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Winnipeg

$93+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YWG
Mar 23 — Mar 301
Sun 3/23
Sun 3/30
1 adult, Economy
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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 March 18, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(Mytrip)

One-way from

$93
(Mytrip)

Popular in

April

Cheapest in

January

Average price

$643
Provider with most accurate pricing for Boston Logan Intl-Winnipeg flight deals.
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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. 19% potential increase in price ($126 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 18, 2025.

This Mytrip deal was found by Cheapflights users on 3/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/153:50 pmBOS - YWG
1 stop24h 18mMultiple Airlines
Tue 4/227:30 amYWG - BOS
1 stop26h 50mMultiple Airlines
Deal found 3/16$239
This Air Canada deal was found by Cheapflights users on 3/17. 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.
Wed 7/96:00 amBOS - YWG
2 stops12h 38mAir Canada
Mon 7/148:00 amYWG - BOS
1 stop5h 31mAir Canada
Deal found 3/17$300
This United deal was found by Cheapflights users on 3/17. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/196:00 amBOS - YWG
2 stops9h 02mUnited Airlines
Sun 5/255:00 amYWG - BOS
1 stop5h 28mUnited Airlines
Deal found 3/17$378
This FlightHub deal was found by Cheapflights users on 3/17. 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.
Fri 8/13:50 pmBOS - YWG
1 stop7h 56mPorter Airlines
Thu 8/711:45 amYWG - BOS
1 stop5h 23mPorter Airlines
Deal found 3/17$403
This Delta deal was found by Cheapflights users on 3/17. 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.
Tue 4/153:30 pmBOS - YWG
1 stop5h 49mDelta
Tue 4/225:43 pmYWG - BOS
1 stop5h 16mDelta
Deal found 3/17$406
This Mytrip deal was found by Cheapflights users on 3/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/226:55 pmBOS - YWG
2 stops23h 31mWestJet
Tue 8/2612:15 pmYWG - BOS
3 stops28h 25mWestJet
Deal found 3/18$502

Find flights from Boston to Winnipeg within your budget

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 March 18, 2025.

Fly from

Boston

Fly to

Winnipeg

Route

Depart

Return

Price

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 4/15

3:50 pm-3:08 pm

1 stop24h 18m

Winnipeg

Tue 4/22

7:30 am-11:20 am

1 stop26h 50m

$239

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 7/9

6:00 am-5:38 pm

2 stops12h 38m

Winnipeg

Mon 7/14

8:00 am-2:31 pm

1 stop5h 31m

$300

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 5/19

6:00 am-2:02 pm

2 stops9h 02m

Winnipeg

Sun 5/25

5:00 am-11:28 am

1 stop5h 28m

$378

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 8/1

3:50 pm-10:46 pm

1 stop7h 56m

Winnipeg

Thu 8/7

11:45 am-6:08 pm

1 stop5h 23m

$403

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 4/15

3:30 pm-8:19 pm

1 stop5h 49m

Winnipeg

Tue 4/22

5:43 pm-11:59 pm

1 stop5h 16m

$406

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 8/22

6:55 pm-5:26 pm

2 stops23h 31m

Winnipeg

Tue 8/26

12:15 pm-5:40 pm

3 stops28h 25m

$502

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 4/15

7:00 pm-3:08 pm

1 stop21h 08m

$93

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 6/25

10:20 am-3:04 pm

1 stop5h 44m

$121

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 5/25

8:25 am-8:08 pm

2 stops12h 43m

$136

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 5/25

9:00 am-10:33 pm

2 stops14h 33m

$158

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/16

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 March.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 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 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 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.

Travel insights for flights from Boston to Winnipeg

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

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 March 14, 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 $508). 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 March 18, 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 March 18, 2025.
Porter Airlines
8.0
Very good
277 reviews

Comfort

8.1

Overall

8.0

Food

7.6

Crew

8.7

Entertainment

7.0

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Porter Airlines
8.0
Very good
277 reviews
Porter Airlines
8.0
Very good
277 reviews

Comfort

8.1

Overall

8.0

Food

7.6

Crew

8.7

Entertainment

7.0

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Delta
8.0
Very good
7,908 reviews
Porter Airlines
8.0
Very good
277 reviews

Comfort

8.1

Overall

8.0

Food

7.6

Crew

8.7

Entertainment

7.0

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
United Airlines
7.4
Good
8,611 reviews
Porter Airlines
8.0
Very good
277 reviews

Comfort

8.1

Overall

8.0

Food

7.6

Crew

8.7

Entertainment

7.0

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
WestJet
7.2
Good
2,779 reviews
Porter Airlines
8.0
Very good
277 reviews

Comfort

8.1

Overall

8.0

Food

7.6

Crew

8.7

Entertainment

7.0

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?
Air Canada
7.0
Good
8,899 reviews
Porter Airlines
8.0
Very good
277 reviews

Comfort

8.1

Overall

8.0

Food

7.6

Crew

8.7

Entertainment

7.0

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

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 $300, Air Canada will fly you from Boston to Winnipeg and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Porter Airlines - these airlines can fly you to your destination from $378 and $403, respectively. Air Canada is currently priced 42% 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 Air Canada, with whom users have recently found tickets for as low as $121. However, be on the lookout for offers from Delta and United Airlines, 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 $508). 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

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Complete your trip

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Top 5 airlines flying from Boston to Winnipeg

Discover the top 5 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 March 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$155Average$493FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$172Average$586FlexibilityNo cancel feeOn-time69%
WestJetCheapest$198Average$903FlexibilityNo cancel feeOn-time60%
Porter AirlinesCheapest$335Average$426FlexibilityNo cancel feeOn-time52%
DeltaCheapest$383Average$682FlexibilityNo cancel feeOn-timeN/A
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