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Windsor

$224+ Cheap flights from Boston (BOS) to Windsor, ON (YQG)

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YQG
nov. 28 — déc. 51
ven. 11/28
ven. 12/5
1 adult, Economy
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1. Tell us where you want to go

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Cheap flight deals from Boston to Windsor

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Windsor (YQG). 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 octobre 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$486
(Air Canada)

One-way from

$224
(Porter Airlines)
Provider with most accurate pricing for Boston Logan Intl-Windsor flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Windsor flights.
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From Boston Logan Intl to Windsor
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One-way flight from Boston Logan Intl to Windsor
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Find flight deals from Boston to Windsor

Cheapest flights from Boston to Windsor
Explore the most affordable flight options available from Boston to Windsor. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octobre 29, 2025.

This Air Canada deal was found by Cheapflights users on 10/27. 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.
jeu. 12/111:00 pmBOS - YQG
1 stop6h 14mAir Canada
dim. 12/149:45 amYQG - BOS
1 stop6h 12mAir Canada
Deal found 10/27$486

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Windsor 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 octobre 29, 2025.
Use the filters below to find and compare flights from Boston to Windsor that are best for you.

Fly from

Boston

Fly to

Windsor

Route

Depart

Return

Price

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

jeu. 12/11

1:00 pm-7:14 pm

1 stop6h 14m

Windsor

dim. 12/14

9:45 am-3:57 pm

1 stop6h 12m

$486

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

mar. 3/3

1:00 pm-7:14 pm

1 stop6h 14m

Windsor

jeu. 3/5

9:45 am-3:57 pm

1 stop6h 12m

$749

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

ven. 12/12

1:25 pm-7:33 pm

1 stop6h 08m

$224

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Compare providers for flights from Boston to Windsor

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 Boston to Windsor in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Boston-Windsor, Ontario flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Boston-Windsor, Ontario flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Boston-Windsor, Ontario flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Windsor, Ontario flights, Cheapflights users trust eDreams the most. eDreams 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 Boston-Windsor, Ontario 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 Boston to Windsor

Have a flexible travel schedule? Discover the best time to fly to Windsor 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.

Reviews of airlines servicing Windsor

Get insights into the airlines that provide service to Windsor. 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 Windsor. Reviews last updated octobre 29, 2025.
Get a feel of what it's like to fly with Porter Airlines and Air Canada from Boston to Windsor by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
384 reviews

Boarding

8.2

Overall

8.0

Food

7.6

Comfort

8.0

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
8.0
Very good
384 reviews
Porter Airlines
8.0
Very good
384 reviews

Boarding

8.2

Overall

8.0

Food

7.6

Comfort

8.0

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,371 reviews
Porter Airlines
8.0
Very good
384 reviews

Boarding

8.2

Overall

8.0

Food

7.6

Comfort

8.0

Crew

8.6

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

Related info for your journey

Find useful and relevant information for your journey from Boston to Windsor. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Boston to Windsor, Ontario?

    There are many flights that can get you from Boston to Windsor, Ontario in 6h 14m. Fly via Air Canada to get the fastest option. The distance from Boston to Windsor, Ontario is about 610 mi.

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

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

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

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

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

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

See more FAQs

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Top 2 airlines flying from Boston to Windsor

Discover the top 2 airlines that operate flights from Boston to Windsor. 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 octobre 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$511Average$658FlexibilityNo cancel feeOn-time52%
Air CanadaCheapest$648Average$659FlexibilityNo cancel feeOn-time67%

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