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Windsor

$137+ Cheap flights from Windsor, ON

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 6/23. Fares are subject to change and may not be available on all flights or dates of travel.
YQG — YVR
May 17 — May 241
Sun 5/17
Sun 5/24
1 adult, Economy
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Find flights from Windsor within your budget

 
Find flights departing from Windsor that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on April 17, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WindsorToronto

YQG - YYZ

YQGYYZ

Windsor

Sat 5/16

4:30 pm-8:24 pm

1 stop3h 54m

Toronto Pearson Intl

Sun 5/24

11:50 am-3:46 pm

1 stop3h 56m

$283

WindsorMontreal

YQG - YUL

YQGYUL

Windsor

Thu 6/11

7:45 pm-12:31 am

1 stop4h 46m

Montreal Pierre Elliott Trudeau Intl

Fri 6/12

11:10 am-3:24 pm

1 stop4h 14m

$358

WindsorMontreal

YQG - YUL

YQGYUL

Windsor

Sat 5/16

4:05 pm-8:51 pm

1 stop4h 46m

Montreal Pierre Elliott Trudeau Intl

Sat 5/23

11:10 am-3:24 pm

1 stop4h 14m

$360

WindsorMontreal

YQG - YUL

YQGYUL

Windsor

Sat 6/13

4:05 pm-8:51 pm

1 stop4h 46m

Montreal Pierre Elliott Trudeau Intl

Fri 6/19

11:10 am-3:22 pm

1 stop4h 12m

$360

WindsorMontreal

YQG - YUL

YQGYUL

Windsor

Sun 5/24

7:45 pm-12:31 am

1 stop4h 46m

Montreal Pierre Elliott Trudeau Intl

Wed 5/27

9:45 am-3:24 pm

2 stops5h 39m

$363

WindsorMontreal

YQG - YUL

YQGYUL

Windsor

Mon 6/1

4:05 pm-7:21 pm

1 stop3h 16m

Montreal Pierre Elliott Trudeau Intl

Mon 6/8

9:45 am-3:24 pm

2 stops5h 39m

$366

WindsorCancún

YQG - CUN

YQGCUN

Windsor

Wed 5/6

10:05 am-8:10 pm

1 stop11h 05m

Cancun

Wed 5/13

9:05 pm-7:09 pm

1 stop21h 04m

$367

WindsorCalgary

YQG - YYC

YQGYYC

Windsor

Sat 6/27

4:00 pm-6:05 pm

Nonstop4h 05m

Calgary

Wed 7/8

9:30 am-3:10 pm

Nonstop3h 40m

$370

WindsorCancún

YQG - CUN

YQGCUN

Windsor

Sat 5/30

7:45 pm-12:10 pm

2 stops17h 25m

Cancun

Thu 6/4

1:20 pm-9:24 am

2 stops19h 04m

$371

WindsorNewark

YQG - EWR

YQGEWR

Windsor

Tue 6/9

10:05 am-5:59 pm

2 stops7h 54m

Newark

Sat 6/13

11:00 am-3:24 pm

1 stop4h 24m

$374

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Windsor

Have a flexible travel schedule? Discover the best time to fly from Windsor 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.

Travel insights for flights from Windsor

Get recent, data-driven insights about flights from Windsor including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Windsor, Ontario?

Use this chart to determine the optimal time to book a round-trip flight from Windsor to Vancouver Intl. Price data was last updated on April 10, 2026.

To ensure you get the cheapest price possible for a flight from Windsor, Ontario, you should look to book at least 59 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Windsor, Ontario?

Currently, May is the cheapest month in which you can book a flight from Windsor, Ontario (average of $301). Flying from Windsor, Ontario in November will prove the most costly (average of $640). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Windsor, Ontario?

For flights departing from Windsor, Ontario check dates and pricing for the following: Air Canada, WestJet. These airlines depart to the following popular destinations: Vancouver.

Air Canada
Air Canada
From $238
Porter Airlines
Porter Airlines
From $140
WestJet
WestJet
From $189
Lufthansa
Lufthansa
From $1,274

What is the cheapest place to fly to from Windsor, Ontario?

The cheapest city to fly to from Windsor, Ontario is Toronto, with prices starting at $138. Explore other affordable destinations below.

Toronto
Toronto
From $138
Ottawa
Ottawa
From $281
Calgary
Calgary
From $324

Airline reviews for flights from Windsor

Read reviews and ratings of airlines operating flights from Windsor. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Windsor travel. Please note that the reviews are sourced from user searches and were last updated on April 17, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Peruse reviews from past customers who have flown WestJet and Air Canada from Windsor to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,321 reviews

Crew

7.9

Food

6.2

Entertainment

6.1

Boarding

7.4

Comfort

7.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
WestJet
7.2
Good
3,321 reviews
WestJet
7.2
Good
3,321 reviews

Crew

7.9

Food

6.2

Entertainment

6.1

Boarding

7.4

Comfort

7.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying
Air Canada
7.1
Good
10,932 reviews
WestJet
7.2
Good
3,321 reviews

Crew

7.9

Food

6.2

Entertainment

6.1

Boarding

7.4

Comfort

7.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Blaine,Dec 2025

YYC - YVR

The worst I’ve ever had in 50 years of flying

Browse thousands of different options on Cheapflights for your next trip

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Related info for your journey

Access useful and relevant information related to your journey from Windsor. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated April 17, 2026.

  • What are the most popular destinations to fly to from Windsor, Ontario?

    This month, the top selected destinations from Windsor, Ontario are Vancouver Intl Airport, Halifax, Calgary. Throughout the year, Calgary, Vancouver Intl Airport, Montreal are some of the top choices made by users flying from Windsor, Ontario.

  • What is the cheapest flight from Windsor, Ontario to anywhere?

    Users have flown out of Windsor, Ontario for as low as $138 to Toronto Pearson Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for $531 to fly from Windsor, Ontario.

  • What are the cheapest airlines flying from Windsor, Ontario to anywhere?

    Over the past few days, we've found that Porter Airlines, WestJet, and Air Canada have the cheapest prices from Windsor, Ontario. Porter Airlines flights from Windsor, Ontario to Montreal ($140), WestJet flights from Windsor, Ontario to Vancouver Intl ($189), and Air Canada flights from Windsor, Ontario to Cancun ($238).

  • What is the cheapest premium economy flight from Windsor, Ontario?

    Options for some of the cheapest premium economy flights from Windsor, Ontario we have found on Cheapflights are as follows:
    Fly from Windsor to Toronto Pearson Intl Airport starting at $2,730

  • What is the cheapest first class flight from Windsor, Ontario?

    If you’re looking for a cheap first-class flight from Windsor, Ontario, consider Calgary. Prices start at $350 so you can fly first-class even on a budget.

  • What is the cheapest month to fly from Windsor, Ontario?

    May is currently the cheapest month to fly from Windsor, Ontario. At this moment in time November is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

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