YWG

$88 Find Cheap Flights from Massachusetts to Winnipeg

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Winnipeg departing on 1/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$307
Overall average: $341
Multiple Airlines
Fri 1/16Tue 1/20
BOS - YWG • 1 stop
Cheapest one-way
$88
Typical prices: $228-$289
Multiple Airlines
Fri 1/23
BOS - YWG • 1 stop
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We hope you love your trip to Winnipeg!
Flight Deals
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Flight Deals

Cheap Flights from Massachusetts to Winnipeg

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Massachusetts to Winnipeg that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Massachusetts to Winnipeg

Fri, Jan 16 - Tue, Jan 20
Multiple Airlines Logo
6:00 am - 3:07 pmBOS-YWG
10h 07m1 stop
Multiple Airlines Logo
5:00 am - 11:57 pmYWG-BOS
17h 57m2 stops
$307Multiple Airlines
Find Deal
Fri, Jan 16 - Tue, Jan 20
Multiple Airlines Logo
6:00 am - 3:07 pmBOS-YWG
10h 07m1 stop
Multiple Airlines Logo
8:05 pm - 11:05 amYWG-BOS
14h 00m1 stop
$330Multiple Airlines
Find Deal
Sat, Dec 6 - Mon, Dec 8
Multiple Airlines Logo
10:56 am - 3:07 pmBOS-YWG
29h 11m3 stops
Multiple Airlines Logo
9:00 pm - 11:56 pmYWG-BOS
25h 56m3 stops
$351Multiple Airlines
Find Deal
Fri, Jan 16 - Tue, Jan 20
Multiple Airlines Logo
5:28 am - 7:35 pmBOS-YWG
15h 07m2 stops
Multiple Airlines Logo
9:00 pm - 4:19 pmYWG-BOS
18h 19m3 stops
$369Multiple Airlines
Find Deal
Fri, Jan 16 - Tue, Jan 20
Multiple Airlines Logo
6:06 pm - 7:35 pmBOS-YWG
26h 29m3 stops
Multiple Airlines Logo
9:00 pm - 11:15 pmYWG-BOS
25h 15m3 stops
$390Multiple Airlines
Find Deal
Fri, Feb 13 - Mon, Feb 16
Air Canada Logo
6:15 am - 12:39 pmBOS-YWG
7h 24m1 stop
Air Canada Logo
1:30 pm - 10:37 pmYWG-BOS
8h 07m1 stop
$393Air Canada
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Fri, Jan 16 - Tue, Jan 20
Multiple Airlines Logo
5:28 am - 7:35 pmBOS-YWG
15h 07m2 stops
Multiple Airlines Logo
5:00 am - 11:57 pmYWG-BOS
17h 57m2 stops
$401Multiple Airlines
Find Deal
Tue, Jan 6 - Tue, Jan 13
Multiple Airlines Logo
6:55 pm - 11:13 amBOS-YWG
17h 18m2 stops
Multiple Airlines Logo
9:00 pm - 11:15 pmYWG-BOS
25h 15m3 stops
$423Multiple Airlines
Find Deal
Sat, Dec 6 - Mon, Dec 8
Multiple Airlines Logo
8:11 pm - 3:07 pmBOS-YWG
19h 56m2 stops
Multiple Airlines Logo
8:20 pm - 9:35 amYWG-BOS
12h 15m1 stop
$446Multiple Airlines
Find Deal
Sat, Dec 6 - Mon, Dec 8
Multiple Airlines Logo
7:00 am - 7:35 pmBOS-YWG
13h 35m1 stop
Multiple Airlines Logo
9:00 pm - 11:56 pmYWG-BOS
25h 56m3 stops
$453Multiple Airlines
Find Deal
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$88
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Boston to Winnipeg

FAQs for booking flights from Massachusetts to Winnipeg

  • How does KAYAK find such low prices on flights from Massachusetts to Winnipeg?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Winnipeg.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Winnipeg?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Massachusetts to Winnipeg?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Winnipeg with an airline and back to Massachusetts with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Winnipeg?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Winnipeg from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie
Selkirk
Morden
Scanterbury

Everything you need to know for your flight to Winnipeg

Information on the airport you'll fly into in Winnipeg

Winnipeg (YWG)