Cheap flights from Boston to Windsor, ON from C$ 320

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 28/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YQG
13 Apr — 20 Apr1
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 14 March 2026.

Thu 30/410:45 a.m.
BOS
-
YQG
1 stop8h 24m
Air Canada
Mon 4/54:05 p.m.
YQG
-
BOS
1 stop6h 34m
Air Canada
Deal found 9/3C$ 739

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 14 March 2026.

Round-trip from

C$ 739

One-way from

C$ 320
Air Canada
  • Air Canada
  • 30/4-4/5
  • 2 total stops
  • 14h 58m total
  • Boston to Windsor
Porter Airlines
  • Porter Airlines
  • 28/4
  • 1 total stop
  • 6h 08m total
  • Boston to Windsor

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 14 March 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

Thu 30/4

6:15 a.m.-7:09 p.m.

1 stop12h 54m

Windsor

Mon 4/5

4:05 p.m.-10:39 p.m.

1 stop6h 34m

C$ 739
Cheapest one-way
Quickest one-way

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Tue 28/4

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

1 stop6h 08m

C$ 320

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Sun 26/4

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

1 stop6h 08m

C$ 402

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Mon 6/4

5:30 a.m.-7:33 p.m.

3 stops14h 03m

C$ 430

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Tue 28/4

11:20 a.m.-7:33 p.m.

3 stops32h 13m

C$ 494

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Sat 25/4

3:30 p.m.-7:33 p.m.

2 stops28h 03m

C$ 632

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/3

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 12h 54m. The distance between Boston and Windsor, Ontario is about 982 km.

  • 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.

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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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