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.

C$ 188 CHEAP FLIGHTS from Massachusetts to Winnipeg

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Cheap Flights from Massachusetts to Winnipeg

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Recent round-trip flight deals from Massachusetts to Winnipeg

Tue, 8 Dec - Sat, 12 Dec

5:30 a.m. - 10:15 a.m.Boston Boston Logan Intl-Winnipeg Winnipeg

5h 45m1 stop Montreal Pierre Elliott Trudeau Intl

9:05 a.m. - 3:53 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

5h 48m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 426Air Canada

2 days ago

Thu, 4 Feb - Tue, 9 Feb

1:15 p.m. - 6:10 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

5h 55m1 stop Ottawa

11:40 a.m. - 10:42 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

10h 02m2 stops Ottawa Toronto Island

C$ 427Porter Airlines

3+ days ago

Tue, 2 Mar - Fri, 5 Mar

10:25 a.m. - 4:37 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

7h 12m1 stop Montreal Pierre Elliott Trudeau Intl

3:45 p.m. - 11:35 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

6h 50m1 stop Toronto Pearson Intl

C$ 431Air Canada

3+ days ago

Mon, 1 Mar - Tue, 9 Mar

1:15 p.m. - 6:10 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

5h 55m1 stop Ottawa

11:40 a.m. - 10:42 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

10h 02m2 stops Ottawa Toronto Island

C$ 434Porter Airlines

3+ days ago

Mon, 1 Mar - Tue, 9 Mar

1:15 p.m. - 6:10 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

5h 55m1 stop Ottawa

11:40 a.m. - 10:42 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

10h 02m2 stops Ottawa Toronto Island

C$ 440Porter Airlines

3+ days ago

Mon, 1 Mar - Tue, 9 Mar

1:15 p.m. - 6:10 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

5h 55m1 stop Ottawa

11:40 a.m. - 10:42 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

10h 02m2 stops Ottawa Toronto Island

C$ 441Porter Airlines

2 days ago

Thu, 4 Feb - Tue, 9 Feb

8:00 a.m. - 6:10 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

11h 10m2 stops Toronto Island Ottawa

11:40 a.m. - 10:42 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

10h 02m2 stops Ottawa Toronto Island

C$ 443Porter Airlines

3+ days ago

Mon, 1 Mar - Tue, 9 Mar

8:00 a.m. - 6:10 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

11h 10m2 stops Toronto Island Ottawa

11:40 a.m. - 10:42 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

10h 02m2 stops Ottawa Toronto Island

C$ 444Porter Airlines

3+ days ago

Mon, 1 Mar - Tue, 9 Mar

8:00 a.m. - 6:10 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

11h 10m2 stops Toronto Island Ottawa

11:40 a.m. - 10:42 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

10h 02m2 stops Ottawa Toronto Island

C$ 450Porter Airlines

3+ days ago

Thu, 4 Feb - Tue, 9 Feb

1:15 p.m. - 6:10 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

5h 55m1 stop Ottawa

11:40 a.m. - 10:42 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

10h 02m2 stops Ottawa Toronto Island

C$ 455Porter Airlines

1 day ago

Recent last minute flight deals from Massachusetts to Winnipeg

Sat, 31 Oct - Sun, 1 Nov

1:10 p.m. - 6:10 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

6h 00m1 stop Ottawa

9:05 p.m. - 5:43 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

19h 38m2 stops Toronto Pearson Intl Ottawa

C$ 910Multiple Airlines

8 hours ago

Sat, 31 Oct - Sun, 1 Nov

1:10 p.m. - 6:10 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

6h 00m1 stop Ottawa

9:05 p.m. - 8:10 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

22h 05m1 stop Toronto Pearson Intl

C$ 917Multiple Airlines

8 hours ago

Sat, 31 Oct - Sun, 1 Nov

5:25 p.m. - 12:44 a.m.Boston Boston Logan Intl-Winnipeg Winnipeg

8h 19m1 stop Toronto Pearson Intl

9:05 p.m. - 5:43 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

19h 38m3 stops Toronto Pearson Intl Thunder Bay Ottawa

C$ 1,162Multiple Airlines

8 hours ago

Sat, 31 Oct - Sun, 1 Nov

1:10 p.m. - 12:44 a.m.Boston Boston Logan Intl-Winnipeg Winnipeg

12h 34m2 stops Ottawa Toronto Pearson Intl

9:05 p.m. - 5:43 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

19h 38m3 stops Toronto Pearson Intl Thunder Bay Ottawa

C$ 1,168Multiple Airlines

8 hours ago

Sat, 31 Oct - Sun, 1 Nov

1:10 p.m. - 9:57 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

9h 47m2 stops Ottawa Toronto Pearson Intl

8:00 p.m. - 11:58 a.m.Winnipeg Winnipeg-Boston Boston Logan Intl

14h 58m2 stops Toronto Pearson Intl New York LaGuardia

C$ 1,294Porter Airlines

8 hours ago

Sat, 31 Oct - Sun, 1 Nov

3:10 p.m. - 9:14 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

7h 04m1 stop Toronto Pearson Intl

12:20 p.m. - 11:37 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

10h 17m1 stop Toronto Pearson Intl

C$ 1,493Air Canada

8 hours ago

Sat, 31 Oct - Sun, 1 Nov

9:35 a.m. - 7:09 p.m.Boston Boston Logan Intl-Winnipeg Winnipeg

10h 34m1 stop Toronto Island

8:15 a.m. - 8:02 p.m.Winnipeg Winnipeg-Boston Boston Logan Intl

10h 47m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

C$ 2,137Air Canada

8 hours ago

Useful Info

Low season	June
High season	October
Cheapest flight	C$ 188

Best time to beat the crowds (64% less expensive on average)

Most popular time to fly and prices are also 13% lower on average.

Flight from Boston 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.