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Cheap flights from Boston to Windsor, ON from C$ 744

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 27/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YQG
28 May — 4 Jun1
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 28 April 2026.

Wed 27/512:30 p.m.
BOS
-
YQG
1 stop6h 39m
Air Canada
Fri 29/57:45 p.m.
YQG
-
BOS
1 stop14h 04m
Air Canada
Deal found 26/4C$ 744
Fri 28/85:45 a.m.
BOS
-
YQG
2 stops9h 37m
Air Canada
Mon 31/84:05 p.m.
YQG
-
BOS
1 stop6h 33m
Air Canada
Deal found 27/4C$ 748
Fri 12/65:10 a.m.
BOS
-
YQG
1 stop4h 14m
Air Canada
Fri 19/67:45 p.m.
YQG
-
BOS
2 stops14h 05m
Air Canada
Deal found 28/4C$ 763
Fri 12/66:30 p.m.
BOS
-
YQG
3 stops21h 16m
Multiple Airlines
Fri 19/64:30 p.m.
YQG
-
BOS
1 stop23h 30m
Multiple Airlines
Deal found 28/4C$ 1,009

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 28 April 2026.

Round-trip from

C$ 744
Air Canada
  • Air Canada
  • 27/5-29/5
  • 2 total stops
  • 20h 43m 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 28 April 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

Fri 12/6

5:10 a.m.-9:24 a.m.

1 stop4h 14m

Windsor

Fri 19/6

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

1 stop12h 33m

C$ 744

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Wed 27/5

12:30 p.m.-7:09 p.m.

1 stop6h 39m

Windsor

Fri 29/5

7:45 p.m.-9:49 a.m.

1 stop14h 04m

C$ 744
Quickest round-trip

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 28/8

6:00 a.m.-3:22 p.m.

1 stop9h 22m

Windsor

Mon 31/8

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

1 stop6h 33m

C$ 770

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

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 14m. 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.

See more FAQs

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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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