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

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 Winnipeg to Massachusetts.

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

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Winnipeg to 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 Winnipeg to Massachusetts?

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 from Winnipeg to Massachusetts with an airline and back with another airline.

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

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 from Winnipeg to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Which airlines provide the cheapest flights from Winnipeg to Massachusetts?

In the past 5 days, the cheapest round-trip tickets from Winnipeg to Massachusetts were found on Porter Airlines ($318) and Air Canada ($329).

Which airlines provide the cheapest flights from Winnipeg to Massachusetts?

In the past 5 days, the cheapest round-trip tickets from Winnipeg to Massachusetts were found on Porter Airlines ($318) and Air Canada ($329).

How long does a flight from Winnipeg to Massachusetts take?

The duration of a flight to Massachusetts depends on your arrival airport. The shortest routes to Massachusetts from Winnipeg are to Boston , which takes 9h 25m , and Boston , which takes 38h 16m.

How long does a flight from Winnipeg to Massachusetts take?

The duration of a flight to Massachusetts depends on your arrival airport. The shortest routes to Massachusetts from Winnipeg are to Boston , which takes 9h 25m , and Boston , which takes 38h 16m.

$177 CHEAP FLIGHTS from Winnipeg to Massachusetts

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Flight Deals

One-wayRound-trip

Boston1 stop$318

Albany1 stop$620

Boston1 stop$318

Albany1 stop$620

Book Cheap Winnipeg to Massachusetts Plane Tickets

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 Winnipeg to Massachusetts

Tue, Sep 1 - Tue, Sep 8

12:15 pm - 6:35 pmYWG Winnipeg-BOS Boston Logan Intl

5h 20m1 stop Toronto Pearson Intl

10:05 am - 3:19 pmBOS Boston Logan Intl-YWG Winnipeg

6h 14m1 stop Toronto Pearson Intl

$318Porter Airlines

Thu, Sep 3 - Tue, Sep 8

12:15 pm - 6:35 pmYWG Winnipeg-BOS Boston Logan Intl

5h 20m1 stop Toronto Pearson Intl

10:05 am - 3:19 pmBOS Boston Logan Intl-YWG Winnipeg

6h 14m1 stop Toronto Pearson Intl

$324Porter Airlines

Mon, Sep 7 - Thu, Sep 17

12:15 pm - 6:35 pmYWG Winnipeg-BOS Boston Logan Intl

5h 20m1 stop Toronto Pearson Intl

10:05 am - 3:19 pmBOS Boston Logan Intl-YWG Winnipeg

6h 14m1 stop Toronto Pearson Intl

$324Porter Airlines

Thu, Oct 22 - Sun, Oct 25

8:10 am - 2:41 pmYWG Winnipeg-BOS Boston Logan Intl

5h 31m1 stop Montreal Pierre Elliott Trudeau Intl

5:30 am - 11:20 amBOS Boston Logan Intl-YWG Winnipeg

6h 50m1 stop Montreal Pierre Elliott Trudeau Intl

$329Air Canada

Wed, Sep 16 - Wed, Sep 23

7:45 am - 6:35 pmYWG Winnipeg-BOS Boston Logan Intl

9h 50m1 stop Toronto Pearson Intl

10:05 am - 5:15 pmBOS Boston Logan Intl-YWG Winnipeg

8h 10m1 stop Toronto Pearson Intl

$332Multiple Airlines

Sat, Sep 19 - Sat, Sep 26

5:00 am - 11:51 amYWG Winnipeg-BOS Boston Logan Intl

5h 51m1 stop Toronto Pearson Intl

3:35 pm - 9:14 pmBOS Boston Logan Intl-YWG Winnipeg

6h 39m1 stop Montreal Pierre Elliott Trudeau Intl

$334Air Canada

Sat, Sep 19 - Sat, Sep 26

4:15 pm - 9:05 amYWG Winnipeg-BOS Boston Logan Intl

15h 50m2 stops Ottawa Toronto Pearson Intl

10:05 am - 3:19 pmBOS Boston Logan Intl-YWG Winnipeg

6h 14m1 stop Toronto Pearson Intl

$334Porter Airlines

Fri, Sep 25 - Wed, Sep 30

7:55 pm - 9:05 amYWG Winnipeg-BOS Boston Logan Intl

12h 10m1 stop Toronto Pearson Intl

7:30 pm - 12:55 amBOS Boston Logan Intl-YWG Winnipeg

6h 25m1 stop Toronto Pearson Intl

$335Multiple Airlines

Fri, Oct 2 - Mon, Oct 5

7:00 am - 12:54 amYWG Winnipeg-BOS Boston Logan Intl

16h 54m1 stop Chicago O'Hare Intl

7:01 am - 10:33 pmBOS Boston Logan Intl-YWG Winnipeg

16h 32m1 stop Chicago O'Hare Intl

$337United Airlines

Fri, Oct 16 - Fri, Oct 23

1:25 pm - 9:26 pmYWG Winnipeg-BOS Boston Logan Intl

7h 01m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl

5:50 am - 12:29 pmBOS Boston Logan Intl-YWG Winnipeg

7h 39m1 stop Montreal Pierre Elliott Trudeau Intl

$338Air Canada

Recent last minute flight deals from Winnipeg to Massachusetts

Sun, Aug 9 - Mon, Aug 10

5:10 pm - 9:05 amYWG Winnipeg-BOS Boston Logan Intl

14h 55m1 stop Toronto Pearson Intl

3:55 pm - 8:40 amBOS Boston Logan Intl-YWG Winnipeg

17h 45m2 stops Ottawa Toronto Pearson Intl

$648Multiple Airlines

Sun, Aug 9 - Mon, Aug 10

9:25 am - 8:55 pmYWG Winnipeg-BOS Boston Logan Intl