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Orangeville

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Orangeville Flights as Low as $173

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

Flair Airlines
Tue, May 19 - Thu, May 21
YWG
Winnipeg James Armstrong Richardson Intl.
YYZ
Pearson Intl.
$173 Roundtrip, found 10 hours ago
$173
Roundtrip
found 10 hours ago
Select Flair Airlines flight, departing Tue, May 19 from Winnipeg James Armstrong Richardson Intl. to Pearson Intl., returning Thu, May 21, priced at $173 found 10 hours ago
Porter Airlines
Wed, May 27 - Thu, May 28
YWG
Winnipeg James Armstrong Richardson Intl.
YHM
John C. Munro Hamilton Intl.
$197 Roundtrip, found 9 hours ago
$197
Roundtrip
found 9 hours ago
Select Porter Airlines flight, departing Wed, May 27 from Winnipeg James Armstrong Richardson Intl. to John C. Munro Hamilton Intl., returning Thu, May 28, priced at $197 found 9 hours ago
Air Canada
Tue, May 19 - Fri, May 22
YWG
Winnipeg James Armstrong Richardson Intl.
YYZ
Pearson Intl.
$213 Roundtrip, found 2 days ago
$213
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue, May 19 from Winnipeg James Armstrong Richardson Intl. to Pearson Intl., returning Fri, May 22, priced at $213 found 2 days ago
Air Canada
Tue, Jun 2 - Tue, Jun 2
DCA
Ronald Reagan Washington National
YYZ
Pearson Intl.
$216 Roundtrip, found 3 days ago
$216
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue, Jun 2 from Ronald Reagan Washington National to Pearson Intl., returning Tue, Jun 2, priced at $216 found 3 days ago
Air Transat
Wed, May 27 - Thu, May 28
YWG
Winnipeg James Armstrong Richardson Intl.
YHM
John C. Munro Hamilton Intl.
$220 Roundtrip, found 9 hours ago
$220
Roundtrip
found 9 hours ago
Select Air Transat flight, departing Wed, May 27 from Winnipeg James Armstrong Richardson Intl. to John C. Munro Hamilton Intl., returning Thu, May 28, priced at $220 found 9 hours ago
WestJet
Tue, May 19 - Thu, May 21
YWG
Winnipeg James Armstrong Richardson Intl.
YYZ
Pearson Intl.
$230 Roundtrip, found 10 hours ago
$230
Roundtrip
found 10 hours ago
Select WestJet flight, departing Tue, May 19 from Winnipeg James Armstrong Richardson Intl. to Pearson Intl., returning Thu, May 21, priced at $230 found 10 hours ago
Air Canada
Mon, May 25 - Tue, Jun 2
DCA
Ronald Reagan Washington National
YTZ
Billy Bishop Toronto City
$237 Roundtrip, found 7 hours ago
$237
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Mon, May 25 from Ronald Reagan Washington National to Billy Bishop Toronto City, returning Tue, Jun 2, priced at $237 found 7 hours ago
Air Canada
Wed, Jul 29 - Sat, Aug 15
BOS
Logan Intl.
YTZ
Billy Bishop Toronto City
$245 Roundtrip, found 1 day ago
$245
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Jul 29 from Logan Intl. to Billy Bishop Toronto City, returning Sat, Aug 15, priced at $245 found 1 day ago
Delta
Sat, May 9 - Mon, May 11
MCO
Orlando Intl.
YYZ
Pearson Intl.
$246 Roundtrip, found 1 day ago
$246
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, May 9 from Orlando Intl. to Pearson Intl., returning Mon, May 11, priced at $246 found 1 day ago
Air Canada
Wed, May 27 - Fri, May 29
BOS
Logan Intl.
YYZ
Pearson Intl.
$254 Roundtrip, found 3 hours ago
$254
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Wed, May 27 from Logan Intl. to Pearson Intl., returning Fri, May 29, priced at $254 found 3 hours ago
Porter Airlines
Tue, May 12 - Wed, May 13
YWG
Winnipeg James Armstrong Richardson Intl.
YTZ
Billy Bishop Toronto City
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Tue, May 12 from Winnipeg James Armstrong Richardson Intl. to Billy Bishop Toronto City, returning Wed, May 13, priced at $270 found 1 day ago
Air Canada
Tue, May 12 - Sun, May 17
MCO
Orlando Intl.
YTZ
Billy Bishop Toronto City
$336 Roundtrip, found 1 day ago
$336
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, May 12 from Orlando Intl. to Billy Bishop Toronto City, returning Sun, May 17, priced at $336 found 1 day ago
Air Canada
Tue, May 12 - Wed, May 13
YWG
Winnipeg James Armstrong Richardson Intl.
YKF
Region of Waterloo Intl.
$358 Roundtrip, found 7 hours ago
$358
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Tue, May 12 from Winnipeg James Armstrong Richardson Intl. to Region of Waterloo Intl., returning Wed, May 13, priced at $358 found 7 hours ago
Air Canada
Thu, May 28 - Sun, May 31
DCA
Ronald Reagan Washington National
YHM
John C. Munro Hamilton Intl.
$366 Roundtrip, found 3 hours ago
$366
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Thu, May 28 from Ronald Reagan Washington National to John C. Munro Hamilton Intl., returning Sun, May 31, priced at $366 found 3 hours ago
Air Canada
Sun, Aug 9 - Sat, Aug 15
DCA
Ronald Reagan Washington National
YKF
Region of Waterloo Intl.
$403 Roundtrip, found 2 days ago
$403
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sun, Aug 9 from Ronald Reagan Washington National to Region of Waterloo Intl., returning Sat, Aug 15, priced at $403 found 2 days ago
United
Fri, May 1 - Fri, May 8
ROC
Greater Rochester Intl.
YTZ
Billy Bishop Toronto City
$1,002 Roundtrip, found 7 hours ago
$1,002
Roundtrip
found 7 hours ago
Select United flight, departing Fri, May 1 from Greater Rochester Intl. to Billy Bishop Toronto City, returning Fri, May 8, priced at $1,002 found 7 hours ago

Cheap Flights to Orangeville

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

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

Frequently Asked Questions About flights to Orangeville

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

What is the cheapest month to fly to Orangeville?

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 Orangeville are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Orangeville?

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 Orangeville.

What airport is best to fly into Orangeville?

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

How much are flights to Orangeville?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Orangeville on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $173, 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 Orangeville?

The trick to saving a stack of cash on your flight to Orangeville? 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 $173 right now, why wait?

Orangeville Flight Information
Destination airport
Pearson Intl.
Destination airport IATA code
YYZ
Roundtrip price
$151

Last Minute Hotel Deals in Orangeville

Best Western Plus Orangeville Inn & Suites

Best Western Plus Orangeville Inn & Suites

2.5 out of 5
7 Buena Vista Drive Orangeville ON
Book a stay at this business-friendly hotel in Orangeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (934 reviews)
Everything was great. Room was spacious and comfortable. Kitchenette was fully stocked with real dishes/glassware and cutlery. Breakfast buffet was standard but certainly lots of choices. The lid of the steamer for the hash brown patties was left open (as per the sign) but that meant they were cold ...

Reviewed on Apr 24, 2026

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Best Western Plus Orangeville Inn & Suites
Atlanta Motel

Atlanta Motel

2 out of 5
316 Broadway Ave Orangeville ON
Stay at this motel in Orangeville. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Popular attractions Theatre Orangeville and Island Lake Conservation ...
7.2/10 Good! (237 reviews)
I like it.

Reviewed on Apr 4, 2026

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Atlanta Motel
Hampton Inn & Suites by Hilton Bolton

Hampton Inn & Suites by Hilton Bolton

2.5 out of 5
12700 Highway #50 Caledon ON
Stay at this hotel in Caledon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,005 reviews)
Stay here often for business and it’s great! Would never choose elsewhere .

Reviewed on Apr 23, 2026

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Hampton Inn & Suites by Hilton Bolton
Cedar Springs Motel

Cedar Springs Motel

2 out of 5
12363 Highway 7 Halton Hills ON
Stay at this motel in Halton Hills. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
5.8/10 (745 reviews)
Clean room, all basic needs were provided like fridge, microwave and TV. Overall, it’s a good money.

Reviewed on Apr 19, 2026

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Cedar Springs Motel
Hampton Inn & Suites Orangeville, On

Hampton Inn & Suites Orangeville, On

2.5 out of 5
201 Monora Park Dr Mono ON
Stay at this hotel in Mono. Enjoy free breakfast, free parking, and a fitness center. Popular attractions Island Lake Conservation Area and Theatre Orangeville ...
9/10 Wonderful! (202 reviews)
Very friendly staff and clean accommodations

Reviewed on Apr 26, 2026

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Hampton Inn & Suites Orangeville, On
Hockley Valley Resort

Hockley Valley Resort

3.5 out of 5
793522 3rd Line EHS Mono ON
Book a stay at this spa resort in Mono. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (498 reviews)
We had a great stay. Nice rooms, great amenities, shuttle to winery was so convenient. Great breakfast. Will definitely return!

Reviewed on Apr 19, 2026

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Hockley Valley Resort
Breadalbane Inn

Breadalbane Inn

4 out of 5
487 St Andrew St W Centre Wellington ON
Stay at this inn in Centre Wellington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. ...
9.4/10 Exceptional! (595 reviews)
This was a hidden treasure. The inn had a cozy vibe and the staff were very friendly! The room was comfortable, clean and well lit. The fireplace was a pleasant surprise and gave the space extra character. I loved the sunken bathroom and the heating helped keep the tiles warm. The bed was comfortable ...

Reviewed on Apr 25, 2026

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Breadalbane Inn
Newton Villa

Newton Villa

3.5 out of 5
8 Merrydale Court Brampton ON
Stay at this B&B in Brampton. Enjoy a garden and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Professor's Lake ...
9/10 Wonderful! (566 reviews)
Lovely property. A nice place to unwind

Reviewed on Apr 24, 2026

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Newton Villa
See all 292 properties in Orangeville
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.