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Cheap flights from Massachusetts to Windsor from $261

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 7/20. 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

Find the cheapest flights from Massachusetts to Windsor

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
3:55 pm - 3:46 pm
BOS
-
YQG
23h 51m
1 stop
Porter Airlines Logo
4:30 pm - 9:05 am
YQG
-
BOS
16h 35m
2 stops
$596Porter Airlines
Wed, Aug 5 - Wed, Aug 12
Air Canada Logo
10:50 am - 3:22 pm
BOS
-
YQG
4h 32m
1 stop
Air Canada Logo
4:05 pm - 10:38 pm
YQG
-
BOS
6h 33m
1 stop
$597Air Canada
Wed, Aug 5 - Wed, Aug 12
Multiple Airlines Logo
7:40 pm - 3:46 pm
BOS
-
YQG
20h 06m
3 stops
Multiple Airlines Logo
4:05 pm - 10:38 pm
YQG
-
BOS
6h 33m
1 stop
$601Multiple Airlines
Sat, Aug 8 - Sat, Aug 15
Air Canada Logo
5:45 am - 3:22 pm
BOS
-
YQG
9h 37m
2 stops
Air Canada Logo
10:05 am - 4:03 pm
YQG
-
BOS
5h 58m
1 stop
$606Air Canada
Sun, Aug 30 - Wed, Sep 2
Porter Airlines Logo
3:55 pm - 3:46 pm
BOS
-
YQG
23h 51m
1 stop
Porter Airlines Logo
4:30 pm - 9:05 am
YQG
-
BOS
16h 35m
2 stops
$607Porter Airlines
Sat, Aug 8 - Sat, Aug 15
Air Canada Logo
5:45 am - 3:22 pm
BOS
-
YQG
9h 37m
2 stops
Air Canada Logo
10:05 am - 9:27 pm
YQG
-
BOS
11h 22m
2 stops
$614Air Canada
Sun, Aug 30 - Wed, Sep 2
Air Canada Logo
10:50 am - 3:22 pm
BOS
-
YQG
4h 32m
1 stop
Air Canada Logo
10:05 am - 4:10 pm
YQG
-
BOS
6h 05m
1 stop
$616Air Canada
Sun, Oct 18 - Tue, Oct 20
Air Canada Logo
6:00 am - 3:22 pm
BOS
-
YQG
9h 22m
1 stop
Air Canada Logo
4:05 pm - 10:38 pm
YQG
-
BOS
6h 33m
1 stop
$620Air Canada
Sat, Aug 8 - Sat, Aug 15
Air Canada Logo
6:00 am - 7:02 pm
BOS
-
YQG
13h 02m
1 stop
Air Canada Logo
10:05 am - 4:03 pm
YQG
-
BOS
5h 58m
1 stop
$621Air Canada
Sun, Aug 30 - Wed, Sep 2
Porter Airlines Logo
8:25 pm - 3:46 pm
BOS
-
YQG
19h 21m
3 stops
Porter Airlines Logo
4:30 pm - 10:30 am
YQG
-
BOS
18h 00m
2 stops
$623Porter Airlines
Wed, Aug 5 - Wed, Aug 12

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Air Canada flights from Massachusetts to Windsor, Ontario

Our best Air Canada deals on Massachusetts to Windsor, Ontario flight tickets
Air Canada
Oct 18
BOS5:50 amBoston Logan Intl
9h 32m
2 stops
YQG3:22 pmWindsor
Oct 20
YQG4:05 pmWindsor
6h 35m
1 stop
BOS10:40 pmBoston Logan Intl
$444
Air Canada
Oct 18
BOS5:50 amBoston Logan Intl
9h 32m
2 stops
YQG3:22 pmWindsor
Oct 20
YQG10:05 amWindsor
11h 21m
2 stops
BOS9:26 pmBoston Logan Intl
$453
Air Canada
Oct 18
BOS6:00 amBoston Logan Intl
9h 22m
1 stop
YQG3:22 pmWindsor
Oct 20
YQG10:05 amWindsor
6h 05m
1 stop
BOS4:10 pmBoston Logan Intl
$459

Porter Airlines flights from Massachusetts to Windsor, Ontario

Our best Porter Airlines deals on Massachusetts to Windsor, Ontario flight tickets
Porter Airlines
Aug 5
BOS3:55 pmBoston Logan Intl
23h 51m
1 stop
YQG3:46 pmWindsor
Aug 12
YQG4:30 pmWindsor
16h 35m
2 stops
BOS9:05 amBoston Logan Intl
$596
Porter Airlines
Aug 8
BOS3:55 pmBoston Logan Intl
23h 51m
1 stop
YQG3:46 pmWindsor
Aug 15
YQG4:30 pmWindsor
16h 35m
2 stops
BOS9:05 amBoston Logan Intl
$607
Porter Airlines
Aug 5
BOS8:25 pmBoston Logan Intl
19h 21m
3 stops
YQG3:46 pmWindsor
Aug 12
YQG4:30 pmWindsor
18h 00m
2 stops
BOS10:30 amBoston Logan Intl
$623

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 June 27, 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

Wed 8/5

3:55 pm-3:46 pm

1 stop23h 51m

Windsor

Wed 8/12

4:30 pm-9:05 am

2 stops16h 35m

$596

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Wed 8/5

10:50 am-3:22 pm

1 stop4h 32m

Windsor

Wed 8/12

4:05 pm-10:38 pm

1 stop6h 33m

$597

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Sat 8/8

7:40 pm-3:46 pm

3 stops20h 06m

Windsor

Sat 8/15

4:05 pm-10:38 pm

1 stop6h 33m

$601

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Sun 8/30

5:45 am-3:22 pm

2 stops9h 37m

Windsor

Wed 9/2

10:05 am-4:03 pm

1 stop5h 58m

$606

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Sat 8/8

3:55 pm-3:46 pm

1 stop23h 51m

Windsor

Sat 8/15

4:30 pm-9:05 am

2 stops16h 35m

$607

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Sun 8/30

5:45 am-3:22 pm

2 stops9h 37m

Windsor

Wed 9/2

10:05 am-9:27 pm

2 stops11h 22m

$614
Quickest round-trip

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Sun 10/18

10:50 am-3:22 pm

1 stop4h 32m

Windsor

Tue 10/20

10:05 am-4:10 pm

1 stop6h 05m

$616

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Sat 8/8

6:00 am-3:22 pm

1 stop9h 22m

Windsor

Sat 8/15

4:05 pm-10:38 pm

1 stop6h 33m

$620

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Sun 8/30

6:00 am-7:02 pm

1 stop13h 02m

Windsor

Wed 9/2

10:05 am-4:03 pm

1 stop5h 58m

$621

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Wed 8/5

8:25 pm-3:46 pm

3 stops19h 21m

Windsor

Wed 8/12

4:30 pm-10:30 am

2 stops18h 00m

$623

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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?

Porter Airlines and Air Canada are the most popular carriers 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

9h 32m

Direct flights

None
The fastest flight from Massachusetts to Windsor, Ontario takes 9h 32m
There are no direct flights from Massachusetts to Windsor, Ontario. There are no popular flight routes from Massachusetts to Windsor, Ontario.
Search flight deals

Frequently asked questions about flying from Massachusetts to Windsor, Ontario

  • 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 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.

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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