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Cheap flights from Boston to Winnipeg from £280

BOS — YWG
12 Nov — 19 Nov1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Boston to Winnipeg

Enter your travel dates to find the best prices.

Cheapest flights from Boston to Winnipeg

Wed 11/1105:45 -
1 stop8h 10m
Wed 18/1106:35 -
1 stop6h 19m
Deal found 9/10£280
Thu 3/1213:15 -
1 stop5h 59m
Mon 7/1211:40 -
2 stops8h 59m
Deal found 8/10£386
Tue 29/1215:05 -
1 stop10h 39m
Sat 2/106:25 -
1 stop9h 28m
Deal found 8/10£540
Wed 23/1215:05 -
1 stop10h 39m
Sat 2/106:25 -
1 stop9h 28m
Deal found 9/10£562
Mon 28/1215:05 -
1 stop10h 39m
Sun 3/117:22 -
1 stop5h 33m
Deal found 13/10£637
Tue 29/1205:45 -
1 stop8h 07m
Sat 2/119:55 -
2 stops17h 58m
Deal found 8/10£687

Find flight deals from Boston to Winnipeg

Round-trip from

£280

Popular in

January

Cheapest in

September

Average price

£277
Delta
  • Delta
  • 11/11-18/11
  • 2 total stops
  • 14h 29m total
  • Boston to Winnipeg
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (£30 potential increase over avg. return price).
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Cheapest flight prices on average. 4% potential price decrease (£13 potential savings vs. average return price).
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Average for round-trip flights in October 2026
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Boston to Winnipeg that are best for you.

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Route

Depart

Return

Price

Cheapest return flight
Fastest return journey

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Wed 3/2

12:26-02:24

3 stops13h 58m

Winnipeg

Wed 31/12

00:00-01:00

Nonstop0h 00m

£358

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 3/12

13:15-19:14

1 stop5h 59m

Winnipeg

Mon 7/12

11:40-20:39

2 stops8h 59m

£386

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 4/2

15:00-01:34

1 stop10h 34m

Winnipeg

Tue 9/2

17:38-22:53

1 stop5h 15m

£464

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 2/3

15:00-01:34

1 stop10h 34m

Winnipeg

Fri 5/3

17:35-22:53

1 stop5h 18m

£477

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Sun 15/11

06:00-01:44

3 stops19h 44m

Winnipeg

Wed 31/12

00:00-01:00

Nonstop0h 00m

£571

Flights are sorted by cheapest return flights first.

Deals found on 13/10

Sorted by cheapest first

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 return price

Cheapflights Insights

Everything you need to know about your flight from Boston to Winnipeg

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

Currently, September is the cheapest month in which you can book a flight from Boston to Winnipeg (average of £275). Flying from Boston to Winnipeg in January is currently the most expensive (average of £587). 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.

How much does it cost for a return flight from Boston to Winnipeg?

Airfare is typical for this route at the moment.

Boston to Winnipeg flights typically cost between £243 and £349 in November.
The cheapest return price found within the last 5 days was £280 on Delta (11 Nov–18 Nov).

Related info for your journey

  • How long is the flight from Boston to Winnipeg?

    There are many flights that can get you from Boston to Winnipeg in 5h 59m. Fly via Porter Airlines to get the fastest option. Boston and Winnipeg are separated by a distance of 1350 mi.

  • 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 holiday 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, September is the cheapest month in which you can book a flight from Boston to Winnipeg (average of £275). Flying from Boston to Winnipeg in January is currently the most expensive (average of £587). 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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When you search for this flight from Boston to Winnipeg, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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

Cheapflights helps you find that perfect flight to Winnipeg from Boston by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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

Need flexible booking options for your flight to Winnipeg from Boston? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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Of course! You can now track prices for flights from Boston to Winnipeg and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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