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Cheap flights from Boston to Windsor, ON from C$ 364

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 27/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YQG
26 Aug — 2 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Boston to Windsor

Enter your travel dates to find the best prices.

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 27 July 2026.

Mon 7/97:00 a.m.
BOS
-
YQG
2 stops8h 46m
Porter Airlines
Mon 14/94:30 p.m.
YQG
-
BOS
2 stops18h 00m
Porter Airlines
Deal found 24/7C$ 821
Sun 16/86:30 p.m.
BOS
-
YQG
1 stop20h 40m
Multiple Airlines
Tue 18/84:30 p.m.
YQG
-
BOS
2 stops18h 00m
Multiple Airlines
Deal found 24/7C$ 881
Wed 23/97:00 a.m.
BOS
-
YQG
2 stops8h 46m
Porter Airlines
Thu 24/94:30 p.m.
YQG
-
BOS
2 stops18h 00m
Porter Airlines
Deal found 26/7C$ 920
Fri 21/810:50 a.m.
BOS
-
YQG
1 stop4h 32m
Air Canada
Mon 24/84:05 p.m.
YQG
-
BOS
1 stop6h 33m
Air Canada
Deal found 23/7C$ 1,004
Sun 16/88:30 p.m.
BOS
-
YQG
2 stops19h 16m
Porter Airlines
Tue 18/84:30 p.m.
YQG
-
BOS
2 stops18h 00m
Porter Airlines
Deal found 24/7C$ 1,018
Fri 28/812:30 p.m.
BOS
-
YQG
1 stop6h 32m
Air Canada
Mon 31/810:05 a.m.
YQG
-
BOS
1 stop5h 58m
Air Canada
Deal found 25/7C$ 1,027

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 27 July 2026.

Round-trip from

C$ 773

One-way from

C$ 364
Porter Airlines
  • Porter Airlines
  • 10/9-17/9
  • 4 total stops
  • 26h 46m total
  • Boston to Windsor
Search Deals
Porter Airlines
  • Porter Airlines
  • 27/8
  • 3 total stops
  • 32h 36m total
  • Boston to Windsor
Search Deals

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 629,999 searches. Data last updated 27 July 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

Mon 7/9

7:00 a.m.-3:46 p.m.

2 stops8h 46m

Windsor

Mon 14/9

4:30 p.m.-10:30 a.m.

2 stops18h 00m

C$ 821

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Wed 23/9

7:00 a.m.-3:46 p.m.

2 stops8h 46m

Windsor

Thu 24/9

4:30 p.m.-10:30 a.m.

2 stops18h 00m

C$ 920

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Sun 16/8

6:30 p.m.-3:10 p.m.

1 stop20h 40m

Windsor

Tue 18/8

4:30 p.m.-4:00 p.m.

1 stop23h 30m

C$ 929

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 21/8

5:45 a.m.-3:22 p.m.

2 stops9h 37m

Windsor

Mon 24/8

4:05 p.m.-10:38 p.m.

1 stop6h 33m

C$ 1,017

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Sun 16/8

8:30 p.m.-3:46 p.m.

2 stops19h 16m

Windsor

Tue 18/8

4:30 p.m.-10:30 a.m.

2 stops18h 00m

C$ 1,018
Quickest round-trip

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 28/8

12:30 p.m.-7:02 p.m.

1 stop6h 32m

Windsor

Mon 31/8

4:05 p.m.-10:38 p.m.

1 stop6h 33m

C$ 1,027

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Mon 7/9

7:00 a.m.-3:46 p.m.

2 stops8h 46m

Windsor

Mon 14/9

4:00 p.m.-6:35 p.m.

3 stops26h 35m

C$ 1,034

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 21/8

8:30 p.m.-3:46 p.m.

2 stops19h 16m

Windsor

Mon 24/8

4:30 p.m.-9:05 a.m.

2 stops16h 35m

C$ 1,035
Cheapest one-way

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Thu 27/8

7:10 a.m.-3:46 p.m.

3 stops32h 36m

C$ 364
Quickest one-way

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 9/10

7:00 a.m.-3:46 p.m.

2 stops8h 46m

C$ 635

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/7

Sorted by cheapest first

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?

    Departing from Boston to Windsor, Ontario will take you 8h 46m. The distance between Boston and Windsor, Ontario is about 982 km. This flight may include one or multiple stops.

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Windsor from Boston.

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from Boston to Windsor flexibly with Cheapflights today.

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

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Windsor from Boston today and book when prices fit your budget.

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