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Oakville

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Oakville Flights as Low as $165

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Flair Airlines
Sat, May 9 - Thu, May 21
YWG
Winnipeg James Armstrong Richardson Intl.
YYZ
Pearson Intl.
$165 Roundtrip, found 4 hours ago
$165
Roundtrip
found 4 hours ago
Select Flair Airlines flight, departing Sat, May 9 from Winnipeg James Armstrong Richardson Intl. to Pearson Intl., returning Thu, May 21, priced at $165 found 4 hours ago
Flair Airlines
Tue, Sep 22 - Tue, Sep 29
FLL
Fort Lauderdale - Hollywood Intl.
YYZ
Pearson Intl.
$183 Roundtrip, found 2 days ago
$183
Roundtrip
found 2 days ago
Select Flair Airlines flight, departing Tue, Sep 22 from Fort Lauderdale - Hollywood Intl. to Pearson Intl., returning Tue, Sep 29, priced at $183 found 2 days ago
Air Canada
Thu, Apr 16 - Mon, May 4
FLL
Fort Lauderdale - Hollywood Intl.
YHM
John C. Munro Hamilton Intl.
$198 Roundtrip, found 3 days ago
$198
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu, Apr 16 from Fort Lauderdale - Hollywood Intl. to John C. Munro Hamilton Intl., returning Mon, May 4, priced at $198 found 3 days ago
Porter Airlines
Thu, Apr 16 - Mon, May 4
FLL
Fort Lauderdale - Hollywood Intl.
YHM
John C. Munro Hamilton Intl.
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Thu, Apr 16 from Fort Lauderdale - Hollywood Intl. to John C. Munro Hamilton Intl., returning Mon, May 4, priced at $214 found 3 days ago
Porter Airlines
Tue, May 19 - Wed, May 20
YWG
Winnipeg James Armstrong Richardson Intl.
YHM
John C. Munro Hamilton Intl.
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Tue, May 19 from Winnipeg James Armstrong Richardson Intl. to John C. Munro Hamilton Intl., returning Wed, May 20, priced at $215 found 1 day ago
Flair Airlines
Fri, Apr 17 - Sat, Apr 18
YXX
Abbotsford Intl.
YYZ
Pearson Intl.
$236 Roundtrip, found 3 hours ago
$236
Roundtrip
found 3 hours ago
Select Flair Airlines flight, departing Fri, Apr 17 from Abbotsford Intl. to Pearson Intl., returning Sat, Apr 18, priced at $236 found 3 hours ago
Flair Airlines
Fri, Apr 17 - Sat, Apr 18
YVR
Vancouver Intl.
YYZ
Pearson Intl.
$255 Roundtrip, found 4 hours ago
$255
Roundtrip
found 4 hours ago
Select Flair Airlines flight, departing Fri, Apr 17 from Vancouver Intl. to Pearson Intl., returning Sat, Apr 18, priced at $255 found 4 hours ago
Air Canada
Tue, Jun 2 - Wed, Jun 10
YVR
Vancouver Intl.
YHM
John C. Munro Hamilton Intl.
$306 Roundtrip, found 10 hours ago
$306
Roundtrip
found 10 hours ago
Select Air Canada flight, departing Tue, Jun 2 from Vancouver Intl. to John C. Munro Hamilton Intl., returning Wed, Jun 10, priced at $306 found 10 hours ago
Air Canada
Fri, May 29 - Sun, May 31
YWG
Winnipeg James Armstrong Richardson Intl.
YKF
Region of Waterloo Intl.
$353 Roundtrip, found 3 days ago
$353
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri, May 29 from Winnipeg James Armstrong Richardson Intl. to Region of Waterloo Intl., returning Sun, May 31, priced at $353 found 3 days ago
Air Canada
Wed, Jun 3 - Sat, Jun 6
FLL
Fort Lauderdale - Hollywood Intl.
YTZ
Billy Bishop Toronto City
$362 Roundtrip, found 2 days ago
$362
Roundtrip
found 2 days ago
Select Air Canada flight, departing Wed, Jun 3 from Fort Lauderdale - Hollywood Intl. to Billy Bishop Toronto City, returning Sat, Jun 6, priced at $362 found 2 days ago
Air Canada
Thu, Jun 11 - Mon, Jun 15
FLL
Fort Lauderdale - Hollywood Intl.
YKF
Region of Waterloo Intl.
$411 Roundtrip, found 1 day ago
$411
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Jun 11 from Fort Lauderdale - Hollywood Intl. to Region of Waterloo Intl., returning Mon, Jun 15, priced at $411 found 1 day ago
American Airlines
Tue, Jun 9 - Tue, Jun 16
CLE
Hopkins Intl.
YYZ
Pearson Intl.
$415 Roundtrip, found 4 hours ago
$415
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Jun 9 from Hopkins Intl. to Pearson Intl., returning Tue, Jun 16, priced at $415 found 4 hours ago
WestJet
Tue, Jun 2 - Wed, Jun 10
YXX
Abbotsford Intl.
YHM
John C. Munro Hamilton Intl.
$477 Roundtrip, found 10 hours ago
$477
Roundtrip
found 10 hours ago
Select WestJet flight, departing Tue, Jun 2 from Abbotsford Intl. to John C. Munro Hamilton Intl., returning Wed, Jun 10, priced at $477 found 10 hours ago
Air Canada
Tue, Jun 23 - Thu, Jun 25
CLE
Hopkins Intl.
YHM
John C. Munro Hamilton Intl.
$573 Roundtrip, found 15 hours ago
$573
Roundtrip
found 15 hours ago
Select Air Canada flight, departing Tue, Jun 23 from Hopkins Intl. to John C. Munro Hamilton Intl., returning Thu, Jun 25, priced at $573 found 15 hours ago
Air Canada
Tue, Jun 23 - Thu, Jun 25
CLE
Hopkins Intl.
YKF
Region of Waterloo Intl.
$657 Roundtrip, found 3 days ago
$657
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue, Jun 23 from Hopkins Intl. to Region of Waterloo Intl., returning Thu, Jun 25, priced at $657 found 3 days ago
Air Canada
Sat, Jun 20 - Thu, Jun 25
CLE
Hopkins Intl.
YTZ
Billy Bishop Toronto City
$681 Roundtrip, found 2 days ago
$681
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sat, Jun 20 from Hopkins Intl. to Billy Bishop Toronto City, returning Thu, Jun 25, priced at $681 found 2 days ago

Cheap Flights to Oakville

Fall in love at first flight with your vacation to Oakville by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Oakville on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Oakville, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Oakville

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Oakville with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the YTO airport.

What is the cheapest month to fly to Oakville?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Oakville are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Oakville?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Oakville.

What airport is best to fly into Oakville?

When you’re planning your trip to Oakville, convenience is the name of the game. Luckily, Oakville Pearson Intl. Airport is nearby so you can deplane and get going on checking off everything on your Oakville must-do list.

How much are flights to Oakville?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Oakville on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $165, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Oakville?

The trick to saving a stack of cash on your flight to Oakville? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $165 right now, why wait?

Oakville Flight Information
Destination airport
Pearson Intl.
Destination airport IATA code
YYZ
Roundtrip price
$183

Last Minute Hotel Deals in Oakville

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
30 Widmer St Toronto ON
Book a stay at this business-friendly hotel in Toronto. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions CN Tower and Rogers ...
9.2/10 Wonderful! (2,488 reviews)
This was a quick overnight stay in downtown Toronto, and I was really impressed. Nice, fully equipped room with better than average amenities, a complimentary room upgrade and a truly amazing breakfast buffet thrown in! I slept well on a very comfortable bed and the room was quiet.

Reviewed on Mar 28, 2026

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Hotel Riu Plaza Toronto
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street Toronto ON
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the restaurant and the ...
8.6/10 Excellent! (5,551 reviews)
Enjoyed my stay

Reviewed on Mar 27, 2026

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Holiday Inn Toronto Downtown Centre by IHG
DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

4 out of 5
108 Chestnut St Toronto ON
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (5,719 reviews)
We stayed at this hotel because of its close proximity to Toronto Sick Kids. It is a quick 5 minute walk. The hotel rooms were quiet which we appreciated for resting and when we looked out our window we could see our granddaughter’s hospital window. Staff was helpful and polite, including cleaning ...

Reviewed on Mar 28, 2026

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DoubleTree by Hilton Hotel Toronto Downtown
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Book a stay at this family-friendly hotel in Toronto. Enjoy free WiFi, 2 indoor pools, and 2 restaurants. Our guests praise the pool and the restaurant in our ...
8.4/10 Very Good! (14,248 reviews)
Before i booked with this hotel it didn't state that they're garage parking was only big enough for admaller veichles. I drove from calgary to Toronto, on the way there was a highway closure due to a snow storm which made it impossible to make it in time for my first night booking which i was charged ...

Reviewed on Mar 27, 2026

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Chelsea Hotel, Toronto
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
1 King Street West Toronto ON
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, room service, and a fitness center. Our guests praise the restaurant and the helpful ...
9.4/10 Exceptional! (7,363 reviews)
Clean. Staffs always great

Reviewed on Mar 27, 2026

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One King West Hotel & Residence
Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
15 Richmond St E Toronto ON
Stay at this hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the convenient parking ...
9.4/10 Exceptional! (7,703 reviews)
Spacious room, convenient location and fine breakfast

Reviewed on Mar 28, 2026

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Cambridge Suites Toronto
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Book a stay at this luxury hotel in Toronto. Enjoy 3 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the restaurant in ...
9/10 Wonderful! (7,826 reviews)
Gteat

Reviewed on Mar 27, 2026

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Fairmont Royal York
Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
620 Church St Toronto ON
Stay at this hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
8.4/10 Very Good! (3,628 reviews)
Clean room, nice open space

Reviewed on Mar 27, 2026

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Town Inn Suites Hotel
See all 4,687 properties in Oakville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.