BOS - YQG

$490 Find Cheap Flights from Boston to Windsor

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Windsor departing on 10/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Windsor

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Windsor, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Windsor, as well as popular online travel agencies
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Cheap Flights from Boston to Windsor (BOS-YQG)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Windsor that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Windsor

Wed, Oct 29 - Wed, Nov 5
Porter Airlines Logo
1:25 pm - 7:33 pmBOS-YQG
6h 08m1 stop
Porter Airlines Logo
7:35 am - 12:40 pmYQG-BOS
5h 05m1 stop
$490Porter Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 5
Porter Airlines Logo
1:25 pm - 7:33 pmBOS-YQG
6h 08m1 stop
Porter Airlines Logo
7:35 am - 6:10 pmYQG-BOS
10h 35m2 stops
$504Porter Airlines
Find Deal
Tue, Sep 30 - Sun, Oct 5
Porter Airlines Logo
10:10 am - 8:50 pmBOS-YQG
10h 40m1 stop
Porter Airlines Logo
8:50 am - 3:06 pmYQG-BOS
6h 16m1 stop
$550Porter Airlines
Find Deal
Tue, Sep 30 - Sun, Oct 5
Porter Airlines Logo
7:15 pm - 8:50 pmBOS-YQG
25h 35m1 stop
Porter Airlines Logo
8:50 am - 5:58 pmYQG-BOS
9h 08m2 stops
$555Porter Airlines
Find Deal
Tue, Sep 30 - Sun, Oct 5
Multiple Airlines Logo
5:50 am - 8:50 pmBOS-YQG
15h 00m3 stops
Multiple Airlines Logo
8:50 am - 3:06 pmYQG-BOS
6h 16m1 stop
$578Multiple Airlines
Find Deal
Wed, Oct 29 - Wed, Nov 5
Multiple Airlines Logo
2:15 pm - 7:33 pmBOS-YQG
29h 18m3 stops
Multiple Airlines Logo
7:35 am - 12:40 pmYQG-BOS
5h 05m1 stop
$608Multiple Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
Air Canada Logo
10:15 am - 7:14 pmBOS-YQG
8h 59m2 stops
Air Canada Logo
9:45 am - 3:57 pmYQG-BOS
6h 12m1 stop
$722Air Canada
Find Deal
Tue, Mar 3 - Wed, Mar 4
Air Canada Logo
10:15 am - 7:14 pmBOS-YQG
8h 59m2 stops
Air Canada Logo
9:45 am - 7:12 pmYQG-BOS
9h 27m2 stops
$727Air Canada
Find Deal
Tue, Mar 3 - Wed, Mar 4
Air Canada Logo
1:00 pm - 7:14 pmBOS-YQG
6h 14m1 stop
Air Canada Logo
9:45 am - 7:12 pmYQG-BOS
9h 27m2 stops
$732Air Canada
Find Deal
Tue, Mar 3 - Wed, Mar 4
Air Canada Logo
10:15 am - 7:14 pmBOS-YQG
8h 59m2 stops
Air Canada Logo
9:45 am - 7:12 pmYQG-BOS
9h 27m2 stops
$738Air Canada
Find Deal

Everything you should know

Top airlines
Porter Airlines
Cheapest • from $490 (round-trip)
Porter Airlines
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest round-trip
$490
Porter Airlines
Wed 10/29Wed 11/5
BOS - YQG • 1 stop
Cheapest one-way
Multiple Airlines
Tue 9/16
BOS - YQG • multi-stop
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Booking Insights

KAYAK's insights & trends for Boston to Windsor flights

Get data-powered insights and trends into flights from Boston to Windsor to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Boston to Windsor?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Boston to Windsor were found on Porter Airlines ($490) and Air Canada ($722).

Good to know

Cheapest flight$490
Flight from Boston to Windsor

When to book flights from Boston to Windsor

Are your dates flexible? Find out the best times to travel from Boston to Windsor based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Windsor

  • What is the cheapest flight from Boston to Windsor?

    In the last 3 days, the lowest price for a flight from Boston to Windsor was $490 for a round-trip ticket.

  • Do I need a passport to fly between Boston and Windsor?

    Yes

  • Which aircraft models fly most regularly from Boston to Windsor?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Boston to Windsor?

    Star Alliance is the only airline alliance operating flights between Boston and Windsor.

  • Which is the best airline for flights from Boston to Windsor, Porter Airlines or Air Canada?

    The two airlines most popular with KAYAK users for flights from Boston to Windsor are Porter Airlines and Air Canada. With an average price for the route of $658 and an overall rating of 7.9, Porter Airlines is the most popular choice. Air Canada is also a great choice for the route, with an average price of $659 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Boston to Windsor?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Windsor.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Windsor?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Windsor from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Windsor?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Windsor with an airline and back to Boston with another airline. Booking your flights between Boston and YQG can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Windsor?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Windsor from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Boston to Windsor

 
See real verified KAYAK customer reviews for airlines flying from Boston to Windsor. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Windsor? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Porter AirlinesOverall score based on 363 reviews
7.0Entertainment
8.6Crew
8.1Boarding
7.6Food
7.9Comfort
Airline reviews

Poor landing as we overshot the runway and had to re land the plane. Lost both of my luggage not found as of yet. Had to pay extra money for my luggage in USD, now great my luggage is gone. Will not fly with Porter again.

2.0 MediocreAnonymous, Sep 2025YDF - YHZ
Read more Porter Airlines reviews

Poor landing as we overshot the runway and had to re land the plane. Lost both of my luggage not found as of yet. Had to pay extra money for my luggage in USD, now great my luggage is gone. Will not fly with Porter again.

This flight to St. Johns was really good. Boarding was a breeze. We left spot on time. Seats were actually pretty good. Recliner further than I expected. Three more flights to go we will see if this is the status quo for Porter.👍

I was not happy with AirfareAssist, the agency that kayak advised me would be handling my booking. I was advised by porter airlines that I had been overcharged for the Basic express , a option that I had asked airfare assist to help arrange after I realized that the basic fare I had chosen with porter did not include a carryon. At each checkin porter advised I had been overcharged for this . They advised that money would be refunded to my credit card, however, this is not likely to happen as it is not my name and credit card that appeared on the porter invoice, but that of another individual/agent. When airfare assist was arranging the basic express with porter on my behalf, they asked me to confirm that I agreed to pay $263 USD for this. I did agree, as I was advised this was needed to proceed. When I checked the invoice on the porter website and saw that it was not my name and credit card on the invoice, I was advised that this was how airfareassist processed the payment. The Porter invoice indicated a billed amount of $126USD I will not use Kayak or their designated AirfareAssist again

Our flight was delayed by a bit. I appreciated that we were kept informed on why periodically. Boarding was fine. I overheard one flight attendant sounding very rude to a passenger who was not paying attention to the safety demonstration. The snacks were minimal as it was a short flight. There was no entertainment. Overall the flight was good back to LGA.

There was a 5 hour delay. Missed connection and now an almost 21 hour lay over!

The flight was fine see earlier note for the problem

Three hours on the tarmac with almost zero communication from the cockpit. Not when offered a water in the interim. In my 67 years of flying all over the world the worst experience ever. The plane was half empty, however had to pay for seats to sit next to my girlfriend. Extra to take a carry on. I would never fly Porter again even for free.

Everything was good except the fact you charge more for a carry on bag vs a check in bag and to top it off in US$ that was not impressive

Our flight was cancelled at the last minute for maintenance reasons and we were rebooked on a late flight when we purposefully booked our flight to be home early due to work.

Seemed like an old plane. Very noisy. The seat cushions were so old that the metal bracing of the seats were poking through. There was plenty of leg room though.

Short flight. Everything was fine except the flight was delayed twice for a total of an hour.

I found the boarding easy and my seat was very comfortable as I had a lot of leg room. I am not too happy that I no longer have lounge access even though I used to get it with my TD credit card.

Flight cancelled. Major disruption to our travel. Do not use Air Canada from KC. To few flights.

There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.

Re luggage I carried a backpack only. I did not check any bags in. However there were other passengers with carry on luggage going in the plane. My question is why are others allowed to have a carry on luggage inside the plane? Shouldn’t they have dropped it off at the gate? I’m asking because I could have brought the same thing instead of a backpack only. Please clarify for future reference. Thank you.

Like the service. Very hard to communicate or contact when have problems

Check in staff was incredibly rude and condescending. When I arrived at the gate I had been charged $125 for a checked back. I did have or check a bag. When I brought this to the attention of the staff member who checked me in, she said that she made a mistake and there was nothing she could do about it. I asked her to remove the charge and refund credit card, she said she could not and that I had to call my credit card company to contest the charge. I called Air Canada customer support, was put on hold, after 43 minutes a received a messages stating customer service was overwhelmed with calls and was then hung up on.

Refreshments and Air Hostess was good. Issues with customs in Toronto caused flight to depart and left me behind twice. Vouchers for delayed flight needs to increase.

Long wait to check in at the priority counter in Toronto

I had no communication, receipt etc from Air Canada until hours before flight

Everything you need to know for your flight from Boston to Windsor

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