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Cheap flights from Boston to Winnipeg from $107

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 2/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Boston to Winnipeg

Cheap round-trip flights

These are some of the best round-trip flight deals from Boston to Winnipeg that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Boston to Winnipeg.

Cheap last minute flights

Planning a quick getaway from Boston to Winnipeg? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Winnipeg, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Boston to Winnipeg

Find recent round-trip train or bus tickets from Boston to Winnipeg.

All round-trip flight deals from Boston to Winnipeg

The cheapest plane tickets from Boston to Winnipeg found on KAYAK recently.
8:35 pm - 3:08 pmBOS-YWG
19h 33m1 stop
7:30 am - 9:20 pmYWG-BOS
12h 50m2 stops
Thu, Mar 6 - Tue, Mar 11
8:35 pm - 5:28 pmBOS-YWG
21h 53m2 stops
4:25 pm - 11:20 amYWG-BOS
17h 55m3 stops
Thu, Mar 6 - Tue, Mar 11
8:35 pm - 5:28 pmBOS-YWG
21h 53m2 stops
7:30 am - 7:25 amYWG-BOS
22h 55m2 stops
Thu, Mar 6 - Tue, Mar 11
7:05 am - 11:50 pmBOS-YWG
17h 45m1 stop
5:00 am - 1:20 pmYWG-BOS
7h 20m1 stop
$348Porter Airlines
Find Deal
Sat, Feb 22 - Sat, Mar 1
7:05 am - 5:59 pmBOS-YWG
11h 54m3 stops
11:35 am - 6:35 pmYWG-BOS
6h 00m1 stop
$397Porter Airlines
Find Deal
Sat, Feb 22 - Sat, Mar 1
10:50 am - 4:28 pmBOS-YWG
6h 38m1 stop
7:45 am - 4:53 pmYWG-BOS
8h 08m1 stop
$454Air Canada
Find Deal
Tue, Mar 4 - Sat, Mar 8
10:30 am - 5:18 pmBOS-YWG
7h 48m1 stop
7:45 am - 4:52 pmYWG-BOS
8h 07m1 stop
$461Air Canada
Find Deal
Fri, Mar 28 - Tue, Apr 1
6:00 am - 3:28 pmBOS-YWG
10h 28m1 stop
2:15 pm - 9:37 pmYWG-BOS
6h 22m1 stop
$469United Airlines
Find Deal
Tue, Mar 4 - Sun, Mar 9
5:35 am - 3:28 pmBOS-YWG
10h 53m2 stops
7:30 am - 3:57 pmYWG-BOS
7h 27m1 stop
$475United Airlines
Find Deal
Tue, Mar 4 - Sat, Mar 8
11:00 am - 11:38 pmBOS-YWG
13h 38m2 stops
12:53 pm - 11:50 pmYWG-BOS
9h 57m1 stop
$478Delta
Find Deal
Tue, Mar 4 - Sun, Mar 9
6:00 am - 3:08 pmBOS-YWG
10h 08m1 stop
Tue, Feb 11
9:59 am - 3:08 pmBOS-YWG
30h 09m2 stops
Thu, Feb 13
6:00 am - 7:09 pmBOS-YWG
14h 09m2 stops
Tue, Feb 11
4:20 pm - 11:32 pmBOS-YWG
8h 12m1 stop
Wed, Feb 12
12:15 pm - 3:08 pmBOS-YWG
27h 53m3 stops
Tue, Feb 11
6:00 am - 5:37 pmBOS-YWG
12h 37m1 stop
$183Air Canada
Find Deal
Sun, May 11
7:20 pm - 5:59 pmBOS-YWG
23h 39m3 stops
$186Porter Airlines
Find Deal
Wed, Feb 12
12:55 pm - 10:36 pmBOS-YWG
10h 41m2 stops
$191Porter Airlines
Find Deal
Sun, May 11
10:50 am - 4:28 pmBOS-YWG
6h 38m1 stop
$204Air Canada
Find Deal
Tue, Feb 18
5:20 am - 4:43 pmBOS-YWG
12h 23m2 stops
$213Delta
Find Deal
Tue, Feb 18
6:00 am - 8:18 pmBOS-YWG
15h 18m2 stops
8:15 pm - 11:32 pmYWG-BOS
26h 17m2 stops
Sun, Jan 26 - Thu, Feb 6
6:00 am - 8:18 pmBOS-YWG
15h 18m2 stops
8:15 pm - 6:35 pmYWG-BOS
21h 20m3 stops
Sun, Jan 26 - Thu, Feb 6
6:00 am - 10:45 amBOS-YWG
29h 45m3 stops
8:15 pm - 6:35 pmYWG-BOS
21h 20m3 stops
Sun, Jan 26 - Thu, Feb 6
12:56 pm - 7:30 pmBOS-YWG
31h 34m2 stops
7:15 am - 6:45 pmYWG-BOS
10h 30m1 stop
Sun, Jan 26 - Thu, Feb 6
6:00 am - 3:10 pmBOS-YWG
10h 10m1 stop
5:15 pm - 6:35 pmYWG-BOS
24h 20m1 stop
Sun, Jan 26 - Thu, Feb 6

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets
Air Canada
Mar 4
BOS10:50 amBoston Logan Intl
6h 38m
1 stop
YWG4:28 pmWinnipeg
Mar 8
YWG7:45 amWinnipeg
8h 08m
1 stop
BOS4:53 pmBoston Logan Intl
Air Canada
Mar 28
BOS10:30 amBoston Logan Intl
7h 48m
1 stop
YWG5:18 pmWinnipeg
Apr 1
YWG7:45 amWinnipeg
8h 07m
1 stop
BOS4:52 pmBoston Logan Intl
Air Canada
Feb 8
BOS6:10 amBoston Logan Intl
6h 08m
1 stop
YWG11:18 amWinnipeg
Feb 9
YWG7:05 pmWinnipeg
19h 52m
1 stop
BOS3:57 pmBoston Logan Intl

Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets
Porter Airlines
Feb 22
BOS7:05 amBoston Logan Intl
17h 45m
1 stop
YWG11:50 pmWinnipeg
Mar 1
YWG5:00 amWinnipeg
7h 20m
1 stop
BOS1:20 pmBoston Logan Intl
Porter Airlines
Feb 22
BOS7:05 amBoston Logan Intl
11h 54m
3 stops
YWG5:59 pmWinnipeg
Mar 1
YWG11:35 amWinnipeg
6h 00m
1 stop
BOS6:35 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, October 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 $349. If you’re not able to fly to Winnipeg in October, then January is your next best option. Flight prices from Boston to Winnipeg during January average around $357.

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 $523 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 January 2025, prices for Boston to Winnipeg flights are approximately 43% 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

$107

Fastest flight time

6h 08m

Direct flights

None

Airports in Winnipeg

1 airport
The best one-way flight to Winnipeg from Boston in the past 72 hours is $107. The best round-trip flight deal from Boston to Winnipeg found on momondo in the last 72 hours is $258.
The fastest flight from Boston to Winnipeg takes 6h 08m
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 6h 08m, 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
WestJetPriceFrom $198Free CancellationRating
7.2
2,828 reviews
Search WestJet flights
Air CanadaPriceFrom $219Free CancellationRating
7.0
8,635 reviews
Search Air Canada flights
Porter AirlinesPriceFrom $335Free CancellationRating
7.9
277 reviews
Search Porter Airlines flights
DeltaPriceFrom $383Free CancellationRating
8.0
8,508 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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