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Pickering

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Pickering Flights as Low as $152

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

Flair Airlines
Thu, Oct 23 - Sun, Oct 26
YYC
Calgary Intl.
YYZ
Pearson Intl.
$152 Roundtrip, just found
$152
Roundtrip
just found
Select Flair Airlines flight, departing Thu, Oct 23 from Calgary Intl. to Pearson Intl., returning Sun, Oct 26, priced at $152 just found
American Airlines
Thu, Sep 18 - Thu, Sep 18
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$171 Roundtrip, found 1 day ago
$171
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 18 from O'Hare Intl. to Pearson Intl., returning Thu, Sep 18, priced at $171 found 1 day ago
Flair Airlines
Sun, Aug 24 - Fri, Aug 29
YYC
Calgary Intl.
YKF
Region of Waterloo Intl.
$177 Roundtrip, found 4 hours ago
$177
Roundtrip
found 4 hours ago
Select Flair Airlines flight, departing Sun, Aug 24 from Calgary Intl. to Region of Waterloo Intl., returning Fri, Aug 29, priced at $177 found 4 hours ago
Flair Airlines
Wed, Sep 24 - Thu, Oct 2
YWG
Winnipeg James Armstrong Richardson Intl.
YYZ
Pearson Intl.
$178 Roundtrip, found 2 hours ago
$178
Roundtrip
found 2 hours ago
Select Flair Airlines flight, departing Wed, Sep 24 from Winnipeg James Armstrong Richardson Intl. to Pearson Intl., returning Thu, Oct 2, priced at $178 found 2 hours ago
Porter Airlines
Thu, Sep 4 - Sat, Sep 6
YYC
Calgary Intl.
YHM
John C. Munro Hamilton Intl.
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Thu, Sep 4 from Calgary Intl. to John C. Munro Hamilton Intl., returning Sat, Sep 6, priced at $203 found 1 day ago
Air Canada
Wed, Jul 23 - Wed, Jul 23
LGA
LaGuardia
YYZ
Pearson Intl.
$224 Roundtrip, found 4 days ago
$224
Roundtrip
found 4 days ago
Select Air Canada flight, departing Wed, Jul 23 from LaGuardia to Pearson Intl., returning Wed, Jul 23, priced at $224 found 4 days ago
Porter Airlines
Fri, Aug 22 - Wed, Sep 3
YYC
Calgary Intl.
YTZ
Billy Bishop Toronto City
$258 Roundtrip, just found
$258
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Aug 22 from Calgary Intl. to Billy Bishop Toronto City, returning Wed, Sep 3, priced at $258 just found
Air Canada
Wed, Jul 16 - Wed, Jul 16
BOS
Logan Intl.
YYZ
Pearson Intl.
$267 Roundtrip, found 4 days ago
$267
Roundtrip
found 4 days ago
Select Air Canada flight, departing Wed, Jul 16 from Logan Intl. to Pearson Intl., returning Wed, Jul 16, priced at $267 found 4 days ago
Air Canada
Mon, Aug 11 - Mon, Aug 18
BOS
Logan Intl.
YTZ
Billy Bishop Toronto City
$273 Roundtrip, just found
$273
Roundtrip
just found
Select Air Canada flight, departing Mon, Aug 11 from Logan Intl. to Billy Bishop Toronto City, returning Mon, Aug 18, priced at $273 just found
Air Canada
Thu, Aug 14 - Mon, Aug 18
LGA
LaGuardia
YHM
John C. Munro Hamilton Intl.
$274 Roundtrip, found 1 hour ago
$274
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Thu, Aug 14 from LaGuardia to John C. Munro Hamilton Intl., returning Mon, Aug 18, priced at $274 found 1 hour ago
Air Canada
Tue, Jul 22 - Sat, Jul 26
LGA
LaGuardia
YTZ
Billy Bishop Toronto City
$330 Roundtrip, found 1 hour ago
$330
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Tue, Jul 22 from LaGuardia to Billy Bishop Toronto City, returning Sat, Jul 26, priced at $330 found 1 hour ago
WestJet
Sat, Jul 26 - Sun, Jul 27
YWG
Winnipeg James Armstrong Richardson Intl.
YHM
John C. Munro Hamilton Intl.
$345 Roundtrip, found 1 day ago
$345
Roundtrip
found 1 day ago
Select WestJet flight, departing Sat, Jul 26 from Winnipeg James Armstrong Richardson Intl. to John C. Munro Hamilton Intl., returning Sun, Jul 27, priced at $345 found 1 day ago
Bargain Flight
Wed, Jul 16 - Mon, Jul 21
ORD
O'Hare Intl.
YKF
Region of Waterloo Intl.
$384 Roundtrip, found 1 hour ago
$384
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Wed, Jul 16 from O'Hare Intl. to Region of Waterloo Intl., returning Mon, Jul 21, priced at $384 found 1 hour ago
Bargain Flight
Wed, Jul 16 - Mon, Jul 21
ORD
O'Hare Intl.
YHM
John C. Munro Hamilton Intl.
$385 Roundtrip, found 2 hours ago
$385
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Wed, Jul 16 from O'Hare Intl. to John C. Munro Hamilton Intl., returning Mon, Jul 21, priced at $385 found 2 hours ago
WestJet
Fri, Jul 25 - Sat, Jul 26
YWG
Winnipeg James Armstrong Richardson Intl.
YKF
Region of Waterloo Intl.
$403 Roundtrip, found 1 day ago
$403
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Jul 25 from Winnipeg James Armstrong Richardson Intl. to Region of Waterloo Intl., returning Sat, Jul 26, priced at $403 found 1 day ago
Bargain Flight
Sun, Jul 13 - Fri, Jul 18
BOS
Logan Intl.
YHM
John C. Munro Hamilton Intl.
$527 Roundtrip, just found
$527
Roundtrip
just found
Select Bargain Flight flight, departing Sun, Jul 13 from Logan Intl. to John C. Munro Hamilton Intl., returning Fri, Jul 18, priced at $527 just found

Cheap Flights to Pickering

Fall in love at first flight with your vacation to Pickering 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 Pickering on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Pickering

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Pickering 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 Pickering?

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 Pickering are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Pickering?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 13 to choose from for your flight to Pickering.

What airport is best to fly into Pickering?

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

How much are flights to Pickering?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Pickering on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $152, 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 Pickering?

The trick to saving a stack of cash on your flight to Pickering? 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 $152 right now, why wait?

Pickering Flight Information
Destination airport
Pearson Intl.
Destination airport IATA code
YYZ
Roundtrip price
$118

Last Minute Hotel Deals in Pickering

Pickering Casino Resort Hotel
Pickering Casino Resort Hotel
4 out of 5
888 Durham Live Ave, Pickering, ON
Stay at this 4-star business-friendly hotel in Pickering. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (2,837 reviews)
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Reviewed on Jul 3, 2025

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Pickering Casino Resort Hotel
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! (11,494 reviews)
"Very clean and busy but great staff"

Reviewed on Jul 3, 2025

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Chelsea Hotel, 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
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! (4,228 reviews)
"The staff was very friendly and helpful. Rooms are nice. It is a great quiet place close to many things. The pool is fantastic too. Love the patio."

Reviewed on Jul 4, 2025

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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! (6,735 reviews)
"Bathroom is a bit out of date."

Reviewed on Jul 5, 2025

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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! (6,535 reviews)
"Great location, great staff."

Reviewed on Jul 4, 2025

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Cambridge Suites Toronto
Toronto Don Valley Hotel and Suites
Toronto Don Valley Hotel and Suites
3.5 out of 5
175 Wynford Drive, Toronto, ON
Book a stay at this family-friendly hotel in Toronto. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
7.2/10 Good! (5,703 reviews)
"Was in room 448 I think,the balcony door did not lock properly, the view at the top of what I think is the pool area needs to clear."

Reviewed on Jul 4, 2025

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Toronto Don Valley Hotel and Suites
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 ...
8.8/10 Excellent! (103 reviews)
Excellent Value, Excellent Staff, Excellent Locati
"The Pod-Inn Hotel is definitely high value for its price point. The pods are fairly comfortable and i was suprised how well i slept in it. Temperature regulated, dark, cozy. Pods come with a secure spot in your pod for valuables with a key. The inn provides breakfast and a place fridge your own food. ..."

Reviewed on Jul 5, 2025

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Pod-Inn Hotel
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! (10,460 reviews)
"The staff is always helpful and friendly. Easy to get to places from this location. Restaurants close by."

Reviewed on Jul 4, 2025

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One King West Hotel & Residence
See all 4,143 properties in Pickering
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.