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Cheap flights from Boston to Winnipeg from C$ 195

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 31/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YWG
31 Mar — 7 Apr1
1 adult

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 Tuesday or Monday and return on a Tuesday

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 26 March 2025.

Round-trip from

C$ 396

One-way from

C$ 195

Popular in

April

Cheapest in

January

Average price

C$ 920
Air Canada
  • Air Canada
  • 1/5-7/5
  • 3 total stops
  • 17h 51m total
  • Boston to Winnipeg
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31/5
  • 31/5
  • 1 total stop
  • 9h 59m total
  • Boston to Winnipeg
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Highest demand for flights based on searches. 19% potential increase in price (C$ 258 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 47 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 26 March 2025.

Thu 1/56:00 a.m.BOS - YWG
2 stops10h 37mAir Canada
Wed 7/55:00 a.m.YWG - BOS
2 stops12h 09mAir Canada
Deal found 25/3C$ 396
Thu 1/58:25 p.m.BOS - YWG
1 stop17h 44mUnited Airlines
Wed 7/54:25 p.m.YWG - BOS
2 stops15h 27mUnited Airlines
Deal found 25/3C$ 442
Thu 1/59:05 p.m.BOS - YWG
2 stops28h 26mMultiple Airlines
Wed 7/59:00 a.m.YWG - BOS
2 stops13h 47mMultiple Airlines
Deal found 25/3C$ 463
Tue 20/55:45 a.m.BOS - YWG
1 stop7h 49mDelta
Sun 25/56:40 a.m.YWG - BOS
1 stop9h 38mDelta
Deal found 25/3C$ 489
Thu 13/114:15 p.m.BOS - YWG
1 stop5h 54mPorter Airlines
Sun 16/1111:35 a.m.YWG - BOS
1 stop5h 40mPorter Airlines
Deal found 24/3C$ 616

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 629,999 searches. Data last updated 26 March 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

Thu 1/5

10:20 a.m.-3:02 p.m.

1 stop5h 42m

Winnipeg

Wed 7/5

5:00 a.m.-6:09 p.m.

2 stops12h 09m

C$ 396

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 1/5

8:25 p.m.-1:09 p.m.

1 stop17h 44m

Winnipeg

Wed 7/5

4:25 p.m.-8:52 a.m.

2 stops15h 27m

C$ 442

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 1/5

9:05 p.m.-12:31 a.m.

2 stops28h 26m

Winnipeg

Wed 7/5

9:00 a.m.-11:47 p.m.

2 stops13h 47m

C$ 463

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 20/5

5:45 a.m.-12:34 p.m.

1 stop7h 49m

Winnipeg

Sun 25/5

6:40 a.m.-5:18 p.m.

1 stop9h 38m

C$ 489

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 19/5

9:45 a.m.-6:00 p.m.

2 stops9h 15m

Winnipeg

Sun 25/5

11:25 a.m.-6:08 p.m.

1 stop5h 43m

C$ 735

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 31/5

9:40 a.m.-6:39 p.m.

1 stop9h 59m

C$ 195

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 25/5

5:45 a.m.-12:34 p.m.

1 stop7h 49m

C$ 207

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 31/5

8:09 a.m.-11:22 p.m.

2 stops16h 13m

C$ 256

Flights are sorted by cheapest round-trip flights first.

Deals found on 25/3

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 21 March 2025.

The price you pay for your flight from Boston to Winnipeg may vary depending on when you book. For the best chance of a lower fare, look to book 20 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Boston to Winnipeg (average of C$ 123). Flying from Boston to Winnipeg in July is currently the most expensive (average of C$ 232). 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.

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 20.0 - 80.0 mm per month. June is typically the wettest month, when rainfall can reach 80.0 mm. January is typically the driest time to visit Winnipeg when rainfall is around 20.0 mm.

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 20.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -16.0 C).

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 26 March 2025.
Delta
8.0
Very good
7,891 reviews
Check prices

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,891 reviews
Delta
8.0
Very good
7,891 reviews
Check prices

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Porter Airlines
7.9
Good
276 reviews
Delta
8.0
Very good
7,891 reviews
Check prices

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,608 reviews
Delta
8.0
Very good
7,891 reviews
Check prices

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Canada
7.0
Good
8,960 reviews
Delta
8.0
Very good
7,891 reviews
Check prices

Entertainment

7.9

Crew

8.5

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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?

    Our cheapest airline available from Boston to Winnipeg is Air Canada. Our recent data shows that you can find tickets from as low as C$ 396 on this airline. Additional options worth looking into are United Airlines and Delta, starting at C$ 442 and C$ 489 round-trip. Users have found that Air Canada is 47% cheaper than the other options available to this destination.

  • 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, January is the cheapest month in which you can book a flight from Boston to Winnipeg (average of C$ 123). Flying from Boston to Winnipeg in July is currently the most expensive (average of C$ 232). 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

Travelling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Portage la Prairie

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Alternative routes for Boston to Winnipeg

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Hartford to Winnipeg flights

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

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from Boston to Winnipeg flexibly with Cheapflights today.

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

Yes! Start tracking prices for Boston to Winnipeg flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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