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Hilton Head Island

$283+ 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — HHH
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap 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 28, 2026.

This American Airlines deal was found by Cheapflights users on 1/26. 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 2/211:55 pm
YYZ
-
HHH
2 stops25h 46m
American Airlines
Mon 3/24:11 pm
HHH
-
YYZ
2 stops18h 03m
American Airlines
Deal found 1/26$494
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/211:55 pm
YYZ
-
HHH
2 stops25h 46m
American Airlines
Sat 2/282:58 pm
HHH
-
YYZ
2 stops19h 16m
American Airlines
Deal found 1/26$521
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/2210:59 am
YYZ
-
HHH
1 stop4h 42m
American Airlines
Mon 3/24:11 pm
HHH
-
YYZ
2 stops18h 03m
American Airlines
Deal found 1/26$529
This Delta deal was found by Cheapflights users on 1/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:00 am
YYZ
-
HHH
2 stops9h 20m
Delta
Tue 4/2812:08 pm
HHH
-
YYZ
1 stop5h 07m
Delta
Deal found 1/25$564
This American Airlines deal was found by Cheapflights users on 1/26. 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 3/1210:58 am
YYZ
-
HHH
1 stop4h 43m
American Airlines
Thu 3/194:11 pm
HHH
-
YYZ
1 stop19h 44m
American Airlines
Deal found 1/26$574
This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:55 pm
YYZ
-
HHH
2 stops17h 11m
United Airlines
Tue 4/283:00 pm
HHH
-
YYZ
2 stops20h 32m
United Airlines
Deal found 1/25$587
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/237:00 am
YYZ
-
HHH
2 stops10h 44m
American Airlines
Sun 3/111:03 am
HHH
-
YYZ
1 stop4h 42m
American Airlines
Deal found 1/26$616
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/216:00 am
YYZ
-
HHH
1 stop4h 33m
American Airlines
Sun 3/111:03 am
HHH
-
YYZ
1 stop7h 26m
American Airlines
Deal found 1/26$652
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/227:00 am
YYZ
-
HHH
2 stops10h 44m
American Airlines
Sat 2/2811:03 am
HHH
-
YYZ
1 stop4h 42m
American Airlines
Deal found 1/26$787

Find 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 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$494
(American Airlines)

One-way from

$283
(American Airlines)

Popular in

August

Cheapest in

July
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.
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. 0% potential increase in price ($5 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals

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 28, 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 2/23

7:00 am-5:44 pm

2 stops10h 44m

Hilton Head Island

Mon 3/2

4:11 pm-10:14 am

2 stops18h 03m

$494

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 2/23

7:00 am-5:44 pm

2 stops10h 44m

Hilton Head Island

Sat 2/28

2:58 pm-10:14 am

2 stops19h 16m

$521

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 2/21

1:55 pm-3:41 pm

2 stops25h 46m

Hilton Head Island

Sat 2/28

2:58 pm-10:14 am

2 stops19h 16m

$521

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sun 2/22

7:00 am-5:44 pm

2 stops10h 44m

Hilton Head Island

Mon 3/2

4:11 pm-10:14 am

2 stops18h 03m

$529

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 4/21

6:00 am-3:20 pm

2 stops9h 20m

Hilton Head Island

Tue 4/28

12:08 pm-5:15 pm

1 stop5h 07m

$564

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Tue 4/21

7:00 am-2:06 pm

1 stop7h 06m

Hilton Head Island

Tue 4/28

4:11 pm-10:23 pm

1 stop6h 12m

$564

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 2/21

6:00 am-10:33 am

1 stop4h 33m

Hilton Head Island

Mon 3/2

6:20 pm-10:38 pm

1 stop4h 18m

$564

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Thu 3/5

7:44 pm-10:33 am

2 stops14h 49m

$283

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 3/14

8:45 am-1:59 pm

1 stop5h 14m

$339

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 3/14

4:30 pm-10:33 am

1 stop18h 03m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 11 results
1
2
  • Most accurate provider: When it comes to deals on Toronto Pearson Intl Airport-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Toronto Pearson Intl Airport-Hilton Head Island flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 $494, American Airlines can have you in Hilton Head Island from Toronto Pearson Intl Airport in 10h 44m. 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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