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

According to our current data, Air Canada ($249), Delta ($268), and Porter Airlines ($278) offers the cheapest pricing from Winnipeg to Boston. Air Canada is 44% cheaper than the average price of flights available within the next 90 days 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. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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

Departing on a Monday is a good option for securing a great price. You can expect to save up to 72% when planning your travel around this day of the week.

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 31% 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 $212. For sooner than that we have options available in the next 3 days from $699.

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

October can be a great time to fly to Boston from Winnipeg with a flight ticket averaging about $445. Cheapflights users have found deals in the month of October for as cheap as $198. The most expensive prices can be found in the month of December.

Most accurate provider : When it comes to deals on Winnipeg-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Winnipeg-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Winnipeg-Boston flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Winnipeg-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Winnipeg-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

$149+ Flights from Winnipeg to Boston

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Find cheap flights from Winnipeg to Boston with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

The best prices from Winnipeg to Boston Logan Intl are usually found in October or May, booked 55 days in advance, depart on a Tuesday or Saturday and return on a Sunday

Cheap flight deals from Winnipeg to Boston

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Popular in	December
Cheapest in	October
Round-trip from	$249 (Air Canada)
One-way from	$149 (Air Canada)

Provider with most accurate pricing for Winnipeg-Boston Logan Intl flight deals.

Search Deals

Provider most trusted by Cheapflights users for Winnipeg-Boston Logan Intl flights.

Search Deals

High demand for flights, 30% potential price rise

Search Deals

Best time to find cheap flights, 34% potential price drop

Search Deals

From Winnipeg to Boston Logan Intl

Search Deals

One-way flight from Winnipeg to Boston Logan Intl

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 December 2, 2024.

Tue 12/317:30 amYWG - BOS

1 stop16h 05mMultiple Airlines

Thu 1/27:00 amBOS - YWG

2 stops12h 04mMultiple Airlines

Deal found 12/1

$358

Tue 12/315:00 amYWG - BOS

2 stops11h 50mPorter Airlines

Thu 1/27:00 amBOS - YWG

2 stops12h 04mPorter Airlines

Deal found 12/1

$554

Tue 12/317:30 amYWG - BOS

1 stop6h 35mWestJet

Thu 1/27:40 amBOS - YWG

1 stop10h 14mWestJet

Deal found 12/1

$1,352

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 December 2, 2024.

Fri 2/217:45 amYWG - BOS

1 stop6h 13mAir Canada

Mon 3/36:10 amBOS - YWG

1 stop8h 48mAir Canada

Deal found 12/2

$249

Tue 2/185:37 pmYWG - BOS

1 stop5h 19mDelta

Tue 2/255:20 amBOS - YWG

2 stops12h 27mDelta

Deal found 12/1

$268

Fri 2/217:30 amYWG - BOS

1 stop8h 53mMultiple Airlines

Mon 3/35:10 amBOS - YWG

1 stop10h 58mMultiple Airlines

Deal found 12/2

$274

Mon 2/311:35 amYWG - BOS

2 stops7h 40mPorter Airlines

Fri 2/217:05 amBOS - YWG

2 stops11h 59mPorter Airlines

Deal found 12/1

$278

Fri 2/217:30 amYWG - BOS

2 stops10h 01mUnited Airlines

Sat 3/16:10 amBOS - YWG

1 stop6h 08mUnited Airlines

Deal found 12/1

$279

Sun 1/1912:45 pmYWG - BOS

1 stop10h 11mWestJet

Sat 1/255:35 amBOS - YWG

1 stop7h 20mWestJet

Deal found 12/2

$454

Last-minute flights from Winnipeg to Boston
Discover last-minute flight deals from Winnipeg to Boston. Data last updated December 2, 2024 and is based on user searches.

Tue 12/315:00 amYWG - BOS

2 stops11h 50mPorter Airlines

Thu 1/27:00 amBOS - YWG

2 stops12h 04mPorter Airlines

Deal found 12/1

$554

Sun 1/125:37 pmYWG - BOS

1 stop5h 19mDelta

Mon 1/205:20 amBOS - YWG

2 stops12h 27mDelta

Deal found 12/1

$302

Fri 1/177:45 amYWG - BOS

1 stop6h 13mAir Canada

Sun 1/266:10 amBOS - YWG

1 stop8h 48mAir Canada

Deal found 12/1

$256

Sun 1/1912:45 pmYWG - BOS

1 stop10h 11mWestJet

Sat 1/255:35 amBOS - YWG

1 stop7h 20mWestJet

Deal found 12/2

$454

Fri 1/317:30 amYWG - BOS

1 stop16h 09mMultiple Airlines

Sun 2/96:00 amBOS - YWG

1 stop10h 08mMultiple Airlines

Deal found 12/1

$293

Fri 1/312:15 pmYWG - BOS

1 stop6h 44mUnited Airlines

Sun 2/95:45 amBOS - YWG

2 stops9h 13mUnited Airlines

Deal found 12/1

$308

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 December 2, 2024.

Sat 5/178:00 amYWG - BOS

1 stop5h 32mAir Canada

Deal found 12/2

$149

Sun 1/1211:35 amYWG - BOS

2 stops22h 01mMultiple Airlines

Deal found 12/1

$161

Sat 5/1712:40 pmYWG - BOS

2 stops11h 23mDelta

Deal found 12/2

$169

Find flights from Winnipeg to Boston within your budget

Fly from

Fly to

Route

Depart

Return

Price

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 2/21

7:45 am-2:58 pm

1 stop6h 13m

Boston Logan Intl

Mon 3/3

6:10 am-1:58 pm

1 stop8h 48m

$249

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 2/18

5:37 pm-11:56 pm

1 stop5h 19m

Boston Logan Intl

Tue 2/25

5:35 am-11:55 am

1 stop7h 20m

$268

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 2/21

7:30 am-5:23 pm

1 stop8h 53m

Boston Logan Intl

Mon 3/3

5:10 am-3:08 pm

1 stop10h 58m

$274

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 2/3

11:35 am-8:15 pm

2 stops7h 40m

Boston Logan Intl

Fri 2/21

7:05 am-6:04 pm

2 stops11h 59m

$278

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 2/21

7:30 am-6:31 pm

2 stops10h 01m

Boston Logan Intl

Mon 3/3

6:00 am-5:18 pm

2 stops12h 18m

$279

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sun 1/19

12:45 pm-11:56 pm

1 stop10h 11m

Boston Logan Intl

Sat 1/25

5:35 am-11:55 am

1 stop7h 20m

$454

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 5/17

8:00 am-2:32 pm

1 stop5h 32m

$149

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sun 1/12

11:35 am-10:36 am

2 stops22h 01m

$161

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 5/17

12:40 pm-1:03 am

2 stops11h 23m

$169

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Compare providers for flights from Winnipeg to Boston

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Winnipeg to Boston in December.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
Priceline	Price Accuracy1 star	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Winnipeg-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Winnipeg-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Winnipeg-Boston flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Winnipeg-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Winnipeg-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Winnipeg to Boston

Get recent, data-driven insights about flights from Winnipeg to Boston including ideal travel times, pricing trends, and more.

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

The best time to book flights from Winnipeg to Boston is 55 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, January is the cheapest month in which you can book a flight from Winnipeg to Boston (average of $218). Flying from Winnipeg to Boston in July is currently the most expensive (average of $311). 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?

It’s typically best to fly out from Winnipeg to Boston in the morning. Doing so could potentially save you 21% on the flight price compared to flying at noon, which is usually more expensive.

Rainfall in Boston by month

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Boston

Delta

8.0

Very good

8,698 reviews

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta

8.0

Very good

8,698 reviews

Delta

8.0

Very good

8,698 reviews

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines

7.8

Good

286 reviews

Delta

8.0

Very good

8,698 reviews

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines

7.4

Good

9,141 reviews

Delta

8.0

Very good

8,698 reviews

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet

7.3

Good

2,815 reviews

Delta

8.0

Very good

8,698 reviews

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Canada

7.0

Good

8,293 reviews

Delta

8.0

Very good

8,698 reviews

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

What are the cheapest airlines flying from Winnipeg to Boston round-trip?
According to our current data, Air Canada ($249), Delta ($268), and Porter Airlines ($278) offers the cheapest pricing from Winnipeg to Boston. Air Canada is 44% cheaper than the average price of flights available within the next 90 days 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, January is the cheapest month in which you can book a flight from Winnipeg to Boston (average of $218). Flying from Winnipeg to Boston in July is currently the most expensive (average of $311). 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

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

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Chicopee car rentals

Downtown car rentals

Back Bay car rentals

Top 2 airlines flying from Winnipeg to Boston

Airline	Cheapest	Average	Flexibility	On-time
Porter Airlines	Cheapest$267	Average$386	FlexibilityNo cancel fee	On-time52%
Air Canada	Cheapest$327	Average$531	FlexibilityNo cancel fee	On-time67%

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$149+ Cheap flights from Winnipeg (YWG) to Boston (BOS)

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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Winnipeg to Boston with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

The best prices from Winnipeg to Boston Logan Intl are usually found in October or May, booked 55 days in advance, depart on a Tuesday or Saturday and return on a Sunday

Cheap flight deals from Winnipeg to Boston

Most accurate provider

Most trusted provider

Popular in

Cheapest in

Round-trip from

One-way from

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 December 2, 2024.

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 December 2, 2024.

Find flights from Winnipeg to Boston within your budget

Compare providers for flights from Winnipeg to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Winnipeg to Boston in December.

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.

Travel insights for flights from Winnipeg to Boston

Get recent, data-driven insights about flights from Winnipeg to Boston including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Boston. Price data was last updated on November 22, 2024.

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?

Find hourly flight availability from Winnipeg to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 2, 2024.

Rainfall in Boston by month

Plan your trip to Boston by taking into account the average rainfall totals by month.

Temperature in Boston by month

Plan your trip to Boston by taking into account the average temperature totals by month.

Reviews of airlines servicing Boston

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.

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?

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 2 airlines flying from Winnipeg to Boston

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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 December 2, 2024.