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Cheap flights from Boston to Winnipeg from C$ 172

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 25/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YWG
4 May — 11 May1
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 29 April 2025.

Round-trip from

C$ 409

One-way from

C$ 172

Popular in

April

Cheapest in

January

Average price

C$ 1,067
United Airlines
  • United Airlines
  • 9/6-15/6
  • 2 total stops
  • 23h 01m total
  • Boston to Winnipeg
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United Airlines
  • United Airlines
  • 25/5
  • 2 total stops
  • 14h 03m total
  • Boston to Winnipeg
Search Deals
Highest demand for flights based on searches. 23% potential increase in price (C$ 290 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 48 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 29 April 2025.

Mon 9/66:00 a.m.BOS - YWG
1 stop17h 33mUnited Airlines
Sun 15/65:00 a.m.YWG - BOS
1 stop5h 28mUnited Airlines
Deal found 28/4C$ 409
Wed 11/611:16 a.m.BOS - YWG
1 stop9h 56mDelta
Fri 20/612:26 p.m.YWG - BOS
1 stop8h 54mDelta
Deal found 28/4C$ 441
Mon 9/610:09 a.m.BOS - YWG
2 stops15h 22mMultiple Airlines
Fri 13/611:45 a.m.YWG - BOS
1 stop5h 23mMultiple Airlines
Deal found 27/4C$ 455
Wed 9/75:50 a.m.BOS - YWG
2 stops11h 23mAir Canada
Mon 14/75:00 a.m.YWG - BOS
1 stop5h 28mAir Canada
Deal found 28/4C$ 463
Mon 9/612:15 p.m.BOS - YWG
2 stops11h 31mPorter Airlines
Sun 15/611:45 a.m.YWG - BOS
1 stop5h 23mPorter Airlines
Deal found 28/4C$ 564

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 29 April 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

Mon 9/6

6:00 a.m.-10:33 p.m.

1 stop17h 33m

Winnipeg

Sun 15/6

5:00 a.m.-11:28 a.m.

1 stop5h 28m

C$ 409

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 11/6

11:16 a.m.-8:12 p.m.

1 stop9h 56m

Winnipeg

Fri 20/6

12:26 p.m.-10:20 p.m.

1 stop8h 54m

C$ 441

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 9/6

10:09 a.m.-12:31 a.m.

2 stops15h 22m

Winnipeg

Fri 13/6

11:45 a.m.-6:08 p.m.

1 stop5h 23m

C$ 455

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 9/7

5:50 a.m.-4:13 p.m.

2 stops11h 23m

Winnipeg

Mon 14/7

5:00 a.m.-11:28 a.m.

1 stop5h 28m

C$ 463

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 9/6

12:15 p.m.-10:46 p.m.

2 stops11h 31m

Winnipeg

Sun 15/6

11:45 a.m.-6:08 p.m.

1 stop5h 23m

C$ 564

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 25/5

9:30 a.m.-10:33 p.m.

2 stops14h 03m

C$ 172

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 12/6

8:15 a.m.-4:52 p.m.

1 stop9h 37m

C$ 227

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 1/8

3:50 p.m.-10:46 p.m.

1 stop7h 56m

C$ 266

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

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 25 April 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$ 124). 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 29 April 2025.
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Food

7.6

Crew

8.8

Overall

8.0

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
285 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Food

7.6

Crew

8.8

Overall

8.0

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
7,929 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Food

7.6

Crew

8.8

Overall

8.0

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
8,696 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Food

7.6

Crew

8.8

Overall

8.0

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
9,240 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Food

7.6

Crew

8.8

Overall

8.0

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?

    Our cheapest airline available from Boston to Winnipeg is United Airlines. Our recent data shows that you can find tickets from as low as C$ 409 on this airline. Additional options worth looking into are Delta and Air Canada, starting at C$ 441 and C$ 463 round-trip. Users have found that United Airlines is 41% cheaper than the other options available to this destination.

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

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at C$ 172. Delta flights start at C$ 227 while deals on Porter Airlines start at C$ 266 one-way.

  • 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$ 124). 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
Selkirk
Portage la Prairie

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Alternative routes for Boston to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.
Hartford to Winnipeg flights

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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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