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Cheap flights from Boston to Winnipeg from C$ 146

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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YWG
25 Feb — 4 Mar1
1 adult

The best prices from Boston Logan Intl to Winnipeg are usually found in January or October, booked 20 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 20 February 2025.

Round-trip from

C$ 342

One-way from

C$ 146

Popular in

March

Cheapest in

January

Average price

C$ 886
24/3-26/3
  • 24/3-26/3
  • 2 total stops
  • 30h 39m total
  • Boston to Winnipeg
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7/4
  • 7/4
  • 2 total stops
  • 31h 31m total
  • Boston to Winnipeg
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Highest demand for flights based on searches. 15% potential increase in price (C$ 196 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 23 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 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 20 February 2025.

Mon 24/36:13 p.m.BOS - YWG
1 stop21h 55mMultiple Airlines
Wed 26/37:30 a.m.YWG - BOS
1 stop8h 44mMultiple Airlines
Deal found 20/2C$ 342
Tue 1/48:50 a.m.BOS - YWG
2 stops12h 25mDelta
Thu 3/46:50 a.m.YWG - BOS
1 stop9h 15mDelta
Deal found 20/2C$ 463
Sat 9/83:20 p.m.BOS - YWG
1 stop5h 59mAir Canada
Sat 16/88:00 a.m.YWG - BOS
1 stop5h 31mAir Canada
Deal found 20/2C$ 506
Thu 7/810:50 a.m.BOS - YWG
1 stop7h 48mUnited Airlines
Sat 16/81:40 p.m.YWG - BOS
1 stop7h 58mUnited Airlines
Deal found 20/2C$ 524
Fri 8/83:50 p.m.BOS - YWG
1 stop5h 56mPorter Airlines
Sat 16/811:45 a.m.YWG - BOS
1 stop5h 23mPorter Airlines
Deal found 20/2C$ 574

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 629,999 searches. Data last updated 20 February 2025.

Fly from

Boston

Fly to

Winnipeg

Route

Depart

Return

Price

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 24/3

6:13 p.m.-3:08 p.m.

1 stop21h 55m

Winnipeg

Wed 26/3

7:30 a.m.-5:14 p.m.

1 stop8h 44m

C$ 342

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 1/4

8:50 a.m.-8:15 p.m.

2 stops12h 25m

Winnipeg

Thu 3/4

6:50 a.m.-5:05 p.m.

1 stop9h 15m

C$ 463

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 9/8

3:20 p.m.-8:19 p.m.

1 stop5h 59m

Winnipeg

Sat 16/8

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

1 stop5h 31m

C$ 506

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 7/8

10:50 a.m.-5:38 p.m.

1 stop7h 48m

Winnipeg

Sat 16/8

1:40 p.m.-10:38 p.m.

1 stop7h 58m

C$ 524

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 8/8

3:50 p.m.-8:46 p.m.

1 stop5h 56m

Winnipeg

Sat 16/8

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

1 stop5h 23m

C$ 574

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 7/4

6:13 p.m.-12:44 a.m.

2 stops31h 31m

C$ 146

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 26/6

7:50 a.m.-4:51 p.m.

1 stop10h 01m

C$ 278

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 26/6

7:45 a.m.-11:23 p.m.

2 stops16h 38m

C$ 385

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/2

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 14 February 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 20 February 2025.
Peruse reviews from past customers who have flown with Delta, Porter Airlines and United Airlines from Boston to Winnipeg to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,220 reviews
Check prices

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Comfort

8.0

Entertainment

7.9

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

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Comfort

8.0

Entertainment

7.9

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
8,220 reviews
Check prices

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Comfort

8.0

Entertainment

7.9

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
8,766 reviews
Delta
8.0
Very good
8,220 reviews
Check prices

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Comfort

8.0

Entertainment

7.9

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
8,748 reviews
Delta
8.0
Very good
8,220 reviews
Check prices

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

Comfort

8.0

Entertainment

7.9

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 Delta. Our recent data shows that you can find tickets from as low as C$ 463 on this airline. Additional options worth looking into are Air Canada and United Airlines, starting at C$ 506 and C$ 524 round-trip. Users have found that Delta is 38% 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$ 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?

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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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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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