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Cheap flights from Boston to Winnipeg from £90

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Boston to Winnipeg

Cheap return flights

Enter your travel dates to find the best prices.
United Airlines Logo
06:00 - 12:37BOS  Boston Logan Intl-YWG Winnipeg
7h 37m1 stop Chicago O'Hare Intl
United Airlines Logo
07:00 - 00:54YWG  Winnipeg-BOS Boston Logan Intl
16h 54m1 stop Chicago O'Hare Intl
£221United Airlines
Fri, 16 Oct - Fri, 23 Oct
Multiple Airlines Logo
15:13 - 22:33BOS  Boston Logan Intl-YWG Winnipeg
8h 20m1 stop Chicago O'Hare Intl
Multiple Airlines Logo
13:30 - 21:26YWG  Winnipeg-BOS Boston Logan Intl
6h 56m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl
£224Multiple Airlines
Tue, 15 Sep - Sat, 19 Sep
United Airlines Logo
08:25 - 20:57BOS  Boston Logan Intl-YWG Winnipeg
13h 32m2 stops Los Angeles Denver Intl
United Airlines Logo
14:15 - 00:46YWG  Winnipeg-BOS Boston Logan Intl
9h 31m1 stop Chicago O'Hare Intl
£225United Airlines
Wed, 28 Oct - Thu, 29 Oct
Multiple Airlines Logo
07:20 - 20:57BOS  Boston Logan Intl-YWG Winnipeg
14h 37m2 stops Los Angeles Denver Intl
Multiple Airlines Logo
13:30 - 21:26YWG  Winnipeg-BOS Boston Logan Intl
6h 56m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl
£228Multiple Airlines
Tue, 15 Sep - Sat, 19 Sep
United Airlines Logo
06:00 - 12:23BOS  Boston Logan Intl-YWG Winnipeg
7h 23m1 stop Chicago O'Hare Intl
United Airlines Logo
08:40 - 19:39YWG  Winnipeg-BOS Boston Logan Intl
9h 59m1 stop Denver Intl
£229United Airlines
Fri, 30 Oct - Mon, 2 Nov
United Airlines Logo
09:12 - 20:57BOS  Boston Logan Intl-YWG Winnipeg
12h 45m2 stops Chicago O'Hare Intl Denver Intl
United Airlines Logo
14:15 - 07:43YWG  Winnipeg-BOS Boston Logan Intl
16h 28m2 stops Chicago O'Hare Intl Newark
£232United Airlines
Wed, 28 Oct - Thu, 29 Oct
Multiple Airlines Logo
06:00 - 12:23BOS  Boston Logan Intl-YWG Winnipeg
7h 23m1 stop Chicago O'Hare Intl
Multiple Airlines Logo
05:15 - 14:53YWG  Winnipeg-BOS Boston Logan Intl
8h 38m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
£234Multiple Airlines
Fri, 30 Oct - Mon, 2 Nov
Multiple Airlines Logo
20:30 - 12:37BOS  Boston Logan Intl-YWG Winnipeg
17h 07m1 stop Chicago O'Hare Intl
Multiple Airlines Logo
13:30 - 21:26YWG  Winnipeg-BOS Boston Logan Intl
6h 56m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl
£236Multiple Airlines
Fri, 2 Oct - Sun, 11 Oct
United Airlines Logo
20:25 - 12:37BOS  Boston Logan Intl-YWG Winnipeg
17h 12m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
14:00 - 23:24YWG  Winnipeg-BOS Boston Logan Intl
8h 24m1 stop Chicago O'Hare Intl
£237United Airlines
Wed, 30 Sep - Wed, 7 Oct
Multiple Airlines Logo
06:00 - 11:52BOS  Boston Logan Intl-YWG Winnipeg
6h 52m1 stop Chicago O'Hare Intl
Multiple Airlines Logo
19:10 - 11:51YWG  Winnipeg-BOS Boston Logan Intl
15h 41m1 stop Toronto Pearson Intl
£242Multiple Airlines
Fri, 18 Sep - Mon, 21 Sep

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Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets
Porter Airlines
17 Sept
BOS10:05Boston Logan Intl
6h 14m
1 stop
YWG15:19Winnipeg
21 Sept
YWG09:20Winnipeg
8h 15m
1 stop
BOS18:35Boston Logan Intl
£487
Porter Airlines
18 Sept
BOS16:30Boston Logan Intl
26h 28m
2 stops
YWG17:58Winnipeg
20 Sept
YWG20:45Winnipeg
24h 55m
2 stops
BOS22:40Boston Logan Intl
£648

United Airlines flights from Boston to Winnipeg

Our best United Airlines deals on Boston to Winnipeg flight tickets
United Airlines
16 Oct
BOS06:00Boston Logan Intl
7h 37m
1 stop
YWG12:37Winnipeg
23 Oct
YWG07:00Winnipeg
16h 54m
1 stop
BOS00:54Boston Logan Intl
£221
United Airlines
28 Oct
BOS08:25Boston Logan Intl
13h 32m
2 stops
YWG20:57Winnipeg
29 Oct
YWG14:15Winnipeg
9h 31m
1 stop
BOS00:46Boston Logan Intl
£225
United Airlines
30 Oct
BOS06:00Boston Logan Intl
7h 23m
1 stop
YWG12:23Winnipeg
2 Nov
YWG08:40Winnipeg
9h 59m
1 stop
BOS19:39Boston Logan Intl
£229

momondo Fare Finder

 
Use the filters below to find and compare flights from Boston to Winnipeg that are best for you.

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Depart

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Price

Cheapest return flight

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Fri 16/10

06:00-12:37

1 stop7h 37m

Winnipeg

Fri 23/10

07:00-00:54

1 stop16h 54m

£221
Fastest return journey

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 15/9

15:13-22:33

1 stop8h 20m

Winnipeg

Sat 19/9

13:30-21:26

2 stops6h 56m

£224

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Wed 28/10

08:25-20:57

2 stops13h 32m

Winnipeg

Thu 29/10

14:15-00:46

1 stop9h 31m

£225

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 15/9

07:20-20:57

2 stops14h 37m

Winnipeg

Sat 19/9

13:30-21:26

2 stops6h 56m

£228

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Fri 30/10

06:00-12:23

1 stop7h 23m

Winnipeg

Mon 2/11

08:40-19:39

1 stop9h 59m

£229

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Wed 28/10

09:12-20:57

2 stops12h 45m

Winnipeg

Thu 29/10

14:15-07:43

2 stops16h 28m

£232

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Fri 30/10

06:00-12:23

1 stop7h 23m

Winnipeg

Mon 2/11

05:15-14:53

2 stops8h 38m

£234

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Fri 2/10

20:30-12:37

1 stop17h 07m

Winnipeg

Sun 11/10

13:30-21:26

2 stops6h 56m

£236

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Wed 30/9

20:25-12:37

2 stops17h 12m

Winnipeg

Wed 7/10

14:00-23:24

1 stop8h 24m

£237

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Fri 18/9

06:00-11:52

1 stop6h 52m

Winnipeg

Mon 21/9

19:10-11:51

1 stop15h 41m

£242

Flights are sorted by cheapest return flights first.

Showing 1-10 of 15 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 typical price of a round-trip flight between Boston and Winnipeg?

Prices are currently low for flights on this route.

Typical prices usually range from £324 to £452.
The lowest price recently found on this route was £221.

What is the cheapest month to fly to Winnipeg?

In general, August 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 £323. The month of May is another great option to travel to Winnipeg, with average flight prices from Boston averaging around £383.

How have Boston to Winnipeg flight prices changed over time?

As of September 2026, prices for Boston to Winnipeg flights are approximately 18% 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 return 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

£90

Direct flights

None
The best one-way flight to Winnipeg from Boston in the past 72 hours is £90. The best return flight deal from Boston to Winnipeg found on momondo in the last 72 hours is £221.
There are no direct flights from Boston to Winnipeg. There are no popular flight routes from Boston to Winnipeg.
Search flight deals

Frequently asked questions about flying from Boston to Winnipeg

  • How far is Boston Logan Intl to Winnipeg by plane?

    The distance between Boston Logan Intl and Winnipeg is about 1343.0 mi.

  • 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 were last updated today.

  • 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.

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Morden

Why use momondo?

Why should I use momondo to find a flight deal from Boston to Winnipeg?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Boston to Winnipeg . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Boston to Winnipeg with flexible booking policies on momondo?

momondo does allow users to show only those flights to Winnipeg from Boston which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Boston to Winnipeg?

momondo provides multiple filters to help you find the best flight to Winnipeg from Boston. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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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Cabin classes currently available on flights to Winnipeg

First Class to Winnipeg
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