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Cheap flights from Boston to Windsor, ON from C$ 395

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 17/7. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YQG
9 Jul — 16 Jul1
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 9 June 2026.

Sat 17/1010:50 a.m.
BOS
-
YQG
1 stop4h 32m
Air Canada
Sun 18/1010:05 a.m.
YQG
-
BOS
2 stops11h 21m
Air Canada
Deal found 8/6C$ 858
Thu 9/77:10 a.m.
BOS
-
YQG
2 stops8h 36m
Porter Airlines
Thu 16/74:30 p.m.
YQG
-
BOS
2 stops17h 59m
Porter Airlines
Deal found 8/6C$ 867
Fri 17/77:10 a.m.
BOS
-
YQG
2 stops8h 36m
Porter Airlines
Sun 19/74:30 p.m.
YQG
-
BOS
2 stops17h 59m
Porter Airlines
Deal found 7/6C$ 890
Wed 22/77:10 a.m.
BOS
-
YQG
2 stops8h 36m
Porter Airlines
Wed 29/74:30 p.m.
YQG
-
BOS
2 stops17h 59m
Porter Airlines
Deal found 7/6C$ 1,003
Thu 23/77:10 a.m.
BOS
-
YQG
2 stops8h 36m
Porter Airlines
Thu 30/74:30 p.m.
YQG
-
BOS
2 stops22h 24m
Porter Airlines
Deal found 7/6C$ 1,025

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 9 June 2026.

Round-trip from

C$ 838

One-way from

C$ 395
Porter Airlines
  • Porter Airlines
  • 16/7-20/7
  • 4 total stops
  • 26h 35m total
  • Boston to Windsor
Search Deals
Porter Airlines
  • Porter Airlines
  • 17/7
  • 2 total stops
  • 8h 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 9 June 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
Quickest round-trip

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Sat 17/10

10:50 a.m.-3:22 p.m.

1 stop4h 32m

Windsor

Sun 18/10

10:05 a.m.-9:26 p.m.

2 stops11h 21m

C$ 858

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 17/7

8:25 p.m.-3:46 p.m.

3 stops19h 21m

Windsor

Sun 19/7

4:30 p.m.-10:29 a.m.

2 stops17h 59m

C$ 901

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 24/7

8:25 p.m.-3:46 p.m.

2 stops19h 21m

Windsor

Mon 27/7

4:30 p.m.-2:39 p.m.

2 stops22h 09m

C$ 1,065
Cheapest one-way
Quickest one-way

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 17/7

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

2 stops8h 36m

C$ 395

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Thu 2/7

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

2 stops8h 36m

C$ 423

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 17/7

6:00 a.m.-7:02 p.m.

1 stop13h 02m

C$ 527

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 19/6

8:25 p.m.-3:46 p.m.

2 stops19h 21m

C$ 653

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/6

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 4h 32m. 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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Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Boston to Windsor. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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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