YQG

$170 Find Cheap Flights to Windsor - Compare and Save

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Everything you should know

Cheapest round-trip
$503
Typical prices: $491-$720
Air Canada
Mon 11/5Mon 11/12
SAN - YQG • 2 stops
Cheapest one-way
$170
Typical prices: $216-$400
Air Canada
Tue 11/20
SAN - YQG • 2 stops
Top airlines
Porter Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
Top routes
NYC - YQG
Cheapest • 52% average savings
BOS - YQG
Most popular
Insights
Insights
When to travel
January
Cheapest • 32% price drop
November
Most popular
Good to know
+1
Good to know
+1
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We hope you love your trip to Windsor!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights to Windsor

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Windsor

Thu, Nov 5 - Thu, Nov 12
Air Canada Logo
6:30 pm - 6:45 pmSAN  San Diego-YQG Windsor
21h 15m2 stops Denver Intl Toronto Pearson Intl
Air Canada Logo
7:20 pm - 3:12 pmYQG  Windsor-SAN San Diego
22h 52m2 stops Toronto Pearson Intl Chicago O'Hare Intl
$503Air Canada
Tue, Nov 3 - Tue, Nov 10
Air Canada Logo
5:15 pm - 9:55 amSAN  San Diego-YQG Windsor
13h 40m2 stops Vancouver Intl Toronto Pearson Intl
Air Canada Logo
10:35 am - 10:40 pmYQG  Windsor-SAN San Diego
15h 05m2 stops Toronto Pearson Intl Chicago O'Hare Intl
$515Air Canada
Sun, Oct 25 - Sat, Oct 31
Air Canada Logo
12:50 pm - 6:45 pmORD  Chicago O'Hare Intl-YQG Windsor
4h 55m1 stop Toronto Pearson Intl
Air Canada Logo
10:35 am - 3:38 pmYQG  Windsor-ORD Chicago O'Hare Intl
6h 03m1 stop Toronto Pearson Intl
$524Air Canada
Thu, Nov 5 - Thu, Nov 12
Air Canada Logo
7:05 am - 6:45 pmORD  Chicago O'Hare Intl-YQG Windsor
10h 40m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
10:35 am - 3:38 pmYQG  Windsor-ORD Chicago O'Hare Intl
6h 03m1 stop Toronto Pearson Intl
$525Air Canada
Sun, Oct 25 - Sat, Oct 31
Air Canada Logo
12:50 pm - 6:45 pmORD  Chicago O'Hare Intl-YQG Windsor
4h 55m1 stop Toronto Pearson Intl
Air Canada Logo
10:35 am - 7:52 pmYQG  Windsor-ORD Chicago O'Hare Intl
10h 17m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$531Air Canada
Tue, Nov 3 - Tue, Nov 10
Air Canada Logo
12:55 pm - 9:55 amSAN  San Diego-YQG Windsor
18h 00m1 stop Toronto Pearson Intl
Air Canada Logo
10:35 am - 8:37 pmYQG  Windsor-SAN San Diego
13h 02m2 stops Toronto Pearson Intl San Francisco
$534Air Canada
Sun, Oct 25 - Sat, Oct 31
Air Canada Logo
7:05 am - 6:45 pmORD  Chicago O'Hare Intl-YQG Windsor
10h 40m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
10:35 am - 7:52 pmYQG  Windsor-ORD Chicago O'Hare Intl
10h 17m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$534Air Canada
Mon, Nov 2 - Mon, Nov 9
Air Canada Logo
4:45 pm - 9:55 amSAN  San Diego-YQG Windsor
14h 10m2 stops Vancouver Intl Toronto Pearson Intl
Air Canada Logo
7:20 pm - 11:57 amYQG  Windsor-SAN San Diego
19h 37m2 stops Toronto Pearson Intl San Francisco
$540Air Canada
Thu, Nov 5 - Thu, Nov 12
Air Canada Logo
7:05 am - 6:45 pmORD  Chicago O'Hare Intl-YQG Windsor
10h 40m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
7:20 pm - 11:07 amYQG  Windsor-ORD Chicago O'Hare Intl
16h 47m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$552Air Canada
Mon, Nov 30 - Thu, Dec 31
Air Canada Logo
7:05 am - 6:45 pmORD  Chicago O'Hare Intl-YQG Windsor
10h 40m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Air Canada Logo
10:35 am - 3:38 pmYQG  Windsor-ORD Chicago O'Hare Intl
6h 03m1 stop Toronto Pearson Intl
$564Air Canada
Booking Insights

Price, demand and travel trends for United States to Windsor flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from the United States to Windsor with more confidence.

What is the cheapest flight to Windsor?

San Diego to Windsor is the cheapest route at $503 round-trip, found in the past 5 days on KAYAK. Chicago O'Hare Intl Airport to Windsor is the most popular connection with round-trip deals from $524.

How much is a flight to Windsor?

A round-trip flight to Windsor costs $556 on average, based on data over the past 12 months on KAYAK. Round-trip fares from New York average $466, while Boston runs a bit higher at $564.

What is the cheapest time of day to fly to Windsor?

Afternoon flights to Windsor are the cheapest at $491 round-trip on average. Evening flights are the most expensive at $715.

What is a good deal for flights to Windsor?

Flights under $491 are considered a good deal. 25% of KAYAK users found round-trip flights to Windsor at or below these prices, with the lowest fares from:
•New York $424
•Boston $491.

Find deals
Expert advice

Expert advice for your flight to Windsor

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
John Walton

John Walton

Expert on Porter Airlines

Independent aviation journalist John Walton took his first flight at eight weeks old and hasn’t stopped travelling since. A world-renowned expert in airlines and the passenger experience, he writes in depth on aviation, is a resident expert on travel in Japan and France, and offers a uniquely queer perspective on travelling the world.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on Air Canada

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more

Key details for flights to Windsor

Low season

March

Cheapest flight

$170
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from San Diego to Windsor

When to book flights to Windsor

Are your dates flexible? Find out the best times to travel to Windsor based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your questions about flights to Windsor, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • How do I know if a flight to Windsor is a good deal?

    A good deal on a flight to Windsor is around $491 round-trip. This fare is in the lowest 25% of round-trip prices searched on KAYAK, averaged across the cities most often searched as origins by KAYAK users.

  • Where can I fly from to get the cheapest fares to Windsor?

    Based on fares booked in the past 5 days, the cheapest flights to Windsor are from:
    • Chicago, from $524 round-trip

Your guide to booking Windsor flights

From booking to airport arrival, find tips to help you plan your flight with more confidence.
  • For flights to Windsor, recent KAYAK data shows that stronger deals tend to land around $491 round-trip. If you see a fare below that threshold, it's a strong deal – book before the price climbs back up.
  • If you can choose when to go, time your trip to Windsor around January. Round-trip fares historically average $378 that month – typically the cheapest month to travel based on the last 12 months.
  • Before you book:

    • Check the route's typical price range so you can spot a deal.
    • Confirm baggage fees and seat-selection costs on budget carriers.
    • Verify whether you need any travel documents beyond ID.
    • Pick a departure airport, since your nearest may not be the cheapest origin.
  • Shift your departure to noon to save up to $224 per round-trip. Noon flights to Windsor average $491 compared to $715 for afternoon flights. See the time-of-day chart above for the full breakdown.
  • Once you arrive in Windsor, a few great places to start are Caesars Windsor and Detroit Windsor Tunnel. These are popular with first-time visitors and can give you a good feel for the area.

Reviews of the top airline flying to Windsor

 
Need help choosing which airline to fly with to Windsor? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
Air CanadaOverall score based on 11661 reviews
6.8Entertainment
7.1Comfort
7.3Boarding
6.3Food
7.8Crew
Airline reviews

Check-in was a nightmare. Wouldn’t let us board with our dog even though he has flown on anir Canada before. Only one of us could go. Will never fly them again.

2.0 MediocreSandy, Sep 2026
Read more Air Canada reviews

Check-in was a nightmare. Wouldn’t let us board with our dog even though he has flown on anir Canada before. Only one of us could go. Will never fly them again.

Flight got cancelled and didn't get another flight til late and almost missed the connection because so close. We are still waiting for the bags to arrive the next day.

Overpriced. Exploitative price gouging. Appreciated getting bumped up to a seat with more leg room though.

Announcements were unintelligible. Entertainment system was non-existent. Ground crew kept changing story for flight delay.

After waiting for hours of delays, the flight was canceled. We missed our flight to Iceland from Toronto. We tried for hours to get a reasonable replacement flight, but it was the next day before we could even schedule another flight days later. We had to cancel our anniversary trip because we could not get to Iceland on time to keep our reservations. We won’t be flying Air Canada again as they just don’t have the infrastructure to deal with cancellations.

The only problem that I have is if you have questions about your flight ✈️ there's no one to communicate with when you call 📱.

As seems to happen every flight from Toronto to Ottawa we were delayed twice. We try to avoid Toronto when possible.. Denver to Toronto was fine.

Amazing and light experience, boarding on time, crew is super nice, clean salon and special thanks for movies availability. Provided by United Airlines

thee is no screen on these flights, smaller storage cabins scuffed my carry on, it was ok overall

Because we had to drive to Toronto due to delays in Windsor on our return we had a car in Toronto so we had to drive home

Traveling to a place near Windsor?

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

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