Search Cheap Flights to
Oakville

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Oakville Flights as Low as $143

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

Flair Airlines
Sat, Oct 4 - Sat, Oct 11
YXX
Abbotsford Intl.
YYZ
Pearson Intl.
$143 Roundtrip, found 1 hour ago
$143
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Sat, Oct 4 from Abbotsford Intl. to Pearson Intl., returning Sat, Oct 11, priced at $143 found 1 hour ago
Flair Airlines
Sat, Oct 4 - Sat, Oct 11
YVR
Vancouver Intl.
YYZ
Pearson Intl.
$151 Roundtrip, found 1 hour ago
$151
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Sat, Oct 4 from Vancouver Intl. to Pearson Intl., returning Sat, Oct 11, priced at $151 found 1 hour ago
Flair Airlines
Thu, Oct 23 - Thu, Oct 23
YYC
Calgary Intl.
YYZ
Pearson Intl.
$167 Roundtrip, found 1 hour ago
$167
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Thu, Oct 23 from Calgary Intl. to Pearson Intl., returning Thu, Oct 23, priced at $167 found 1 hour ago
Flair Airlines
Fri, Aug 22 - Mon, Sep 1
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$170 Roundtrip, found 7 hours ago
$170
Roundtrip
found 7 hours ago
Select Flair Airlines flight, departing Fri, Aug 22 from Calgary Intl. to Region of Waterloo Intl., returning Mon, Sep 1, priced at $170 found 7 hours ago
American Airlines
Wed, Oct 22 - Wed, Oct 22
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$175 Roundtrip, found 1 hour ago
$175
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Oct 22 from O'Hare Intl. to Pearson Intl., returning Wed, Oct 22, priced at $175 found 1 hour ago
United
Mon, Nov 10 - Mon, Nov 17
EWR
Newark Liberty Intl. Airport
YYZ
Pearson Intl.
$209 Roundtrip, found 4 hours ago
$209
Roundtrip
found 4 hours ago
Select United flight, departing Mon, Nov 10 from Newark Liberty Intl. Airport to Pearson Intl., returning Mon, Nov 17, priced at $209 found 4 hours ago
Air Canada
Wed, Jul 16 - Mon, Jul 21
ORD
O'Hare Intl.
YKF
Region of Waterloo Intl.
$216 Roundtrip, found 13 hours ago
$216
Roundtrip
found 13 hours ago
Select Air Canada flight, departing Wed, Jul 16 from O'Hare Intl. to Region of Waterloo Intl., returning Mon, Jul 21, priced at $216 found 13 hours ago
Air Canada
Wed, Jul 16 - Mon, Jul 21
ORD
O'Hare Intl.
YHM
John C. Munro Hamilton Intl.
$216 Roundtrip, found 11 hours ago
$216
Roundtrip
found 11 hours ago
Select Air Canada flight, departing Wed, Jul 16 from O'Hare Intl. to John C. Munro Hamilton Intl., returning Mon, Jul 21, priced at $216 found 11 hours ago
Air Canada
Thu, Aug 14 - Mon, Aug 18
EWR
Newark Liberty Intl. Airport
YHM
John C. Munro Hamilton Intl.
$244 Roundtrip, found 11 hours ago
$244
Roundtrip
found 11 hours ago
Select Air Canada flight, departing Thu, Aug 14 from Newark Liberty Intl. Airport to John C. Munro Hamilton Intl., returning Mon, Aug 18, priced at $244 found 11 hours ago
Porter Airlines
Wed, Aug 20 - Thu, Aug 21
YYC
Calgary Intl.
YTZ
Billy Bishop Toronto City
$253 Roundtrip, found 7 hours ago
$253
Roundtrip
found 7 hours ago
Select Porter Airlines flight, departing Wed, Aug 20 from Calgary Intl. to Billy Bishop Toronto City, returning Thu, Aug 21, priced at $253 found 7 hours ago
Air Canada
Mon, Aug 25 - Wed, Sep 3
YYC
Calgary Intl.
YHM
John C. Munro Hamilton Intl.
$256 Roundtrip, found 7 hours ago
$256
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Mon, Aug 25 from Calgary Intl. to John C. Munro Hamilton Intl., returning Wed, Sep 3, priced at $256 found 7 hours ago
Porter Airlines
Mon, Jul 7 - Sun, Jul 13
YVR
Vancouver Intl.
YHM
John C. Munro Hamilton Intl.
$262 Roundtrip, found 12 hours ago
$262
Roundtrip
found 12 hours ago
Select Porter Airlines flight, departing Mon, Jul 7 from Vancouver Intl. to John C. Munro Hamilton Intl., returning Sun, Jul 13, priced at $262 found 12 hours ago
Porter Airlines
Tue, Jul 15 - Wed, Jul 16
YVR
Vancouver Intl.
YTZ
Billy Bishop Toronto City
$266 Roundtrip, found 19 hours ago
$266
Roundtrip
found 19 hours ago
Select Porter Airlines flight, departing Tue, Jul 15 from Vancouver Intl. to Billy Bishop Toronto City, returning Wed, Jul 16, priced at $266 found 19 hours ago
Air Canada
Sat, Jun 21 - Wed, Jun 25
EWR
Newark Liberty Intl. Airport
YTZ
Billy Bishop Toronto City
$282 Roundtrip, found 19 hours ago
$282
Roundtrip
found 19 hours ago
Select Air Canada flight, departing Sat, Jun 21 from Newark Liberty Intl. Airport to Billy Bishop Toronto City, returning Wed, Jun 25, priced at $282 found 19 hours ago
WestJet
Wed, Sep 10 - Sat, Sep 20
YXX
Abbotsford Intl.
YHM
John C. Munro Hamilton Intl.
$291 Roundtrip, found 19 hours ago
$291
Roundtrip
found 19 hours ago
Select WestJet flight, departing Wed, Sep 10 from Abbotsford Intl. to John C. Munro Hamilton Intl., returning Sat, Sep 20, priced at $291 found 19 hours ago
Flair Airlines
Sun, Jun 15 - Fri, Jun 20
YVR
Vancouver Intl.
YKF
Region of Waterloo Intl.
$338 Roundtrip, found 5 hours ago
$338
Roundtrip
found 5 hours ago
Select Flair Airlines flight, departing Sun, Jun 15 from Vancouver Intl. to Region of Waterloo Intl., returning Fri, Jun 20, priced at $338 found 5 hours 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 October, 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 $143, 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 $143 right now, why wait?

Oakville Flight Information
Destination airport
Pearson Intl.
Destination airport IATA code
YYZ
Roundtrip price
$130

Last Minute Hotel Deals in Oakville

Sandman Hotel Oakville
Sandman Hotel Oakville
3.5 out of 5
3451 South Service Road West, Oakville, ON
Stay at this 3.5-star business-friendly hotel in Oakville. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (2,033 reviews)
"Stay was very nice. We were upgraded to a suite which was unexpected and appreciated. Room was nice but needs maintenance. The bathroom door handle fell off the first time using the bathroom, lucky no one was stuck in the bathroom. Maintenance repaired it very quickly. The AC unit was loud at times ..."

Reviewed on Jun 10, 2025

Get rates
Sandman Hotel Oakville
Chelsea Hotel, Toronto
Chelsea Hotel, Toronto
4 out of 5
33 Gerrard St W, Toronto, ON
Stay at this 4-star eco-certified hotel in Toronto. Enjoy free WiFi, 2 indoor pools, and 2 restaurants. Our guests praise the pool and the restaurant in our ...
8.2/10 Very Good! (11,316 reviews)
"Lots of construction and they didn’t let us know that one of the entrances to the underground would be under construction so we had to drive around the property downtown in rush hour to get to the other entrance."

Reviewed on Jun 11, 2025

Get rates
Chelsea Hotel, Toronto
Pod-Inn Hotel
Pod-Inn Hotel
2 out of 5
237 Simcoe Street, Toronto, ON
Stay at this capsule hotel in Toronto. Enjoy free breakfast, free WiFi, and dry cleaning or laundry services. Popular attractions CF Toronto Eaton Centre and ...
8.2/10 Very Good! (39 reviews)
"For the price and location, it was a great stay with free breakfast. The owner is very kind."

Reviewed on Jun 11, 2025

Get rates
Pod-Inn Hotel
Holiday Inn Toronto Downtown Centre by IHG
Holiday Inn Toronto Downtown Centre by IHG
3.5 out of 5
30 Carlton Street, Toronto, ON
Stay at this 3.5-star eco-certified hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the restaurant and the ...
8.4/10 Very Good! (4,172 reviews)
"clean rooms, good location"

Reviewed on Jun 10, 2025

Get rates
Holiday Inn Toronto Downtown Centre by IHG
Fairmont Royal York
Fairmont Royal York
4 out of 5
100 Front St West, Toronto, ON
Stay at this 4-star luxury hotel in Toronto. Enjoy a full-service spa, 3 restaurants, and 3 bars/lounges. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (6,536 reviews)
"The rooms are excellent with staff being helpful, polite, friendly. Will definitely stay here again."

Reviewed on Jun 11, 2025

Get rates
Fairmont Royal York
Cambridge Suites Toronto
Cambridge Suites Toronto
4 out of 5
15 Richmond St E, Toronto, ON
Book a stay at this eco-certified hotel in Toronto. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (6,437 reviews)
"Amazing experience! My 3 daughters came to the city to celebrate a birthday and the room was larger than expected. The pull out bed was pre-made and very comfortable. The staff were excellent and allowed them to check in early quickly and seamlessly. Security was diligent at night and they felt very ..."

Reviewed on Jun 9, 2025

Get rates
Cambridge Suites Toronto
Skye Hotel & Residences
Skye Hotel & Residences
3 out of 5
136 Westmore Drive, Toronto, ON
Stay at this 3-star business-friendly hotel in Toronto. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Woodbine Racetrack and Downsview ...
7/10 Good! (917 reviews)
"Very nice and quiet"

Reviewed on Jun 10, 2025

Get rates
Skye Hotel & Residences
One King West Hotel & Residence
One King West Hotel & Residence
4 out of 5
1 King Street West, Toronto, ON
Stay at this 4-star eco-certified aparthotel in Toronto. Enjoy free WiFi, room service, and a fitness center. Our guests praise the restaurant and the bar in ...
9/10 Wonderful! (10,273 reviews)
"Great hotel. Definitely will be back."

Reviewed on Jun 10, 2025

Get rates
One King West Hotel & Residence
See all 4,394 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.