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Cheap flights from Boston to Winnipeg from $119

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 5/2. 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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Find the cheapest flights from Boston to Winnipeg

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Boston to Winnipeg.
Air Canada Logo
10:20 am - 3:00 pmBOS-YWG
5h 40m1 stop
Air Canada Logo
5:00 am - 11:28 amYWG-BOS
5h 28m1 stop
$291Air Canada
Find Deal
Fri, May 2 - Fri, May 9
Air Canada Logo
12:15 pm - 5:38 pmBOS-YWG
6h 23m1 stop
Air Canada Logo
6:35 pm - 11:28 amYWG-BOS
15h 53m1 stop
$295Air Canada
Find Deal
Fri, Jul 4 - Sun, Jul 6
United Airlines Logo
6:00 am - 6:02 pmBOS-YWG
13h 02m2 stops
United Airlines Logo
5:00 am - 11:28 amYWG-BOS
5h 28m1 stop
$307United Airlines
Find Deal
Mon, Jun 9 - Sun, Jun 15
United Airlines Logo
8:25 pm - 1:09 pmBOS-YWG
17h 44m1 stop
United Airlines Logo
4:25 pm - 8:56 amYWG-BOS
15h 31m2 stops
$309United Airlines
Find Deal
Fri, May 2 - Fri, May 9
Delta Logo
8:25 am - 8:08 pmBOS-YWG
12h 43m2 stops
Delta Logo
12:52 pm - 10:56 pmYWG-BOS
9h 04m2 stops
$314Delta
Find Deal
Sat, May 17 - Sat, May 24
 Logo
7:00 pm - 9:40 amBOS-YWG
15h 40m1 stop
 Logo
5:00 am - 11:28 amYWG-BOS
5h 28m1 stop
Mon, Jun 9 - Sun, Jun 15
 Logo
8:59 am - 5:41 pmBOS-YWG
33h 42m3 stops
 Logo
9:00 am - 2:55 pmYWG-BOS
28h 55m1 stop
Fri, May 2 - Mon, May 5
Porter Airlines Logo
3:50 pm - 10:46 pmBOS-YWG
7h 56m1 stop
Porter Airlines Logo
11:45 am - 6:08 pmYWG-BOS
5h 23m1 stop
$411Porter Airlines
Find Deal
Thu, Jul 31 - Sat, Aug 9
Porter Airlines Logo
8:45 am - 6:00 pmBOS-YWG
10h 15m2 stops
Porter Airlines Logo
11:45 am - 9:31 pmYWG-BOS
8h 46m2 stops
$423Porter Airlines
Find Deal
Mon, Jun 9 - Sun, Jun 15
Delta Logo
5:20 am - 4:45 pmBOS-YWG
12h 25m2 stops
Delta Logo
8:30 am - 10:33 pmYWG-BOS
13h 03m2 stops
$531Delta
Find Deal
Mon, May 19 - Sun, May 25

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets
Air Canada
May 2
BOS10:20 amBoston Logan Intl
5h 40m
1 stop
YWG3:00 pmWinnipeg
May 9
YWG5:00 amWinnipeg
5h 28m
1 stop
BOS11:28 amBoston Logan Intl
Air Canada
Jul 4
BOS12:15 pmBoston Logan Intl
6h 23m
1 stop
YWG5:38 pmWinnipeg
Jul 6
YWG6:35 pmWinnipeg
15h 53m
1 stop
BOS11:28 amBoston Logan Intl
Air Canada
May 12
BOS7:00 pmBoston Logan Intl
6h 02m
1 stop
YWG12:02 amWinnipeg
May 19
YWG5:00 amWinnipeg
11h 57m
2 stops
BOS5:57 pmBoston Logan Intl

United Airlines flights from Boston to Winnipeg

Our best United Airlines deals on Boston to Winnipeg flight tickets
United Airlines
Jun 9
BOS6:00 amBoston Logan Intl
13h 02m
2 stops
YWG6:02 pmWinnipeg
Jun 15
YWG5:00 amWinnipeg
5h 28m
1 stop
BOS11:28 amBoston Logan Intl
United Airlines
May 2
BOS8:25 pmBoston Logan Intl
17h 44m
1 stop
YWG1:09 pmWinnipeg
May 9
YWG4:25 pmWinnipeg
15h 31m
2 stops
BOS8:56 amBoston Logan Intl
United Airlines
Jul 30
BOS9:30 amBoston Logan Intl
14h 03m
2 stops
YWG10:33 pmWinnipeg
Aug 9
YWG1:40 pmWinnipeg
7h 58m
1 stop
BOS10:38 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 typical price of a round-trip flight between Boston and Winnipeg?

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 11 weeks ahead of your departure date. In general, you can expect to find flights to Winnipeg for around $525 when searching 11 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 $348 on momondo.

How have Boston to Winnipeg flight prices changed over time?

As of April 2025, prices for Boston to Winnipeg flights are approximately 27% 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

$119

Fastest flight time

5h 40m

Direct flights

None

Airports in Winnipeg

1 airport
The best one-way flight to Winnipeg from Boston in the past 72 hours is $119. The best round-trip flight deal from Boston to Winnipeg found on momondo in the last 72 hours is $291.
The fastest flight from Boston to Winnipeg takes 5h 40m
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 40m, 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 $141Free CancellationRating
7.0
9,035 reviews
Search Air Canada flights
United AirlinesPriceFrom $172Free CancellationRating
7.4
8,619 reviews
Search United Airlines flights
WestJetPriceFrom $198Free CancellationRating
7.2
2,795 reviews
Search WestJet flights
Porter AirlinesPriceFrom $335Free CancellationRating
7.9
279 reviews
Search Porter Airlines flights
DeltaPriceFrom $347Free CancellationRating
8.0
7,897 reviews
Search Delta 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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