Cheap Flights to Durham Region from $23 (2025/2026)

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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, Feb 5 - Mon, Feb 9
FLL
Fort Lauderdale - Hollywood Intl.
YYZ
Pearson Intl.
$99 Roundtrip, just found
$99
Roundtrip
just found
Select Flair Airlines flight, departing Thu, Feb 5 from Fort Lauderdale - Hollywood Intl. to Pearson Intl., returning Mon, Feb 9, priced at $99 just found
Fri, Jan 16 - Sun, Jan 18
MCO
Orlando Intl.
YYZ
Pearson Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Flair Airlines flight, departing Fri, Jan 16 from Orlando Intl. to Pearson Intl., returning Sun, Jan 18, priced at $110 just found
Thu, Jan 15 - Fri, Jan 23
YQR
Regina Intl.
YYZ
Pearson Intl.
$154 Roundtrip, found 1 day ago
$154
Roundtrip
found 1 day ago
Select WestJet flight, departing Thu, Jan 15 from Regina Intl. to Pearson Intl., returning Fri, Jan 23, priced at $154 found 1 day ago
Sat, Feb 7 - Tue, Feb 10
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$176 Roundtrip, found 5 days ago
$176
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Feb 7 from O'Hare Intl. to Pearson Intl., returning Tue, Feb 10, priced at $176 found 5 days ago
Thu, Jan 22 - Sun, Jan 25
FLL
Fort Lauderdale - Hollywood Intl.
YTZ
Billy Bishop Toronto City
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Thu, Jan 22 from Fort Lauderdale - Hollywood Intl. to Billy Bishop Toronto City, returning Sun, Jan 25, priced at $193 found 1 day ago
Thu, Apr 30 - Sun, May 10
SFO
San Francisco Intl.
YYZ
Pearson Intl.
$222 Roundtrip, found 3 days ago
$222
Roundtrip
found 3 days ago
Select WestJet flight, departing Thu, Apr 30 from San Francisco Intl. to Pearson Intl., returning Sun, May 10, priced at $222 found 3 days ago
Thu, Feb 5 - Wed, Feb 18
DCA
Ronald Reagan Washington National
YYZ
Pearson Intl.
$224 Roundtrip, found 3 days ago
$224
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Feb 5 from Ronald Reagan Washington National to Pearson Intl., returning Wed, Feb 18, priced at $224 found 3 days ago
Sat, Jan 31 - Sat, Jan 31
LGA
LaGuardia
YYZ
Pearson Intl.
$225 Roundtrip, found 2 days ago
$225
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Jan 31 from LaGuardia to Pearson Intl., returning Sat, Jan 31, priced at $225 found 2 days ago
Wed, Jan 7 - Mon, Jan 12
JFK
John F. Kennedy Intl.
YYZ
Pearson Intl.
$229 Roundtrip, found 2 days ago
$229
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jan 7 from John F. Kennedy Intl. to Pearson Intl., returning Mon, Jan 12, priced at $229 found 2 days ago
OriginDestinationTravel DatesFlights From*
YXXTorontoFebruary 26 to March 4$111
YVRTorontoJanuary 8 to January 13$172
LAXTorontoJanuary 11 to January 14$273
LAXTorontoMarch 31 to April 7$350
CANTorontoJanuary 31 to February 16$765
PVGTorontoMarch 19 to March 25$840
PVGTorontoMarch 18 to March 22$846
FOCTorontoFebruary 1 to February 6$870
SZXTorontoJanuary 24 to January 28$928
PEKTorontoFebruary 5 to February 15$951
HKGTorontoJanuary 22 to January 24$952
PEKTorontoMarch 10 to April 2$1,069
HKGTorontoJanuary 8 to January 10$2,079
CANTorontoFebruary 11 to March 31$3,655
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YXXTorontoDecember 28 to January 11$277
YVRTorontoDecember 28 to January 3$483
LAXTorontoDecember 26 to January 4$652
HKGTorontoDecember 26 to January 7$918
LAXTorontoDecember 26 to January 2$1,075
CANTorontoDecember 27 to December 31$1,128
PEKTorontoDecember 28 to December 31$1,152
CTUTorontoDecember 27 to January 25$1,167
HKGTorontoDecember 27 to January 9$2,938
*Prices include taxes and fees

Best Durham Region Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Stallion Suites - Entertainment District
4.0-star property

Stallion Suites - Entertainment District

Feb 19 - Feb 22

3 night stay

Chicago (ORD) to Toronto (YYZ)

Air Canada • Non-stop • Coach

Toronto (YYZ) to Chicago (ORD)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $953, price is now $554 per person
$554
per person
found 4 hours ago
Spacious 4-Bedroom Retreat
3.0-star property

Spacious 4-Bedroom Retreat

Jan 30 - Feb 5

6 night stay

Miami (MIA) to Toronto (YYZ)

Flair Airlines • Coach

Toronto (YYZ) to Miami (MIA)

Delta • Coach
Price was $1,765, price is now $793 per person
$793
per person
found 1 day ago
Hotel Riu Plaza Toronto
4.0-star property

Hotel Riu Plaza Toronto

Mar 19 - Mar 25

6 night stay

Orlando (MCO) to Toronto (YYZ)

Delta • Non-stop • Coach

Toronto (YYZ) to Orlando (MCO)

Flair Airlines • Non-stop • Coach
Price was $1,320, price is now $661 per person
$661
per person
found 6 hours 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! (3,876 reviews)
Loved it

Reviewed on Dec 16, 2025

Opens in a new windowPickering Casino Resort Hotel
Spark by Hilton Oshawa

Spark by Hilton Oshawa

2.5 out of 5
605 Bloor St West Oshawa ON
Stay at this hotel in Oshawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Oshawa Centre and The Robert McLaughlin Gallery are located nearby.
8.8/10 Excellent! (274 reviews)
The staff was extremely friendly and helpful!

Reviewed on Dec 17, 2025

Opens in a new windowSpark by Hilton Oshawa
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.
9/10 Wonderful! (815 reviews)
Stay overall is always good. Just seem to find hair in the bathroom, put down the bath mat and two long black hairs were on it. Definitely not mine….that said, I enjoy the convenience of it. I do wish they would have coffee in the rooms though.

Reviewed on Dec 14, 2025

Opens in a new windowGreat Blue Heron Hotel
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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 (1,244 reviews)
The room was basic but nice and my son enjoyed the pool. Staff were helpful. The hotel is conveniently located a couple minutes walk from the GO train.

Reviewed on Dec 17, 2025

Opens in a new windowSuper 8 by Wyndham Ajax/Toronto On
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 $99 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 17 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 February. 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 $99. 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 $99 and $3,655 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.