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Cheap flights from Boston to Winnipeg from $154

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Winnipeg departing on 11/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

WestJet Logo
6:30 pm - 9:01 amBOS-YWG
15h 31m1 stop
WestJet Logo
6:30 am - 5:40 pmYWG-BOS
10h 10m1 stop
$235WestJet
Find Deal
lun., sep. 15 - dom., sep. 21
 Logo
3:30 pm - 9:01 amBOS-YWG
18h 31m2 stops
 Logo
9:05 pm - 10:01 pmYWG-BOS
23h 56m3 stops
mié., sep. 10 - mar., sep. 16
 Logo
6:00 am - 12:30 amBOS-YWG
19h 30m3 stops
 Logo
11:25 am - 6:28 pmYWG-BOS
6h 03m1 stop
mié., sep. 10 - mar., sep. 16
Air Canada Logo
6:00 am - 10:40 amBOS-YWG
5h 40m1 stop
Air Canada Logo
11:40 am - 5:55 pmYWG-BOS
5h 15m1 stop
$323Air Canada
Find Deal
mié., sep. 10 - mar., sep. 16
 Logo
12:15 pm - 11:41 amBOS-YWG
24h 26m3 stops
 Logo
9:05 pm - 10:01 pmYWG-BOS
23h 56m3 stops
mié., sep. 10 - mar., sep. 16
WestJet Logo
7:00 pm - 2:13 pmBOS-YWG
20h 13m1 stop
WestJet Logo
9:05 pm - 5:40 pmYWG-BOS
19h 35m1 stop
$334WestJet
Find Deal
dom., sep. 21 - mié., sep. 24
Air Canada Logo
5:50 am - 10:19 amBOS-YWG
5h 29m1 stop
Air Canada Logo
5:00 am - 11:28 amYWG-BOS
5h 28m1 stop
$349Air Canada
Find Deal
dom., ago. 3 - mié., ago. 6
Air Canada Logo
5:50 am - 4:18 pmBOS-YWG
11h 28m2 stops
Air Canada Logo
11:15 am - 6:00 pmYWG-BOS
5h 45m1 stop
$354Air Canada
Find Deal
jue., ago. 21 - mar., ago. 26
United Airlines Logo
7:45 am - 10:33 pmBOS-YWG
15h 48m1 stop
United Airlines Logo
7:00 am - 7:19 pmYWG-BOS
11h 19m1 stop
$357United Airlines
Find Deal
vie., ago. 22 - mar., ago. 26
United Airlines Logo
1:00 pm - 10:33 pmBOS-YWG
10h 33m2 stops
United Airlines Logo
2:20 pm - 9:28 pmYWG-BOS
6h 08m1 stop
$367United Airlines
Find Deal
vie., ago. 22 - mar., ago. 26

United Airlines flights from Boston to Winnipeg

Our best United Airlines deals on Boston to Winnipeg flight tickets
United Airlines
Aug 22
BOS7:45 amBoston Logan Intl
15h 48m
1 stop
YWG10:33 pmWinnipeg
Aug 26
YWG7:00 amWinnipeg
11h 19m
1 stop
BOS7:19 pmBoston Logan Intl
United Airlines
Aug 22
BOS1:00 pmBoston Logan Intl
10h 33m
2 stops
YWG10:33 pmWinnipeg
Aug 26
YWG2:20 pmWinnipeg
6h 08m
1 stop
BOS9:28 pmBoston Logan Intl
United Airlines
Aug 21
BOS6:09 amBoston Logan Intl
17h 24m
1 stop
YWG10:33 pmWinnipeg
Aug 26
YWG7:00 amWinnipeg
13h 28m
1 stop
BOS9:28 pmBoston Logan Intl

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets
Air Canada
Sep 10
BOS6:00 amBoston Logan Intl
5h 40m
1 stop
YWG10:40 amWinnipeg
Sep 16
YWG11:40 amWinnipeg
5h 15m
1 stop
BOS5:55 pmBoston Logan Intl
Air Canada
Aug 3
BOS5:50 amBoston Logan Intl
5h 29m
1 stop
YWG10:19 amWinnipeg
Aug 6
YWG5:00 amWinnipeg
5h 28m
1 stop
BOS11:28 amBoston Logan Intl
Air Canada
Aug 21
BOS5:50 amBoston Logan Intl
11h 28m
2 stops
YWG4:18 pmWinnipeg
Aug 26
YWG11:15 amWinnipeg
5h 45m
1 stop
BOS6:00 pmBoston Logan Intl

See travel insights to Winnipeg from

How to get the cheapest flight ticket from Boston to Winnipeg

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Winnipeg?

In general, January is the cheapest month to fly from Boston to Winnipeg. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $341. If you’re not able to fly to Winnipeg in January, then October is your next best option. Flight prices from Boston to Winnipeg during October average around $349.

What is the cheapest day to depart on your flight to Winnipeg?

The cheapest day to depart on your flight to Winnipeg is on a Sunday when prices can be found for as low as $354. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Boston because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $789.

What is the cheapest time of day to depart on your flight to Winnipeg?

The cheapest time of day to fly to Winnipeg is at noon when flights can be purchased for as low as $405. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $552 on average. Flights to Winnipeg from Boston in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

How far in advance should I book a flight to Winnipeg?

You are more likely to see cheaper flights to Winnipeg from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Winnipeg for around $466 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Winnipeg from Boston for as low as $336 on momondo.

How have Boston to Winnipeg flight prices changed over time?

As of July 2025, prices for Boston to Winnipeg flights are approximately 15% cheaper when compared to flights at the same time last year.

When to book flights from Boston to Winnipeg

Are you open to changing your travel dates? Check out the ideal times to fly from Boston to Winnipeg according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Boston to Winnipeg (BOS to YWG) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Boston to Winnipeg

Best Price Found

$154

Fastest flight time

5h 29m

Direct flights

None

Airports in Winnipeg

1 airport
The best one-way flight to Winnipeg from Boston in the past 72 hours is $154. The best round-trip flight deal from Boston to Winnipeg found on momondo in the last 72 hours is $235.
The fastest flight from Boston to Winnipeg takes 5h 29m
There are no direct flights from Boston to Winnipeg. Popular non-direct route for this connection is Boston Logan Intl Airport - Winnipeg Airport.
There is 1 airport near Winnipeg: Winnipeg (YWG)

  • How far is Boston Logan Intl to Winnipeg by plane?

    The straight-line distance from Boston Logan Intl to Winnipeg is 1343.0 mi. Flights usually cover this in 5h 29m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Boston Logan Intl Airport to Winnipeg Airport?

    Prices for flights from Boston Logan Intl Airport to Winnipeg Airport are updated daily.

  • How many operators does momondo search for flights from Boston Logan Intl Airport to Winnipeg Airport?

  • How old do you have to be to fly from Boston Logan Intl Airport to Winnipeg Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Boston Logan Intl Airport to Winnipeg Airport.

  • What documentation or ID do you need to fly to Winnipeg Airport?

    The travel and health documents required for your trip to Winnipeg Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Boston to Winnipeg?


Best airlines flying from Boston to Winnipeg

Compare and see reviews for airlines that fly from Boston to Winnipeg with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $134Free CancellationRating
7.1
9,685 reviews
Search Air Canada flights
United AirlinesPriceFrom $172Free CancellationRating
7.4
8,843 reviews
Search United Airlines flights
DeltaPriceFrom $274Free CancellationRating
8.0
7,958 reviews
Search Delta flights
Porter AirlinesPriceFrom $283Free CancellationRating
8.0
303 reviews
Search Porter Airlines flights

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Scanterbury
Selkirk
Morden
Portage la Prairie

Why use momondo?

Why should I use momondo to find a flight deal from Boston to Winnipeg?

It is quick and easy to find Boston to Winnipeg flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Winnipeg that suits you.

Can I find flights from Boston to Winnipeg with flexible booking policies on momondo?

Flights from Boston to Winnipeg with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Boston to Winnipeg?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Winnipeg from Boston.

I’m not ready to book a flight from Boston to Winnipeg right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Winnipeg, momondo offers a useful price alert feature which will track prices for flights to Winnipeg from Boston and alert you when they change.


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1 adult
lun. 7/14
lun. 7/21

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