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Cheap flights from Boston to Winnipeg from $135

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

Enter your travel dates to find the best prices.
Air Canada Logo
5:30 am - 10:15 am
BOS
-
YWG
5h 45m
1 stop
Air Canada Logo
6:00 am - 2:52 pm
YWG
-
BOS
7h 52m
2 stops
$344Air Canada
dom, fev 22 - sáb, fev 28
Air Canada Logo
5:30 am - 10:15 am
BOS
-
YWG
5h 45m
1 stop
Air Canada Logo
8:15 am - 2:52 pm
YWG
-
BOS
5h 37m
1 stop
$346Air Canada
dom, fev 22 - sáb, fev 28
Multiple Airlines Logo
6:10 pm - 3:30 pm
BOS
-
YWG
22h 20m
2 stops
Multiple Airlines Logo
8:20 pm - 10:01 pm
YWG
-
BOS
24h 41m
2 stops
$359Multiple Airlines
ter, fev 24 - ter, mar 3
Multiple Airlines Logo
6:10 pm - 3:30 pm
BOS
-
YWG
22h 20m
2 stops
Multiple Airlines Logo
8:20 pm - 11:05 am
YWG
-
BOS
13h 45m
1 stop
$363Multiple Airlines
ter, fev 24 - ter, mar 3
Multiple Airlines Logo
6:10 pm - 3:30 pm
BOS
-
YWG
22h 20m
2 stops
Multiple Airlines Logo
9:00 pm - 11:59 pm
YWG
-
BOS
25h 59m
3 stops
$364Multiple Airlines
ter, fev 24 - ter, mar 3
Air Canada Logo
6:15 am - 5:19 pm
BOS
-
YWG
12h 04m
1 stop
Air Canada Logo
5:30 am - 3:57 pm
YWG
-
BOS
9h 27m
1 stop
$400Air Canada
sex, mar 13 - sex, mar 20
Air Canada Logo
6:15 am - 5:19 pm
BOS
-
YWG
12h 04m
1 stop
Air Canada Logo
5:30 am - 2:52 pm
YWG
-
BOS
8h 22m
2 stops
$404Air Canada
sex, mar 13 - sex, mar 20
Multiple Airlines Logo
4:23 pm - 11:32 am
BOS
-
YWG
20h 09m
2 stops
Multiple Airlines Logo
8:00 am - 11:59 pm
YWG
-
BOS
14h 59m
1 stop
$408Multiple Airlines
qua, mar 25 - seg, mar 30
Multiple Airlines Logo
6:55 pm - 11:32 am
BOS
-
YWG
17h 37m
1 stop
Multiple Airlines Logo
8:20 pm - 11:05 am
YWG
-
BOS
13h 45m
1 stop
$412Multiple Airlines
ter, fev 24 - ter, mar 3
Multiple Airlines Logo
5:27 am - 12:40 am
BOS
-
YWG
20h 13m
3 stops
Multiple Airlines Logo
9:00 pm - 4:45 pm
YWG
-
BOS
18h 45m
3 stops
$425Multiple Airlines
ter, fev 24 - ter, mar 3

United Airlines flights from Boston to Winnipeg

Our best United Airlines deals on Boston to Winnipeg flight tickets
United Airlines
Mar 27
BOS6:00 amBoston Logan Intl
6h 57m
1 stop
YWG11:57 amWinnipeg
Mar 30
YWG2:00 pmWinnipeg
9h 59m
1 stop
BOS12:59 amBoston Logan Intl
$622
United Airlines
Mar 25
BOS6:00 amBoston Logan Intl
6h 57m
1 stop
YWG11:57 amWinnipeg
Mar 29
YWG2:00 pmWinnipeg
6h 59m
1 stop
BOS9:59 pmBoston Logan Intl
$648
United Airlines
Mar 2
BOS1:55 pmBoston Logan Intl
10h 59m
2 stops
YWG11:54 pmWinnipeg
Mar 4
YWG7:00 amWinnipeg
10h 41m
2 stops
BOS6:41 pmBoston Logan Intl
$735

WestJet flights from Boston to Winnipeg

Our best WestJet deals on Boston to Winnipeg flight tickets
WestJet
Feb 24
BOS6:25 pmBoston Logan Intl
25h 44m
2 stops
YWG7:09 pmWinnipeg
Mar 3
YWG5:00 amWinnipeg
9h 53m
2 stops
BOS3:53 pmBoston Logan Intl
$550
WestJet
Jun 14
BOS5:30 amBoston Logan Intl
12h 45m
2 stops
YWG5:15 pmWinnipeg
Jun 20
YWG6:15 amWinnipeg
15h 05m
2 stops
BOS10:20 pmBoston Logan Intl
$560
WestJet
Apr 23
BOS3:10 pmBoston Logan Intl
20h 46m
1 stop
YWG10:56 amWinnipeg
Apr 27
YWG6:00 amWinnipeg
8h 50m
1 stop
BOS3:50 pmBoston Logan Intl
$565

momondo Fare Finder

 
Customize your flight search to find flights from Boston to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated janeiro 29, 2026.
Use the filters below to find and compare flights from Boston to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

dom 2/22

5:30 am-10:15 am

1 stop5h 45m

Winnipeg

sáb 2/28

6:00 am-2:52 pm

2 stops7h 52m

$344

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

dom 2/22

5:30 am-10:15 am

1 stop5h 45m

Winnipeg

sáb 2/28

8:15 am-2:52 pm

1 stop5h 37m

$346

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

ter 2/24

6:10 pm-3:30 pm

2 stops22h 20m

Winnipeg

ter 3/3

8:20 pm-10:01 pm

2 stops24h 41m

$359

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

ter 2/24

6:10 pm-3:30 pm

2 stops22h 20m

Winnipeg

ter 3/3

8:20 pm-11:05 am

1 stop13h 45m

$363

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

ter 2/24

6:10 pm-3:30 pm

2 stops22h 20m

Winnipeg

ter 3/3

9:00 pm-11:59 pm

3 stops25h 59m

$364

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

sex 3/13

6:15 am-5:19 pm

1 stop12h 04m

Winnipeg

sex 3/20

5:30 am-3:57 pm

1 stop9h 27m

$400

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

sex 3/13

6:15 am-5:19 pm

1 stop12h 04m

Winnipeg

sex 3/20

5:30 am-2:52 pm

2 stops8h 22m

$404

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

qua 3/25

4:23 pm-11:32 am

2 stops20h 09m

Winnipeg

seg 3/30

8:00 am-11:59 pm

1 stop14h 59m

$408

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

ter 2/24

6:55 pm-11:32 am

1 stop17h 37m

Winnipeg

ter 3/3

8:20 pm-11:05 am

1 stop13h 45m

$412

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

ter 2/24

5:27 am-12:40 am

3 stops20h 13m

Winnipeg

ter 3/3

9:00 pm-4:45 pm

3 stops18h 45m

$425

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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, July 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 $233. If you’re not able to fly to Winnipeg in July, then March is your next best option. Flight prices from Boston to Winnipeg during March average around $314.

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 $437 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 $199 on momondo.

How have Boston to Winnipeg flight prices changed over time?

As of January 2026, prices for Boston to Winnipeg flights are approximately 45% more expensive 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

Fastest flight time

6h 11m

Direct flights

None
The fastest flight from Boston to Winnipeg takes 6h 11m
There are no direct flights from Boston to Winnipeg. There are no popular flight routes from Boston to Winnipeg.
Search flight deals

  • 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 11m, 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 $128Free CancellationRating
7.1
10,667 reviews
Search Air Canada flights
DeltaPriceFrom $131Free CancellationRating
7.9
8,127 reviews
Search Delta flights
United AirlinesPriceFrom $172Free CancellationRating
7.4
9,215 reviews
Search United Airlines flights

Traveling to a place near Winnipeg?

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

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.

An easier way to manage your Winnipeg trip

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