$178+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BOS
Sep 4 — Sep 111
Round-trip
1 adult, Economy
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Find cheap flights from Winnipeg to Boston with Cheapflights
1. Tell us where you want to go
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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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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 August 5, 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 August 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Tue 9/112:15 pm -
1 stop5h 20m
Tue 9/810:05 am -
1 stop6h 14m
Deal found 8/4![Porter Airlines logo]()
$318
This FlightHub deal was found by Cheapflights users on 8/2. 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 9/312:15 pm -
1 stop5h 20m
Tue 9/810:05 am -
1 stop6h 14m
Deal found 8/2![Porter Airlines logo]()
$324
This Air Canada deal was found by Cheapflights users on 8/4. 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.
Thu 10/228:10 am -
1 stop5h 31m
Sun 10/255:30 am -
1 stop6h 50m
Deal found 8/4![Air Canada logo]()
$329
This FlightHub deal was found by Cheapflights users on 8/1. 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 12/311:35 am -
2 stops9h 42m
Tue 12/81:15 pm -
1 stop5h 55m
Deal found 8/1![Porter Airlines logo]()
$330
This Trip.com deal was found by Cheapflights users on 8/2. 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 9/167:45 am -
1 stop9h 50m
Wed 9/2310:05 am -
1 stop8h 10m
Deal found 8/2![Multiple Airlines logo]()
$332
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Thu 9/172:00 pm -
1 stop10h 10m
Sat 9/198:21 pm -
1 stop16h 31m
Deal found 8/4![United Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Fri 10/97:55 pm -
1 stop12h 10m
Tue 10/1310:05 am -
1 stop11h 15m
Deal found 8/4![Multiple Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Thu 9/107:45 am -
1 stop9h 50m
Mon 9/147:30 pm -
1 stop6h 25m
Deal found 8/4![Multiple Airlines logo]()
$341
This FlightHub deal was found by Cheapflights users on 8/1. 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.
Fri 10/169:05 pm -
1 stop19h 35m
Fri 10/236:30 pm -
1 stop20h 35m
Deal found 8/1![WestJet logo]()
$342
This Air Canada deal was found by Cheapflights users on 8/4. 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.
Sat 10/101:25 pm -
2 stops7h 01m
Tue 10/136:00 am -
1 stop6h 12m
Deal found 8/4![Air Canada logo]()
$343
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 August 5, 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 August 5, 2026.
This Air Canada deal was found by Cheapflights users on 8/4. 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.
Thu 10/228:10 am -
1 stop5h 31m
Sun 10/255:30 am -
1 stop6h 50m
Deal found 8/4![Air Canada logo]()
$329
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Thu 9/172:00 pm -
1 stop10h 10m
Sat 9/198:21 pm -
1 stop16h 31m
Deal found 8/4![United Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Thu 9/107:45 am -
1 stop9h 50m
Mon 9/147:30 pm -
1 stop6h 25m
Deal found 8/4![Multiple Airlines logo]()
$341
This FlightHub deal was found by Cheapflights users on 8/1. 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.
Fri 10/169:05 pm -
1 stop19h 35m
Fri 10/236:30 pm -
1 stop20h 35m
Deal found 8/1![WestJet logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Thu 9/1011:15 am -
2 stops20h 50m
Mon 9/1410:05 am -
1 stop6h 14m
Deal found 8/4![Porter Airlines logo]()
$358
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Thu 12/38:30 am -
1 stop10h 29m
Tue 12/86:00 am -
1 stop6h 39m
Deal found 8/1![United Airlines logo]()
$352
This FlightHub deal was found by Cheapflights users on 8/2. 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.
Fri 10/27:10 pm -
1 stop21h 30m
Mon 10/510:05 am -
1 stop6h 14m
Deal found 8/2![Multiple Airlines logo]()
$353
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Thu 9/32:00 pm -
1 stop10h 11m
Tue 9/87:23 pm -
2 stops17h 29m
Deal found 8/2![United Airlines logo]()
$353
Last-minute flights from Winnipeg to BostonDiscover last-minute flight deals from Winnipeg to Boston. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Boston. Data last updated August 5, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Tue 9/112:15 pm -
1 stop5h 20m
Tue 9/810:05 am -
1 stop6h 14m
Deal found 8/4![Porter Airlines logo]()
$318
This Mytrip deal was found by Cheapflights users on 8/4. 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 9/112:15 pm -
1 stop5h 20m
Tue 9/83:55 pm -
2 stops20h 50m
Deal found 8/4![Multiple Airlines logo]()
$358
This FlightHub deal was found by Cheapflights users on 8/2. 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 9/312:15 pm -
1 stop5h 20m
Tue 9/810:05 am -
1 stop6h 14m
Deal found 8/2![Porter Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Thu 9/107:45 am -
1 stop9h 50m
Mon 9/147:30 pm -
1 stop6h 25m
Deal found 8/4![Multiple Airlines logo]()
$341
This Trip.com deal was found by Cheapflights users on 8/2. 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 9/167:45 am -
1 stop9h 50m
Wed 9/2310:05 am -
1 stop8h 10m
Deal found 8/2![Multiple Airlines logo]()
$332
This Mytrip deal was found by Cheapflights users on 8/2. 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.
Wed 9/165:00 am -
2 stops8h 41m
Wed 9/235:50 am -
2 stops11h 37m
Deal found 8/2![Air Canada logo]()
$349
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Thu 9/172:00 pm -
1 stop10h 10m
Sat 9/198:21 pm -
1 stop16h 31m
Deal found 8/4![United Airlines logo]()
$337
This Air Canada deal was found by Cheapflights users on 8/4. 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.
Thu 9/1712:20 pm -
2 stops8h 06m
Sat 9/1910:50 am -
1 stop8h 22m
Deal found 8/4![Air Canada logo]()
$350
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 August 5, 2026.
Search for one-way flight options from Winnipeg to Boston. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/911:40 am -
2 stops21h 50m
Deal found 8/2![Porter Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Mon 9/2111:15 am -
2 stops22h 15m
Deal found 8/4![Porter Airlines logo]()
$182
This Trip.com deal was found by Cheapflights users on 8/3. 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 9/96:05 pm -
1 stop14h 00m
Deal found 8/3![Multiple Airlines logo]()
$185
This Trip.com deal was found by Cheapflights users on 8/4. 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.
Mon 9/216:05 pm -
1 stop23h 30m
Deal found 8/4![Multiple Airlines logo]()
$190
This Trip.com deal was found by Cheapflights users on 8/4. 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.
Mon 9/286:05 pm -
1 stop14h 00m
Deal found 8/4![Multiple Airlines logo]()
$191
This Air Canada deal was found by Cheapflights users on 8/3. 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.
Sat 9/57:55 am -
1 stop5h 46m
Deal found 8/3![Air Canada logo]()
$197
This United Airlines deal was found by Cheapflights users on 8/3. 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 9/58:45 am -
2 stops15h 30m
Deal found 8/3![United Airlines logo]()
$204
This Delta deal was found by Cheapflights users on 8/4. 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 9/185:44 pm -
1 stop5h 15m
Deal found 8/4![Delta logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Mon 8/248:10 pm -
1 stop11h 55m
Deal found 8/4![Multiple Airlines logo]()
$257
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 August 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $318 (Kiwi.com) |
One-way from | $178 (Kiwi.com) |
Popular in | April |
Cheapest in | August |
Average price | $348 |
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 August 5, 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
Quickest round-trip
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Thu 10/22
8:10 am-2:41 pm
1 stop5h 31m
Boston Logan Intl
Sun 10/25
5:30 am-11:20 am
1 stop6h 50m
$329
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Thu 9/17
2:00 pm-1:10 am
1 stop10h 10m
Boston Logan Intl
Sat 9/19
8:21 pm-11:52 am
1 stop16h 31m
$337
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Thu 9/10
7:45 am-6:35 pm
1 stop9h 50m
Boston Logan Intl
Mon 9/14
7:30 pm-12:55 am
1 stop6h 25m
$341
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Fri 10/16
9:05 pm-5:40 pm
1 stop19h 35m
Boston Logan Intl
Fri 10/23
6:30 pm-2:05 pm
1 stop20h 35m
$342
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Thu 12/3
8:30 am-7:59 pm
1 stop10h 29m
Boston Logan Intl
Tue 12/8
6:00 am-11:39 am
1 stop6h 39m
$352
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Fri 10/2
7:10 pm-5:40 pm
1 stop21h 30m
Boston Logan Intl
Mon 10/5
10:05 am-3:19 pm
1 stop6h 14m
$353
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Thu 9/3
2:00 pm-1:11 am
1 stop10h 11m
Boston Logan Intl
Tue 9/8
7:23 pm-11:52 am
2 stops17h 29m
$353
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Thu 9/10
11:15 am-9:05 am
2 stops20h 50m
Boston Logan Intl
Mon 9/14
10:05 am-3:19 pm
1 stop6h 14m
$358
Cheapest one-way
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Mon 9/21
11:15 am-10:30 am
2 stops22h 15m
$183
WinnipegBoston
YWG - BOS
YWGBOS
Winnipeg
Wed 9/9
7:45 am-6:35 pm
1 stop9h 50m
$186
Showing 1-10 of 16 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 August.
| 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 $344). 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?
Airfare is below average for this route at the moment.
Winnipeg to Boston flights typically cost between $331 and $439 in September.The cheapest round-trip price found within the last 5 days was $318 on Porter Airlines (Sep 1-Sep 8).
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 August 5, 2026.
Read reviews from past customers who have flown Porter Airlines and 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
8.0
Entertainment
6.9
Overall
8.0
Crew
8.6
Food
7.5
Boarding
8.2
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Comfort
8.0
Entertainment
6.9
Overall
8.0
Crew
8.6
Food
7.5
Boarding
8.2
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Comfort
8.0
Entertainment
6.9
Overall
8.0
Crew
8.6
Food
7.5
Boarding
8.2
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
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
Randolph
Cambridge
Concord
Brockton
Seekonk
Cranston
Dedham
Warwick
Peabody
Hampton Beach
Auburn
York Beach
Chelsea
Londonderry
Swansea
Fitchburg
North Falmouth
Braintree
Revere
Browse thousands of different options on Cheapflights for your next trip
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Complete your trip
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Winnipeg and Boston flights
Browse other Winnipeg and Boston flight options. Last updated on August 5, 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 August 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Winnipeg to Boston
Discover the top 2 airlines 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 August 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$215 | Average$642 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$282 | Average$380 | FlexibilityNo cancel fee | On-time52% |