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Winnipeg

$103+ Cheap flights from Boston (BOS) to Winnipeg (YWG)

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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YWG
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Boston Logan Intl to Winnipeg are usually found in January or October, booked 22 days in advance, depart on a Sunday or Friday and return on a Saturday

Cheap flight deals from Boston to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$252
(United Airlines)

One-way from

$103
(United Airlines)

Popular in

April

Cheapest in

January

Average price

$770
Provider with most accurate pricing for Boston Logan Intl-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Winnipeg flights.
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From Boston Logan Intl to Winnipeg
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One-way flight from Boston Logan Intl to Winnipeg
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Highest demand for flights based on searches. 23% potential increase in price ($151 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Boston to Winnipeg

Cheapest flights from Boston to Winnipeg
Explore the most affordable flight options available from Boston to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/256:00 amBOS - YWG
1 stop17h 33mUnited Airlines
Sat 6/145:00 amYWG - BOS
1 stop5h 23mUnited Airlines
Deal found 4/23$252
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1111:16 amBOS - YWG
1 stop9h 56mDelta
Fri 6/1312:26 pmYWG - BOS
1 stop8h 54mDelta
Deal found 4/23$275
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/16:00 amBOS - YWG
1 stop11h 23mMultiple Airlines
Sun 8/106:30 amYWG - BOS
2 stops14h 42mMultiple Airlines
Deal found 4/23$354
This Air Canada deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/253:20 pmBOS - YWG
1 stop5h 55mAir Canada
Wed 10/298:00 amYWG - BOS
1 stop7h 58mAir Canada
Deal found 4/23$368
This FlightHub deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/84:15 pmBOS - YWG
1 stop5h 54mPorter Airlines
Sat 11/1511:35 amYWG - BOS
1 stop5h 40mPorter Airlines
Deal found 4/23$419

Cheapflights Fare Finder

Customize your flight search to find flights from Boston to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
Use the filters below to find and compare flights from Boston to Winnipeg that are best for you.

Fly from

Boston

Fly to

Winnipeg

Route

Depart

Return

Price

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 5/25

6:00 am-10:33 pm

1 stop17h 33m

Winnipeg

Sat 6/14

5:00 am-11:23 am

1 stop5h 23m

$252

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 6/11

11:16 am-8:12 pm

1 stop9h 56m

Winnipeg

Fri 6/13

12:26 pm-10:20 pm

1 stop8h 54m

$275

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 8/1

6:00 am-4:23 pm

1 stop11h 23m

Winnipeg

Sun 8/10

6:30 am-10:12 pm

2 stops14h 42m

$354

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 8/11

5:50 am-3:04 pm

1 stop10h 14m

Winnipeg

Wed 8/13

5:00 am-11:28 am

1 stop5h 28m

$430

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 6/2

6:55 pm-10:26 am

2 stops16h 31m

Winnipeg

Sun 6/8

11:45 am-9:31 pm

2 stops8h 46m

$689

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 5/25

6:00 am-10:33 pm

1 stop17h 33m

$103

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 7/31

8:05 am-4:51 pm

1 stop9h 46m

$110

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 5/21

6:00 am-3:31 pm

1 stop10h 31m

$112

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 8/2

6:00 am-5:38 pm

1 stop12h 38m

$143

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 8/1

6:00 am-4:23 pm

1 stop11h 23m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Compare providers for flights from Boston to Winnipeg

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 Boston to Winnipeg in April.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust 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 Boston-Winnipeg flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Winnipeg flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Winnipeg flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Winnipeg flights, Cheapflights users trust eDreams the most. eDreams 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 Boston-Winnipeg 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 Boston to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Boston 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 Boston to Winnipeg

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

Use this chart to determine the optimal time to book a round-trip flight from Boston to Winnipeg. Price data was last updated on April 18, 2025.

Booking 20 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Winnipeg. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, August is the cheapest month in which you can book a flight from Boston to Winnipeg (average of $358). Flying from Boston to Winnipeg in April is currently the most expensive (average of $506). 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 BOS to YWG?

Find hourly flight availability from Boston to Winnipeg. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

It’s typically best to fly out from Boston to Winnipeg at noon. Doing so could potentially save you 27% on the flight price compared to flying in the afternoon, which is usually more expensive.

Rainfall in Winnipeg by month

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

In terms of precipitation, rainfall in Winnipeg ranges from 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Winnipeg when rainfall is around 0.8 in.

Temperature in Winnipeg by month

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

If weather is an important factor for your trip to Winnipeg, 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 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated April 24, 2025.
Porter Airlines
8.0
Very good
284 reviews

Comfort

8.1

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Porter Airlines
8.0
Very good
284 reviews
Porter Airlines
8.0
Very good
284 reviews

Comfort

8.1

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Delta
8.0
Very good
7,920 reviews
Porter Airlines
8.0
Very good
284 reviews

Comfort

8.1

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
United Airlines
7.4
Good
8,685 reviews
Porter Airlines
8.0
Very good
284 reviews

Comfort

8.1

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Air Canada
7.0
Good
9,195 reviews
Porter Airlines
8.0
Very good
284 reviews

Comfort

8.1

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Lufthansa
6.7
Okay
7,029 reviews
Porter Airlines
8.0
Very good
284 reviews

Comfort

8.1

Entertainment

7.0

Overall

8.0

Boarding

8.2

Food

7.6

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

Related info for your journey

Find useful and relevant information for your journey from Boston to Winnipeg. 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 Boston to Winnipeg round-trip?

    Currently priced at $252, United Airlines will fly you from Boston to Winnipeg and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and Air Canada - these airlines can fly you to your destination from $275 and $430, respectively. United Airlines is currently priced 49% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Boston to Winnipeg one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $103. However, be on the lookout for offers from Delta and Lufthansa, as they are both options that can get you from Boston to Winnipeg for a low price.

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

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

  • How can I find direct flights from Boston to Winnipeg?

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

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

    Yes. Cheapflights offers flight deals from Boston to Winnipeg 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 Boston to Winnipeg?

    Currently, August is the cheapest month in which you can book a flight from Boston to Winnipeg (average of $358). Flying from Boston to Winnipeg in April is currently the most expensive (average of $506). 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

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Complete your trip

Complete your trip to Winnipeg by adding a car rental and/or hotel reservation to your travel itinerary.
Winnipeg car rentals
Winnipeg Airport car rentals

Top 4 airlines flying from Boston to Winnipeg

Discover the top 4 airlines that operate flights from Boston to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$134Average$464FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$172Average$586FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$283Average$417FlexibilityNo cancel feeOn-time52%
DeltaCheapest$347Average$744FlexibilityNo cancel feeOn-timeN/A

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