Cheap flights from Winnipeg to Boston
Flights starting at $249. Choose between Air Canada, Delta Air Lines, or JetBlue Airways to find the best price.
Why travel with Kiwi.com?
Best price
100+ million searches a day to find you the best available price.
Unique content
Explore unique options you won’t find anywhere else.
Travel hacks
Discover flight options and prices the airlines don’t want you to see.
Tips to know when travelling to Boston
$249 | |
$465 | |
$578 | |
Travel hack | |
Air Canada |
Search by stops
Search by carrier
Search by price
Search by departure date
One-way trips
Return trips

Receive exclusive deals by email.
By subscribing you agree to receive offers according to the conditions described in our Privacy Policy.
Travelers usually depart from Winnipeg James Armstrong Richardson International, or Winnipeg Train Station when they travel from Winnipeg to Boston. Book your trip to arrive at Logan International, Boston South Station, Boston, MA - Back Bay Station, Boston, MA - LAZ parking lot, or Boston, MA - North Station. The most popular airlines for this route are Air Canada, Delta Air Lines, JetBlue Airways, Flair Airlines, and WestJet. Winnipeg and Boston have 190 direct flights per week.
Check-in for a flight from Winnipeg to Boston
Name | Carrier code | IATA Code | Passport needed during booking | Online check-in available |
---|---|---|---|---|
Air Canada | ACA | AC | Yes | No |
Delta Air Lines | DAL | DL | Yes | Opens 24 days before flight Closes 1 hours before flight |
JetBlue Airways | JBU | B6 | Yes | Opens 24 days before flight Closes 2 hours before flight |
Flair Airlines | FLE | F8 | Yes | Opens 24 days before flight Closes 1 hours before flight |
WestJet | WJA | WS | No | Opens 24 days before flight Closes 1 hours before flight |
Frequently asked questions
What are the most popular routes to and from Winnipeg?
Travelers frequently search for route combinations, such as Winnipeg and New York, Orlando, Las Vegas, Denver, Chicago, Miami, Los Angeles, Atlanta, Mexico City, Bogotá, Dallas, Phoenix, Philadelphia, San Francisco, Cancún, Houston, San Juan, Washington, D.C., Dhaka, Fort Lauderdale.
What are the most popular routes to and from Boston?
Travelers frequently search for route combinations, such as Boston and New York, Guadalajara, Toronto, Montreal, Vancouver, Calgary, Edmonton, Ottawa, Kelowna, Quebec City, Victoria, Saskatoon.
What airports are near Winnipeg?
The main airport in Winnipeg is Winnipeg James Armstrong Richardson International. It is also served by Winnipeg James Armstrong Richardson International, Grand Forks International, Thief River Falls Regional, Brandon Municipal, Kenora.
What airports are near Boston?
The main airport in Boston is Logan International. It is also served by Logan International, Bradley International, Rhode Island T. F. Green Int'l Airport, Albany International, Portland International Jetport, Manchester–Boston Regional, Portsmouth International Airport at Pease, Worcester Regional, Barnstable Municipal, Lebanon Municipal.
What buses and trains depart from Winnipeg?
A number of bus and train companies depart from Winnipeg, including Via Rail Canada.
Is it possible to combine flights, buses, and trains in one itinerary when traveling between Winnipeg and Boston?
Yes, it's possible to combine different modes of transport between Winnipeg and Boston thanks to our Virtual Interlining technology. Making use of not only flights but also trains and buses between Winnipeg and Boston can give rise to new adventures. Read more about how Virtual Interlining works on Kiwi.com Stories.
What is Virtual Interlining and how do I use it?
Virtual Interlining provides a revolutionary way of traveling. You can combine different modes of transport like flights, trains, and buses into one itinerary. And this often saves money. Thanks to the world's largest carrier database, the Kiwi.com search function enables anyone to mix and match different modes of transport easily.
Which airlines fly between Winnipeg and Boston?
Currently, you can fly between Winnipeg and Boston with Air Canada, Delta Air Lines, JetBlue Airways, Flair Airlines, WestJet.
When's the best time to travel between Winnipeg and Boston?
If you don’t have specific dates for your trip between Winnipeg and Boston, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.
What flights operate between Winnipeg and Boston?
How many airports are there near Winnipeg?
How many airports are there near Boston?
Is it possible to reach Winnipeg by bus or train?
What time do nonstop (direct) flights between Winnipeg and Boston depart?
What time do nonstop (direct) flights between Winnipeg and Boston arrive?
What time do flights between Winnipeg and Boston depart?
What time do flights between Winnipeg and Boston arrive?
Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.
Explore alternative trips
Flights from Winnipeg
- Flights from Winnipeg to New York
- Flights from Winnipeg to Orlando
- Flights from Winnipeg to Las Vegas
- Flights from Winnipeg to Denver
- Flights from Winnipeg to Chicago
- Flights from Winnipeg to Miami
- Flights from Winnipeg to Los Angeles
- Flights from Winnipeg to Atlanta
- Flights from Winnipeg to Mexico City
- Flights from Winnipeg to Bogotá
- Flights from Winnipeg to Dallas
- Flights from Winnipeg to Phoenix
- Flights from Winnipeg to Philadelphia
- Flights from Winnipeg to San Francisco
- Flights from Winnipeg to Cancún
- Flights from Winnipeg to Houston
- Flights from Winnipeg to San Juan
- Flights from Winnipeg to Washington, D.C.
- Flights from Winnipeg to Dhaka
- Flights from Winnipeg to Fort Lauderdale
Flights to Boston
- Flights from New York to Boston
- Flights from Guadalajara to Boston
- Flights from Toronto to Boston
- Flights from Montreal to Boston
- Flights from Vancouver to Boston
- Flights from Calgary to Boston
- Flights from Edmonton to Boston
- Flights from Ottawa to Boston
- Flights from Kelowna to Boston
- Flights from Quebec City to Boston
- Flights from Victoria to Boston
- Flights from Saskatoon to Boston
Popular routes
- Flights from Dhaka to Dubai
- Flights from Calgary to Seoul
- Flights from Toronto to São Luís
- Flights from Montreal to Vitória, Espírito Santo
- Flights from Toronto to Armenia
- Flights from Kyiv to Cancún
- Flights from Salt Lake City to Mexico City
- Flights from Vancouver to Davao
- Flights from Vancouver to Northern Cyprus
- Flights from Calgary to Bahrain Island
- Flights from Edmonton to Houston
- Flights from Montreal to Lusaka
- Flights from Winnipeg to Dubai
Find the best connection from Winnipeg to Boston
Search, compare, and book flights, trains, or buses to get there.
Search flights, trains & buses