Cheap Flights to Durham Region from $48 (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.

Tue, Sep 15 - Tue, Sep 22
FLL
Fort Lauderdale - Hollywood Intl.
YYZ
Pearson Intl.
$156 Roundtrip, found 4 days ago
$156
Roundtrip
found 4 days ago
Select Flair Airlines flight, departing Tue, Sep 15 from Fort Lauderdale - Hollywood Intl. to Pearson Intl., returning Tue, Sep 22, priced at $156 found 4 days ago
Wed, Sep 30 - Wed, Sep 30
EWR
Newark Liberty Intl. Airport
YTZ
Billy Bishop Toronto City
$192 Roundtrip, found 2 hours ago
$192
Roundtrip
found 2 hours ago
Select Porter Airlines flight, departing Wed, Sep 30 from Newark Liberty Intl. Airport to Billy Bishop Toronto City, returning Wed, Sep 30, priced at $192 found 2 hours ago
Thu, Sep 10 - Thu, Sep 17
EWR
Newark Liberty Intl. Airport
YYZ
Pearson Intl.
$202 Roundtrip, found 2 hours ago
$202
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Sep 10 from Newark Liberty Intl. Airport to Pearson Intl., returning Thu, Sep 17, priced at $202 found 2 hours ago
Wed, Jun 3 - Mon, Jun 8
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$211 Roundtrip, found 2 days ago
$211
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jun 3 from O'Hare Intl. to Pearson Intl., returning Mon, Jun 8, priced at $211 found 2 days ago
Thu, Sep 3 - Thu, Sep 10
ORD
O'Hare Intl.
YTZ
Billy Bishop Toronto City
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Thu, Sep 3 from O'Hare Intl. to Billy Bishop Toronto City, returning Thu, Sep 10, priced at $212 found 1 day ago
Wed, May 13 - Wed, May 20
JFK
John F. Kennedy Intl.
YYZ
Pearson Intl.
$216 Roundtrip, found 1 hour ago
$216
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, May 13 from John F. Kennedy Intl. to Pearson Intl., returning Wed, May 20, priced at $216 found 1 hour ago
Sat, Apr 25 - Sun, May 3
LGA
LaGuardia
YYZ
Pearson Intl.
$216 Roundtrip, found 2 hours ago
$216
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Apr 25 from LaGuardia to Pearson Intl., returning Sun, May 3, priced at $216 found 2 hours ago
Sat, Jun 13 - Mon, Jun 15
BOS
Logan Intl.
YYZ
Pearson Intl.
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sat, Jun 13 from Logan Intl. to Pearson Intl., returning Mon, Jun 15, priced at $220 found 1 day ago
OriginDestinationTravel DatesFlights From*
YVRTorontoMay 7 to May 11$223
YVRTorontoApril 23 to April 29$312
LAXTorontoJune 8 to June 12$326
LAXTorontoJune 8 to June 13$377
PVGTorontoMay 18 to May 25$997
PEKTorontoMay 20 to August 17$1,191
HKGTorontoJune 1 to September 1$1,209
CANTorontoJune 30 to August 31$1,242
PEKTorontoMay 20 to August 17$1,289
PVGTorontoMay 19 to June 17$1,294
CTUTorontoApril 17 to April 21$1,344
FOCTorontoJune 4 to July 5$1,428
HKGTorontoMay 12 to May 13$1,700
CANTorontoJune 16 to August 17$1,701
XIYTorontoMay 24 to June 7$1,980
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YXXTorontoApril 12 to April 23$292
YVRTorontoApril 10 to April 11$400
LAXTorontoApril 11 to April 15$498
LAXTorontoApril 12 to April 14$542
PVGTorontoApril 10 to April 14$1,332
HKGTorontoApril 11 to June 26$1,564
FOCTorontoApril 12 to May 12$1,622
*Prices include taxes and fees

Best Durham Region Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Toronto/Markham Suites Conference Centre & Spa
4.0-star property

Hilton Toronto/Markham Suites Conference Centre & Spa

May 29 - Jun 3

5 night stay

Chicago (ORD) to Toronto (YYZ)

Air Canada • Coach

Toronto (YYZ) to Chicago (ORD)

American Airlines • Coach
Save 100% on your flight
Price was $995, price is now $587 per person
$587
per person
found 2 hours ago
1 Hotel Toronto
5.0-star property

1 Hotel Toronto

Jun 12 - Jun 14

2 night stay

Chicago (ORD) to Toronto (YYZ)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,381, price is now $988 per person
$988
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Chicago 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 Cineplex Cinemas Pickering are located nearby.
9/10 Wonderful! (4,441 reviews)
Right from the moment we arrived, from the bell hop to front desk. Never had breakfast there. Enjoyed our time at casino, even won a little.

Reviewed on Apr 2, 2026

Opens in a new windowPickering Casino Resort Hotel
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 Lynde Shores Conservation Area and Landmark Cinemas Whitby are located nearby.
6.8/10 (1,011 reviews)
Perfect little stay, had everything needed

Reviewed on Apr 1, 2026

Opens in a new windowTravelodge by Wyndham Oshawa Whitby
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 (1,320 reviews)
Everything was wonderful for us, although the hotel could use a few maintenance upgrades. Door

Reviewed on Apr 2, 2026

Opens in a new windowSuper 8 by Wyndham Ajax/Toronto On
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Great Blue Heron Hotel

Great Blue Heron Hotel

4 out of 5
21777 Island Rd Scugog ON
Book a stay at this business-friendly hotel in Scugog. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Great Blue Heron Charity Casino and Seven Mile Island are located nearby.
9.2/10 Wonderful! (972 reviews)
Amazing hotel, clean, friendly staff, plenty of parking.

Reviewed on Apr 2, 2026

Opens in a new windowGreat Blue Heron Hotel
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 $156 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 September. 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 $156. 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 $156 and $1,980 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.