Cheap Flights to Durham Region from $52 (2026/2027)

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Oshawa

Flights
Oshawa

How Much Does it Cost To Fly To Durham Region?

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

Thu, Oct 29 - Sun, Nov 1
FLL
Fort Lauderdale - Hollywood Intl.
YYZ
Pearson Intl.
$163 Roundtrip, found 9 hours ago
$163
Roundtrip
found 9 hours ago
Select Flair Airlines flight, departing Thu, Oct 29 from Fort Lauderdale - Hollywood Intl. to Pearson Intl., returning Sun, Nov 1, priced at $163 found 9 hours ago
Thu, Nov 5 - Sun, Nov 8
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select United flight, departing Thu, Nov 5 from O'Hare Intl. to Pearson Intl., returning Sun, Nov 8, priced at $212 found 1 day ago
Sat, Nov 28 - Mon, Dec 7
IAD
Washington Dulles Intl.
YTZ
Billy Bishop Toronto City
$213 Roundtrip, found 2 days ago
$213
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sat, Nov 28 from Washington Dulles Intl. to Billy Bishop Toronto City, returning Mon, Dec 7, priced at $213 found 2 days ago
Sat, Oct 3 - Tue, Oct 6
IAD
Washington Dulles Intl.
YYZ
Pearson Intl.
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 3 from Washington Dulles Intl. to Pearson Intl., returning Tue, Oct 6, priced at $214 found 1 day ago
Fri, Oct 2 - Mon, Oct 5
BOS
Logan Intl.
YTZ
Billy Bishop Toronto City
$220 Roundtrip, found 8 hours ago
$220
Roundtrip
found 8 hours ago
Select Porter Airlines flight, departing Fri, Oct 2 from Logan Intl. to Billy Bishop Toronto City, returning Mon, Oct 5, priced at $220 found 8 hours ago
Fri, Oct 16 - Mon, Oct 19
BOS
Logan Intl.
YYZ
Pearson Intl.
$220 Roundtrip, just found
$220
Roundtrip
just found
Select Air Canada flight, departing Fri, Oct 16 from Logan Intl. to Pearson Intl., returning Mon, Oct 19, priced at $220 just found
Mon, Oct 12 - Fri, Oct 16
DCA
Ronald Reagan Washington National
YYZ
Pearson Intl.
$220 Roundtrip, found 20 hours ago
$220
Roundtrip
found 20 hours ago
Select Air Canada flight, departing Mon, Oct 12 from Ronald Reagan Washington National to Pearson Intl., returning Fri, Oct 16, priced at $220 found 20 hours ago
Wed, Sep 16 - Thu, Sep 17
DCA
Ronald Reagan Washington National
YTZ
Billy Bishop Toronto City
$223 Roundtrip, found 1 day ago
$223
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Sep 16 from Ronald Reagan Washington National to Billy Bishop Toronto City, returning Thu, Sep 17, priced at $223 found 1 day ago
OriginDestinationTravel DatesFlights From*
YVRTorontoNovember 2 to November 5$230
YVRTorontoOctober 2 to October 15$291
LAXTorontoOctober 21 to October 25$351
LAXTorontoSeptember 18 to September 19$486
CANTorontoOctober 17 to November 1$902
SZXTorontoOctober 24 to November 1$903
FOCTorontoOctober 29 to November 11$971
PEKTorontoNovember 13 to November 20$1,119
HKGTorontoOctober 31 to November 4$1,165
SHATorontoNovember 2 to November 16$1,227
HKGTorontoSeptember 30 to October 7$1,355
PEKTorontoNovember 9 to January 18$1,442
XIYTorontoOctober 4 to October 22$1,447
CANTorontoNovember 19 to November 23$1,492
SZXTorontoSeptember 23 to September 26$1,611
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YVRTorontoSeptember 5 to September 12$489
YVRTorontoSeptember 5 to September 13$510
LAXTorontoSeptember 6 to September 10$867
LAXTorontoSeptember 6 to October 1$1,053
HKGTorontoSeptember 6 to October 6$1,330
CANTorontoSeptember 5 to September 5$2,000
PEKTorontoSeptember 5 to October 4$2,108
HKGTorontoSeptember 6 to September 17$3,359
*Prices include taxes and fees

Best Durham Region Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Mount Alverno Luxury Resorts
2.5-star property

Mount Alverno Luxury Resorts

Sep 27 - Oct 1

4 night stay

New York (NYC) to Toronto (YYZ)

United • Roundtrip • Coach
Price was $911, price is now $636 per person
$636
per person
found 1 day ago
1 Hotel Toronto
5.0-star property

1 Hotel Toronto

Nov 20 - Nov 25

5 night stay

Boston (BOS) to Toronto (YYZ)

Air Canada • Coach

Toronto (YYZ) to Boston (BOS)

American Airlines • Coach
Price was $2,642, price is now $1,508 per person
$1,508
per person
found 1 day ago
Hotel Riu Plaza Toronto
4.0-star property

Hotel Riu Plaza Toronto

Oct 7 - Oct 11

4 night stay

Atlanta (ATL) to Toronto (YYZ)

Delta • Coach

Toronto (YYZ) to Atlanta (ATL)

Air Canada • Coach
Price was $1,765, price is now $1,227 per person
$1,227
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from New York to Durham Region
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Travelers ❤️ These Durham Region 🏨

Pickering Casino Resort Hotel

Pickering Casino Resort Hotel

4 out of 5
888 Durham Live Ave Pickering ON
Book a stay at this business-friendly hotel in Pickering. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pickering Casino Resort and Chestnut Hill Developments Recreation Complex are located nearby.
Opens in a new windowPickering Casino Resort Hotel
Motel 6 Whitby, ON - Toronto East

Motel 6 Whitby, ON - Toronto East

2 out of 5
165 Consumers Dr Whitby ON
Stay at this motel in Whitby. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oshawa Centre and Station Gallery are located nearby.
Opens in a new windowMotel 6 Whitby, ON - Toronto East
Super 8 by Wyndham Ajax/Toronto On

Super 8 by Wyndham Ajax/Toronto On

2 out of 5
210 Westney Rd S Ajax ON
Book a stay at this business-friendly hotel in Ajax. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pickering Casino Resort and Rotary Park are located nearby.
6.8/10 (1,536 reviews)
"Room showed a lot of wear and tear. Stains of sofa and furniture was broken. Could not get TV too come on in bedroom. Bed was comfortable. Had asked for accessible room never happened when arriving. Not a great stay TTC his time ."

Reviewed on Sep 2, 2026

Opens in a new windowSuper 8 by Wyndham Ajax/Toronto On
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Travelodge by Wyndham Oshawa Whitby

Travelodge by Wyndham Oshawa Whitby

2 out of 5
940 Champlain Avenue Oshawa ON
Book a stay at this business-friendly hotel in Oshawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Oshawa Centre and Lynde Shores Conservation Area are located nearby.
6.8/10 (1,110 reviews)
"No comments"

Reviewed on Sep 2, 2026

Opens in a new windowTravelodge by Wyndham Oshawa Whitby
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.

Frequently asked questions

How much is the cheapest flight to Durham Region?
Within the last seven days, the cheapest roundtrip flight to Durham Region cost $163 on this site. Search through our excellent deals, make a booking and get ready for your next trip. This price was available on Travelocity for flights to Durham Region departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Durham Region?
Plan your itinerary and then jet away with any of the 15 airlines that fly to Durham Region. Book a seat with the popular air carrier, Porter Airlines. It offers approximately 953 flights every month to Pickering, Durham Region's gateway city, so finding your perfect fare should be a snap.
What is the cheapest month to fly to Durham Region?
For your biggest chance at locking in a fantastic flight deal, organize your getaway during October. Based on Travelocity's direct flight demand from January to December last year, it's the most affordable time to jet off to Durham Region.
How can I check my flight status to Durham Region?
There are a few ways you can check on your flights. You'll discover all the info you need in our Trips portal, which is located at the top of our homepage. Sign in or create an account — you'll then be able to access and manage your bookings whenever you want. For those on the move, the Travelocity app can also help you look up the status of your flight to Durham Region, as well as share travel details with any members of your family flying with you.
How do I find the best deals on flights to Durham Region?
Be flexible with your travel dates and there's a good chance you'll find an amazing deal. After you've searched for flights on Travelocity, click the "Flexible dates" feature above your results to see all the prices for surrounding days. Also try to book ahead of time and avoid the high season. In the last seven days, the lowest price for a return flight to Durham Region was $163. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Durham Region with Travelocity?
Pack your luggage and prepare for an amazing adventure with Travelocity. We'll help you track down all the top deals on cheap flights to Durham Region. Whether you're looking for flexible airfares with plenty of wiggle room or cheap family flights on low-cost airlines, we've got what you need.
What are the most popular flight routes to Durham Region?
As a popular destination, you'll find plenty of ways to get to Durham Region. Here are some of the top routes:

  • Vancouver, BC (YVR-Vancouver Intl.) to Pearson Intl. Airport (YYZ) - 3,700 flights a month.
  • Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Pearson Intl. Airport (YYZ) - 3,622 flights a month.
  • Calgary, AB (YYC-Calgary Intl.) to Pearson Intl. Airport (YYZ) - 3,583 flights a month.

How much is a flight to Durham Region on average?
Roundtrip flights to Durham Region were priced between $163 and $3,359 in the last seven days. When you see an airfare that best fits your budget, get in quick. Cheap deals don't stick around forever! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Durham Region?
Below you can see a selection of leading direct flights to Durham Region and their average journey times:

  • Vancouver, BC (YVR-Vancouver Intl.) to Pearson Intl. Airport (YYZ) - 4 hours and 29 minutes
  • Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Pearson Intl. Airport (YYZ) - 1 hour and 44 minutes
  • Calgary, AB (YYC-Calgary Intl.) to Pearson Intl. Airport (YYZ) - 3 hours and 39 minutes

What can I expect on a flight to Durham Region?
That depends on several things. Is your flight to Durham Region short, medium or long haul? Will you fly with a full-service airline or a budget option? These things will influence your travel experience. If you're traveling long haul, many airlines include food, drink and entertainment. Budget carriers are a terrific option when it comes to cheap flights for family vacations and quick trips. However, they usually won't have the same inclusions as a full-service carrier.