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Hilton Head Island

$266+ Cheap flights from Pearson Intl (YYZ) to Hilton Head Island (HHH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — HHH
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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Cheap flight deals from Pearson Intl to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) to Hilton Head Island (HHH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$415
(American Airlines)

One-way from

$266
(American Airlines)

Popular in

August

Cheapest in

July
Provider with most accurate pricing for Toronto Pearson Intl-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Toronto Pearson Intl-Hilton Head Island flights.
Search Deals
From Toronto Pearson Intl to Hilton Head Island
Search Deals
One-way flight from Toronto Pearson Intl to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($29 potential savings vs. average RT price).
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Find flight deals from Pearson Intl to Hilton Head Island

Cheapest flights from Pearson Intl to Hilton Head Island
Explore the most affordable flight options available from Pearson Intl to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 15, 2026.

This American Airlines deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:44 pm
YYZ
-
HHH
2 stops16h 09m
American Airlines
Tue 3/244:11 pm
HHH
-
YYZ
2 stops18h 03m
American Airlines
Deal found 1/14$415
This American Airlines deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:44 pm
YYZ
-
HHH
2 stops16h 09m
American Airlines
Mon 3/96:15 pm
HHH
-
YYZ
2 stops15h 59m
American Airlines
Deal found 1/14$425
This American Airlines deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/234:44 pm
YYZ
-
HHH
2 stops19h 36m
American Airlines
Tue 1/273:29 pm
HHH
-
YYZ
2 stops21h 05m
American Airlines
Deal found 1/14$675
This American Airlines deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/156:00 am
YYZ
-
HHH
1 stop6h 20m
American Airlines
Sat 1/1712:54 pm
HHH
-
YYZ
1 stop4h 46m
American Airlines
Deal found 1/14$808

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pearson Intl to Hilton Head Island that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 15, 2026.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Hilton Head Island that are best for you.

Fly from

Pearson Intl

Fly to

Hilton Head Island

Route

Depart

Return

Price

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 3/9

7:44 pm-11:53 am

2 stops16h 09m

Hilton Head Island

Tue 3/24

4:11 pm-10:14 am

2 stops18h 03m

$415

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 3/2

7:44 pm-11:53 am

2 stops16h 09m

Hilton Head Island

Mon 3/9

6:15 pm-10:14 am

2 stops15h 59m

$425

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Fri 1/23

4:44 pm-12:20 pm

2 stops19h 36m

Hilton Head Island

Tue 1/27

3:29 pm-12:34 pm

2 stops21h 05m

$675

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sun 3/1

7:44 pm-10:33 am

2 stops14h 49m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Compare providers for flights from Pearson Intl to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pearson Intl to Hilton Head Island in January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Toronto Pearson Intl Airport-Hilton Head Island flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Toronto Pearson Intl Airport-Hilton Head Island flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Toronto Pearson Intl Airport-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Toronto Pearson Intl Airport-Hilton Head Island flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Toronto Pearson Intl Airport-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Pearson Intl to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Pearson Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Toronto Pearson Intl Airport to Hilton Head Island

What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Hilton Head Island?

Currently, July is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Hilton Head Island (average of $215). Flying from Toronto Pearson Intl Airport to Hilton Head Island in August is currently the most expensive (average of $431). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Pearson Intl to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Hilton Head Island from Toronto Pearson Intl?

    Located just 3.3 mi from the city center, Hilton Head Island is the airport most travelers will use when flying to Hilton Head Island from Toronto Pearson Intl. Booking flights from Toronto Pearson Intl to Hilton Head (HHH) should be relatively easy as there are 0 daily inbound flights from Toronto Pearson Intl from 0 different airlines.

  • How long is the flight from Toronto Pearson Intl Airport to Hilton Head Island?

    For as low as $415, American Airlines can have you in Hilton Head Island from Toronto Pearson Intl Airport in 16h 09m. There are 793 mi between Toronto Pearson Intl Airport and Hilton Head Island.

  • Can I find deals for flights from Pearson Intl to Hilton Head Island that include hotel bookings?

    Yes. In addition to deals on Pearson Intl to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pearson Intl to Hilton Head Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pearson Intl to Hilton Head Island.

  • Can I find deals for business class flights from Pearson Intl to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Pearson Intl to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Hilton Head Island?

    Currently, July is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Hilton Head Island (average of $215). Flying from Toronto Pearson Intl Airport to Hilton Head Island in August is currently the most expensive (average of $431). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Hilton Head Island?

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