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Cheap flights from Boston to Windsor, ON from C$ 626

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 31/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YQG
11 Oct — 18 Oct1
1 adult
1 adult, Economy

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 11 September 2025.

Round-trip from

C$ 862
Porter Airlines
  • Porter Airlines
  • 3/3-4/3
  • 2 total stops
  • 11h 13m total
  • Boston 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 11 September 2025.

Fri 31/107:55 p.m.BOS - YQG
1 stop13h 09mAir Canada
Mon 3/119:45 a.m.YQG - BOS
1 stop6h 12mAir Canada
Deal found 8/9C$ 626
Thu 18/912:15 p.m.BOS - YQG
1 stop8h 35mPorter Airlines
Sat 20/98:50 a.m.YQG - BOS
1 stop6h 16mPorter Airlines
Deal found 8/9C$ 754
Thu 18/912:15 p.m.BOS - YQG
1 stop8h 35mPorter Airlines
Sun 21/98:50 a.m.YQG - BOS
1 stop6h 16mPorter Airlines
Deal found 8/9C$ 873
Mon 1/121:25 p.m.BOS - YQG
1 stop6h 08mPorter Airlines
Wed 3/127:35 a.m.YQG - BOS
1 stop5h 05mPorter Airlines
Deal found 10/9C$ 989
Thu 18/912:15 p.m.BOS - YQG
1 stop8h 35mMultiple Airlines
Sun 21/98:50 a.m.YQG - BOS
3 stops26h 23mMultiple Airlines
Deal found 8/9C$ 1,017
Fri 17/103:30 p.m.BOS - YQG
2 stops5h 20mPorter Airlines
Sun 19/108:50 a.m.YQG - BOS
1 stop6h 16mPorter Airlines
Deal found 10/9C$ 1,046
Thu 18/912:15 p.m.BOS - YQG
1 stop8h 35mMultiple Airlines
Sat 20/98:50 a.m.YQG - BOS
3 stops14h 20mMultiple Airlines
Deal found 8/9C$ 1,082

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 11 September 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

Tue 3/3

1:25 p.m.-7:33 p.m.

1 stop6h 08m

Windsor

Wed 4/3

7:35 a.m.-12:40 p.m.

1 stop5h 05m

C$ 862

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Tue 3/3

1:00 p.m.-7:14 p.m.

1 stop6h 14m

Windsor

Wed 4/3

9:45 a.m.-7:12 p.m.

2 stops9h 27m

C$ 872

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Mon 1/12

1:25 p.m.-7:33 p.m.

1 stop6h 08m

Windsor

Wed 3/12

7:35 a.m.-12:40 p.m.

1 stop5h 05m

C$ 989

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 17/10

3:30 p.m.-8:50 p.m.

2 stops5h 20m

Windsor

Sun 19/10

8:50 a.m.-3:06 p.m.

1 stop6h 16m

C$ 1,046

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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 6h 08m. 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.

  • What is the cheapest month to book a flight from Boston to Windsor, Ontario?

    Currently, February is the cheapest month in which you can book a flight from Boston to Windsor, Ontario (average of C$ 341). Flying from Boston to Windsor, Ontario in March is currently the most expensive (average of C$ 530). 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.

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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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