$295+ Cheap flights from Boston (BOS) to Windsor, ON (YQG)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YQG
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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Find cheap flights from Boston to Windsor with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Boston to Windsor
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Cheapest flights from Boston to WindsorExplore the most affordable flight options available from Boston to Windsor. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
Explore the most affordable flight options available from Boston to Windsor. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
This Mytrip deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:45 pm -
1 stop5h 57m
Fri 10/2310:05 am -
1 stop6h 00m
Deal found 9/8![Air Canada logo]()
$374
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:45 pm -
1 stop6h 17m
Sun 10/47:25 pm -
1 stop14h 30m
Deal found 9/8![Air Canada logo]()
$461
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:50 am -
2 stops9h 32m
Mon 10/57:25 pm -
1 stop14h 30m
Deal found 9/8![Air Canada logo]()
$470
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:50 am -
2 stops9h 32m
Sun 10/47:25 pm -
2 stops14h 25m
Deal found 9/8![Air Canada logo]()
$484
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:45 pm -
1 stop13h 37m
Mon 10/127:25 pm -
1 stop13h 32m
Deal found 9/8![Air Canada logo]()
$495
This Mytrip deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:35 pm -
3 stops24h 11m
Fri 10/234:30 pm -
3 stops22h 11m
Deal found 9/8![Multiple Airlines logo]()
$564
Best flights from Boston to WindsorDiscover carefully curated flight deals from Boston to Windsor that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
Discover carefully curated flight deals from Boston to Windsor that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:50 am -
1 stop4h 32m
Mon 10/57:25 pm -
1 stop14h 30m
Deal found 9/8![Air Canada logo]()
$461
This Mytrip deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:00 am -
2 stops8h 46m
Tue 10/67:25 pm -
2 stops19h 16m
Deal found 9/4![Multiple Airlines logo]()
$604
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:50 am -
2 stops9h 32m
Sun 10/47:25 pm -
1 stop14h 30m
Deal found 9/8![Air Canada logo]()
$470
This Gotogate deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:05 pm -
1 stop14h 17m
Tue 10/67:25 pm -
1 stop14h 30m
Deal found 9/4![Air Canada logo]()
$611
This Air Canada deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/125:45 am -
1 stop13h 00m
Mon 2/1510:35 am -
1 stop12h 02m
Deal found 9/6![Air Canada logo]()
$720
This Air Canada deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/125:45 am -
1 stop13h 00m
Sun 2/1410:35 am -
1 stop12h 02m
Deal found 9/6![Air Canada logo]()
$720
This Air Canada deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/117:40 pm -
1 stop14h 15m
Sun 2/1410:35 am -
1 stop12h 02m
Deal found 9/6![Air Canada logo]()
$720
This Air Canada deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:35 pm -
2 stops17h 47m
Mon 10/127:25 pm -
2 stops14h 25m
Deal found 9/7![Air Canada logo]()
$724
This Air Canada deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2510:25 am -
2 stops8h 20m
Sun 11/297:20 pm -
1 stop13h 34m
Deal found 9/7![Air Canada logo]()
$757
This Air Canada deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/115:30 am -
2 stops13h 15m
Mon 2/157:20 pm -
2 stops14h 28m
Deal found 9/6![Air Canada logo]()
$763
This Air Canada deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/245:45 am -
1 stop13h 00m
Sun 11/297:20 pm -
1 stop13h 34m
Deal found 9/7![Air Canada logo]()
$773
Last-minute flights from Boston to WindsorDiscover last-minute flight deals from Boston to Windsor. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Windsor. Data last updated September 10, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:50 am -
1 stop4h 32m
Mon 10/57:25 pm -
1 stop14h 30m
Deal found 9/8![Air Canada logo]()
$461
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:50 am -
2 stops9h 32m
Mon 10/57:25 pm -
1 stop14h 30m
Deal found 9/8![Air Canada logo]()
$470
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:50 am -
2 stops9h 32m
Sun 10/47:25 pm -
2 stops14h 25m
Deal found 9/8![Air Canada logo]()
$484
This Air Canada deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:45 pm -
1 stop13h 37m
Mon 10/127:25 pm -
1 stop13h 32m
Deal found 9/8![Air Canada logo]()
$495
This Mytrip deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:45 pm -
1 stop5h 57m
Fri 10/2310:05 am -
1 stop6h 00m
Deal found 9/8![Air Canada logo]()
$374
This Mytrip deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:35 pm -
3 stops24h 11m
Fri 10/234:30 pm -
3 stops22h 11m
Deal found 9/8![Multiple Airlines logo]()
$564
One-way flights from Boston to WindsorSearch for one-way flight options from Boston to Windsor. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from Boston to Windsor. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/139:55 am -
2 stops29h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Porter Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:50 am -
3 stops33h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$447
Find flight deals from Boston to Windsor
Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Windsor (YQG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $374 (Mytrip) |
One-way from | $295 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Boston to Windsor 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, Cheapflights users made 7,457,451 searches. Data last updated September 10, 2026.
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
Cheapest round-trip
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Tue 10/13
9:55 am-3:46 pm
2 stops29h 51m
Windsor
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$295
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Tue 10/13
5:50 am-3:46 pm
3 stops33h 56m
Windsor
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$447
Quickest round-trip
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Thu 10/1
10:50 am-3:22 pm
1 stop4h 32m
Windsor
Mon 10/5
7:25 pm-9:55 am
1 stop14h 30m
$461
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Thu 10/1
5:50 am-3:22 pm
2 stops9h 32m
Windsor
Sun 10/4
7:25 pm-9:55 am
1 stop14h 30m
$470
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Mon 10/5
7:00 am-3:46 pm
2 stops8h 46m
Windsor
Tue 10/6
7:25 pm-2:41 pm
2 stops19h 16m
$604
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Mon 10/5
7:05 pm-9:22 am
1 stop14h 17m
Windsor
Tue 10/6
7:25 pm-9:55 am
1 stop14h 30m
$611
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Fri 2/12
5:45 am-6:45 pm
1 stop13h 00m
Windsor
Mon 2/15
10:35 am-10:37 pm
1 stop12h 02m
$720
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Fri 2/12
5:45 am-6:45 pm
1 stop13h 00m
Windsor
Sun 2/14
10:35 am-10:37 pm
1 stop12h 02m
$720
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Thu 2/11
7:40 pm-9:55 am
1 stop14h 15m
Windsor
Sun 2/14
10:35 am-10:37 pm
1 stop12h 02m
$720
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Fri 10/9
3:35 pm-9:22 am
2 stops17h 47m
Windsor
Mon 10/12
7:25 pm-9:50 am
2 stops14h 25m
$724
Showing 1-10 of 13 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on Boston-Windsor, Ontario flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Windsor, Ontario flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Windsor, Ontario flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Boston-Windsor, Ontario flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Windsor, Ontario flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
BOS-YQG
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Related info for your journey
Find useful and relevant information for your journey from Boston to Windsor. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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