Cheap Flights to Durham Region from $23 (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, Feb 26 - Sat, Feb 28
YHZ
Stanfield Intl.
YYZ
Pearson Intl.
$99 Roundtrip, found 2 days ago
$99
Roundtrip
found 2 days ago
Select Flair Airlines flight, departing Thu, Feb 26 from Stanfield Intl. to Pearson Intl., returning Sat, Feb 28, priced at $99 found 2 days ago
Thu, Feb 26 - Mon, Mar 2
FLL
Fort Lauderdale - Hollywood Intl.
YYZ
Pearson Intl.
$102 Roundtrip, found 2 hours ago
$102
Roundtrip
found 2 hours ago
Select Flair Airlines flight, departing Thu, Feb 26 from Fort Lauderdale - Hollywood Intl. to Pearson Intl., returning Mon, Mar 2, priced at $102 found 2 hours ago
Thu, Feb 5 - Mon, Feb 9
MCO
Orlando Intl.
YYZ
Pearson Intl.
$113 Roundtrip, just found
$113
Roundtrip
just found
Select Flair Airlines flight, departing Thu, Feb 5 from Orlando Intl. to Pearson Intl., returning Mon, Feb 9, priced at $113 just found
Fri, Feb 6 - Mon, Feb 9
YUL
Pierre Elliott Trudeau Intl.
YYZ
Pearson Intl.
$121 Roundtrip, found 1 day ago
$121
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Feb 6 from Pierre Elliott Trudeau Intl. to Pearson Intl., returning Mon, Feb 9, priced at $121 found 1 day ago
Mon, Feb 9 - Fri, Feb 13
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$188 Roundtrip, found 3 days ago
$188
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Feb 9 from O'Hare Intl. to Pearson Intl., returning Fri, Feb 13, priced at $188 found 3 days ago
Fri, May 1 - Tue, May 12
YHZ
Stanfield Intl.
YTZ
Billy Bishop Toronto City
$193 Roundtrip, found 3 days ago
$193
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Fri, May 1 from Stanfield Intl. to Billy Bishop Toronto City, returning Tue, May 12, priced at $193 found 3 days ago
Sun, Feb 1 - Sun, Feb 8
MDW
Midway Intl.
YTZ
Billy Bishop Toronto City
$194 Roundtrip, just found
$194
Roundtrip
just found
Select Porter Airlines flight, departing Sun, Feb 1 from Midway Intl. to Billy Bishop Toronto City, returning Sun, Feb 8, priced at $194 just found
Wed, Jan 14 - Thu, Jan 15
EWR
Newark Liberty Intl. Airport
YTZ
Billy Bishop Toronto City
$198 Roundtrip, found 2 days ago
$198
Roundtrip
found 2 days ago
Select Air Canada flight, departing Wed, Jan 14 from Newark Liberty Intl. Airport to Billy Bishop Toronto City, returning Thu, Jan 15, priced at $198 found 2 days ago
Sun, Feb 1 - Sun, Feb 1
EWR
Newark Liberty Intl. Airport
YYZ
Pearson Intl.
$203 Roundtrip, found 5 days ago
$203
Roundtrip
found 5 days ago
Select United flight, departing Sun, Feb 1 from Newark Liberty Intl. Airport to Pearson Intl., returning Sun, Feb 1, priced at $203 found 5 days ago
OriginDestinationTravel DatesFlights From*
YXXTorontoJanuary 29 to February 4$114
YVRTorontoJanuary 20 to January 25$179
LAXTorontoMarch 10 to March 13$271
LAXTorontoFebruary 17 to February 18$295
HKGTorontoFebruary 2 to February 6$840
PVGTorontoMarch 12 to March 25$854
XIYTorontoJanuary 26 to February 1$860
CANTorontoJanuary 31 to February 16$869
SZXTorontoJanuary 28 to February 23$977
PEKTorontoFebruary 23 to February 24$1,069
FOCTorontoFebruary 15 to February 22$1,319
PVGTorontoFebruary 2 to February 16$2,767
PEKTorontoMarch 25 to April 21$3,022
CANTorontoJanuary 24 to February 20$4,363
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YVRTorontoJanuary 9 to January 15$137
YVRTorontoJanuary 9 to January 24$217
LAXTorontoJanuary 11 to January 13$527
LAXTorontoJanuary 10 to January 19$569
PEKTorontoJanuary 9 to January 16$1,507
SZXTorontoJanuary 10 to January 16$1,707
PEKTorontoJanuary 9 to January 16$3,481
*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

Jan 16 - Jan 19

3 night stay

Chicago (ORD) to Toronto (YYZ)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,073, price is now $681 per person
$681
per person
found 16 hours ago
Spacious 4-Bedroom Retreat
3.0-star property

Spacious 4-Bedroom Retreat

Mar 7 - Mar 10

3 night stay

Atlanta (ATL) to Toronto (YYZ)

Delta • Coach

Toronto (YYZ) to Atlanta (ATL)

WestJet • Coach
Price was $1,377, price is now $921 per person
$921
per person
found 1 day ago
Charming Yorkville Condos
4.0-star property

Charming Yorkville Condos

Mar 30 - Apr 4

5 night stay

Chicago (ORD) to Toronto (YYZ)

WestJet • Non-stop • Coach

Toronto (YYZ) to Chicago (ORD)

American Airlines • Non-stop • Coach
Price was $1,259, price is now $864 per person
$864
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! (3,936 reviews)
Did not have breakfast, heating was good

Reviewed on Dec 29, 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! (286 reviews)
Both persons at the front desk were exceptional (at night and the next morning) even offering to assist with luggage and open doors for us. Very unusual these days, so we were very impressed by the staff!

Reviewed on Dec 30, 2025

Opens in a new windowSpark by Hilton Oshawa
Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG

Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG

2.5 out of 5
67 Simcoe Street North Oshawa ON
Book a stay at this business-friendly hotel in Oshawa. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Tribute Communities Centre and The Robert McLaughlin Gallery are located nearby.
8.6/10 Excellent! (1,002 reviews)
It was a great stay..

Reviewed on Dec 28, 2025

Opens in a new windowHoliday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Hilton Garden Inn Toronto/Ajax

Hilton Garden Inn Toronto/Ajax

3 out of 5
500 Beck Crescent Ajax ON
Book a stay at this business-friendly hotel in Ajax. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pickering Casino Resort and Veterans' Point Gardens are located nearby.
8.8/10 Excellent! (1,011 reviews)
Nice spot for traveling through Toronto.

Reviewed on Dec 29, 2025

Opens in a new windowHilton Garden Inn Toronto/Ajax
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 16 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 $4,363 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.