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Cheap flights from Massachusetts to Windsor from $279

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 5/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
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
$560Air Canada
Tue, Sep 22 - Thu, Sep 24
Air Canada Logo
5:50 am - 3:22 pm
BOS
-
YQG
9h 32m
2 stops
Air Canada Logo
10:05 am - 4:10 pm
YQG
-
BOS
6h 05m
1 stop
$569Air Canada
Tue, Sep 22 - Thu, Sep 24
Air Canada Logo
5:10 am - 9:24 am
BOS
-
YQG
4h 14m
1 stop
Air Canada Logo
4:05 pm - 10:38 pm
YQG
-
BOS
6h 33m
1 stop
$587Air Canada
Mon, Jun 15 - Thu, Jun 18
Air Canada Logo
5:10 am - 9:24 am
BOS
-
YQG
4h 14m
1 stop
Air Canada Logo
7:45 pm - 9:49 am
YQG
-
BOS
14h 04m
1 stop
$589Air Canada
Fri, Jun 5 - Sat, Jun 6
Air Canada Logo
5:45 am - 3:22 pm
BOS
-
YQG
9h 37m
2 stops
Air Canada Logo
4:05 pm - 10:38 pm
YQG
-
BOS
6h 33m
1 stop
$592Air Canada
Fri, Aug 28 - Mon, Aug 31
Air Canada Logo
5:50 am - 3:24 pm
BOS
-
YQG
9h 34m
2 stops
Air Canada Logo
7:45 pm - 9:49 am
YQG
-
BOS
14h 04m
1 stop
$598Air Canada
Fri, Jun 5 - Sat, Jun 6
Air Canada Logo
5:10 am - 9:24 am
BOS
-
YQG
4h 14m
1 stop
Air Canada Logo
7:45 pm - 9:45 am
YQG
-
BOS
14h 00m
2 stops
$603Air Canada
Thu, Jun 4 - Thu, Jun 11
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
$606Air Canada
Fri, Jun 5 - Sat, Jun 6
Air Canada Logo
5:50 am - 3:22 pm
BOS
-
YQG
9h 32m
2 stops
Air Canada Logo
7:45 pm - 9:50 am
YQG
-
BOS
14h 05m
2 stops
$608Air Canada
Tue, Sep 22 - Thu, Sep 24
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
$609Air Canada
Fri, Aug 28 - Mon, Aug 31

Air Canada flights from Massachusetts to Windsor, Ontario

Our best Air Canada deals on Massachusetts to Windsor, Ontario flight tickets
Air Canada
Sep 22
BOS10:50 amBoston Logan Intl
4h 32m
1 stop
YQG3:22 pmWindsor
Sep 24
YQG10:05 amWindsor
6h 05m
1 stop
BOS4:10 pmBoston Logan Intl
$560
Air Canada
Sep 22
BOS5:50 amBoston Logan Intl
9h 32m
2 stops
YQG3:22 pmWindsor
Sep 24
YQG10:05 amWindsor
6h 05m
1 stop
BOS4:10 pmBoston Logan Intl
$569
Air Canada
Jun 15
BOS5:10 amBoston Logan Intl
4h 14m
1 stop
YQG9:24 amWindsor
Jun 18
YQG4:05 pmWindsor
6h 33m
1 stop
BOS10:38 pmBoston Logan Intl
$587

Porter Airlines flights from Massachusetts to Windsor, Ontario

Our best Porter Airlines deals on Massachusetts to Windsor, Ontario flight tickets
Porter Airlines
Jun 15
BOS7:10 amBoston Logan Intl
8h 36m
2 stops
YQG3:46 pmWindsor
Jun 18
YQG4:30 pmWindsor
16h 35m
2 stops
BOS9:05 amBoston Logan Intl
$628
Porter Airlines
Jun 15
BOS7:10 amBoston Logan Intl
8h 36m
2 stops
YQG3:46 pmWindsor
Jun 18
YQG4:30 pmWindsor
28h 25m
3 stops
BOS8:55 pmBoston Logan Intl
$681
Porter Airlines
Jun 4
BOS6:35 pmBoston Logan Intl
21h 11m
2 stops
YQG3:46 pmWindsor
Jun 11
YQG4:30 pmWindsor
25h 05m
3 stops
BOS5:35 pmBoston Logan Intl
$707

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 May 10, 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
Quickest round-trip

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Tue 9/22

10:50 am-3:22 pm

1 stop4h 32m

Windsor

Thu 9/24

10:05 am-4:10 pm

1 stop6h 05m

$560

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Tue 9/22

5:50 am-3:22 pm

2 stops9h 32m

Windsor

Thu 9/24

10:05 am-4:10 pm

1 stop6h 05m

$569

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Mon 6/15

5:10 am-9:24 am

1 stop4h 14m

Windsor

Thu 6/18

4:05 pm-10:38 pm

1 stop6h 33m

$587

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 6/5

5:10 am-9:24 am

1 stop4h 14m

Windsor

Sat 6/6

7:45 pm-9:49 am

1 stop14h 04m

$589

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 8/28

5:45 am-3:22 pm

2 stops9h 37m

Windsor

Mon 8/31

4:05 pm-10:38 pm

1 stop6h 33m

$592

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 6/5

5:50 am-3:24 pm

2 stops9h 34m

Windsor

Sat 6/6

7:45 pm-9:49 am

1 stop14h 04m

$598

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Thu 6/4

5:10 am-9:24 am

1 stop4h 14m

Windsor

Thu 6/11

7:45 pm-9:45 am

2 stops14h 00m

$603

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 6/5

5:50 am-3:24 pm

2 stops9h 34m

Windsor

Sat 6/6

7:45 pm-2:47 pm

2 stops19h 02m

$606

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Tue 9/22

5:50 am-3:22 pm

2 stops9h 32m

Windsor

Thu 9/24

7:45 pm-9:50 am

2 stops14h 05m

$608

BostonWindsor

BOS - YQG

BOSYQG

Boston Logan Intl

Fri 8/28

6:00 am-3:22 pm

1 stop9h 22m

Windsor

Mon 8/31

4:05 pm-10:38 pm

1 stop6h 33m

$609

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 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?

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

4h 32m

Direct flights

None
The fastest flight from Massachusetts to Windsor, Ontario takes 4h 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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