Cheap flights from Boston (BOS) to Winnipeg (YWG) from $380

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
BOS — YWG
Jun 3 — Jun 101

The best prices from Boston Logan Intl to Winnipeg are usually found in January or February, booked 55 days in advance, depart on a Sunday or Monday and return on a Monday

Cheap flight deals from Boston to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 29, 2024.

Popular in

September

Cheapest in

January

Average price

$539

Round-trip from

$388
High demand for flights, 14% potential price rise
Best time to find cheap flights, 30% potential price drop
Average for round-trip flights in May 2024
From Boston Logan Intl to Winnipeg

What is the cheapest day to fly round-trip from Boston to Winnipeg?

Leaving on a Saturday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 29% on the overall cost on flights from Boston to Winnipeg.

How far in advance should I book a flight from Boston to Winnipeg?

To save on the cost of your flight from Boston to Winnipeg, book at least 56 days before your planned departure. Booking around this time can save you about 105% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $447 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $1,204.

What is the cheapest month to fly from Boston to Winnipeg?

Due to multiple factors, expect to potentially pay more when booking in September. For low rates, January can be a great choice for travel to Winnipeg. Flights to Winnipeg from Boston in January are about $574 on average during January, but can be found for as low as $326.

When is the cheapest time to fly from Boston to Winnipeg (BOS - YWG)?

It’s typically best to fly out from Boston to Winnipeg in the morning. Doing so could potentially save you 19% on the flight price compared to flying in the afternoon, which is usually more expensive.

Cheap Porter Airlines flights from Boston to Winnipeg

Explore cheap flight options specifically provided by Porter Airlines for the route between Boston and Winnipeg. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,765,679 searches. Data last updated May 29, 2024.
Take a look at some of the lowest-priced Porter Airlines flights heading from Boston to Winnipeg. Be sure to come back soon if the deals available don't appeal to you at this time.
Sun 9/811:40 amBOS - YWG
1 stop7h 12mPorter Airlines
Fri 1/1011:40 amYWG - BOS
2 stops6h 40mPorter Airlines
Deal found 5/29$394
Thu 9/58:15 amBOS - YWG
2 stops10h 37mPorter Airlines
Sun 1/1212:35 pmYWG - BOS
1 stop7h 35mPorter Airlines
Deal found 5/27$428
Wed 9/1111:20 amBOS - YWG
2 stops7h 32mPorter Airlines
Fri 1/1011:40 amYWG - BOS
2 stops6h 40mPorter Airlines
Deal found 5/29$430
Sun 9/811:40 amBOS - YWG
1 stop7h 12mPorter Airlines
Tue 1/1411:40 amYWG - BOS
2 stops6h 40mPorter Airlines
Deal found 5/27$460
Thu 7/188:15 amBOS - YWG
2 stops10h 37mPorter Airlines
Tue 7/306:00 amYWG - BOS
2 stops8h 07mPorter Airlines
Deal found 5/27$485
Sun 9/811:40 amBOS - YWG
1 stop7h 12mPorter Airlines
Sun 1/1212:35 pmYWG - BOS
1 stop7h 35mPorter Airlines
Deal found 5/28$487
Fri 7/2611:20 amBOS - YWG
2 stops7h 32mPorter Airlines
Sat 8/36:00 amYWG - BOS
1 stop5h 35mPorter Airlines
Deal found 5/27$490
Sun 9/811:40 amBOS - YWG
1 stop7h 12mPorter Airlines
Thu 1/911:40 amYWG - BOS
2 stops6h 40mPorter Airlines
Deal found 5/28$492
Fri 7/2611:20 amBOS - YWG
2 stops7h 32mPorter Airlines
Sat 8/36:00 amYWG - BOS
2 stops8h 07mPorter Airlines
Deal found 5/27$500

Cheap Air Canada flights from Boston to Winnipeg

Explore cheap flight options specifically provided by Air Canada for the route between Boston and Winnipeg. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,765,679 searches. Data last updated May 29, 2024.
Some of the best deals we've found on Air Canada flights traveling from Boston to Winnipeg. Deals frequently update to provide users with more options.
Thu 7/186:05 amBOS - YWG
1 stop6h 17mAir Canada
Tue 7/3012:20 pmYWG - BOS
1 stop5h 24mAir Canada
Deal found 5/27$478
Thu 7/187:40 pmBOS - YWG
1 stop14h 12mAir Canada
Tue 7/307:30 amYWG - BOS
2 stops8h 48mAir Canada
Deal found 5/27$506
Thu 6/206:05 amBOS - YWG
1 stop12h 47mAir Canada
Sat 6/296:40 pmYWG - BOS
1 stop13h 49mAir Canada
Deal found 5/28$519
Fri 7/267:40 pmBOS - YWG
1 stop14h 12mAir Canada
Sun 8/45:00 amYWG - BOS
1 stop9h 09mAir Canada
Deal found 5/27$524
Thu 9/56:00 amBOS - YWG
1 stop6h 00mAir Canada
Tue 1/78:15 amYWG - BOS
1 stop5h 23mAir Canada
Deal found 5/29$542
Thu 9/56:00 amBOS - YWG
1 stop6h 00mAir Canada
Tue 1/76:45 amYWG - BOS
2 stops6h 53mAir Canada
Deal found 5/28$546
Thu 9/56:00 amBOS - YWG
1 stop6h 00mAir Canada
Tue 1/76:45 amYWG - BOS
2 stops6h 53mAir Canada
Deal found 5/29$547
Thu 7/46:00 amBOS - YWG
1 stop6h 01mAir Canada
Sun 7/77:30 amYWG - BOS
1 stop6h 39mAir Canada
Deal found 5/28$561
Mon 10/283:40 pmBOS - YWG
1 stop7h 37mAir Canada
Mon 11/112:50 pmYWG - BOS
1 stop6h 44mAir Canada
Deal found 5/28$591

Cheap Boston to Winnipeg flights in May & June 2024

Find cheap flight options from Boston to Winnipeg specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,765,679 searches. Prices were last updated on May 29, 2024.
Check out some of the best flight deals from Boston to Winnipeg in 2024. For more flight deals, be sure to check back very soon.
Mon 6/2412:30 pmBOS - YWG
1 stop12h 27mMultiple Airlines
Tue 6/257:05 pmYWG - BOS
1 stop12h 52mMultiple Airlines
Deal found 5/28$419
Mon 6/249:45 amBOS - YWG
2 stops15h 12mMultiple Airlines
Tue 6/256:00 amYWG - BOS
2 stops11h 05mMultiple Airlines
Deal found 5/28$425
Mon 6/2411:20 amBOS - YWG
2 stops7h 47mMultiple Airlines
Tue 6/252:05 pmYWG - BOS
3 stops24h 14mMultiple Airlines
Deal found 5/28$497
Wed 6/266:05 amBOS - YWG
1 stop12h 47mAir Canada
Wed 7/32:00 pmYWG - BOS
1 stop7h 39mAir Canada
Deal found 5/29$501
Thu 6/206:05 amBOS - YWG
1 stop12h 47mAir Canada
Sat 6/296:40 pmYWG - BOS
1 stop13h 49mAir Canada
Deal found 5/28$519
Wed 6/2611:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Wed 7/312:20 pmYWG - BOS
2 stops7h 57mPorter Airlines
Deal found 5/29$527
Wed 6/265:20 amBOS - YWG
2 stops7h 15mDelta
Wed 7/312:26 pmYWG - BOS
1 stop9h 10mDelta
Deal found 5/29$558
Thu 6/206:05 amBOS - YWG
1 stop12h 47mAir Canada
Sat 6/297:30 amYWG - BOS
1 stop6h 39mAir Canada
Deal found 5/29$590
Thu 6/205:50 amBOS - YWG
1 stop6h 45mWestJet
Sat 6/297:30 amYWG - BOS
2 stops15h 29mWestJet
Deal found 5/29$615

Boston to Winnipeg 2024 flight deals

Discover exclusive flight deals for travel between Boston and Winnipeg in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,765,679 searches. Data last updated May 29, 2024.
Check out some of the best flight deals from Boston to Winnipeg in 2024. For more flight deals, be sure to check back very soon.
Sun 9/87:44 pmBOS - YWG
2 stops20h 43mMultiple Airlines
Fri 1/1011:40 amYWG - BOS
2 stops6h 40mMultiple Airlines
Deal found 5/29$380
Sun 9/811:40 amBOS - YWG
1 stop7h 12mPorter Airlines
Fri 1/1011:40 amYWG - BOS
2 stops6h 40mPorter Airlines
Deal found 5/29$394
Sun 9/87:44 pmBOS - YWG
3 stops20h 43mMultiple Airlines
Fri 1/1011:40 amYWG - BOS
2 stops6h 40mMultiple Airlines
Deal found 5/29$399
Mon 6/2412:30 pmBOS - YWG
1 stop12h 27mMultiple Airlines
Tue 6/257:05 pmYWG - BOS
1 stop12h 52mMultiple Airlines
Deal found 5/28$419
Mon 6/249:45 amBOS - YWG
2 stops15h 12mMultiple Airlines
Tue 6/256:00 amYWG - BOS
2 stops11h 05mMultiple Airlines
Deal found 5/28$425
Thu 9/58:15 amBOS - YWG
2 stops10h 37mPorter Airlines
Sun 1/1212:35 pmYWG - BOS
1 stop7h 35mPorter Airlines
Deal found 5/27$428
Wed 9/1111:20 amBOS - YWG
2 stops7h 32mPorter Airlines
Fri 1/1011:40 amYWG - BOS
2 stops6h 40mPorter Airlines
Deal found 5/29$430
Fri 7/53:55 pmBOS - YWG
1 stop8h 31mMultiple Airlines
Mon 7/86:50 pmYWG - BOS
2 stops14h 45mMultiple Airlines
Deal found 5/28$452
Sun 9/811:40 amBOS - YWG
1 stop7h 12mPorter Airlines
Tue 1/1411:40 amYWG - BOS
2 stops6h 40mPorter Airlines
Deal found 5/27$460

Find flights from Boston to Winnipeg within your budget

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, Cheapflights users made 2,765,679 searches. Data last updated May 29, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$380 - $603

Route

Depart

Return

Price

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 9/8

2 stops20h 43m

Winnipeg

Fri 1/10

2 stops6h 40m

$380

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 9/8

1 stop7h 12m

Winnipeg

Fri 1/10

2 stops6h 40m

$394

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 9/8

3 stops20h 43m

Winnipeg

Fri 1/10

2 stops6h 40m

$399

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 6/24

1 stop12h 27m

Winnipeg

Tue 6/25

1 stop12h 52m

$419

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 9/5

2 stops10h 37m

Winnipeg

Sun 1/12

1 stop7h 35m

$428

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 7/18

1 stop6h 17m

Winnipeg

Tue 7/30

1 stop5h 24m

$478

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 9/7

1 stop6h 01m

Winnipeg

Tue 1/7

1 stop5h 23m

$486

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 9/10

1 stop8h 31m

Winnipeg

Mon 1/13

2 stops8h 39m

$565

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 10/30

1 stop7h 52m

Winnipeg

Sun 11/3

1 stop16h 44m

$603

Flights are sorted by cheapest first

Deals found on 5/29

How far ahead should I book a flight from Boston to Winnipeg?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Winnipeg. Price data was last updated on May 24, 2024.
Booking 55 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Winnipeg. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Search Deals

When is the cheapest time to fly from Boston to Winnipeg?

Use this chart to determine the cheapest time to fly round-trip from Boston to Winnipeg. Price data was last updated on May 26, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Boston to Winnipeg flight should consider departing on Sunday mornings when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Boston to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average temperature and rainfall totals by month.

YWG

Temperature

3.2 - 68 °F

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated May 29, 2024.
Peruse reviews from past customers who have flown with Porter Airlines, Air Canada and United Airlines from Boston to Winnipeg to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
10,457 reviews

Entertainment

8.0

Crew

8.6

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

8.0
Very good
10,457 reviews
8.0
Very good
10,457 reviews

Entertainment

8.0

Crew

8.6

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.5
Good
2,866 reviews
8.0
Very good
10,457 reviews

Entertainment

8.0

Crew

8.6

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.4
Good
396 reviews
8.0
Very good
10,457 reviews

Entertainment

8.0

Crew

8.6

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.4
Good
10,784 reviews
8.0
Very good
10,457 reviews

Entertainment

8.0

Crew

8.6

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

7.0
Good
6,994 reviews
8.0
Very good
10,457 reviews

Entertainment

8.0

Crew

8.6

Overall

8.0

Comfort

7.9

Boarding

8.2

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

Find useful and relevant information for your journey from Boston to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find flights from Boston to Winnipeg for under $400 on Cheapflights?

    Yes, there are multiple flights from Boston to Winnipeg for under $400. The cheapest flight booked recently is on Multiple Airlines for just $380, but on average you can expect to pay $455.

  • What are the cheapest airlines flying from Boston to Winnipeg round-trip?

    Currently priced at $394, Porter Airlines will fly you from Boston to Winnipeg and back. In addition to Porter Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Air Canada and Delta - these airlines can fly you to your destination from $478 and $486, respectively. Porter Airlines is currently priced 31% below the average price you’ll pay for this route.

  • What does BOS to YWG mean?

    BOS stands for Boston Logan Intl Airport, while YWG stands for Winnipeg Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry.

  • Can I find deals for flights from Boston to Winnipeg that include extra baggage allowance?

    The amount of baggage you can bring on your Boston to Winnipeg flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Boston to Winnipeg with specific airlines?

    Yes, Cheapflights allows you to browse and filter Boston to Winnipeg flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Boston to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Boston to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Winnipeg.

  • Can I find deals for business class flights from Boston to Winnipeg?

    Yes. Cheapflights offers flight deals from Boston to Winnipeg by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Boston to Winnipeg that allow pets onboard?

    Many airlines flying from Boston to Winnipeg offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Boston to Winnipeg?

    Yes, you can often find last-minute deals on Boston to Winnipeg flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Boston to Winnipeg flight deals updated?

    The Boston to Winnipeg flight deals you see on this page were last updated on 5/29.

  • What are the most popular airlines that fly from Boston to Winnipeg?

  • What is the cheapest month to book a flight from Boston to Winnipeg?

    Currently, November is the cheapest month in which you can book a flight from Boston to Winnipeg (average of $388). Flying from Boston to Winnipeg in July is currently the most expensive (average of $578). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Complete your trip
Complete your trip to Winnipeg by adding a car rental and/or hotel reservation to your travel itinerary.

Top 4 airlines flying from Boston to Winnipeg

Discover the top 4 airlines that operate flights from Boston to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,765,679 searches. Data last updated May 29, 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$219Average$596FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapest$331Average$661FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$382Average$656FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapest$495Average$669FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Search flights from Boston to Winnipeg by cabin class

Find flights from Boston to Winnipeg, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Boston to Winnipeg?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Winnipeg from Boston today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Boston to Winnipeg?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Boston to Winnipeg for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Boston to Winnipeg with no change fees?

Yes, we can. To see specific flights from Boston to Winnipeg with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Boston to Winnipeg become cheaper?

Not ready to book yet? You can track prices for flights from Boston to Winnipeg on Cheapflights with our Price Alert feature and get notified when better prices are available.

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