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.

Sun, Sep 13 - Tue, Sep 29
FLL
Fort Lauderdale - Hollywood Intl.
YYZ
Pearson Intl.
$163 Roundtrip, found 5 days ago
$163
Roundtrip
found 5 days ago
Select Flair Airlines flight, departing Sun, Sep 13 from Fort Lauderdale - Hollywood Intl. to Pearson Intl., returning Tue, Sep 29, priced at $163 found 5 days ago
Mon, Sep 14 - Mon, Sep 14
EWR
Newark Liberty Intl. Airport
YTZ
Billy Bishop Toronto City
$192 Roundtrip, found 4 hours ago
$192
Roundtrip
found 4 hours ago
Select Porter Airlines flight, departing Mon, Sep 14 from Newark Liberty Intl. Airport to Billy Bishop Toronto City, returning Mon, Sep 14, priced at $192 found 4 hours ago
Sat, Nov 7 - Mon, Nov 9
EWR
Newark Liberty Intl. Airport
YYZ
Pearson Intl.
$202 Roundtrip, found 11 hours ago
$202
Roundtrip
found 11 hours ago
Select United flight, departing Sat, Nov 7 from Newark Liberty Intl. Airport to Pearson Intl., returning Mon, Nov 9, priced at $202 found 11 hours ago
Sat, Jun 6 - Wed, Jun 10
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$205 Roundtrip, found 19 hours ago
$205
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sat, Jun 6 from O'Hare Intl. to Pearson Intl., returning Wed, Jun 10, priced at $205 found 19 hours ago
Thu, Sep 3 - Thu, Sep 10
ORD
O'Hare Intl.
YTZ
Billy Bishop Toronto City
$212 Roundtrip, found 2 days ago
$212
Roundtrip
found 2 days 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 2 days ago
Fri, May 8 - Sun, May 10
JFK
John F. Kennedy Intl.
YYZ
Pearson Intl.
$216 Roundtrip, found 8 hours ago
$216
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Fri, May 8 from John F. Kennedy Intl. to Pearson Intl., returning Sun, May 10, priced at $216 found 8 hours ago
Sat, May 23 - Fri, May 29
LGA
LaGuardia
YYZ
Pearson Intl.
$216 Roundtrip, found 2 hours ago
$216
Roundtrip
found 2 hours ago
Select Porter Airlines flight, departing Sat, May 23 from LaGuardia to Pearson Intl., returning Fri, May 29, priced at $216 found 2 hours ago
Thu, May 28 - Sat, May 30
LGA
LaGuardia
YTZ
Billy Bishop Toronto City
$223 Roundtrip, found 3 hours ago
$223
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Thu, May 28 from LaGuardia to Billy Bishop Toronto City, returning Sat, May 30, priced at $223 found 3 hours ago
OriginDestinationTravel DatesFlights From*
YVRTorontoMay 6 to May 20$238
YVRTorontoApril 23 to April 29$312
LAXTorontoMay 5 to May 9$346
LAXTorontoJune 10 to June 22$380
PVGTorontoApril 30 to May 13$1,069
PEKTorontoJune 9 to June 28$1,143
CANTorontoJune 30 to August 31$1,242
PEKTorontoMay 20 to August 17$1,289
PVGTorontoMay 11 to June 18$1,289
HKGTorontoMay 7 to May 21$1,341
FOCTorontoJuly 3 to August 21$1,519
CTUTorontoJune 4 to June 8$1,839
XIYTorontoJune 12 to June 26$2,042
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YXXTorontoApril 10 to April 11$291
YVRTorontoApril 11 to April 12$520
LAXTorontoApril 11 to April 15$644
LAXTorontoApril 11 to April 22$709
PVGTorontoApril 10 to April 14$1,332
HKGTorontoApril 11 to June 26$1,564
*Prices include taxes and fees

Best Durham Region Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Luxury 2 bedroom 2 full baths rooms
4.0-star property

Luxury 2 bedroom 2 full baths rooms

Jul 1 - Jul 4

3 night stay

Chicago (ORD) to Toronto (YYZ)

American Airlines • Coach

Toronto (YYZ) to Chicago (ORD)

Air Canada • Coach
Price was $681, price is now $485 per person
$485
per person
found 20 hours ago
Hotel Riu Plaza Toronto
4.0-star property

Hotel Riu Plaza Toronto

Jun 23 - Jun 27

4 night stay

Atlanta (ATL) to Toronto (YYZ)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $2,180, price is now $1,379 per person
$1,379
per person
found 1 day ago
Hilton Toronto
4.0-star property

Hilton Toronto

Jun 10 - Jun 15

5 night stay

Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,874, price is now $1,201 per person
$1,201
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! (4,451 reviews)
We stayed there for a concert which was excellent. The room was clean, parking was easy. Would be good to have more/better food options with a more elevated feel, it looked a bit like a strip mall food court.

Reviewed on Apr 5, 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 (1,013 reviews)
We were not allowed to stay they cancelled the booking

Reviewed on Apr 3, 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 (1,322 reviews)
Room was okay. Stains on sheets. Pool felt dirty and you were itchy afterwards. Staff was friendly

Reviewed on Apr 5, 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! (975 reviews)
Was very happy with the stay. Really nice clean room. Quiet. Loved it. Only thing I have to complain about is the tub seemed to have something in it. Oil or cleaner something that floated to the top of the water. Not sure.

Reviewed on Apr 5, 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 $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 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 $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 $2,042 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.