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Cheap flights from Massachusetts to Windsor from $255

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Windsor departing on 5/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Massachusetts to Windsor

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
7:10 am - 3:46 pm
BOS
-
YQG
8h 36m
2 stops
Porter Airlines Logo
4:30 pm - 4:00 pm
YQG
-
BOS
23h 30m
1 stop
$527Porter Airlines
Tue, May 5 - Tue, May 12
Air Canada Logo
10:45 am - 3:24 pm
BOS
-
YQG
4h 39m
1 stop
Air Canada Logo
4:05 pm - 10:39 pm
YQG
-
BOS
6h 34m
1 stop
$547Air Canada
Thu, May 28 - Fri, May 29
Air Canada Logo
5:50 am - 3:24 pm
BOS
-
YQG
9h 34m
2 stops
Air Canada Logo
4:05 pm - 10:39 pm
YQG
-
BOS
6h 34m
1 stop
$555Air Canada
Thu, May 28 - Fri, May 29
Air Canada Logo
5:50 am - 3:24 pm
BOS
-
YQG
9h 34m
2 stops
Air Canada Logo
10:05 am - 6:07 pm
YQG
-
BOS
8h 02m
2 stops
$564Air Canada
Tue, May 5 - Tue, May 12
Air Canada Logo
10:45 am - 3:24 pm
BOS
-
YQG
4h 39m
1 stop
Air Canada Logo
10:05 am - 3:56 pm
YQG
-
BOS
5h 51m
1 stop
$571Air Canada
Thu, May 28 - Fri, May 29
Air Canada Logo
5:50 am - 3:24 pm
BOS
-
YQG
9h 34m
2 stops
Air Canada Logo
10:05 am - 3:56 pm
YQG
-
BOS
5h 51m
1 stop
$579Air Canada
Thu, May 28 - Fri, May 29
Air Canada Logo
5:50 am - 3:24 pm
BOS
-
YQG
9h 34m
2 stops
Air Canada Logo
7:45 pm - 2:47 pm
YQG
-
BOS
19h 02m
2 stops
$589Air Canada
Thu, May 28 - Fri, May 29
Multiple Airlines Logo
7:10 am - 3:46 pm
BOS
-
YQG
8h 36m
2 stops
Multiple Airlines Logo
4:30 pm - 5:40 pm
YQG
-
BOS
25h 10m
3 stops
$973Multiple Airlines
Tue, May 5 - Tue, May 12

Air Canada flights from Massachusetts to Windsor, Ontario

Our best Air Canada deals on Massachusetts to Windsor, Ontario flight tickets
Air Canada
May 28
BOS10:45 amBoston Logan Intl
4h 39m
1 stop
YQG3:24 pmWindsor
May 29
YQG4:05 pmWindsor
6h 34m
1 stop
BOS10:39 pmBoston Logan Intl
$547
Air Canada
May 28
BOS5:50 amBoston Logan Intl
9h 34m
2 stops
YQG3:24 pmWindsor
May 29
YQG4:05 pmWindsor
6h 34m
1 stop
BOS10:39 pmBoston Logan Intl
$555
Air Canada
May 5
BOS5:50 amBoston Logan Intl
9h 34m
2 stops
YQG3:24 pmWindsor
May 12
YQG10:05 amWindsor
8h 02m
2 stops
BOS6:07 pmBoston Logan Intl
$564

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts to Windsor, Ontario 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, momondo users made 832,500 searches. Data last updated March 24, 2026.
Use the filters below to find and compare flights from Massachusetts to Windsor, Ontario that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Tue 5/5

7:10 am-3:46 pm

2 stops8h 36m

Windsor

Tue 5/12

4:30 pm-4:00 pm

1 stop23h 30m

$527

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Thu 5/28

10:45 am-3:24 pm

1 stop4h 39m

Windsor

Fri 5/29

4:05 pm-10:39 pm

1 stop6h 34m

$547

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Thu 5/28

5:50 am-3:24 pm

2 stops9h 34m

Windsor

Fri 5/29

4:05 pm-10:39 pm

1 stop6h 34m

$555

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Tue 5/5

5:50 am-3:24 pm

2 stops9h 34m

Windsor

Tue 5/12

10:05 am-6:07 pm

2 stops8h 02m

$564
Quickest round-trip

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Thu 5/28

10:45 am-3:24 pm

1 stop4h 39m

Windsor

Fri 5/29

10:05 am-3:56 pm

1 stop5h 51m

$571

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Thu 5/28

5:50 am-3:24 pm

2 stops9h 34m

Windsor

Fri 5/29

10:05 am-3:56 pm

1 stop5h 51m

$579

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Thu 5/28

5:50 am-3:24 pm

2 stops9h 34m

Windsor

Fri 5/29

7:45 pm-2:47 pm

2 stops19h 02m

$589

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Tue 5/5

7:10 am-3:46 pm

2 stops8h 36m

Windsor

Tue 5/12

4:30 pm-5:40 pm

3 stops25h 10m

$973
Cheapest one-way
Quickest one-way

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Mon 5/11

10:45 am-3:24 pm

1 stop4h 39m

$255

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Mon 5/11

5:50 am-3:24 pm

2 stops9h 34m

$264

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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See travel insights to Windsor from

How to get the cheapest flight ticket from Massachusetts to Windsor, Ontario

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Massachusetts to Windsor?

Air Canada is the most popular carrier operating from Massachusetts to Windsor

Cheap Massachusetts to Windsor, Ontario flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Windsor, Ontario

Fastest flight time

8h 36m

Direct flights

None
The fastest flight from Massachusetts to Windsor, Ontario takes 8h 36m
There are no direct flights from Massachusetts to Windsor, Ontario. There are no popular flight routes from Massachusetts to Windsor, Ontario.
Search flight deals

  • When did momondo last update prices for flights from Massachusetts to Windsor Airport?

    Prices for flights from Massachusetts to Windsor Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Massachusetts to Windsor Airport?

  • How old do you have to be to fly from Massachusetts to Windsor Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Massachusetts to Windsor Airport.

  • What documentation or ID do you need to fly to Windsor Airport?

    The required travel and health documents for your Windsor Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Windsor Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Massachusetts to Windsor, Ontario

Compare and see reviews for airlines that fly from Massachusetts to Windsor, Ontario with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom $491Free CancellationRating
8.0
427 reviews
Search Porter Airlines flights
Air CanadaPriceFrom $648Free CancellationRating
7.1
10,836 reviews
Search Air Canada flights

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Windsor?

Finding the right flight to Windsor from Massachusetts is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Windsor quick and easy, saving you time and money.

Can I find flights from Massachusetts to Windsor with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Windsor from Massachusetts with this policy.

How can momondo help me find flights from Massachusetts to Windsor?

Once you have performed a search for Massachusetts to Windsor flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Massachusetts to Windsor right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Windsor from Massachusetts. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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