YWG - BOS

$154 Find Cheap Flights from Winnipeg to Boston - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$234
Typical prices: $343-$563
Porter Airlines
Wed 9/5Tue 9/11
YWG - BOS • 1 stop
Cheapest one-way
$155
Typical prices: $199-$360
Air Canada
Sun 10/7
YWG - BOS • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Winnipeg and Boston. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
January
Cheapest • 37% price drop
August
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Atlanta Hartsfield-Jackson (ATL)
Cheapest • Avg $231 (round-trip)
Montreal Pierre Elliott Trudeau Intl (YUL)
Shortest trip • 5h 58m (one-way)
Insights
Insights
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Booking Insights
Flight Deals

Cheap Flights from Winnipeg to Boston (YWG-BOS)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Boston

Sat, Sep 5 - Fri, Sep 11
Porter Airlines Logo
12:15 pm - 7:15 pmYWG  Winnipeg-BOS Boston Logan Intl
6h 00m1 stop Toronto Pearson Intl
Porter Airlines Logo
7:00 am - 5:58 pmBOS  Boston Logan Intl-YWG Winnipeg
11h 58m2 stops Toronto Island Ottawa
$234Porter Airlines
Sat, Sep 5 - Fri, Sep 11
Air Canada Logo
10:55 am - 6:07 pmYWG  Winnipeg-BOS Boston Logan Intl
6h 12m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
10:50 am - 6:12 pmBOS  Boston Logan Intl-YWG Winnipeg
8h 22m1 stop Toronto Pearson Intl
$243Air Canada
Sat, Sep 5 - Fri, Sep 11
Air Canada Logo
5:00 am - 6:07 pmYWG  Winnipeg-BOS Boston Logan Intl
12h 07m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
5:50 am - 2:17 pmBOS  Boston Logan Intl-YWG Winnipeg
9h 27m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$247Air Canada
Sat, Sep 12 - Wed, Sep 16
Air Canada Logo
3:20 pm - 10:40 pmYWG  Winnipeg-BOS Boston Logan Intl
6h 20m1 stop Toronto Pearson Intl
Air Canada Logo
4:55 pm - 11:27 pmBOS  Boston Logan Intl-YWG Winnipeg
7h 32m1 stop Toronto Pearson Intl
$253Air Canada
Tue, Sep 1 - Tue, Sep 29
Delta Logo
12:46 pm - 11:58 pmYWG  Winnipeg-BOS Boston Logan Intl
10h 12m1 stop Minneapolis St Paul
Delta Logo
5:55 am - 11:51 amBOS  Boston Logan Intl-YWG Winnipeg
6h 56m1 stop Minneapolis St Paul
$273Delta
Fri, Oct 2 - Mon, Oct 5
United Airlines Logo
2:00 pm - 12:54 amYWG  Winnipeg-BOS Boston Logan Intl
9h 54m1 stop Chicago O'Hare Intl
United Airlines Logo
8:30 pm - 12:37 pmBOS  Boston Logan Intl-YWG Winnipeg
17h 07m1 stop Chicago O'Hare Intl
$274United Airlines
Fri, Oct 2 - Mon, Oct 5
United Airlines Logo
2:00 pm - 12:54 amYWG  Winnipeg-BOS Boston Logan Intl
9h 54m1 stop Chicago O'Hare Intl
United Airlines Logo
7:01 am - 12:37 pmBOS  Boston Logan Intl-YWG Winnipeg
6h 36m1 stop Chicago O'Hare Intl
$274United Airlines
Fri, Oct 2 - Mon, Oct 5
Porter Airlines Logo
9:20 am - 6:35 pmYWG  Winnipeg-BOS Boston Logan Intl
8h 15m1 stop Toronto Pearson Intl
Porter Airlines Logo
7:00 am - 5:58 pmBOS  Boston Logan Intl-YWG Winnipeg
11h 58m2 stops Toronto Island Ottawa
$279Porter Airlines
Fri, Oct 2 - Mon, Oct 5
Porter Airlines Logo
9:20 am - 6:35 pmYWG  Winnipeg-BOS Boston Logan Intl
8h 15m1 stop Toronto Pearson Intl
Porter Airlines Logo
7:00 am - 5:58 pmBOS  Boston Logan Intl-YWG Winnipeg
11h 58m2 stops Toronto Island Ottawa
$280Porter Airlines
Fri, Oct 2 - Mon, Oct 5
Porter Airlines Logo
9:20 am - 6:35 pmYWG  Winnipeg-BOS Boston Logan Intl
8h 15m1 stop Toronto Pearson Intl
Porter Airlines Logo
7:00 am - 5:58 pmBOS  Boston Logan Intl-YWG Winnipeg
11h 58m2 stops Toronto Island Ottawa
$312Porter Airlines
Booking Insights

Price, demand and travel trends for Winnipeg to Boston flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Winnipeg to Boston with more confidence.

How much is a round-trip flight from Winnipeg to Boston?

Round-trip flights from Winnipeg to Boston start at $234. Prices are below average for this route right now, with typical round-trip fares ranging from $343 to $563. The lowest price found in the past 5 days was $234 on Porter Airlines.

What's the cheapest day of the week to fly from Winnipeg to Boston?

Tuesday is the cheapest day of the week to fly from Winnipeg to Boston, it is 20% cheaper than the average day. Wednesday is the most expensive day with flight prices 14% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Winnipeg to Boston?

  • January is the cheapest month to fly from Winnipeg to Boston at $281 round-trip.
  • April ($915) and December ($581) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 225% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Key details for Winnipeg to Boston flights

Low season

April

Cheapest flight

$155
Best time to beat the crowds but there is an average 106% increase in price.
Most popular time to fly and prices are also 22% lower on average.
Flight from Winnipeg to Boston

When to book flights from Winnipeg to Boston

Are your dates flexible? Find out the best times to travel from Winnipeg to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Winnipeg to Boston flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Winnipeg to Boston?

    Flights from Winnipeg to Boston usually depart from Winnipeg (YWG) and arrive at Boston Logan Intl (BOS).

  • What cabin classes can I book on flights from Winnipeg to Boston?

    Only Economy Class is available on flights from Winnipeg to Boston.

  • Which airports do connecting flights from Winnipeg to Boston pass through?

    One-stop flights from Winnipeg to Boston most commonly connect through:

    • Toronto Pearson Intl (YYZ) - 52% of one-stop connections
    • Montreal Pierre Elliott Trudeau Intl (YUL) - 24% of one-stop connections
    • Minneapolis St Paul (MSP) - 13% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 4% of one-stop connections

    Toronto Pearson Intl (YYZ) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Winnipeg to Boston?

    Yes. Being flexible with your travel dates can save you up to 30% on the Winnipeg to Boston route. Tuesday is the cheapest departure day at $357 round-trip on average, while Wednesday is the most expensive at $508, a difference of $151. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Boston?

    Some of the most popular sights in Boston are Fenway Park, TD Garden and South Station. These are among the most viewed places in Boston on KAYAK.

  • How long is a flight from Winnipeg to Boston?

    A nonstop flight from Winnipeg to Boston takes 0h 00m, covering 1,350 miles.

  • What are the earliest and latest flights from Winnipeg to Boston?

    These are the earliest and latest flight times available from Winnipeg to Boston:

    • Earliest: departs at 12:00 am and lands at 12:00 am
    • Latest: departs at 12:00 am and lands at 12:00 am.

    The flight takes about 0h 00m.

  • Do I need a passport to fly from Winnipeg to Boston?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Winnipeg to Boston changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $234 to $955. That means the highest observed fare was about 4x higher than the lowest one.

  • How are flight prices from Winnipeg to Boston looking right now?

    One-way fares from Winnipeg to Boston are currently lower than usual. Average one-way flight prices are about $194, which is 26% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Winnipeg to Boston?

    Flying via Montreal Pierre Elliott Trudeau Intl (YUL) gives the shortest average 1-stop total travel time at 5h 58m, compared with 6h 20m via Ottawa (YOW) and 6h 25m via Toronto Pearson Intl (YYZ).

  • What is the time difference between Winnipeg and Boston?

    Boston is 1 hour ahead of Winnipeg (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Boston Logan Intl Airport (BOS)?

    Boston Logan Intl Airport (BOS) hosts 5 major car rental companies, with daily rates starting from around $23 for economy cars. Top options include:
    · Dollar
    · Hertz
    · Budget
    · Thrifty
    · Sixt

  • How much should I expect to pay for a Winnipeg to Boston flight?

    Round-trip flights from Winnipeg to Boston range from $343 to $563, with an average of $444 over the past 12 months. Anything below $343 counts as a good deal.

Your guide to booking Winnipeg to Boston flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Tuesday departure instead of Wednesday. On this route, Tuesday flights average $357 - about $151 less than Wednesday (30% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Winnipeg to Boston trip for January. Fares historically average $281 round-trip in that month - typically $634 less than the most expensive month, which is April (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Boston Logan Intl Airport.
    - Courtyard by Marriott Boston Logan Airport
    - Embassy Suites by Hilton Boston at Logan Airport
    - Hyatt Regency Boston Harbor

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

Information on your arrival and departure airports

Winnipeg (YWG)
Boston (BOS)