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Hilton Head Island

$233+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — HHH
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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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 October 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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 11/107:44 pmYYZ - HHH
2 stops15h 14mAmerican Airlines
Mon 11/177:07 pmHHH - YYZ
2 stops15h 06mAmerican Airlines
Deal found 10/28$505
This American Airlines deal was found by Cheapflights users on 10/28. 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 10/317:15 pmYYZ - HHH
2 stops16h 17mAmerican Airlines
Fri 11/77:14 pmHHH - YYZ
2 stops14h 52mAmerican Airlines
Deal found 10/28$722
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sun 11/25:00 amYYZ - HHH
1 stop5h 49mAmerican Airlines
Fri 11/71:02 pmHHH - YYZ
2 stops8h 56mAmerican Airlines
Deal found 10/29$731
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Sat 11/16:00 amYYZ - HHH
1 stop5h 32mAmerican Airlines
Sat 11/811:46 amHHH - YYZ
1 stop6h 41mAmerican Airlines
Deal found 10/27$758
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Sat 11/17:35 amYYZ - HHH
2 stops9h 52mAmerican Airlines
Fri 11/71:02 pmHHH - YYZ
1 stop9h 28mAmerican Airlines
Deal found 10/27$767

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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$505
(American Airlines)

One-way from

$233
(American Airlines)

Popular in

August

Cheapest in

January

Average price

$670
Provider with most accurate pricing for Toronto Pearson Intl-Hilton Head Island flight deals.
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Provider most trusted by Cheapflights users for Toronto Pearson Intl-Hilton Head Island flights.
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From Toronto Pearson Intl to Hilton Head Island
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One-way flight from Toronto Pearson Intl to Hilton Head Island
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Highest demand for flights based on searches. 10% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 29, 2025.
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 11/10

7:44 pm-10:58 am

2 stops15h 14m

Hilton Head Island

Mon 11/17

7:07 pm-10:13 am

2 stops15h 06m

$505

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sun 11/2

7:05 am-6:09 pm

2 stops11h 04m

Hilton Head Island

Fri 11/7

1:02 pm-9:58 pm

2 stops8h 56m

$731

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 11/1

7:35 am-5:27 pm

2 stops9h 52m

Hilton Head Island

Fri 11/7

1:02 pm-9:58 pm

2 stops8h 56m

$731

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sun 11/2

5:00 am-10:49 am

1 stop5h 49m

Hilton Head Island

Sat 11/8

11:46 am-6:27 pm

1 stop6h 41m

$731

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 11/1

6:00 am-11:32 am

1 stop5h 32m

Hilton Head Island

Sat 11/8

11:46 am-6:27 pm

1 stop6h 41m

$758

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Thu 12/11

7:41 pm-10:59 am

2 stops15h 18m

$233

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 12/13

7:02 am-6:12 pm

2 stops11h 10m

$262

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

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 October.
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 $441). 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.

What is the cheapest time of day to fly from YYZ to HHH?

Find hourly flight availability from Pearson Intl to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

A simple way to save on the total cost of your ticket is to fly from Toronto Pearson Intl Airport to Hilton Head Island in the afternoon. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight at noon.

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 $505, American Airlines can have you in Hilton Head Island from Toronto Pearson Intl Airport in 15h 14m. 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 $441). 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?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort
Bluffton

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