Select Porter Airlines flight, departing Sun, 7 Sep. from Winnipeg to Boston, returning Sun, 14 Sep., priced at AU$602 found 20 hours ago

Find the cheapest month to fly from Winnipeg (YWG) to Boston (BOS)

May is typically the cheapest month to fly

From AU$333 - AU$773 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.