$179+ Cheap flights from Winnipeg (YWG) to Boston (BOS)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BOS
Jul 23 — Jul 301
Round-trip
1 adult, Economy
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Winnipeg to Boston
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Best
Last-minute
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Cheapest flights from Winnipeg to BostonExplore the most affordable flight options available from Winnipeg to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 23, 2026.
Explore the most affordable flight options available from Winnipeg to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/812:15 pm
YWG
- BOS
1 stop5h 20m
Porter Airlines
Mon 7/1310:05 am
BOS
- YWG
1 stop6h 14m
Porter Airlines
Deal found 6/20![Porter Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:15 pm
YWG
- BOS
1 stop6h 00m
Porter Airlines
Tue 7/710:05 am
BOS
- YWG
1 stop6h 14m
Porter Airlines
Deal found 6/20![Porter Airlines logo]()
$315
This Trip.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/512:15 pm
YWG
- BOS
1 stop6h 00m
Porter Airlines
Tue 8/1110:05 am
BOS
- YWG
1 stop6h 14m
Porter Airlines
Deal found 6/20![Porter Airlines logo]()
$321
This Booking.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:15 pm
YWG
- BOS
1 stop5h 20m
Porter Airlines
Sun 7/2610:05 am
BOS
- YWG
1 stop6h 14m
Porter Airlines
Deal found 6/19![Porter Airlines logo]()
$322
This Booking.com deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:15 pm
YWG
- BOS
1 stop5h 20m
Porter Airlines
Mon 8/247:10 am
BOS
- YWG
2 stops11h 48m
Porter Airlines
Deal found 6/21![Porter Airlines logo]()
$325
This Flysmarter deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/73:20 pm
YWG
- BOS
1 stop6h 18m
Air Canada
Mon 8/106:00 am
BOS
- YWG
1 stop6h 15m
Air Canada
Deal found 6/20![Air Canada logo]()
$334
This United Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:45 am
YWG
- BOS
2 stops23h 44m
United Airlines
Tue 7/78:15 am
BOS
- YWG
1 stop15h 23m
United Airlines
Deal found 6/20![United Airlines logo]()
$335
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/213:58 pm
YWG
- BOS
1 stop7h 01m
Delta
Wed 9/235:55 am
BOS
- YWG
1 stop7h 01m
Delta
Deal found 6/22![Delta logo]()
$336
This Air Canada deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:05 pm
YWG
- BOS
1 stop7h 35m
Air Canada
Sun 10/186:00 am
BOS
- YWG
1 stop6h 12m
Air Canada
Deal found 6/22![Air Canada logo]()
$338
This Air Canada deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:10 am
YWG
- BOS
1 stop5h 31m
Air Canada
Wed 9/235:50 am
BOS
- YWG
2 stops11h 37m
Air Canada
Deal found 6/20![Air Canada logo]()
$345
This United deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/812:56 pm
YWG
- BOS
1 stop8h 00m
Multiple Airlines
Mon 7/135:45 am
BOS
- YWG
2 stops11h 35m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$346
Best flights from Winnipeg to BostonDiscover carefully curated flight deals from Winnipeg to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 23, 2026.
Discover carefully curated flight deals from Winnipeg to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/512:15 pm
YWG
- BOS
1 stop5h 20m
Porter Airlines
Tue 8/1110:05 am
BOS
- YWG
1 stop6h 14m
Porter Airlines
Deal found 6/22![Porter Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:42 pm
YWG
- BOS
1 stop5h 16m
Delta
Mon 8/247:10 am
BOS
- YWG
1 stop5h 44m
Delta
Deal found 6/21![Delta logo]()
$335
This Air Canada deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:05 pm
YWG
- BOS
1 stop7h 35m
Air Canada
Sun 10/186:00 am
BOS
- YWG
1 stop6h 12m
Air Canada
Deal found 6/22![Air Canada logo]()
$338
This United deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/812:56 pm
YWG
- BOS
1 stop8h 00m
Multiple Airlines
Mon 7/135:45 am
BOS
- YWG
2 stops11h 35m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/213:58 pm
YWG
- BOS
1 stop7h 01m
Delta
Wed 9/235:55 am
BOS
- YWG
1 stop7h 01m
Delta
Deal found 6/22![Delta logo]()
$336
This Air Canada deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:00 am
YWG
- BOS
2 stops8h 41m
Air Canada
Wed 9/235:50 am
BOS
- YWG
2 stops11h 37m
Air Canada
Deal found 6/21![Air Canada logo]()
$353
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:58 pm
YWG
- BOS
1 stop7h 01m
Delta
Mon 10/55:55 am
BOS
- YWG
1 stop10h 13m
Delta
Deal found 6/22![Delta logo]()
$356
Last-minute flights from Winnipeg to BostonDiscover last-minute flight deals from Winnipeg to Boston. Data last updated June 23, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Boston. Data last updated June 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:15 pm
YWG
- BOS
1 stop6h 00m
Porter Airlines
Tue 7/710:05 am
BOS
- YWG
1 stop6h 14m
Porter Airlines
Deal found 6/20![Porter Airlines logo]()
$315
This United Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:45 am
YWG
- BOS
2 stops23h 44m
United Airlines
Tue 7/78:15 am
BOS
- YWG
1 stop15h 23m
United Airlines
Deal found 6/20![United Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/812:15 pm
YWG
- BOS
1 stop5h 20m
Porter Airlines
Mon 7/1310:05 am
BOS
- YWG
1 stop6h 14m
Porter Airlines
Deal found 6/20![Porter Airlines logo]()
$308
This United deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/812:56 pm
YWG
- BOS
1 stop8h 00m
Multiple Airlines
Mon 7/135:45 am
BOS
- YWG
2 stops11h 35m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$346
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:00 am
YWG
- BOS
2 stops19h 14m
United Airlines
Mon 7/138:27 pm
BOS
- YWG
2 stops15h 48m
United Airlines
Deal found 6/19![United Airlines logo]()
$426
This Air Canada deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/142:05 pm
YWG
- BOS
1 stop7h 33m
Air Canada
Wed 7/2210:50 am
BOS
- YWG
1 stop8h 25m
Air Canada
Deal found 6/22![Air Canada logo]()
$336
This Booking.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:15 pm
YWG
- BOS
1 stop5h 20m
Porter Airlines
Sun 7/2610:05 am
BOS
- YWG
1 stop6h 14m
Porter Airlines
Deal found 6/19![Porter Airlines logo]()
$322
This Mytrip deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:15 pm
YWG
- BOS
1 stop5h 20m
Multiple Airlines
Sun 7/264:45 pm
BOS
- YWG
2 stops19h 34m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$387
This Booking.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3112:15 pm
YWG
- BOS
1 stop5h 20m
Porter Airlines
Mon 8/37:10 am
BOS
- YWG
2 stops11h 48m
Porter Airlines
Deal found 6/20![Porter Airlines logo]()
$400
This Mytrip deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/315:10 pm
YWG
- BOS
1 stop14h 55m
Multiple Airlines
Mon 8/310:05 am
BOS
- YWG
1 stop7h 20m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$417
One-way flights from Winnipeg to BostonSearch for one-way flight options from Winnipeg to Boston. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
Search for one-way flight options from Winnipeg to Boston. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:15 pm
YWG
- BOS
1 stop6h 00m
Porter Airlines
Deal found 6/20![Porter Airlines logo]()
$179
This FlightHub deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/912:15 pm
YWG
- BOS
1 stop5h 20m
Porter Airlines
Deal found 6/22![Porter Airlines logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1812:15 pm
YWG
- BOS
1 stop6h 00m
Porter Airlines
Deal found 6/19![Porter Airlines logo]()
$186
This Air Canada deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/132:05 pm
YWG
- BOS
1 stop7h 33m
Air Canada
Deal found 6/20![Air Canada logo]()
$192
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1812:56 pm
YWG
- BOS
1 stop9h 25m
United Airlines
Deal found 6/19![United Airlines logo]()
$194
This Delta deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:40 am
YWG
- BOS
1 stop9h 10m
Delta
Deal found 6/18![Delta logo]()
$195
This Air Canada deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/43:20 pm
YWG
- BOS
1 stop6h 18m
Air Canada
Deal found 6/22![Air Canada logo]()
$197
Find flight deals from Winnipeg to Boston
Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Boston (BOS). 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 June 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $308 (Kiwi.com) |
One-way from | $179 (Kiwi.com) |
Popular in | April |
Cheapest in | August |
Average price | $378 |
Cheapflights Fare Finder
Customize your flight search to find flights from Winnipeg to Boston 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 2,558,603 searches. Data last updated June 23, 2026.
Use the filters below to find and compare flights from Winnipeg to Boston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Wed 8/5
12:15 pm-6:35 pm
1 stop5h 20m
Boston Logan Intl
Tue 8/11
10:05 am-3:19 pm
1 stop6h 14m
$308
Quickest round-trip
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Wed 8/19
5:42 pm-11:58 pm
1 stop5h 16m
Boston Logan Intl
Mon 8/24
7:10 am-11:54 am
1 stop5h 44m
$335
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Mon 9/21
3:58 pm-11:59 pm
1 stop7h 01m
Boston Logan Intl
Wed 9/23
5:55 am-11:56 am
1 stop7h 01m
$336
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Wed 10/14
2:05 pm-10:40 pm
1 stop7h 35m
Boston Logan Intl
Sun 10/18
6:00 am-11:12 am
1 stop6h 12m
$338
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Wed 7/8
12:56 pm-9:56 pm
1 stop8h 00m
Boston Logan Intl
Mon 7/13
5:45 am-4:20 pm
2 stops11h 35m
$346
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Mon 9/21
5:00 am-2:41 pm
2 stops8h 41m
Boston Logan Intl
Wed 9/23
5:50 am-4:27 pm
2 stops11h 37m
$353
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Fri 10/2
3:58 pm-11:59 pm
1 stop7h 01m
Boston Logan Intl
Mon 10/5
5:55 am-3:08 pm
1 stop10h 13m
$356
Cheapest one-way
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Mon 8/31
11:15 am-10:30 am
2 stops22h 15m
$179
Quickest one-way
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Thu 7/9
12:15 pm-6:35 pm
1 stop5h 20m
$183
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Sat 7/18
12:15 pm-7:15 pm
1 stop6h 00m
$186
Showing 1-10 of 17 resultsSorted by cheapest first
Compare providers for flights from Winnipeg to Boston
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Winnipeg to Boston in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Winnipeg-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Winnipeg-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Winnipeg-Boston flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Winnipeg-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Winnipeg-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Winnipeg to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Winnipeg with our price prediction graph.
YWG-BOS
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.
Cheapflights Insights
Everything you need to know about your flight from Winnipeg to Boston
What is the cheapest month to book a flight from Winnipeg to Boston?
Currently, August is the cheapest month in which you can book a flight from Winnipeg to Boston (average of $332). Flying from Winnipeg to Boston in April is currently the most expensive (average of $915). 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.
How much does it cost to fly round-trip from Winnipeg to Boston?
Reviews of airlines servicing Boston
Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated June 23, 2026.
Read reviews from past customers who have flown Air Canada from Winnipeg to Boston. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.1
Entertainment
6.8
Boarding
7.3
Overall
7.1
Crew
7.8
Food
6.3
Reviews
1 / 20
6.0
GoodPaula,Mar 2026
YVR - PSP
Comfort
7.1
Entertainment
6.8
Boarding
7.3
Overall
7.1
Crew
7.8
Food
6.3
Reviews
1 / 20
6.0
GoodPaula,Mar 2026
YVR - PSP
Related info for your journey
Find useful and relevant information for your journey from Winnipeg to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Cambridge
Concord
Brockton
Watertown
Hampton Beach
Seekonk
Cranston
Warwick
Peabody
Auburn
York Beach
Chelsea
Londonderry
Dedham
Swansea
Old Orchard Beach
Lowell
Smithfield
Braintree
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Explore flights to Boston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 23, 2026.
Complete your trip
Complete your trip to Boston by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Winnipeg to Boston by cabin class
Find flights from Winnipeg to Boston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Winnipeg and Boston flights
Browse other Winnipeg and Boston flight options. Last updated on June 23, 2026.
Other flights from Winnipeg
Browse through other flights departing from Winnipeg. Flights are based on user searches made on Cheapflights and were last updated on June 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Winnipeg to Boston
Discover the top airline that operate flights from Winnipeg to Boston. 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 2,558,603 searches. Data last updated June 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$215 | Average$596 | FlexibilityNo cancel fee | On-time67% |