Round trip flights from Winnipeg to Boston

Make WestJet your first and last stop in your search for round trip flights from Winnipeg to Boston. We fly into more than 100 destinations in North America, Central America, the Caribbean and Europe — including Logan International Airport — which means we're able to take you wherever you want to go. We also believe that our passengers shouldn't get less simply because they pay less, and that's why we're committed to offering affordable air travel that comes complete with exemplary customer service. Book your next getaway with us today.

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Start your visit to Beantown with WestJet

Airport Details: From YWG, Winnipeg James Armstrong Richardson International Airport To BOS, Logan International Airport

Boston’s status as the Massachusetts state capital and one of America’s oldest cities, makes it the perfect destination for history buffs interested in the American Revolution. The city’s iconic North End is well-suited to leisurely strolls and scenic stops, including a visit to the former Bull & Finch pub, the exterior of which is best known for being featured on Cheers. The city has a special place in every baseball fan’s heart as well, thanks to one of Major League Baseball’s most iconic teams, the Boston Red Sox. Walking the Freedom Trail and spending some time wandering Faneuil Hall Marketplace are also parts of an authentic Boston experience.

Rely on WestJet for round trip flights when you want to visit one of the most historic, patriotic places in Massachusetts. No matter the reason for your travel, you can rely on WestJet to get you from Winnipeg to Boston so that you can enjoy Beacon Hill, Fenway Park and Boston Common.

Soar through the clouds with WestJet: book with us today.