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Cheap flights from Boston to Winnipeg from $160

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 3/20. 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.
Multiple Airlines Logo
5:49 pm - 3:30 pm
BOS
-
YWG
22h 41m
2 stops
Multiple Airlines Logo
8:20 pm - 11:05 am
YWG
-
BOS
13h 45m
1 stop
$387Multiple Airlines
Thu, Mar 12 - Mon, Mar 16
Multiple Airlines Logo
9:00 am - 12:39 am
BOS
-
YWG
16h 39m
1 stop
Multiple Airlines Logo
8:20 pm - 11:05 am
YWG
-
BOS
13h 45m
1 stop
$402Multiple Airlines
Sun, Mar 1 - Tue, Mar 3
Multiple Airlines Logo
6:55 pm - 7:35 pm
BOS
-
YWG
25h 40m
1 stop
Multiple Airlines Logo
8:00 am - 3:28 pm
YWG
-
BOS
30h 28m
1 stop
$412Multiple Airlines
Thu, Mar 19 - Mon, Mar 30
Multiple Airlines Logo
9:00 am - 12:39 am
BOS
-
YWG
16h 39m
1 stop
Multiple Airlines Logo
12:20 pm - 11:48 am
YWG
-
BOS
22h 28m
2 stops
$417Multiple Airlines
Sun, Mar 1 - Tue, Mar 3
Multiple Airlines Logo
9:00 am - 7:35 pm
BOS
-
YWG
11h 35m
1 stop
Multiple Airlines Logo
8:20 pm - 11:05 am
YWG
-
BOS
13h 45m
1 stop
$418Multiple Airlines
Thu, Mar 12 - Mon, Mar 16
Multiple Airlines Logo
3:30 pm - 12:39 am
BOS
-
YWG
10h 09m
2 stops
Multiple Airlines Logo
8:00 am - 3:28 pm
YWG
-
BOS
30h 28m
1 stop
$432Multiple Airlines
Thu, Mar 19 - Mon, Mar 30
Multiple Airlines Logo
3:30 pm - 12:39 am
BOS
-
YWG
10h 09m
2 stops
Multiple Airlines Logo
8:00 am - 3:28 pm
YWG
-
BOS
30h 28m
1 stop
$433Multiple Airlines
Sat, Mar 21 - Mon, Mar 30
Multiple Airlines Logo
11:50 am - 11:35 pm
BOS
-
YWG
12h 45m
1 stop
Multiple Airlines Logo
8:05 pm - 11:59 pm
YWG
-
BOS
26h 54m
2 stops
$434Multiple Airlines
Fri, Mar 13 - Tue, Mar 17
Multiple Airlines Logo
6:00 am - 12:40 am
BOS
-
YWG
19h 40m
2 stops
Multiple Airlines Logo
7:30 am - 11:10 am
YWG
-
BOS
26h 40m
1 stop
$435Multiple Airlines
Fri, Mar 6 - Fri, Mar 13
Multiple Airlines Logo
12:50 pm - 12:41 am
BOS
-
YWG
36h 51m
2 stops
Multiple Airlines Logo
7:30 am - 11:41 am
YWG
-
BOS
27h 11m
1 stop
$436Multiple Airlines
Sun, Mar 8 - Sun, Mar 15

Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets
Porter Airlines
May 31
BOS7:15 amBoston Logan Intl
11h 43m
2 stops
YWG5:58 pmWinnipeg
Jun 7
YWG9:20 amWinnipeg
7h 15m
1 stop
BOS5:35 pmBoston Logan Intl
$449
Porter Airlines
May 31
BOS7:15 amBoston Logan Intl
11h 43m
2 stops
YWG5:58 pmWinnipeg
Jun 7
YWG9:20 amWinnipeg
10h 35m
2 stops
BOS8:55 pmBoston Logan Intl
$460
Porter Airlines
Aug 4
BOS10:05 amBoston Logan Intl
8h 53m
2 stops
YWG5:58 pmWinnipeg
Aug 9
YWG9:20 amWinnipeg
7h 15m
1 stop
BOS5:35 pmBoston Logan Intl
$484

United Airlines flights from Boston to Winnipeg

Our best United Airlines deals on Boston to Winnipeg flight tickets
United Airlines
Mar 24
BOS6:00 amBoston Logan Intl
6h 57m
1 stop
YWG11:57 amWinnipeg
Mar 31
YWG2:00 pmWinnipeg
8h 59m
2 stops
BOS11:59 pmBoston Logan Intl
$535
United Airlines
Feb 19
BOS1:55 pmBoston Logan Intl
10h 59m
2 stops
YWG11:54 pmWinnipeg
Feb 20
YWG5:30 amWinnipeg
5h 42m
1 stop
BOS12:12 pmBoston Logan Intl
$1,382
United Airlines
Feb 18
BOS1:55 pmBoston Logan Intl
10h 59m
2 stops
YWG11:54 pmWinnipeg
Feb 19
YWG1:30 pmWinnipeg
8h 07m
1 stop
BOS10:37 pmBoston Logan Intl
$1,453

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 February 9, 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

Thu 3/12

5:49 pm-3:30 pm

2 stops22h 41m

Winnipeg

Mon 3/16

8:20 pm-11:05 am

1 stop13h 45m

$387

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 3/1

9:00 am-12:39 am

1 stop16h 39m

Winnipeg

Tue 3/3

8:20 pm-11:05 am

1 stop13h 45m

$402

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 3/19

6:55 pm-7:35 pm

1 stop25h 40m

Winnipeg

Mon 3/30

8:00 am-3:28 pm

1 stop30h 28m

$412

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 3/1

9:00 am-12:39 am

1 stop16h 39m

Winnipeg

Tue 3/3

12:20 pm-11:48 am

2 stops22h 28m

$417

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 3/12

9:00 am-7:35 pm

1 stop11h 35m

Winnipeg

Mon 3/16

8:20 pm-11:05 am

1 stop13h 45m

$418

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 3/19

3:30 pm-12:39 am

2 stops10h 09m

Winnipeg

Mon 3/30

8:00 am-3:28 pm

1 stop30h 28m

$432

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 3/21

3:30 pm-12:39 am

2 stops10h 09m

Winnipeg

Mon 3/30

8:00 am-3:28 pm

1 stop30h 28m

$433

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 3/13

11:50 am-11:35 pm

1 stop12h 45m

Winnipeg

Tue 3/17

8:05 pm-11:59 pm

2 stops26h 54m

$434

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 3/6

6:00 am-12:40 am

2 stops19h 40m

Winnipeg

Fri 3/13

7:30 am-11:10 am

1 stop26h 40m

$435

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 3/8

12:50 pm-12:41 am

2 stops36h 51m

Winnipeg

Sun 3/15

7:30 am-11:41 am

1 stop27h 11m

$436

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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, March 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 $113. If you’re not able to fly to Winnipeg in March, then July is your next best option. Flight prices from Boston to Winnipeg during July average around $172.

How have Boston to Winnipeg flight prices changed over time?

As of February 2026, prices for Boston to Winnipeg flights are approximately 30% 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

5h 29m

Direct flights

None
The fastest flight from Boston to Winnipeg takes 5h 29m
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 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 $128Free CancellationRating
7.1
10,698 reviews
Search Air Canada flights
DeltaPriceFrom $131Free CancellationRating
7.9
8,174 reviews
Search Delta flights
United AirlinesPriceFrom $172Free CancellationRating
7.4
9,259 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
Morden

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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