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Cheap flights from Boston to Winnipeg from $98

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 1/14. 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 to Winnipeg

The cheapest plane tickets to Winnipeg found on KAYAK recently.
6:00 am - 3:10 pmBOS-YWG
10h 10m1 stop
7:30 am - 8:26 amYWG-BOS
23h 56m1 stop
Wed, Jan 29 - Fri, Jan 31
6:00 am - 3:10 pmBOS-YWG
10h 10m1 stop
7:30 am - 12:39 amYWG-BOS
16h 09m1 stop
Fri, Jan 17 - Mon, Jan 20
8:57 pm - 1:03 pmBOS-YWG
17h 06m1 stop
5:00 am - 11:28 amYWG-BOS
5h 28m1 stop
$354United Airlines
Find Deal
Sun, May 11 - Sat, May 17
7:50 am - 4:53 pmBOS-YWG
10h 03m1 stop
12:40 pm - 1:03 amYWG-BOS
11h 23m2 stops
$368Delta
Find Deal
Sun, May 11 - Sat, May 17
7:05 am - 6:04 pmBOS-YWG
11h 59m2 stops
11:35 am - 8:15 pmYWG-BOS
7h 40m2 stops
$427Porter Airlines
Find Deal
Fri, Jan 17 - Mon, Jan 20
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
6:10 am - 11:18 amBOS-YWG
6h 08m1 stop
2:50 pm - 10:39 pmYWG-BOS
6h 49m1 stop
$465Air Canada
Find Deal
Tue, Mar 4 - Sat, Mar 8
6:00 am - 3:28 pmBOS-YWG
10h 28m2 stops
12:15 pm - 6:44 pmYWG-BOS
5h 29m1 stop
$473United Airlines
Find Deal
Thu, Jan 16 - Thu, Jan 23
7:05 am - 6:04 pmBOS-YWG
11h 59m2 stops
11:35 am - 6:15 pmYWG-BOS
5h 40m1 stop
$509Porter Airlines
Find Deal
Tue, Mar 4 - Sat, Mar 8
5:20 am - 4:43 pmBOS-YWG
12h 23m2 stops
12:40 pm - 11:50 pmYWG-BOS
10h 10m1 stop
$553Delta
Find Deal
Tue, Mar 4 - Sun, Mar 9
6:00 am - 3:10 pmBOS-YWG
10h 10m1 stop
Tue, Jan 14
6:00 am - 3:10 pmBOS-YWG
10h 10m1 stop
Mon, Jan 20
6:25 am - 11:25 amBOS-YWG
30h 00m3 stops
Tue, Jan 14
6:00 am - 12:44 amBOS-YWG
19h 44m2 stops
Mon, Jan 20
7:50 am - 4:53 pmBOS-YWG
10h 03m1 stop
$153Delta
Find Deal
Sun, May 11
4:20 pm - 10:45 amBOS-YWG
19h 25m2 stops
$231Porter Airlines
Find Deal
Sun, Jan 5
4:20 pm - 10:45 amBOS-YWG
19h 25m2 stops
$243Porter Airlines
Find Deal
Sun, Jan 5
6:10 am - 11:18 amBOS-YWG
6h 08m1 stop
$250Air Canada
Find Deal
Mon, Jan 6
7:30 pm - 8:28 amBOS-YWG
13h 58m1 stop
$272Air Canada
Find Deal
Sun, Jan 5
11:10 am - 4:54 pmBOS-YWG
6h 44m1 stop
$509WestJet
Find Deal
Fri, Dec 27
6:00 am - 4:38 pmBOS-YWG
11h 38m1 stop
8:15 pm - 5:22 pmYWG-BOS
20h 07m2 stops
Thu, Dec 19 - Mon, Dec 23
6:00 am - 4:38 pmBOS-YWG
11h 38m1 stop
8:00 am - 9:29 amYWG-BOS
24h 29m1 stop
Thu, Dec 19 - Mon, Dec 23
11:05 am - 7:02 pmBOS-YWG
32h 57m3 stops
11:35 am - 9:58 amYWG-BOS
21h 23m2 stops
Thu, Dec 19 - Mon, Dec 23
9:46 pm - 12:23 amBOS-YWG
27h 37m2 stops
11:35 am - 9:58 amYWG-BOS
21h 23m2 stops
Thu, Dec 19 - Mon, Dec 23
11:05 am - 7:02 pmBOS-YWG
32h 57m3 stops
11:35 am - 9:07 pmYWG-BOS
32h 32m3 stops
Thu, Dec 19 - Mon, Dec 23

United Airlines flights from Boston to Winnipeg

Our best United Airlines deals on Boston to Winnipeg flight tickets
United Airlines
May 11
BOS8:57 pmBoston Logan Intl
17h 06m
1 stop
YWG1:03 pmWinnipeg
May 17
YWG5:00 amWinnipeg
5h 28m
1 stop
BOS11:28 amBoston Logan Intl
United Airlines
Jan 16
BOS6:00 amBoston Logan Intl
10h 28m
2 stops
YWG3:28 pmWinnipeg
Jan 23
YWG12:15 pmWinnipeg
5h 29m
1 stop
BOS6:44 pmBoston Logan Intl
United Airlines
Mar 4
BOS7:05 amBoston Logan Intl
9h 23m
2 stops
YWG3:28 pmWinnipeg
Mar 9
YWG2:15 pmWinnipeg
19h 10m
2 stops
BOS10:25 amBoston Logan Intl

Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets
Porter Airlines
Jan 17
BOS7:05 amBoston Logan Intl
11h 59m
2 stops
YWG6:04 pmWinnipeg
Jan 20
YWG11:35 amWinnipeg
7h 40m
2 stops
BOS8:15 pmBoston Logan Intl
Porter Airlines
Mar 4
BOS7:05 amBoston Logan Intl
11h 59m
2 stops
YWG6:04 pmWinnipeg
Mar 8
YWG11:35 amWinnipeg
5h 40m
1 stop
BOS6:15 pmBoston Logan Intl
Porter Airlines
Mar 4
BOS7:05 amBoston Logan Intl
11h 59m
2 stops
YWG6:04 pmWinnipeg
Mar 9
YWG11:35 amWinnipeg
7h 40m
2 stops
BOS8:15 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 $400.

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?

Most flyers found that booking tickets 45 days in advance of their planned departure date is the best time to get cheap flights to Winnipeg. During this timeframe, flight prices are around $543. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Winnipeg from Boston for as low as $223 on momondo.

Can stopping save me money on Boston to Winnipeg flights?

No. A direct flight is the cheapest option for a flight between Boston to Winnipeg.

How have Boston to Winnipeg flight prices changed over time?

As of December 2024, prices for Boston to Winnipeg flights are approximately 5% 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

$98

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 $98. The best round-trip flight deal from Boston to Winnipeg found on momondo in the last 72 hours is $239.
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
2,818 reviews
Search WestJet flights
Air CanadaPriceFrom $232Free CancellationRating
7.0
8,382 reviews
Search Air Canada flights
Porter AirlinesPriceFrom $335Free CancellationRating
7.9
283 reviews
Search Porter Airlines flights
DeltaPriceFrom $383Free CancellationRating
8.0
8,604 reviews
Search Delta flights

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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