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Windsor

$714+ Cheap flights from Boston (BOS) to Windsor, ON (YQG)

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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YQG
Oct 13 — Oct 201
Mon 10/13
Mon 10/20
1 adult, Economy
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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 September 13, 2025.

Round-trip from

$714
(Porter Airlines)
From Boston Logan Intl 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 September 13, 2025.

This Porter Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/173:30 pmBOS - YQG
2 stops5h 20mPorter Airlines
Sun 10/198:50 amYQG - BOS
1 stop6h 16mPorter Airlines
Deal found 9/10$755

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 2,558,603 searches. Data last updated September 13, 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 pm-7:33 pm

1 stop6h 08m

Windsor

Wed 3/4

7:35 am-12:40 pm

1 stop5h 05m

$714

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Tue 3/3

10:15 am-7:14 pm

2 stops8h 59m

Windsor

Wed 3/4

9:45 am-3:57 pm

1 stop6h 12m

$722

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 10/17

3:30 pm-8:50 pm

2 stops5h 20m

Windsor

Sun 10/19

8:50 am-3:06 pm

1 stop6h 16m

$755

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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.

Reviews of airlines servicing Windsor

Get insights into the airlines that provide service to Windsor. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Windsor. Reviews last updated September 13, 2025.
Get a feel of what it's like to fly with Porter Airlines and Air Canada from Boston to Windsor by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
7.9
Good
363 reviews

Comfort

7.9

Boarding

8.1

Crew

8.6

Food

7.6

Overall

7.9

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Porter Airlines
7.9
Good
363 reviews
Porter Airlines
7.9
Good
363 reviews

Comfort

7.9

Boarding

8.1

Crew

8.6

Food

7.6

Overall

7.9

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.
Air Canada
7.1
Good
10,000 reviews
Porter Airlines
7.9
Good
363 reviews

Comfort

7.9

Boarding

8.1

Crew

8.6

Food

7.6

Overall

7.9

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Sep 2025

YYZ - OPO

Very disappointing, booked with Porter airlines and changed to Air Transit last minute. Old plane, cramped seating, even the aisle was the narrowest I’ve ever seen. Very uncomfortable flight. Full meal at 130 am and only a small piece of banana bread in the morning… should be opposite.

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?

    There are many flights that can get you from Boston to Windsor, Ontario in 6h 08m. Fly via Porter Airlines or Air Canada to get the fastest option. The distance from Boston to Windsor, Ontario is about 610 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with 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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Top 2 airlines flying from Boston to Windsor

Discover the top 2 airlines that operate flights from Boston to Windsor. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$511Average$658FlexibilityNo cancel feeOn-time52%
Air CanadaCheapest$648Average$659FlexibilityNo cancel feeOn-time67%

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