YWG

$135 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 5/2. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Winnipeg

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$359
Overall average: $470
Multiple Airlines
Tue 2/24Tue 3/3
BOS - YWG • 2 stops
Cheapest one-way
$135
Typical prices: $110-$160
Multiple Airlines
Sat 5/2
BOS - YWG • 2 stops
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Winnipeg!
Flight Deals
Useful Info
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

Tue, Feb 24 - Tue, Mar 3
Multiple Airlines Logo
6:10 pm - 3:30 pm
BOS
-
YWG
22h 20m
2 stops
Multiple Airlines Logo
8:20 pm - 10:01 pm
YWG
-
BOS
24h 41m
2 stops
$359Multiple Airlines
Tue, Feb 24 - Tue, Mar 3
Multiple Airlines Logo
6:10 pm - 3:30 pm
BOS
-
YWG
22h 20m
2 stops
Multiple Airlines Logo
8:20 pm - 11:05 am
YWG
-
BOS
13h 45m
1 stop
$363Multiple Airlines
Tue, Feb 24 - Tue, Mar 3
Multiple Airlines Logo
6:10 pm - 3:30 pm
BOS
-
YWG
22h 20m
2 stops
Multiple Airlines Logo
9:00 pm - 11:59 pm
YWG
-
BOS
25h 59m
3 stops
$364Multiple Airlines
Wed, Mar 11 - Wed, Mar 18
Multiple Airlines Logo
5:27 am - 11:32 am
BOS
-
YWG
31h 05m
2 stops
Multiple Airlines Logo
5:00 am - 11:59 pm
YWG
-
BOS
17h 59m
2 stops
$398Multiple Airlines
Fri, Mar 13 - Fri, Mar 20
Air Canada Logo
6:15 am - 5:19 pm
BOS
-
YWG
12h 04m
1 stop
Air Canada Logo
5:30 am - 3:57 pm
YWG
-
BOS
9h 27m
1 stop
$400Air Canada
Fri, Mar 13 - Fri, Mar 20
Air Canada Logo
6:15 am - 5:19 pm
BOS
-
YWG
12h 04m
1 stop
Air Canada Logo
5:30 am - 7:12 pm
YWG
-
BOS
12h 42m
3 stops
$404Air Canada
Wed, Mar 11 - Wed, Mar 18
Multiple Airlines Logo
6:10 pm - 7:35 pm
BOS
-
YWG
26h 25m
3 stops
Multiple Airlines Logo
5:00 am - 11:59 pm
YWG
-
BOS
17h 59m
2 stops
$406Multiple Airlines
Tue, Feb 24 - Tue, Mar 3
Multiple Airlines Logo
6:55 pm - 11:32 am
BOS
-
YWG
17h 37m
1 stop
Multiple Airlines Logo
8:20 pm - 11:05 am
YWG
-
BOS
13h 45m
1 stop
$412Multiple Airlines
Wed, Mar 11 - Wed, Mar 18
Multiple Airlines Logo
4:22 pm - 3:30 pm
BOS
-
YWG
24h 08m
2 stops
Multiple Airlines Logo
7:30 am - 11:41 am
YWG
-
BOS
27h 11m
1 stop
$421Multiple Airlines
Tue, Feb 24 - Tue, Mar 3
Multiple Airlines Logo
5:27 am - 12:40 am
BOS
-
YWG
20h 13m
3 stops
Multiple Airlines Logo
9:00 pm - 4:45 pm
YWG
-
BOS
18h 45m
3 stops
$425Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$135
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 11% increase in price.
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)