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$430+ Cheap flights from San Jose, CA (SJC) to Windsor, ON (YQG)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — YQG
Aug 30 — Sep 61
Sun 8/30
Sun 9/6
1 adult, Economy
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Cheap flight deals from San Jose to Windsor

Cheapest flights from San Jose to Windsor
Explore the most affordable flight options available from San Jose to Windsor. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2026.

This Air Canada deal was found by Cheapflights users on 7/30. 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 10/318:45 am
SJC
-
YQG
2 stops23h 10m
Air Canada
Wed 11/410:35 am
YQG
-
SJC
2 stops13h 33m
Air Canada
Deal found 7/30$805
This Air Canada deal was found by Cheapflights users on 7/30. 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 8/188:45 am
SJC
-
YQG
2 stops21h 37m
Air Canada
Sat 8/2210:05 am
YQG
-
SJC
2 stops13h 52m
Air Canada
Deal found 7/30$1,066
This FlightHub deal was found by Cheapflights users on 7/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:59 pm
SJC
-
YQG
2 stops45h 11m
WestJet
Mon 9/144:00 pm
YQG
-
SJC
2 stops30h 51m
WestJet
Deal found 7/31$1,116
This oojo deal was found by Cheapflights users on 7/29. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/59:34 am
SJC
-
YQG
2 stops26h 36m
WestJet
Sat 8/84:00 pm
YQG
-
SJC
2 stops33h 50m
WestJet
Deal found 7/29$1,852

Find flight deals from San Jose to Windsor

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) 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 July 31, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$805
(Air Canada)

One-way from

$430
(Kiwi.com)
Provider with most accurate pricing for San Jose-Windsor flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Windsor flights.
Search Deals
From San Jose to Windsor
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One-way flight from San Jose to Windsor
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Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 2,558,603 searches. Data last updated July 31, 2026.
Use the filters below to find and compare flights from San Jose to Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoseWindsor

SJC - YQG

SJCYQG

San Jose

Sat 10/31

8:45 am-10:55 am

2 stops23h 10m

Windsor

Wed 11/4

10:35 am-9:08 pm

2 stops13h 33m

$805
Quickest round-trip

San JoseWindsor

SJC - YQG

SJCYQG

San Jose

Tue 8/18

8:45 am-9:22 am

2 stops21h 37m

Windsor

Sat 8/22

10:05 am-8:57 pm

2 stops13h 52m

$1,066

San JoseWindsor

SJC - YQG

SJCYQG

San Jose

Thu 8/27

2:59 pm-3:10 pm

2 stops45h 11m

Windsor

Mon 9/14

4:00 pm-7:51 pm

2 stops30h 51m

$1,116
Cheapest one-way
Quickest one-way

San JoseWindsor

SJC - YQG

SJCYQG

San Jose

Sat 8/15

8:23 pm-3:10 pm

2 stops39h 47m

$430

San JoseWindsor

SJC - YQG

SJCYQG

San Jose

Sat 8/15

2:20 pm-3:10 pm

2 stops45h 50m

$562

San JoseWindsor

SJC - YQG

SJCYQG

San Jose

Sat 9/12

2:41 pm-3:10 pm

2 stops45h 29m

$1,323

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Sorted by cheapest first
  • Most accurate provider: When it comes to deals on San Jose, California-Windsor, Ontario flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Jose, California-Windsor, Ontario flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Jose, California-Windsor, Ontario flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Jose, California-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 San Jose, California-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 San Jose to Windsor

Have a flexible travel schedule? Discover the best time to fly to Windsor from San Jose with our price prediction graph.
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 San Jose to Windsor. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from San Jose, California to Windsor, Ontario?

    There are many flights that can get you from San Jose, California to Windsor, Ontario in 23h 10m. Fly via Air Canada to get the fastest option. The distance from San Jose, California to Windsor, Ontario is about 2076 mi.

  • Can I find deals for flights from San Jose to Windsor that include hotel bookings?

    Yes. In addition to deals on San Jose to Windsor flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Windsor?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Windsor.

  • Can I find deals for business class flights from San Jose to Windsor?

    Yes. Cheapflights offers flight deals from San Jose 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

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