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Windsor

$258+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YQG
Aug 22 — Aug 291
Sat 8/22
Sat 8/29
1 adult, Economy
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Cheap 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 July 23, 2026.

This Air Canada deal was found by Cheapflights users on 7/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:50 am
BOS
-
YQG
1 stop4h 32m
Air Canada
Sun 9/2710:05 am
YQG
-
BOS
2 stops11h 21m
Air Canada
Deal found 7/19$445
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 8/123:55 pm
BOS
-
YQG
1 stop23h 51m
Porter Airlines
Wed 8/194:30 pm
YQG
-
BOS
2 stops16h 35m
Porter Airlines
Deal found 7/20$549
This Air Canada deal was found by Cheapflights users on 7/18. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:45 am
BOS
-
YQG
2 stops9h 37m
Air Canada
Mon 8/244:05 pm
YQG
-
BOS
1 stop6h 33m
Air Canada
Deal found 7/18$552
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/173:55 pm
BOS
-
YQG
1 stop23h 51m
Porter Airlines
Mon 8/244:30 pm
YQG
-
BOS
2 stops16h 35m
Porter Airlines
Deal found 7/21$561
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Thu 9/247:00 am
BOS
-
YQG
2 stops8h 46m
Porter Airlines
Sun 9/274:30 pm
YQG
-
BOS
1 stop23h 30m
Porter Airlines
Deal found 7/22$621
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Mon 8/37:10 am
BOS
-
YQG
2 stops8h 36m
Porter Airlines
Thu 8/64:30 pm
YQG
-
BOS
1 stop23h 30m
Porter Airlines
Deal found 7/20$629

Find 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 July 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$445
(Air Canada)

One-way from

$258
(Kiwi.com)
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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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 July 23, 2026.
Use the filters below to find and compare flights from Boston to Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Thu 9/24

10:40 am-7:02 pm

2 stops8h 22m

Windsor

Sun 9/27

10:05 am-9:26 pm

2 stops11h 21m

$453

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 8/21

5:45 am-3:22 pm

2 stops9h 37m

Windsor

Mon 8/24

4:05 pm-10:38 pm

1 stop6h 33m

$552

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Mon 8/17

8:30 pm-3:46 pm

2 stops19h 16m

Windsor

Mon 8/24

4:30 pm-10:30 am

2 stops18h 00m

$632

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Thu 9/24

3:55 pm-3:46 pm

1 stop23h 51m

Windsor

Sun 9/27

4:30 pm-4:00 pm

1 stop23h 30m

$708
Quickest round-trip

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 10/2

5:50 am-3:22 pm

2 stops9h 32m

Windsor

Mon 10/5

4:05 pm-10:40 pm

1 stop6h 35m

$726
Cheapest one-way

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Thu 8/27

7:10 am-3:46 pm

3 stops32h 36m

$258

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Mon 8/17

5:30 pm-3:46 pm

2 stops22h 16m

$264

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Mon 8/24

7:45 pm-3:46 pm

2 stops20h 01m

$309

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 7/31

8:30 pm-3:46 pm

2 stops19h 16m

$404

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 7/31

7:15 pm-3:21 pm

1 stop20h 06m

$498

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/22

Showing 1-10 of 11 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Boston-Windsor, Ontario flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Windsor, Ontario flight deals on Cheapflights vs. FlightHub >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 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 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.

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 8h 22m. 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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