Find flights
When to book
FAQs & Tips
Direct Flights
Deals

YWG

Find cheap flights from Massachusetts to Winnipeg from $167

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 9/28. 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 6/9
Sun 6/16

Search hundreds of travel sites at once for deals on flights to Winnipeg

In the last 7 days travelers have searched 43,895,468 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Good to know

Low season

January

High season

December

Cheapest flight

$167
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 1% 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

8/22Thu
1 stopAir Canada
6h 01mBOS-YWG
8/26Mon
1 stopAir Canada
7h 54mYWG-BOS
$386
10/1Tue
1 stopAir Canada
6h 00mBOS-YWG
10/9Wed
2 stopsAir Canada
8h 37mYWG-BOS
$391
6/11Tue
2 stopsPorter Airlines
10h 52mBOS-YWG
6/12Wed
2 stopsPorter Airlines
8h 27mYWG-BOS
$401
9/3Tue
2 stops
19h 41mBOS-YWG
9/9Mon
1 stop
7h 54mYWG-BOS
$405
7/12Fri
1 stopDelta
6h 05mBOS-YWG
7/16Tue
1 stopDelta
10h 29mYWG-BOS
$419
6/11Tue
2 stopsPorter Airlines
7h 47mBOS-YWG
6/12Wed
1 stopPorter Airlines
5h 15mYWG-BOS
$425
7/12Fri
1 stopDelta
6h 05mBOS-YWG
7/16Tue
2 stopsDelta
11h 56mYWG-BOS
$429
7/12Fri
3 stops
17h 57mBOS-YWG
7/16Tue
3 stops
22h 32mYWG-BOS
$436
6/20Thu
1 stopUnited Airlines
10h 29mBOS-YWG
6/29Sat
2 stopsUnited Airlines
9h 25mYWG-BOS
$622
6/20Thu
2 stopsUnited Airlines
10h 57mBOS-YWG
6/29Sat
2 stopsUnited Airlines
9h 25mYWG-BOS
$632

Search by stops

Search by airline

Search by price

Recent one-way flight deals

9/28Sat
2 stopsDelta
13h 26mBOS-YWG
$167

Search by stops

Search by airline

Search by price

Flights to Winnipeg

Destination:

Winnipeg (YWG)Canada

Return flight deals:

Winnipeg - Massachusetts

Cabin classes:

Browse destinations: