Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Boston to Winnipeg from $103

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 5/25. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Boston to Winnipeg

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Boston to Winnipeg.
United Airlines Logo
6:00 am - 6:02 pmBOS-YWG
13h 02m2 stops
United Airlines Logo
5:00 am - 11:23 amYWG-BOS
5h 23m1 stop
$264United Airlines
Find Deal
mié., jun. 11 - sáb., jun. 14
Delta Logo
11:16 am - 8:12 pmBOS-YWG
9h 56m1 stop
Delta Logo
12:26 pm - 7:12 pmYWG-BOS
5h 46m1 stop
$275Delta
Find Deal
mié., jun. 11 - sáb., jun. 14
United Airlines Logo
6:00 am - 6:02 pmBOS-YWG
13h 02m2 stops
United Airlines Logo
4:25 pm - 9:56 amYWG-BOS
16h 31m2 stops
$277United Airlines
Find Deal
mié., jun. 11 - sáb., jun. 14
Delta Logo
11:16 am - 8:12 pmBOS-YWG
9h 56m1 stop
Delta Logo
12:26 pm - 1:21 amYWG-BOS
11h 55m2 stops
$285Delta
Find Deal
mié., jun. 11 - vie., jun. 13
Delta Logo
9:05 am - 8:12 pmBOS-YWG
12h 07m2 stops
Delta Logo
6:45 am - 8:41 pmYWG-BOS
12h 56m2 stops
$290Delta
Find Deal
mié., jun. 11 - sáb., jun. 14
Delta Logo
12:00 pm - 11:22 pmBOS-YWG
12h 22m2 stops
Delta Logo
12:40 pm - 1:06 amYWG-BOS
11h 26m2 stops
$296Delta
Find Deal
mié., jul. 9 - lun., jul. 14
Delta Logo
5:45 am - 11:57 amBOS-YWG
7h 12m1 stop
Delta Logo
6:40 am - 7:45 pmYWG-BOS
12h 05m2 stops
$323Delta
Find Deal
dom., may. 18 - mié., may. 21
Delta Logo
5:10 am - 4:52 pmBOS-YWG
12h 42m2 stops
Delta Logo
12:26 pm - 1:21 amYWG-BOS
11h 55m2 stops
$328Delta
Find Deal
mié., jun. 11 - vie., jun. 13
Delta Logo
5:45 am - 11:57 amBOS-YWG
7h 12m1 stop
Delta Logo
6:40 am - 5:20 pmYWG-BOS
9h 40m1 stop
$346Delta
Find Deal
dom., may. 18 - mié., may. 21
Air Canada Logo
5:50 am - 2:02 pmBOS-YWG
9h 12m2 stops
Air Canada Logo
5:00 am - 5:57 pmYWG-BOS
11h 57m2 stops
$431Air Canada
Find Deal
dom., may. 18 - mié., may. 21

Delta flights from Boston to Winnipeg

Our best Delta deals on Boston to Winnipeg flight tickets
Delta
Jun 11
BOS11:16 amBoston Logan Intl
9h 56m
1 stop
YWG8:12 pmWinnipeg
Jun 14
YWG12:26 pmWinnipeg
5h 46m
1 stop
BOS7:12 pmBoston Logan Intl
Delta
Jun 11
BOS11:16 amBoston Logan Intl
9h 56m
1 stop
YWG8:12 pmWinnipeg
Jun 13
YWG12:26 pmWinnipeg
11h 55m
2 stops
BOS1:21 amBoston Logan Intl
Delta
Jun 11
BOS9:05 amBoston Logan Intl
12h 07m
2 stops
YWG8:12 pmWinnipeg
Jun 14
YWG6:45 amWinnipeg
12h 56m
2 stops
BOS8:41 pmBoston Logan Intl

United Airlines flights from Boston to Winnipeg

Our best United Airlines deals on Boston to Winnipeg flight tickets
United Airlines
Jun 11
BOS6:00 amBoston Logan Intl
13h 02m
2 stops
YWG6:02 pmWinnipeg
Jun 14
YWG5:00 amWinnipeg
5h 23m
1 stop
BOS11:23 amBoston Logan Intl
United Airlines
Jun 11
BOS6:00 amBoston Logan Intl
13h 02m
2 stops
YWG6:02 pmWinnipeg
Jun 14
YWG4:25 pmWinnipeg
16h 31m
2 stops
BOS9:56 amBoston Logan Intl
United Airlines
May 16
BOS9:54 amBoston Logan Intl
6h 37m
1 stop
YWG3:31 pmWinnipeg
May 19
YWG5:00 amWinnipeg
11h 21m
2 stops
BOS5:21 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, January 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 $341. If you’re not able to fly to Winnipeg in January, then October is your next best option. Flight prices from Boston to Winnipeg during October average around $349.

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 16 weeks ahead of your departure date. In general, you can expect to find flights to Winnipeg for around $500 when searching 16 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 $282 on momondo.

How have Boston to Winnipeg flight prices changed over time?

As of April 2025, prices for Boston to Winnipeg flights are approximately 27% 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

$103

Fastest flight time

6h 37m

Direct flights

None

Airports in Winnipeg

1 airport
The best one-way flight to Winnipeg from Boston in the past 72 hours is $103. The best round-trip flight deal from Boston to Winnipeg found on momondo in the last 72 hours is $264.
The fastest flight from Boston to Winnipeg takes 6h 37m
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 37m, 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 $134Free CancellationRating
7.0
9,195 reviews
Search Air Canada flights
United AirlinesPriceFrom $172Free CancellationRating
7.4
8,685 reviews
Search United Airlines flights
Porter AirlinesPriceFrom $283Free CancellationRating
8.0
285 reviews
Search Porter Airlines flights
DeltaPriceFrom $347Free CancellationRating
8.0
7,919 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.


An easier way to manage your Winnipeg trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
mié. 4/30
mié. 5/7

Find better results for your trip to Canada