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Cheap flights from Winnipeg to Boston from C$ 213

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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BOS
25 Feb — 4 Mar1
1 adult

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 Thursday and return on a Tuesday

Cheap flight deals from Winnipeg to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Boston (BOS). 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 20 February 2025.

Round-trip from

C$ 338

One-way from

C$ 213

Popular in

December

Cheapest in

October

Average price

C$ 652
7/5-13/5
  • 7/5-13/5
  • 2 total stops
  • 23h 40m total
  • Winnipeg to Boston
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5/4
  • 5/4
  • 2 total stops
  • 27h 19m total
  • Winnipeg to Boston
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 157 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 36 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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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 20 February 2025.

Wed 7/59:00 a.m.YWG - BOS
1 stop12h 12mMultiple Airlines
Tue 13/56:00 a.m.BOS - YWG
1 stop11h 28mMultiple Airlines
Deal found 19/2C$ 338
Sat 22/312:53 p.m.YWG - BOS
1 stop9h 57mDelta
Fri 28/38:00 a.m.BOS - YWG
1 stop9h 53mDelta
Deal found 20/2C$ 378
Fri 23/58:00 a.m.YWG - BOS
1 stop5h 32mAir Canada
Mon 26/57:00 p.m.BOS - YWG
1 stop6h 02mAir Canada
Deal found 20/2C$ 379
Thu 1/55:00 a.m.YWG - BOS
1 stop5h 28mUnited Airlines
Mon 12/56:00 a.m.BOS - YWG
1 stop10h 31mUnited Airlines
Deal found 19/2C$ 422
Sun 4/511:45 a.m.YWG - BOS
1 stop5h 23mPorter Airlines
Mon 12/59:45 a.m.BOS - YWG
2 stops9h 15mPorter Airlines
Deal found 19/2C$ 487
Thu 20/25:37 p.m.YWG - BOS
1 stop5h 19mWestJet
Fri 21/29:00 a.m.BOS - YWG
2 stops11h 09mWestJet
Deal found 19/2C$ 1,428

Find flights from Winnipeg to Boston within your budget

Customize your flight search to find flights from Winnipeg to Boston 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 20 February 2025.

Fly from

Winnipeg

Fly to

Boston

Route

Depart

Return

Price

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 7/5

9:00 a.m.-10:12 p.m.

1 stop12h 12m

Boston Logan Intl

Tue 13/5

6:00 a.m.-4:28 p.m.

1 stop11h 28m

C$ 338

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 22/3

12:53 p.m.-11:50 p.m.

1 stop9h 57m

Boston Logan Intl

Fri 28/3

8:00 a.m.-4:53 p.m.

1 stop9h 53m

C$ 378

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 23/5

8:00 a.m.-2:32 p.m.

1 stop5h 32m

Boston Logan Intl

Mon 26/5

7:00 p.m.-12:02 a.m.

1 stop6h 02m

C$ 379

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 1/5

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

1 stop5h 28m

Boston Logan Intl

Mon 12/5

6:00 a.m.-3:31 p.m.

1 stop10h 31m

C$ 422

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sun 4/5

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

1 stop5h 23m

Boston Logan Intl

Mon 12/5

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

2 stops9h 15m

C$ 487

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 5/4

8:25 p.m.-12:44 a.m.

2 stops27h 19m

C$ 213

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 3/7

8:00 a.m.-2:31 p.m.

1 stop5h 31m

C$ 237

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 3/7

5:00 a.m.-3:12 p.m.

2 stops9h 12m

C$ 263

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/2

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?

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Boston. Price data was last updated on 14 February 2025.

To ensure you get the cheapest price possible for a flight from Winnipeg to Boston, you should look to book at least 55 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 C$ 298). Flying from Winnipeg to Boston in April is currently the most expensive (average of C$ 350). 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?

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 20 February 2025.

One of the essential ways to save on airfare from Winnipeg to Boston is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 18% on airfare.

Rainfall in Boston by month

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

In terms of precipitation, rainfall in Boston ranges from 78.0 - 101.0 mm per month. March is typically the wettest month, when rainfall can reach 101.0 mm. July is typically the driest time to visit Boston when rainfall is around 78.0 mm.

Temperature in Boston by month

Plan your trip to Boston by taking into account the average temperature totals 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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -1.0 C).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated 20 February 2025.
Delta
8.0
Very good
8,220 reviews
Check prices

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

Delta
8.0
Very good
8,220 reviews
Delta
8.0
Very good
8,220 reviews
Check prices

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

Porter Airlines
7.9
Good
276 reviews
Delta
8.0
Very good
8,220 reviews
Check prices

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

United Airlines
7.4
Good
8,766 reviews
Delta
8.0
Very good
8,220 reviews
Check prices

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

Air Canada
7.0
Good
8,748 reviews
Delta
8.0
Very good
8,220 reviews
Check prices

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

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

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?

    Cheapflights users have booked flights from Winnipeg to Boston round-trip from C$ 378. Other airlines that can offer you cheap pricing are Air Canada, from C$ 413, and United Airlines, from C$ 422. Users have found that Delta is 39% cheaper than the other options available 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 C$ 298). Flying from Winnipeg to Boston in April is currently the most expensive (average of C$ 350). 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 Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Seekonk
Warwick
Waltham
Medford
Braintree
Somerville
Dedham
Rockland
Chelsea
Plymouth
Quincy
Old Orchard Beach
Revere
Hampton
Lynn
Andover
Watertown
Kennebunk
Amherst
Sturbridge

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Winnipeg to Boston

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

Top 4 airlines flying from Winnipeg to Boston

Discover the top 4 airlines that operate flights from Winnipeg to Boston. 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 629,999 searches. Data last updated 20 February 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 239AverageC$ 1,024FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Porter AirlinesCheapestC$ 337AverageC$ 542FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 353AverageC$ 604FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 435AverageC$ 553FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Boston. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Boston?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Boston from Winnipeg.

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

Certainly. Search results for flights to Boston from Winnipeg shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Boston from Winnipeg today and book when prices fit your budget.

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