What’s the cheapest layover airport for flights from Winnipeg to Boston?

Ottawa (YOW) is the most affordable 1-stop option, with an average round-trip price of C$ 465.

What’s the top layover airport for flights from Winnipeg to Boston?

Ottawa (YOW) – chosen by Cheapflights users on 32% of one-stop itineraries from Winnipeg to Boston on Cheapflights.

What’s the fastest layover option from Winnipeg to Boston?

Flights via Ottawa (YOW) have the shortest average one-way travel time for 1-stop routes: 5h 23m.

Which airport typically offers the quickest layover for flights from Winnipeg to Boston?

Flights via Montreal (YUL) offer the fastest connection on this route, with an average layover time of 1h 56m.

How long is the flight from Winnipeg to Boston?

A quick flight from Winnipeg to Boston can take about 5h 19m. Air Canada provides one of the quickest options available for as low as C$ 367. The distance from Winnipeg to Boston is about 2173 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

What are the cheapest airlines flying from Winnipeg to Boston round-trip?

Cheapflights users have booked flights from Winnipeg to Boston round-trip from C$ 239. Other airlines that can offer you cheap pricing are Porter Airlines, from C$ 320, and Air Canada, from C$ 345. Users have found that United Airlines is 57% cheaper than the other options available to this destination.

What is the cheapest day to fly from Winnipeg to Boston?

Travelers seeking maximum savings on their Winnipeg to Boston flight should consider departing on Tuesday mornings when fares are most often at their lowest. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Boston ranges from 78.0 - 101.0 mm per month. March is typically the wettest month, when rainfall can reach 101.0 mm. July is typically the driest time to visit Boston when rainfall is around 78.0 mm.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -1.0 C).

What are the most popular airlines that fly from Winnipeg to Boston?

The most popular airlines flying from Winnipeg to Boston are Air Canada, Delta and Porter Airlines. Something to consider prior to booking your flight.

What is the cheapest day to fly round-trip from Winnipeg to Boston?

Saturday flights are found to be more expensive to fly from Winnipeg to Boston. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Boston.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 56 days in advance, which can save you up to 91% on flights from Winnipeg to Boston compared to booking the week you need them. Waiting 56 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at C$ 394. For sooner than that we have options available in the next 3 days from C$ 1,138.

What is the cheapest month to fly from Winnipeg to Boston?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, October can be a great choice for travel to Boston. Flights to Boston from Winnipeg in October are about C$ 558 on average during October, but can be found for as low as C$ 280.

Can I find deals for flights from Winnipeg to Boston that include hotel bookings?

Yes. In addition to deals on Winnipeg to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Winnipeg to Boston?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Boston.

Can I find deals for business class flights from Winnipeg to Boston?

Yes. Cheapflights offers flight deals from Winnipeg to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

C$ 193+ Flights from Winnipeg to Boston

Cheapflights Tip: The best prices from Winnipeg to Boston Logan Intl are usually found in October or August, booked 55 days in advance, depart on a Tuesday or Thursday and return on a Tuesday

Cheap flight deals from Winnipeg to Boston

Round-trip from	C$ 313
One-way from	C$ 193
Popular in	December
Cheapest in	October
Average price	C$ 478

12/11-15/11
2 total stops
52h 54m total
Winnipeg to Boston

Search Deals

24/10
3 total stops
24h 47m total
Winnipeg to Boston

Search Deals

Highest demand for flights based on searches. 23% potential increase in price (C$ 240 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 5% potential price decrease (C$ 40 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 2025

Search Deals

Find flight deals from Winnipeg to Boston

Cheapest flights from Winnipeg to Boston
Explore the most affordable flight options available from Winnipeg to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 September 2025.

Wed 12/117:30 a.m.YWG - BOS

1 stop24h 30mMultiple Airlines

Sat 15/1111:43 a.m.BOS - YWG

1 stop28h 24mMultiple Airlines

Deal found 9/9C$ 313

Sat 25/1011:15 a.m.YWG - BOS

1 stop5h 40mAir Canada

Sat 1/115:30 a.m.BOS - YWG

1 stop5h 46mAir Canada

Deal found 9/9C$ 358

Tue 7/105:40 p.m.YWG - BOS

1 stop5h 19mDelta

Wed 15/105:45 a.m.BOS - YWG

1 stop6h 45mDelta

Deal found 9/9C$ 367

Sat 25/108:45 a.m.YWG - BOS

1 stop9h 45mDelta

Sat 1/1112:00 p.m.BOS - YWG

2 stops12h 27mDelta

Deal found 9/9C$ 385

Sat 22/111:45 p.m.YWG - BOS

1 stop6h 42mAir Canada

Sun 30/115:30 a.m.BOS - YWG

1 stop5h 46mAir Canada

Deal found 10/9C$ 434

Fri 24/106:30 a.m.YWG - BOS

1 stop10h 10mMultiple Airlines

Sun 2/118:24 p.m.BOS - YWG

2 stops29h 18mMultiple Airlines

Deal found 10/9C$ 437

Thu 25/912:44 p.m.YWG - BOS

1 stop10h 15mDelta

Tue 30/911:40 a.m.BOS - YWG

1 stop9h 31mDelta

Deal found 10/9C$ 438

Fri 24/105:00 a.m.YWG - BOS

1 stop5h 29mAir Canada

Sun 2/115:30 a.m.BOS - YWG

1 stop5h 46mAir Canada

Deal found 11/9C$ 442

Best flights from Winnipeg to Boston
Discover carefully curated flight deals from Winnipeg to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 11 September 2025.

Sat 25/1011:15 a.m.YWG - BOS

1 stop5h 40mAir Canada

Sat 1/115:30 a.m.BOS - YWG

1 stop5h 46mAir Canada

Deal found 9/9C$ 358

Tue 7/105:40 p.m.YWG - BOS

1 stop5h 19mDelta

Wed 15/105:45 a.m.BOS - YWG

1 stop6h 45mDelta

Deal found 9/9C$ 367

Fri 24/106:30 a.m.YWG - BOS

1 stop10h 10mMultiple Airlines

Sun 2/118:24 p.m.BOS - YWG

2 stops29h 18mMultiple Airlines

Deal found 10/9C$ 437

Sat 25/108:45 a.m.YWG - BOS

1 stop9h 45mDelta

Sat 1/1112:00 p.m.BOS - YWG

2 stops12h 27mDelta

Deal found 9/9C$ 385

Sat 22/111:45 p.m.YWG - BOS

1 stop6h 42mAir Canada

Sun 30/115:30 a.m.BOS - YWG

1 stop5h 46mAir Canada

Deal found 10/9C$ 434

Fri 26/912:44 p.m.YWG - BOS

1 stop10h 15mDelta

Tue 30/911:40 a.m.BOS - YWG

1 stop9h 31mDelta

Deal found 10/9C$ 438

Sat 27/96:40 a.m.YWG - BOS

1 stop9h 37mDelta

Mon 29/97:05 a.m.BOS - YWG

1 stop10h 45mDelta

Deal found 10/9C$ 438

Thu 25/912:44 p.m.YWG - BOS

1 stop10h 15mDelta

Tue 30/911:40 a.m.BOS - YWG

1 stop9h 31mDelta

Deal found 10/9C$ 438

Fri 26/912:44 p.m.YWG - BOS

1 stop10h 15mDelta

Sun 28/98:10 a.m.BOS - YWG

1 stop9h 40mDelta

Deal found 10/9C$ 438

Thu 25/912:44 p.m.YWG - BOS

1 stop10h 15mDelta

Mon 29/97:05 a.m.BOS - YWG

1 stop10h 45mDelta

Deal found 10/9C$ 438

Sat 27/96:40 a.m.YWG - BOS

2 stops11h 41mDelta

Tue 30/99:00 a.m.BOS - YWG

2 stops12h 11mDelta

Deal found 10/9C$ 441

Last-minute flights from Winnipeg to Boston
Discover last-minute flight deals from Winnipeg to Boston. Data last updated 11 September 2025 and is based on user searches.

Thu 25/912:44 p.m.YWG - BOS

1 stop10h 15mDelta

Tue 30/911:40 a.m.BOS - YWG

1 stop9h 31mDelta

Deal found 10/9C$ 438

Fri 26/99:00 a.m.YWG - BOS

1 stop21h 43mMultiple Airlines

Mon 29/97:00 p.m.BOS - YWG

2 stops17h 41mMultiple Airlines

Deal found 10/9C$ 488

Fri 26/99:00 a.m.YWG - BOS

1 stop21h 43mMultiple Airlines

Sun 28/97:00 p.m.BOS - YWG

2 stops17h 41mMultiple Airlines

Deal found 10/9C$ 491

Tue 7/105:40 p.m.YWG - BOS

1 stop5h 19mDelta

Wed 15/105:45 a.m.BOS - YWG

1 stop6h 45mDelta

Deal found 9/9C$ 367

Tue 7/105:00 a.m.YWG - BOS

1 stop5h 29mAir Canada

Wed 15/106:00 a.m.BOS - YWG

2 stops12h 45mAir Canada

Deal found 9/9C$ 479

Fri 24/106:30 a.m.YWG - BOS

1 stop10h 10mMultiple Airlines

Sun 2/118:24 p.m.BOS - YWG

2 stops29h 18mMultiple Airlines

Deal found 10/9C$ 437

Fri 24/105:00 a.m.YWG - BOS

1 stop5h 29mAir Canada

Sun 2/115:30 a.m.BOS - YWG

1 stop5h 46mAir Canada

Deal found 11/9C$ 442

Sat 25/1011:15 a.m.YWG - BOS

1 stop5h 40mAir Canada

Sat 1/115:30 a.m.BOS - YWG

1 stop5h 46mAir Canada

Deal found 9/9C$ 358

Sat 25/108:45 a.m.YWG - BOS

1 stop9h 45mDelta

Sat 1/1112:00 p.m.BOS - YWG

2 stops12h 27mDelta

Deal found 9/9C$ 385

One-way flights from Winnipeg to Boston
Search for one-way flight options from Winnipeg to Boston. Find affordable one-way fares based on user searches. Data last updated 11 September 2025.

Fri 24/109:05 p.m.YWG - BOS

3 stops24h 47mMultiple Airlines

Deal found 9/9C$ 193

Sun 2/117:30 a.m.YWG - BOS

1 stop24h 30mMultiple Airlines

Deal found 11/9C$ 211

Tue 23/97:55 a.m.YWG - BOS

1 stop5h 35mAir Canada

Deal found 9/9C$ 215

Wed 3/127:30 a.m.YWG - BOS

1 stop15h 31mMultiple Airlines

Deal found 10/9C$ 219

Wed 24/98:35 a.m.YWG - BOS

2 stops13h 14mDelta

Deal found 9/9C$ 222

Fri 26/99:15 p.m.YWG - BOS

1 stop19h 55mMultiple Airlines

Deal found 9/9C$ 224

Sun 28/96:30 p.m.YWG - BOS

2 stops22h 40mWestJet

Deal found 9/9C$ 229

Wed 29/107:30 a.m.YWG - BOS

2 stops14h 22mMultiple Airlines

Deal found 11/9C$ 230

Sun 28/99:15 p.m.YWG - BOS

1 stop19h 55mMultiple Airlines

Deal found 9/9C$ 236

Mon 22/99:05 p.m.YWG - BOS

3 stops25h 52mMultiple Airlines

Deal found 9/9C$ 240

Fly from

Fly to

Route

Depart

Return

Price

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 25/10

11:15 a.m.-5:55 p.m.

1 stop5h 40m

Boston Logan Intl

Sat 1/11

5:30 a.m.-10:16 a.m.

1 stop5h 46m

C$ 358

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 7/10

5:40 p.m.-11:59 p.m.

1 stop5h 19m

Boston Logan Intl

Wed 15/10

5:45 a.m.-11:30 a.m.

1 stop6h 45m

C$ 367

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 25/10

8:45 a.m.-7:30 p.m.

1 stop9h 45m

Boston Logan Intl

Sat 1/11

12:00 p.m.-11:27 p.m.

2 stops12h 27m

C$ 385

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 22/11

1:45 p.m.-9:27 p.m.

1 stop6h 42m

Boston Logan Intl

Sun 30/11

5:30 a.m.-10:16 a.m.

1 stop5h 46m

C$ 434

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 24/10

6:30 a.m.-5:40 p.m.

1 stop10h 10m

Boston Logan Intl

Sun 2/11

8:24 p.m.-12:42 a.m.

2 stops29h 18m

C$ 437

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 26/9

12:44 p.m.-11:59 p.m.

1 stop10h 15m

Boston Logan Intl

Tue 30/9

11:40 a.m.-8:11 p.m.

1 stop9h 31m

C$ 438

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 27/9

6:40 a.m.-5:17 p.m.

1 stop9h 37m

Boston Logan Intl

Mon 29/9

7:05 a.m.-4:50 p.m.

1 stop10h 45m

C$ 438

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 25/9

12:44 p.m.-11:59 p.m.

1 stop10h 15m

Boston Logan Intl

Tue 30/9

11:40 a.m.-8:11 p.m.

1 stop9h 31m

C$ 438

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 26/9

12:44 p.m.-11:59 p.m.

1 stop10h 15m

Boston Logan Intl

Sun 28/9

8:10 a.m.-4:50 p.m.

1 stop9h 40m

C$ 438

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 25/9

12:44 p.m.-11:59 p.m.

1 stop10h 15m

Boston Logan Intl

Mon 29/9

7:05 a.m.-4:50 p.m.

1 stop10h 45m

C$ 438

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 21 results

Best time to book a flight from Winnipeg to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Winnipeg with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Boston

Prices

How far ahead should I book a flight from Winnipeg to Boston?

To ensure you get the cheapest price possible for a flight from Winnipeg to Boston, you should look to book at least 55 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Winnipeg to Boston?

Currently, May is the cheapest month in which you can book a flight from Winnipeg to Boston (average of C$ 292). Flying from Winnipeg to Boston in April is currently the most expensive (average of C$ 350). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YWG to BOS?

One of the essential ways to save on airfare from Winnipeg to Boston is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 18% on airfare.

Reviews of airlines servicing Boston

Read through reviews of airlines operating flights from Winnipeg to Boston, such as Delta,Porter Airlines, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,960 reviews

Check prices

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Delta

8.0

Very good

7,960 reviews

Delta

8.0

Very good

7,960 reviews

Check prices

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Porter Airlines

7.9

Good

363 reviews

Delta

8.0

Very good

7,960 reviews

Check prices

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

United Airlines

7.4

Good

8,937 reviews

Delta

8.0

Very good

7,960 reviews

Check prices

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

WestJet

7.2

Good

3,091 reviews

Delta

8.0

Very good

7,960 reviews

Check prices

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Air Canada

7.1

Good

10,000 reviews

Delta

8.0

Very good

7,960 reviews

Check prices

Reviews

1 / 20

6.0

Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

How long is the flight from Winnipeg to Boston?
A quick flight from Winnipeg to Boston can take about 5h 19m. Air Canada provides one of the quickest options available for as low as C$ 367. The distance from Winnipeg to Boston is about 2173 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
What are the cheapest airlines flying from Winnipeg to Boston round-trip?
Cheapflights users have booked flights from Winnipeg to Boston round-trip from C$ 239. Other airlines that can offer you cheap pricing are Porter Airlines, from C$ 320, and Air Canada, from C$ 345. Users have found that United Airlines is 57% cheaper than the other options available to this destination.
Can I find deals for flights from Winnipeg to Boston that include hotel bookings?
Yes. In addition to deals on Winnipeg to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Winnipeg to Boston?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Boston.
Can I find deals for business class flights from Winnipeg to Boston?
Yes. Cheapflights offers flight deals from Winnipeg to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Winnipeg to Boston?
Currently, May is the cheapest month in which you can book a flight from Winnipeg to Boston (average of C$ 292). Flying from Winnipeg to Boston in April is currently the most expensive (average of C$ 350). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Medford

Braintree

Waltham

Somerville

Rockland

Chelsea

Warwick

Milford

Plymouth

Quincy

Revere

Hampton

Old Orchard Beach

Lynn

Merrimack

Kennebunk

Watertown

Lawrence

Sturbridge

Seekonk

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Winnipeg to Boston

Winnipeg to Albany flights

Other flights to Boston

Complete your trip

Boston car rentals

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Providence-TFGreen Airport car rentals

Manchester Airport car rentals

Bedford Hanscom Field Airport car rentals

New Bedford car rentals

Downtown car rentals

Back Bay car rentals

Seaport District car rentals

North End car rentals

Fenway–Kenmore car rentals

East Boston car rentals

Top 5 airlines flying from Winnipeg to Boston

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	CheapestC$ 239	AverageC$ 400	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Porter Airlines	CheapestC$ 320	AverageC$ 517	FlexibilityNo cancel fee	On-time52%	Search Porter Airlines flights
Air Canada	CheapestC$ 345	AverageC$ 493	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
Delta	CheapestC$ 368	AverageC$ 456	FlexibilityNo cancel fee	On-timeN/A	Search Delta flights
WestJet	CheapestC$ 475	AverageC$ 1,138	FlexibilityNo cancel fee	On-time60%	Search WestJet flights

Fly with Cheapflights

How does Cheapflights help users find flights from Winnipeg to Boston?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Boston. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Boston?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Boston from Winnipeg.

Can Cheapflights find flights from Winnipeg to Boston with no change fees?

Certainly. Search results for flights to Boston from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Winnipeg to Boston become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Boston from Winnipeg today and book when prices fit your budget.

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Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

Cheap flights from Winnipeg to Boston from C$ 193

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 24/10. Fares are subject to change and may not be available on all flights or dates of travel.

Cheapflights Tip: The best prices from Winnipeg to Boston Logan Intl are usually found in October or August, booked 55 days in advance, depart on a Tuesday or Thursday and return on a Tuesday

Cheap flight deals from Winnipeg to Boston

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Winnipeg to Boston

Cheapest flights from Winnipeg to BostonExplore the most affordable flight options available from Winnipeg to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 September 2025.

Explore the most affordable flight options available from Winnipeg to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 September 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Winnipeg to Boston that are best for you.

Best time to book a flight from Winnipeg to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Winnipeg with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Boston

How far ahead should I book a flight from Winnipeg to Boston?

What is the cheapest month to book a flight from Winnipeg to Boston?

What is the cheapest time of day to fly from YWG to BOS?

What’s the top layover airport for flights from Winnipeg to Boston?

What’s the fastest layover option from Winnipeg to Boston?

What’s the fastest layover option from Winnipeg to Boston?

Which airport typically offers the quickest layover for flights from Winnipeg to Boston?

Reviews of airlines servicing Boston

Read through reviews of airlines operating flights from Winnipeg to Boston, such as Delta,Porter Airlines, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

How long is the flight from Winnipeg to Boston?

What are the cheapest airlines flying from Winnipeg to Boston round-trip?

Can I find deals for flights from Winnipeg to Boston that include hotel bookings?

How can I find direct flights from Winnipeg to Boston?

Can I find deals for business class flights from Winnipeg to Boston?

What is the cheapest month to book a flight from Winnipeg to Boston?

Travelling to a place near Boston?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Winnipeg to Boston

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Winnipeg to Boston

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Boston?

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Boston?

Can Cheapflights find flights from Winnipeg to Boston with no change fees?

Can Cheapflights notify me if prices for flights from Winnipeg to Boston become cheaper?

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Cheapest flights from Winnipeg to Boston
Explore the most affordable flight options available from Winnipeg to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 September 2025.