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Cheap flights from Boston to Windsor, ON from C$ 388

BOS — YQG
23 Nov — 30 Nov1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Boston to Windsor

Enter your travel dates to find the best prices.

Cheapest flights from Boston to Windsor

Tue 24/111:15 p.m. -
1 stop5h 36m
Wed 25/117:00 a.m. -
2 stops8h 55m
Deal found 23/10C$ 798
Sat 5/125:45 a.m. -
1 stop13h 00m
Sat 12/1210:35 a.m. -
2 stops8h 27m
Deal found 21/10C$ 804
Tue 24/111:15 p.m. -
1 stop5h 36m
Wed 25/117:00 a.m. -
1 stop9h 43m
Deal found 23/10C$ 818
Fri 4/125:45 a.m. -
1 stop13h 00m
Fri 11/1210:35 a.m. -
1 stop12h 02m
Deal found 20/10C$ 875
Fri 4/128:00 a.m. -
2 stops10h 51m
Fri 11/127:20 p.m. -
2 stops19h 33m
Deal found 20/10C$ 879
Fri 4/121:15 p.m. -
1 stop5h 36m
Fri 11/127:00 a.m. -
2 stops26h 10m
Deal found 20/10C$ 910

Find flight deals from Boston to Windsor

Round-trip from

C$ 798

One-way from

C$ 388
Porter Airlines
  • Porter Airlines
  • 24/11-25/11
  • 3 total stops
  • 14h 31m total
  • Boston to Windsor
Search Deals
Air Canada
  • Air Canada
  • 5/1-31/12
  • 1 total stop
  • 14h 15m total
  • Boston to Windsor
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Boston to Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

BostonWindsor

BOS Boston Logan Intl - YQG Windsor

BOSYQG

Boston Logan Intl

Thu 3/12

8:00 a.m.-6:51 p.m.

2 stops10h 51m

Windsor

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 466

BostonWindsor

BOS Boston Logan Intl - YQG Windsor

BOSYQG

Boston Logan Intl

Sat 28/11

5:45 a.m.-6:40 p.m.

1 stop12h 55m

Windsor

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 489

BostonWindsor

BOS Boston Logan Intl - YQG Windsor

BOSYQG

Boston Logan Intl

Tue 1/12

8:00 a.m.-6:51 p.m.

2 stops10h 51m

Windsor

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 522

BostonWindsor

BOS Boston Logan Intl - YQG Windsor

BOSYQG

Boston Logan Intl

Tue 5/1

4:35 p.m.-6:51 p.m.

2 stops26h 16m

Windsor

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 564

BostonWindsor

BOS Boston Logan Intl - YQG Windsor

BOSYQG

Boston Logan Intl

Thu 12/11

5:25 p.m.-6:51 p.m.

2 stops25h 26m

Windsor

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 690

BostonWindsor

BOS Boston Logan Intl - YQG Windsor

BOSYQG

Boston Logan Intl

Thu 5/11

4:35 p.m.-6:51 p.m.

2 stops26h 16m

Windsor

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 713

BostonWindsor

BOS Boston Logan Intl - YQG Windsor

BOSYQG

Boston Logan Intl

Sat 28/11

6:22 p.m.-6:51 p.m.

3 stops24h 29m

Windsor

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 781

BostonWindsor

BOS Boston Logan Intl - YQG Windsor

BOSYQG

Boston Logan Intl

Sat 5/12

5:30 a.m.-6:45 p.m.

2 stops13h 15m

Windsor

Sat 12/12

10:35 a.m.-7:02 p.m.

2 stops8h 27m

C$ 883

BostonWindsor

BOS Boston Logan Intl - YQG Windsor

BOSYQG

Boston Logan Intl

Fri 4/12

1:15 p.m.-6:51 p.m.

1 stop5h 36m

Windsor

Fri 11/12

7:00 a.m.-9:10 a.m.

2 stops26h 10m

C$ 910

BostonWindsor

BOS Boston Logan Intl - YQG Windsor

BOSYQG

Boston Logan Intl

Tue 8/12

8:00 a.m.-6:51 p.m.

2 stops10h 51m

Windsor

Tue 15/12

7:00 a.m.-3:54 p.m.

2 stops8h 54m

C$ 965

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/10

Showing 1-10 of 17 resultsSorted by cheapest first
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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

Related info for your journey

  • How long is the flight from Boston to Windsor, Ontario?

    Departing from Boston to Windsor, Ontario will take you 5h 36m. The distance between Boston and Windsor, Ontario is about 982 km. This flight may include one or multiple 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

Travelling to a place near Windsor?

Book flights to Windsor if you plan to visit one of these locations
Pelee Island

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By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Windsor from Boston.

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Users can book flights with no change fees policies with our dedicated filters. Book flights from Boston to Windsor flexibly with Cheapflights today.

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Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Windsor from Boston today and book when prices fit your budget.

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