Which city has the cheapest flights to Windsor?

Based on fares booked in the past 5 days, the cheapest flights to Windsor are from New York, starting at $507 round-trip.

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

A good deal on a flight to Windsor is around $526 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.

Which airlines should I consider for flights to Windsor?

Air Canada is the most popular airline with KAYAK users flying to Windsor, and has the best on-time record at the destination's main airport.

What is the cheapest flight to Windsor?

New York LaGuardia Airport to Windsor is the cheapest route at $507 round-trip, found in the past 5 days on KAYAK. Boston to Windsor is the most popular connection with round-trip deals from $570.

How much is a flight to Windsor?

On average, a round-trip flight from the United States to Windsor costs $616, based on KAYAK data over the past 12 months. Round-trip fares from New York average $500, while Boston runs a bit higher at $575.

What’s the cheapest month to fly to Windsor?

•January is the cheapest month to fly to Windsor with an average price of $378 round-trip. •August ($1,792) and February ($1,056) are the most expensive. Based on KAYAK data over the past 12 months.

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

Afternoon flights to Windsor are the cheapest at $500 round-trip on average. Evening flights are the most expensive at $969.

What is a good deal for flights to Windsor?

Flights under $526 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 $466.

What are the most popular airlines flying to Windsor?

Air Canada is the only airline flying to Windsor on KAYAK.

$202 CHEAP FLIGHTS to Windsor in 2026/27

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Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Cheapest round-trip

$507

Typical prices: $526-$761

Air Canada

Thu 12/6Thu 12/13

LGA - YQG • 1 stop

Cheapest one-way

$202

Typical prices: $252-$419

Air Canada

Tue 1/30

RSW - YQG • 1 stop

Top airlines

Air Canada

Best reviews • 7.1 score

Airline reviews

Top routes

NYC - YQG

Cheapest • 43% average savings

BOS - YQG

Most popular

Insights

When to travel

January

Cheapest • 39% price drop

June

Most popular

Good to know

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We hope you love your trip to Windsor!

Flight Deals

Cheap Flights to Windsor

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

Round-trip

One-way

Last minute

All Flight Deals

Recent round-trip flight deals to Windsor

Sun, Dec 6 - Sun, Dec 13

12:45 pm - 6:45 pmLGA New York LaGuardia-YQG Windsor

6h 00m1 stop Toronto Pearson Intl

10:35 am - 3:38 pmYQG Windsor-LGA New York LaGuardia

5h 03m1 stop Toronto Pearson Intl

$507Air Canada

Sun, Nov 15 - Tue, Nov 17

6:00 am - 6:40 pmLGA New York LaGuardia-YQG Windsor

12h 40m1 stop Toronto Pearson Intl

10:35 am - 3:38 pmYQG Windsor-LGA New York LaGuardia

5h 03m1 stop Toronto Pearson Intl

$531Air Canada

Fri, Dec 4 - Fri, Dec 11

11:40 am - 6:45 pmLGA New York LaGuardia-YQG Windsor

7h 05m1 stop Toronto Pearson Intl

10:35 am - 7:03 pmYQG Windsor-LGA New York LaGuardia

8h 28m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$540Air Canada

Fri, Dec 4 - Fri, Dec 11

6:00 am - 6:45 pmLGA New York LaGuardia-YQG Windsor

12h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

10:35 am - 7:03 pmYQG Windsor-LGA New York LaGuardia

8h 28m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$548Air Canada

Fri, Dec 4 - Fri, Dec 11

10:30 am - 6:45 pmLGA New York LaGuardia-YQG Windsor

8h 15m1 stop Toronto Pearson Intl

7:20 pm - 8:58 amYQG Windsor-LGA New York LaGuardia

13h 38m1 stop Toronto Pearson Intl

$555Air Canada

Fri, Dec 4 - Fri, Dec 11

12:50 pm - 6:51 pmEWR Newark-YQG Windsor

6h 01m1 stop Ottawa

7:00 am - 4:55 pmYQG Windsor-EWR Newark

9h 55m1 stop Ottawa

$561Porter Airlines

Fri, Dec 4 - Fri, Dec 11

11:40 am - 6:45 pmLGA New York LaGuardia-YQG Windsor

7h 05m1 stop Toronto Pearson Intl

10:35 am - 3:38 pmYQG Windsor-LGA New York LaGuardia

5h 03m1 stop Toronto Pearson Intl

$561Air Canada

Fri, Dec 4 - Fri, Dec 11

6:00 am - 6:45 pmLGA New York LaGuardia-YQG Windsor

12h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

10:35 am - 3:38 pmYQG Windsor-LGA New York LaGuardia

5h 03m1 stop Toronto Pearson Intl

$566Air Canada

Tue, Nov 24 - Wed, Nov 25

1:15 pm - 6:51 pmBOS Boston Logan Intl-YQG Windsor

5h 36m1 stop Ottawa

7:00 am - 3:55 pmYQG Windsor-BOS Boston Logan Intl

8h 55m2 stops Ottawa Toronto Island

$570Multiple Airlines

Sat, Dec 5 - Sat, Dec 12

5:45 am - 6:45 pmBOS Boston Logan Intl-YQG Windsor

13h 00m1 stop Toronto Pearson Intl

10:35 am - 7:02 pmYQG Windsor-BOS Boston Logan Intl

8h 27m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$574Air Canada

All round-trip flight deals to Windsor

Sun, Dec 6 - Sun, Dec 13

12:45 pm - 6:45 pmLGA New York LaGuardia-YQG Windsor

6h 00m1 stop Toronto Pearson Intl

10:35 am - 3:38 pmYQG Windsor-LGA New York LaGuardia

5h 03m1 stop Toronto Pearson Intl

$507Air Canada

Sun, Nov 15 - Tue, Nov 17

6:00 am - 6:40 pmLGA New York LaGuardia-YQG Windsor

12h 40m1 stop Toronto Pearson Intl

10:35 am - 3:38 pmYQG Windsor-LGA New York LaGuardia

5h 03m1 stop Toronto Pearson Intl

$531Air Canada

Fri, Dec 4 - Fri, Dec 11

11:40 am - 6:45 pmLGA New York LaGuardia-YQG Windsor

7h 05m1 stop Toronto Pearson Intl

10:35 am - 7:03 pmYQG Windsor-LGA New York LaGuardia

8h 28m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$540Air Canada

Fri, Dec 4 - Fri, Dec 11

6:00 am - 6:45 pmLGA New York LaGuardia-YQG Windsor

12h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

10:35 am - 7:03 pmYQG Windsor-LGA New York LaGuardia

8h 28m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$548Air Canada

Fri, Dec 4 - Fri, Dec 11

10:30 am - 6:45 pmLGA New York LaGuardia-YQG Windsor

8h 15m1 stop Toronto Pearson Intl

7:20 pm - 8:58 amYQG Windsor-LGA New York LaGuardia

13h 38m1 stop Toronto Pearson Intl

$555Air Canada

Fri, Dec 4 - Fri, Dec 11

11:40 am - 6:45 pmLGA New York LaGuardia-YQG Windsor

7h 05m1 stop Toronto Pearson Intl

10:35 am - 3:38 pmYQG Windsor-LGA New York LaGuardia

5h 03m1 stop Toronto Pearson Intl

$561Air Canada

Fri, Dec 4 - Fri, Dec 11

12:50 pm - 6:51 pmEWR Newark-YQG Windsor

6h 01m1 stop Ottawa

7:00 am - 4:55 pmYQG Windsor-EWR Newark

9h 55m1 stop Ottawa

$561Porter Airlines

Fri, Dec 4 - Fri, Dec 11

6:00 am - 6:45 pmLGA New York LaGuardia-YQG Windsor

12h 45m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

10:35 am - 3:38 pmYQG Windsor-LGA New York LaGuardia

5h 03m1 stop Toronto Pearson Intl

$566Air Canada

Tue, Nov 24 - Wed, Nov 25

1:15 pm - 6:51 pmBOS Boston Logan Intl-YQG Windsor

5h 36m1 stop Ottawa

7:00 am - 3:55 pmYQG Windsor-BOS Boston Logan Intl

8h 55m2 stops Ottawa Toronto Island

$570Multiple Airlines

Sat, Dec 5 - Sat, Dec 12

5:45 am - 6:45 pmBOS Boston Logan Intl-YQG Windsor

13h 00m1 stop Toronto Pearson Intl

10:35 am - 7:02 pmYQG Windsor-BOS Boston Logan Intl

8h 27m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$574Air Canada

Booking Insights

Price, demand and travel trends for flights to Windsor

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

Prices

Airlines

What is the cheapest flight to Windsor?: New York LaGuardia Airport to Windsor is the cheapest route at $507 round-trip, found in the past 5 days on KAYAK. Boston to Windsor is the most popular connection with round-trip deals from $570.
How much is a flight to Windsor? Average and cheapest price for all round-trip flights to Windsor from each origin found by users searching on KAYAK in the last 12 months.: On average, a round-trip flight from the United States to Windsor costs $616, based on KAYAK data over the past 12 months. Round-trip fares from New York average $500, while Boston runs a bit higher at $575.
What’s the cheapest month to fly to Windsor? To calculate monthly average prices, KAYAK takes all prices for each month over the last 12 months for flights to Windsor, removes the top 0.1% to account for outliers, then takes the median of all values for each month.: •January is the cheapest month to fly to Windsor with an average price of $378 round-trip.
•August ($1,792) and February ($1,056) are the most expensive.

Based on KAYAK data over the past 12 months.
What is the cheapest time of day to fly to Windsor? Average price for all round-trip flights depending on time of departure, seen by users on KAYAK in the last 12 months.: Afternoon flights to Windsor are the cheapest at $500 round-trip on average. Evening flights are the most expensive at $969.
What is a good deal for flights to Windsor?: Flights under $526 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 $466.

Find deals

Expert advice

Our travel experts

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.

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.

Low season	March
High season	June
Cheapest flight	$202

Beat the crowds with an average 60% drop in travelers.

The most popular month to fly with an average 50% increase in travelers.

One-way flight from Fort Myers 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

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. The information is for flights to Windsor based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

How do I know if a flight to Windsor is a good deal?
A good deal on a flight to Windsor is around $526 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.
Which city has the cheapest flights to Windsor?
Based on fares booked in the past 5 days, the cheapest flights to Windsor are from New York, starting at $507 round-trip.
Which airlines should I consider for flights to Windsor?
Air Canada is the most popular airline with KAYAK users flying to Windsor, and has the best on-time record at the destination's main airport.

For flights to Windsor, a good round-trip fare is around $526. If you find a fare below that, you're getting a strong deal.
If your travel dates are flexible, consider flying to Windsor in January. Round-trip fares historically average $378, making January the cheapest month to travel based on KAYAK data from 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 $469 per round-trip. Noon flights to Windsor average $500 compared to $969 for afternoon flights.
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.