$277+ 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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YQG
Nov 25 — Dec 21
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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
Cheapest
Best
Last-minute
One-way
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 October 26, 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 October 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/241:15 pm -
1 stop5h 36m
Wed 11/257:00 am -
2 stops8h 55m
Deal found 10/23![Multiple Airlines logo]()
$570
This Air Canada deal was found by Cheapflights users on 10/21. 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 12/55:45 am -
1 stop13h 00m
Sat 12/1210:35 am -
2 stops8h 27m
Deal found 10/21![Air Canada logo]()
$574
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/241:15 pm -
1 stop5h 36m
Wed 11/257:00 am -
1 stop9h 43m
Deal found 10/23![Porter Airlines logo]()
$584
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Sun 11/81:15 pm -
1 stop5h 36m
Wed 11/117:00 am -
2 stops8h 55m
Deal found 10/25![Porter Airlines logo]()
$657
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 October 26, 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 October 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/241:15 pm -
1 stop5h 36m
Wed 11/257:00 am -
1 stop9h 43m
Deal found 10/23![Porter Airlines logo]()
$584
This Flightnetwork deal was found by Cheapflights users on 10/21. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:30 am -
2 stops13h 15m
Sat 12/1210:35 am -
2 stops8h 27m
Deal found 10/21![Air Canada logo]()
$631
This Mytrip deal was found by Cheapflights users on 10/23. 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.
Tue 11/248:00 am -
2 stops10h 51m
Wed 11/257:00 am -
2 stops12h 10m
Deal found 10/23![Multiple Airlines logo]()
$700
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Sun 11/81:15 pm -
1 stop5h 36m
Wed 11/117:00 am -
2 stops8h 55m
Deal found 10/25![Porter Airlines logo]()
$657
This Air Canada deal was found by Cheapflights users on 10/25. 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 3/205:45 am -
1 stop13h 00m
Wed 3/2410:35 am -
1 stop12h 00m
Deal found 10/25![Air Canada logo]()
$693
This Porter Airlines deal was found by Cheapflights users on 10/24. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/88:00 am -
2 stops10h 51m
Tue 12/157:00 am -
2 stops8h 54m
Deal found 10/24![Porter Airlines logo]()
$689
This Flightnetwork deal was found by Cheapflights users on 10/21. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:35 pm -
3 stops24h 16m
Sat 12/127:20 pm -
3 stops14h 28m
Deal found 10/21![Multiple Airlines logo]()
$823
This Air Canada deal was found by Cheapflights users on 10/22. 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 11/55:45 am -
1 stop12h 55m
Sun 11/810:35 am -
1 stop12h 02m
Deal found 10/22![Air Canada logo]()
$809
Last-minute flights from Boston to WindsorDiscover last-minute flight deals from Boston to Windsor. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Windsor. Data last updated October 26, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 10/22. 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 11/55:45 am -
1 stop12h 55m
Sun 11/810:35 am -
1 stop12h 02m
Deal found 10/22![Air Canada logo]()
$809
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Sun 11/81:15 pm -
1 stop5h 36m
Wed 11/117:00 am -
2 stops8h 55m
Deal found 10/25![Porter Airlines logo]()
$657
This Mytrip deal was found by Cheapflights users on 10/25. 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.
Sun 11/88:00 am -
2 stops10h 51m
Wed 11/117:00 am -
2 stops12h 10m
Deal found 10/25![Multiple Airlines logo]()
$780
This Air Canada deal was found by Cheapflights users on 10/21. 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.
Sun 11/156:35 pm -
2 stops15h 20m
Mon 11/167:20 pm -
2 stops19h 33m
Deal found 10/21![Air Canada logo]()
$749
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/241:15 pm -
1 stop5h 36m
Wed 11/257:00 am -
2 stops8h 55m
Deal found 10/23![Multiple Airlines logo]()
$570
This Kiwi.com deal was found by Cheapflights users on 10/23. 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 11/241:15 pm -
1 stop5h 36m
Wed 11/257:00 am -
1 stop9h 43m
Deal found 10/23![Porter Airlines logo]()
$584
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 October 26, 2026.
Search for one-way flight options from Boston to Windsor. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
This Air Canada deal was found by Cheapflights users on 10/22. 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 1/57:40 pm -
1 stop14h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Air Canada logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Thu 12/31:15 pm -
1 stop5h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Porter Airlines logo]()
$292
This Porter Airlines deal was found by Cheapflights users on 10/22. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:00 am -
2 stops10h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Porter Airlines logo]()
$373
This Porter Airlines deal was found by Cheapflights users on 10/22. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/54:35 pm -
2 stops26h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Porter Airlines logo]()
$403
This Porter Airlines deal was found by Cheapflights users on 10/25. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/171:15 pm -
1 stop5h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Porter Airlines logo]()
$493
This Porter Airlines deal was found by Cheapflights users on 10/23. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/54:35 pm -
2 stops26h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Porter Airlines logo]()
$509
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 October 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $570 (Kiwi.com) |
One-way from | $277 (Air Canada) |
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 October 26, 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
Quickest round-trip
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Thu 12/3
1:15 pm-6:51 pm
1 stop5h 36m
Windsor
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$292
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Tue 12/1
8:00 am-6:51 pm
2 stops10h 51m
Windsor
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$373
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Tue 1/5
4:35 pm-6:51 pm
2 stops26h 16m
Windsor
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$403
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Thu 12/17
1:15 pm-6:51 pm
1 stop5h 36m
Windsor
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$493
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Thu 11/5
4:35 pm-6:51 pm
2 stops26h 16m
Windsor
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$509
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Tue 11/24
1:15 pm-6:51 pm
1 stop5h 36m
Windsor
Wed 11/25
7:00 am-4:43 pm
1 stop9h 43m
$584
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Sat 12/5
5:30 am-6:45 pm
2 stops13h 15m
Windsor
Sat 12/12
10:35 am-7:02 pm
2 stops8h 27m
$631
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Sun 11/8
1:15 pm-6:51 pm
1 stop5h 36m
Windsor
Wed 11/11
7:00 am-3:55 pm
2 stops8h 55m
$657
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Tue 12/8
8:00 am-6:51 pm
2 stops10h 51m
Windsor
Tue 12/15
7:00 am-3:54 pm
2 stops8h 54m
$689
BostonWindsor
BOS Boston Logan Intl - YQG Windsor
BOSYQG
Boston Logan Intl
Sat 3/20
5:45 am-6:45 pm
1 stop13h 00m
Windsor
Wed 3/24
10:35 am-10:35 pm
1 stop12h 00m
$693
Showing 1-10 of 13 resultsSorted by cheapest first
Compare providers for flights from Boston to Windsor
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Windsor in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- 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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