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Find cheap flights from Massachusetts to Winnipeg from $242

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Winnipeg departing on 6/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 6/2
Sun 6/9

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In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$242
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Boston to Winnipeg

FAQs for booking flights from Massachusetts to Winnipeg

  • How does KAYAK find such low prices on flights from Massachusetts to Winnipeg?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Winnipeg.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Winnipeg?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Massachusetts to Winnipeg?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Winnipeg with an airline and back to Massachusetts with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Winnipeg?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Winnipeg from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Massachusetts to Winnipeg?

Find which airlines fly direct from Massachusetts to Winnipeg, which days they fly and book direct flights.

Nonstop departures

Massachusetts to Winnipeg

Monday

ANA, Aeromexico, Air Canada, +32 more

ANA, Aeromexico, +33 more

Tuesday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

Wednesday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

Thursday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

Friday

ANA, Aeromexico, Air Canada, +32 more

ANA, Aeromexico, +33 more

Saturday

ANA, Aeromexico, Air Canada, +32 more

ANA, Aeromexico, +33 more

Sunday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

See more direct flights

Nonstop returns

Winnipeg to Massachusetts

Monday

ANA, Aeromexico, Air Canada, +32 more

ANA, Aeromexico, +33 more

Tuesday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

Wednesday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

Thursday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

Friday

ANA, Aeromexico, Air Canada, +32 more

ANA, Aeromexico, +33 more

Saturday

ANA, Aeromexico, Air Canada, +32 more

ANA, Aeromexico, +33 more

Sunday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

See more direct flights
See more direct flights

Book cheap flights from Massachusetts to Winnipeg

Recent round-trip flight deals

5/31Fri
2 stopsPorter Airlines
10h 32mBOS-YWG
6/7Fri
1 stopPorter Airlines
5h 15mYWG-BOS
$414
6/15Sat
1 stopPorter Airlines
5h 47mBOS-YWG
6/21Fri
1 stopPorter Airlines
5h 15mYWG-BOS
$422
10/1Tue
2 stopsDelta
10h 21mBOS-YWG
10/9Wed
1 stopDelta
5h 10mYWG-BOS
$449
6/15Sat
1 stopAir Canada
6h 20mBOS-YWG
6/24Mon
1 stopAir Canada
5h 23mYWG-BOS
$472
6/18Tue
1 stopAir Canada
6h 17mBOS-YWG
6/20Thu
1 stopAir Canada
7h 54mYWG-BOS
$478
6/19Wed
3 stops
27h 20mBOS-YWG
7/1Mon
2 stops
7h 52mYWG-BOS
$500
7/26Fri
2 stops
10h 37mBOS-YWG
7/29Mon
3 stops
32h 08mYWG-BOS
$544
6/20Thu
2 stopsWestJet
9h 12mBOS-YWG
6/29Sat
2 stopsWestJet
11h 22mYWG-BOS
$793
6/17Mon
2 stopsDelta
11h 22mBOS-YWG
6/23Sun
2 stopsDelta
11h 42mYWG-BOS
$796
6/20Thu
2 stopsWestJet
12h 10mBOS-YWG
6/29Sat
2 stopsWestJet
13h 21mYWG-BOS
$822

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Recent one-way flight deals

6/29Sat
1 stopAir Canada
14h 12mBOS-YWG
$242
6/29Sat
2 stopsPorter Airlines
9h 52mBOS-YWG
$253
6/29Sat
3 stops
28h 08mBOS-YWG
$317

Search by stops

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Flights to Winnipeg

Destination:

Winnipeg (YWG)Canada

Return flight deals:

Winnipeg - Massachusetts

Cabin classes:

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