How long does it take to fly to Winnipeg?

On average, it takes 6h 56m to fly from Massachusetts to Winnipeg if you fly out of Boston (the most popular airport in Massachusetts) and into Winnipeg (the most popular airport in Winnipeg). If you’re flying out of Provincetown and into Winnipeg, then the flight time is around 21h 45m.

What is the cheapest airline that flies from Massachusetts to Winnipeg?

Air Canada is the most popular carrier operating from Massachusetts to Winnipeg

When did momondo last update prices for flights from Massachusetts to Winnipeg Airport?

Prices for flights from Massachusetts to Winnipeg Airport were last updated today.

How old do you have to be to fly from Massachusetts to Winnipeg Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Winnipeg Airport.

What documentation or ID do you need to fly to Winnipeg Airport?

The travel and health documents required for your trip to Winnipeg Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

C$ 305 Cheap Flights from Massachusetts to Winnipeg in 2025/26

1 adult

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Find the cheapest flights from Massachusetts to Winnipeg

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:10 p.m. - 7:12 p.m.

BOS

YWG

32h 02m2 stops

8:00 a.m. - 11:57 p.m.

YWG

BOS

14h 57m1 stop

C$ 378Multiple Airlines

Mon, 19 Jan - Mon, 26 Jan

5:23 p.m. - 3:09 p.m.

BOS

YWG

22h 46m2 stops

5:00 a.m. - 11:57 p.m.

YWG

BOS

17h 57m2 stops

C$ 415Multiple Airlines

Tue, 3 Feb - Tue, 10 Feb

10:15 a.m. - 4:35 p.m.

BOS

YWG

7h 20m1 stop

8:15 a.m. - 2:52 p.m.

YWG

BOS

5h 37m1 stop

C$ 535Air Canada

Tue, 3 Feb - Sat, 7 Feb

6:00 a.m. - 11:57 a.m.

ALB

YWG

6h 57m1 stop

2:20 p.m. - 9:22 p.m.

YWG

ALB

6h 02m1 stop

C$ 611United Airlines

Thu, 5 Feb - Sun, 8 Feb

3:02 p.m. - 11:57 a.m.

BDL

YWG

21h 55m2 stops

2:20 p.m. - 9:29 p.m.

YWG

BDL

6h 09m1 stop

C$ 625United Airlines

Mon, 2 Feb - Thu, 5 Feb

6:00 a.m. - 3:09 p.m.

ALB

YWG

10h 09m1 stop

12:20 p.m. - 1:34 p.m.

YWG

ALB

24h 14m2 stops

C$ 708WestJet

Fri, 6 Feb - Sat, 14 Feb

3:00 p.m. - 11:03 a.m.

BDL

YWG

21h 03m1 stop

5:21 p.m. - 11:50 p.m.

YWG

BDL

5h 29m1 stop

C$ 715WestJet

Mon, 2 Feb - Thu, 5 Feb

5:40 a.m. - 4:29 p.m.

ALB

YWG

11h 49m2 stops

6:40 a.m. - 7:17 p.m.

YWG

ALB

11h 37m2 stops

C$ 717Delta

Fri, 16 Jan - Sat, 24 Jan

6:00 a.m. - 4:35 p.m.

BDL

YWG

11h 35m2 stops

1:45 p.m. - 11:44 p.m.

YWG

BDL

8h 59m2 stops

C$ 738Air Canada

Sun, 1 Feb - Thu, 5 Feb

5:40 a.m. - 4:29 p.m.

ALB

YWG

11h 49m2 stops

6:40 a.m. - 10:55 p.m.

YWG

ALB

15h 15m2 stops

C$ 763Delta

Fri, 16 Jan - Sun, 18 Jan

Air Canada flights from Massachusetts to Winnipeg

Our best Air Canada deals on Massachusetts to Winnipeg flight tickets

Air Canada

3 Feb

BOS10:15 a.m.Boston Logan Intl

7h 20m

1 stop

YWG4:35 p.m.Winnipeg

7 Feb

YWG8:15 a.m.Winnipeg

5h 37m

1 stop

BOS2:52 p.m.Boston Logan Intl

C$ 535

Find similar

Air Canada

2 Mar

BOS10:15 a.m.Boston Logan Intl

7h 20m

1 stop

YWG4:35 p.m.Winnipeg

4 Mar

YWG8:15 a.m.Winnipeg

5h 37m

1 stop

BOS2:52 p.m.Boston Logan Intl

C$ 683

Find similar

Air Canada

2 Mar

BOS10:15 a.m.Boston Logan Intl

7h 20m

1 stop

YWG4:35 p.m.Winnipeg

4 Mar

YWG6:00 a.m.Winnipeg

7h 52m

2 stops

BOS2:52 p.m.Boston Logan Intl

C$ 690

Find similar

United Airlines flights from Massachusetts to Winnipeg

Our best United Airlines deals on Massachusetts to Winnipeg flight tickets

United Airlines

5 Feb

ALB6:00 a.m.Albany Intl

6h 57m

1 stop

YWG11:57 a.m.Winnipeg

8 Feb

YWG2:20 p.m.Winnipeg

6h 02m

1 stop

ALB9:22 p.m.Albany Intl

C$ 611

Find similar

United Airlines

2 Feb

BDL3:02 p.m.Hartford Bradley Intl

21h 55m

2 stops

YWG11:57 a.m.Winnipeg

5 Feb

YWG2:20 p.m.Winnipeg

6h 09m

1 stop

BDL9:29 p.m.Hartford Bradley Intl

C$ 625

Find similar

United Airlines

2 Feb

BDL3:02 p.m.Hartford Bradley Intl

21h 55m

2 stops

YWG11:57 a.m.Winnipeg

5 Feb

YWG2:20 p.m.Winnipeg

8h 24m

2 stops

BDL11:44 p.m.Hartford Bradley Intl

C$ 632

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 19/1

12:10 p.m.-7:12 p.m.

2 stops32h 02m

Winnipeg

Mon 26/1

8:00 a.m.-11:57 p.m.

1 stop14h 57m

C$ 378

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 3/2

5:23 p.m.-3:09 p.m.

2 stops22h 46m

Winnipeg

Tue 10/2

5:00 a.m.-11:57 p.m.

2 stops17h 57m

C$ 415

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 3/2

10:15 a.m.-4:35 p.m.

1 stop7h 20m

Winnipeg

Sat 7/2

8:15 a.m.-2:52 p.m.

1 stop5h 37m

C$ 535

AlbanyWinnipeg

ALB - YWG

ALBYWG

Albany Intl

Thu 5/2

6:00 a.m.-11:57 a.m.

1 stop6h 57m

Winnipeg

Sun 8/2

2:20 p.m.-9:22 p.m.

1 stop6h 02m

C$ 611

HartfordWinnipeg

BDL - YWG

BDLYWG

Hartford Bradley Intl

Mon 2/2

3:02 p.m.-11:57 a.m.

2 stops21h 55m

Winnipeg

Thu 5/2

2:20 p.m.-9:29 p.m.

1 stop6h 09m

C$ 625

AlbanyWinnipeg

ALB - YWG

ALBYWG

Albany Intl

Fri 6/2

6:00 a.m.-3:09 p.m.

1 stop10h 09m

Winnipeg

Sat 14/2

12:20 p.m.-1:34 p.m.

2 stops24h 14m

C$ 708

HartfordWinnipeg

BDL - YWG

BDLYWG

Hartford Bradley Intl

Mon 2/2

3:00 p.m.-11:03 a.m.

1 stop21h 03m

Winnipeg

Thu 5/2

5:21 p.m.-11:50 p.m.

1 stop5h 29m

C$ 715

AlbanyWinnipeg

ALB - YWG

ALBYWG

Albany Intl

Fri 16/1

5:40 a.m.-4:29 p.m.

2 stops11h 49m

Winnipeg

Sat 24/1

6:40 a.m.-7:17 p.m.

2 stops11h 37m

C$ 717

HartfordWinnipeg

BDL - YWG

BDLYWG

Hartford Bradley Intl

Sun 1/2

6:00 a.m.-4:35 p.m.

2 stops11h 35m

Winnipeg

Thu 5/2

1:45 p.m.-11:44 p.m.

2 stops8h 59m

C$ 738

AlbanyWinnipeg

ALB - YWG

ALBYWG

Albany Intl

Fri 16/1

5:40 a.m.-4:29 p.m.

2 stops11h 49m

Winnipeg

Sun 18/1

6:40 a.m.-10:55 p.m.

2 stops15h 15m

C$ 763

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Massachusetts to Winnipeg

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Winnipeg?

The cheapest month to fly to Winnipeg from Massachusetts is in July. Flight prices, which tend to average around C$ 321, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of July, then departing from Massachusetts during the month August is also very affordable. Most momondo users find prices during this month for around C$ 551.

What is the cheapest day to depart on your flight to Winnipeg?

Our data shows that Wednesday is the least expensive day to fly to Winnipeg. Tickets to fly out on this day can be as low as C$ 620. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Winnipeg on Thursday is C$ 834.

How far in advance should I book a flight to Winnipeg?

You are more likely to see cheaper flights to Winnipeg from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Winnipeg for around C$ 642 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Winnipeg from Massachusetts for as low as C$ 418 on momondo.

Cheap Massachusetts to Winnipeg flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Winnipeg

Fastest flight time	6h 56m
Direct flights	None

The fastest flight from Massachusetts to Winnipeg takes 6h 56m

There are no direct flights from Massachusetts to Winnipeg. There are no popular flight routes from Massachusetts to Winnipeg.

Search flight deals

When did momondo last update prices for flights from Massachusetts to Winnipeg Airport?
Prices for flights from Massachusetts to Winnipeg Airport were last updated today.
How old do you have to be to fly from Massachusetts to Winnipeg Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Massachusetts to Winnipeg Airport.
What documentation or ID do you need to fly to Winnipeg Airport?
The travel and health documents required for your trip to Winnipeg Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Morden

Selkirk

Portage la Prairie

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Winnipeg?

It is quick and easy to find Massachusetts to Winnipeg flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Winnipeg that suits you.

Can I find flights from Massachusetts to Winnipeg with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Winnipeg from Massachusetts with this policy.

How can momondo help me find flights from Massachusetts to Winnipeg?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Winnipeg from Massachusetts.

I’m not ready to book a flight from Massachusetts to Winnipeg right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Winnipeg, momondo offers a useful price alert feature which will track prices for flights to Winnipeg from Massachusetts and alert you when they change.