What airlines fly to Winnipeg?

Air Canada, Delta and United Airlines are the top three most popular airlines that fly to Winnipeg from Massachusetts according to our data. Air Canada is the first choice among our users, with 62% of people opting to fly with this airline when traveling to Winnipeg. Keep in mind that there are 4 different airlines that fly to Winnipeg on a routine basis, so you have a few additional options to choose from.

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

Porter Airlines 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 are refreshed on a daily basis.

How many operators does momondo search for flights from Massachusetts to Winnipeg Airport?

The number of operators available for flights from Massachusetts to Winnipeg Airport is 4 as of May 2026.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Massachusetts to Winnipeg Airport.

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

The required travel and health documents for your Winnipeg Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Winnipeg Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$150 Cheap Flights from Massachusetts to Winnipeg in 2026

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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.

10:05 am - 3:19 pm

BOS

YWG

6h 14m

1 stop

9:20 am - 5:35 pm

YWG

BOS

7h 15m

1 stop

$324Porter Airlines

Wed, Jul 8 - Wed, Jul 15

7:10 am - 5:58 pm

BOS

YWG

11h 48m

2 stops

9:20 am - 5:35 pm

YWG

BOS

7h 15m

1 stop

$326Porter Airlines

Wed, Jul 8 - Wed, Jul 15

10:05 am - 3:19 pm

BOS

YWG

6h 14m

1 stop

9:20 am - 5:35 pm

YWG

BOS

7h 15m

1 stop

$335Porter Airlines

Wed, Jul 8 - Wed, Jul 15

10:05 am - 3:19 pm

BOS

YWG

6h 14m

1 stop

9:20 am - 5:35 pm

YWG

BOS

7h 15m

1 stop

$336Porter Airlines

Sat, Jun 6 - Sun, Jun 7

7:10 am - 5:58 pm

BOS

YWG

11h 48m

2 stops

9:20 am - 5:35 pm

YWG

BOS

7h 15m

1 stop

$338Porter Airlines

Wed, Jun 10 - Tue, Jun 23

7:10 am - 6:03 pm

BOS

YWG

11h 53m

2 stops

9:20 am - 5:35 pm

YWG

BOS

7h 15m

1 stop

$339Porter Airlines

Sat, Jun 6 - Sun, Jun 7

7:10 am - 5:58 pm

BOS

YWG

11h 48m

2 stops

9:20 am - 7:05 pm

YWG

BOS

8h 45m

2 stops

$342Porter Airlines

Wed, Jun 10 - Tue, Jun 23

10:05 am - 3:19 pm

BOS

YWG

6h 14m

1 stop

9:20 am - 5:35 pm

YWG

BOS

7h 15m

1 stop

$344Porter Airlines

Fri, Jul 10 - Wed, Jul 15

7:10 am - 5:58 pm

BOS

YWG

11h 48m

2 stops

9:20 am - 5:35 pm

YWG

BOS

7h 15m

1 stop

$346Porter Airlines

Thu, Jul 9 - Wed, Jul 15

10:05 am - 3:19 pm

BOS

YWG

6h 14m

1 stop

11:40 am - 7:05 pm

YWG

BOS

6h 25m

1 stop

$349Porter Airlines

Wed, Jun 10 - Tue, Jun 23

Air Canada flights from Massachusetts to Winnipeg

Our best Air Canada deals on Massachusetts to Winnipeg flight tickets

Air Canada

Aug 7

BOS6:00 amBoston Logan Intl

6h 15m

1 stop

YWG11:15 amWinnipeg

Aug 11

YWG7:55 amWinnipeg

5h 46m

1 stop

BOS2:41 pmBoston Logan Intl

$404

Air Canada

Jul 8

BOS6:00 amBoston Logan Intl

6h 15m

1 stop

YWG11:15 amWinnipeg

Jul 15

YWG5:00 amWinnipeg

5h 52m

1 stop

BOS11:52 amBoston Logan Intl

$409

Air Canada

Jul 10

BOS6:00 amBoston Logan Intl

6h 15m

1 stop

YWG11:15 amWinnipeg

Jul 16

YWG5:00 amWinnipeg

8h 41m

2 stops

BOS2:41 pmBoston Logan Intl

$418

Porter Airlines flights from Massachusetts to Winnipeg

Our best Porter Airlines deals on Massachusetts to Winnipeg flight tickets

Porter Airlines

Jul 8

BOS10:05 amBoston Logan Intl

6h 14m

1 stop

YWG3:19 pmWinnipeg

Jul 15

YWG9:20 amWinnipeg

7h 15m

1 stop

BOS5:35 pmBoston Logan Intl

$324

Porter Airlines

Jul 8

BOS7:10 amBoston Logan Intl

11h 48m

2 stops

YWG5:58 pmWinnipeg

Jul 15

YWG9:20 amWinnipeg

7h 15m

1 stop

BOS5:35 pmBoston Logan Intl

$326

Porter Airlines

Jul 8

BOS10:05 amBoston Logan Intl

6h 14m

1 stop

YWG3:19 pmWinnipeg

Jul 15

YWG9:20 amWinnipeg

7h 15m

1 stop

BOS5:35 pmBoston Logan Intl

$335

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 7/8

10:05 am-3:19 pm

1 stop6h 14m

Winnipeg

Wed 7/15

9:20 am-5:35 pm

1 stop7h 15m

$324

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 7/8

7:10 am-5:58 pm

2 stops11h 48m

Winnipeg

Wed 7/15

9:20 am-5:35 pm

1 stop7h 15m

$326

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 7/8

10:05 am-3:19 pm

1 stop6h 14m

Winnipeg

Wed 7/15

9:20 am-5:35 pm

1 stop7h 15m

$335

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 6/6

10:05 am-3:19 pm

1 stop6h 14m

Winnipeg

Sun 6/7

9:20 am-5:35 pm

1 stop7h 15m

$336

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 6/10

7:10 am-5:58 pm

2 stops11h 48m

Winnipeg

Tue 6/23

9:20 am-5:35 pm

1 stop7h 15m

$338

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 6/6

7:10 am-6:03 pm

2 stops11h 53m

Winnipeg

Sun 6/7

9:20 am-5:35 pm

1 stop7h 15m

$339

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 6/10

7:10 am-5:58 pm

2 stops11h 48m

Winnipeg

Tue 6/23

9:20 am-7:05 pm

2 stops8h 45m

$342

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 7/10

10:05 am-3:19 pm

1 stop6h 14m

Winnipeg

Wed 7/15

9:20 am-5:35 pm

1 stop7h 15m

$344

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 7/9

7:10 am-5:58 pm

2 stops11h 48m

Winnipeg

Wed 7/15

9:20 am-5:35 pm

1 stop7h 15m

$346

Quickest round-trip

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 6/10

10:05 am-3:19 pm

1 stop6h 14m

Winnipeg

Tue 6/23

11:40 am-7:05 pm

1 stop6h 25m

$349

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

What is the cheapest month to fly to Winnipeg?

In general, June is the cheapest month to fly from Massachusetts to Winnipeg. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $110. If you’re not able to fly to Winnipeg in June, then May is your next best option. Flight prices from Massachusetts to Winnipeg during May average around $111.

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 14m
Direct flights	None

The fastest flight from Massachusetts to Winnipeg takes 6h 14m

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

Search flight deals

Frequently asked questions about flying 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 are refreshed on a daily basis.
How many operators does momondo search for flights from Massachusetts to Winnipeg Airport?
The number of operators available for flights from Massachusetts to Winnipeg Airport is 4 as of May 2026.
How old do you have to be to fly from Massachusetts to Winnipeg Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Massachusetts to Winnipeg Airport.
What documentation or ID do you need to fly to Winnipeg Airport?
The required travel and health documents for your Winnipeg Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Winnipeg Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Massachusetts to Winnipeg

Compare and see reviews for airlines that fly from Massachusetts to Winnipeg with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $143	Free Cancellation	Rating 7.9 8,453 reviews	Search Delta flights
United Airlines	PriceFrom $149	Free Cancellation	Rating 7.4 9,694 reviews	Search United Airlines flights
Air Canada	PriceFrom $194	Free Cancellation	Rating 7.1 11,013 reviews	Search Air Canada flights
Porter Airlines	PriceFrom $293	Free Cancellation	Rating 8.0 437 reviews	Search Porter Airlines flights

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Morden

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Massachusetts to Winnipeg for you.

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

Yes. All flights to Winnipeg from Massachusetts on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Massachusetts to Winnipeg.

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

Yes. momondo can track prices for Massachusetts to Winnipeg flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.