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$103 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 5/25. 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.
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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.

Recent round-trip flight deals from Massachusetts to Winnipeg

KAYAK's recommended round-trip deals from the most popular airlines that fly from Massachusetts to Winnipeg.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
United Airlines Logo
6:00 am - 10:33 pmBOS-YWG
17h 33m1 stop
United Airlines Logo
5:00 am - 11:23 amYWG-BOS
5h 23m1 stop
$252United Airlines
Find Deal
Sun, May 25 - Sat, Jun 14
United Airlines Logo
9:30 am - 6:04 pmBOS-YWG
9h 34m2 stops
United Airlines Logo
2:20 pm - 9:49 pmYWG-BOS
6h 29m1 stop
$261United Airlines
Find Deal
Sat, Jun 7 - Sat, Jun 14
Delta Logo
11:16 am - 8:12 pmBOS-YWG
9h 56m1 stop
Delta Logo
8:35 am - 7:12 pmYWG-BOS
9h 37m1 stop
$275Delta
Find Deal
Wed, Jun 11 - Sat, Jun 14
Delta Logo
11:16 am - 8:12 pmBOS-YWG
9h 56m1 stop
Delta Logo
12:26 pm - 1:21 amYWG-BOS
11h 55m2 stops
$285Delta
Find Deal
Wed, Jun 11 - Fri, Jun 13
 Logo
6:00 am - 4:23 pmBOS-YWG
11h 23m1 stop
 Logo
6:30 am - 10:12 pmYWG-BOS
14h 42m2 stops
Fri, Aug 1 - Sun, Aug 10
 Logo
6:10 am - 12:31 amBOS-YWG
19h 21m3 stops
 Logo
9:00 am - 11:47 pmYWG-BOS
13h 47m2 stops
Tue, Jun 17 - Wed, Jun 18
Air Canada Logo
5:50 am - 3:04 pmBOS-YWG
10h 14m1 stop
Air Canada Logo
5:00 am - 11:28 amYWG-BOS
5h 28m1 stop
$430Air Canada
Find Deal
Mon, Aug 11 - Wed, Aug 13
Air Canada Logo
5:50 am - 2:02 pmBOS-YWG
9h 12m2 stops
Air Canada Logo
5:00 am - 5:57 pmYWG-BOS
11h 57m2 stops
$431Air Canada
Find Deal
Sun, May 18 - Wed, May 21
Porter Airlines Logo
6:55 pm - 10:26 amBOS-YWG
16h 31m2 stops
Porter Airlines Logo
11:45 am - 9:31 pmYWG-BOS
8h 46m2 stops
$689Porter Airlines
Find Deal
Mon, Jun 2 - Sun, Jun 8
Porter Airlines Logo
6:55 pm - 10:26 amBOS-YWG
16h 31m2 stops
Porter Airlines Logo
11:45 am - 11:31 amYWG-BOS
22h 46m2 stops
$745Porter Airlines
Find Deal
Mon, Jun 2 - Mon, Jun 9

Good to know

Low season

January

High season

July

Cheapest flight

$103
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 8% 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.

See more FAQs

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Morden

Everything you need to know for your flight to Winnipeg

Information on the airport you'll fly into in Winnipeg

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