C$ 156 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 4/6. 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

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

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

Save 24% or moreCompare multiple travel sites with one search.

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

Free to useThere are no hidden charges or fees.

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

Cheap Flight Deals 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

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Massachusetts to Winnipeg.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:05 p.m. - 12:44 a.m.BOS-YWG
28h 39m2 stops
7:30 a.m. - 11:20 a.m.YWG-BOS
26h 50m1 stop
C$ 355
Find Deal
Wed, 9 Apr - Wed, 16 Apr
2:59 p.m. - 10:45 a.m.BOS-YWG
20h 46m2 stops
7:30 a.m. - 5:14 p.m.YWG-BOS
8h 44m1 stop
C$ 407
Find Deal
Sat, 29 Mar - Tue, 1 Apr
6:00 a.m. - 4:28 p.m.BOS-YWG
11h 28m1 stop
9:00 a.m. - 12:44 a.m.YWG-BOS
14h 44m1 stop
C$ 412
Find Deal
Wed, 4 Jun - Mon, 9 Jun
7:05 a.m. - 5:59 p.m.BOS-YWG
11h 54m2 stops
11:35 a.m. - 6:35 p.m.YWG-BOS
6h 00m1 stop
C$ 486Porter Airlines
Find Deal
Wed, 19 Mar - Sat, 22 Mar
10:20 a.m. - 3:04 p.m.BOS-YWG
5h 44m1 stop
5:00 a.m. - 11:28 a.m.YWG-BOS
5h 28m1 stop
C$ 510Air Canada
Find Deal
Wed, 13 Aug - Sun, 17 Aug
6:00 a.m. - 4:13 p.m.BOS-YWG
11h 13m2 stops
5:00 a.m. - 11:28 a.m.YWG-BOS
5h 28m1 stop
C$ 532Air Canada
Find Deal
Wed, 13 Aug - Sun, 17 Aug
9:10 a.m. - 8:08 p.m.BOS-YWG
11h 58m2 stops
12:40 p.m. - 1:06 a.m.YWG-BOS
11h 26m2 stops
C$ 547Delta
Find Deal
Wed, 11 Jun - Sat, 14 Jun
12:15 p.m. - 8:46 p.m.BOS-YWG
9h 31m2 stops
11:45 a.m. - 10:01 p.m.YWG-BOS
9h 16m2 stops
C$ 606Porter Airlines
Find Deal
Wed, 4 Jun - Mon, 9 Jun
5:30 a.m. - 4:13 p.m.BOS-YWG
11h 43m2 stops
6:35 p.m. - 11:28 a.m.YWG-BOS
15h 53m1 stop
C$ 670United Airlines
Find Deal
Fri, 18 Jul - Fri, 18 Jul
4:49 p.m. - 11:02 a.m.BDL-YWG
19h 13m2 stops
12:05 p.m. - 12:01 a.m.YWG-BDL
10h 56m2 stops
C$ 1,240United Airlines
Find Deal
Thu, 10 Apr - Thu, 17 Apr

Good to know

Low season

March

High season

July

Cheapest flight

C$ 156
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly (13% more expensive 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.

See more FAQs

Travelling to a place near Winnipeg?

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

Everything you need to know for your flight to Winnipeg

Information on the airport you'll fly into in Winnipeg

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.