$309 Cheap Flights from Toronto (YYZ) to Hilton Head Island (HHH)

View $309 flight on Tue, Jun 2, 2026Opens in a new window

Popular airlines from Toronto Pearson Intl. Airport (YYZ) to Hilton Head Island Airport (HHH)

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Cheap Flights from Toronto to Hilton Head Island (YYZ-HHH)

Prices were available within the past 7 days and start at $309 for one-way flights and $550 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Dec 6 - Tue, Dec 16
YYZ
Toronto
HHH
Hilton Head Island
$550 Roundtrip, found 7 hours ago
$550
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Dec 6 from Toronto to Hilton Head Island, returning Tue, Dec 16, priced at $550 found 7 hours ago
United
Sat, Mar 14 - Sat, Mar 21
YYZ
Toronto
HHH
Hilton Head Island
$565 Roundtrip, found 12 hours ago
$565
Roundtrip
found 12 hours ago
Select United flight, departing Sat, Mar 14 from Toronto to Hilton Head Island, returning Sat, Mar 21, priced at $565 found 12 hours ago
United
Fri, Mar 13 - Sat, Mar 21
YYZ
Toronto
HHH
Hilton Head Island
$568 Roundtrip, found 12 hours ago
$568
Roundtrip
found 12 hours ago
Select United flight, departing Fri, Mar 13 from Toronto to Hilton Head Island, returning Sat, Mar 21, priced at $568 found 12 hours ago
American Airlines
Sat, Dec 6 - Sat, Dec 13
YYZ
Toronto
HHH
Hilton Head Island
$575 Roundtrip, found 7 hours ago
$575
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Dec 6 from Toronto to Hilton Head Island, returning Sat, Dec 13, priced at $575 found 7 hours ago
American Airlines
Sat, Dec 6 - Sat, Dec 13
YYZ
Toronto
HHH
Hilton Head Island
$580 Roundtrip, found 7 hours ago
$580
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Dec 6 from Toronto to Hilton Head Island, returning Sat, Dec 13, priced at $580 found 7 hours ago
American Airlines
Wed, Mar 11 - Mon, Mar 23
YYZ
Toronto
HHH
Hilton Head Island
$581 Roundtrip, found 12 hours ago
$581
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, Mar 11 from Toronto to Hilton Head Island, returning Mon, Mar 23, priced at $581 found 12 hours ago
American Airlines
Wed, Mar 11 - Fri, Mar 20
YYZ
Toronto
HHH
Hilton Head Island
$598 Roundtrip, found 12 hours ago
$598
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, Mar 11 from Toronto to Hilton Head Island, returning Fri, Mar 20, priced at $598 found 12 hours ago
American Airlines
Sun, Mar 15 - Tue, Mar 24
YYZ
Toronto
HHH
Hilton Head Island
$606 Roundtrip, found 12 hours ago
$606
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sun, Mar 15 from Toronto to Hilton Head Island, returning Tue, Mar 24, priced at $606 found 12 hours ago
American Airlines
Sun, Mar 15 - Thu, Mar 19
YYZ
Toronto
HHH
Hilton Head Island
$615 Roundtrip, found 12 hours ago
$615
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sun, Mar 15 from Toronto to Hilton Head Island, returning Thu, Mar 19, priced at $615 found 12 hours ago
Delta
Tue, Jun 2 - Sat, Jun 6
YYZ
Toronto
HHH
Hilton Head Island
$647 Roundtrip, found 1 day ago
$647
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 2 from Toronto to Hilton Head Island, returning Sat, Jun 6, priced at $647 found 1 day ago

Find the cheapest month to fly from Toronto (YYZ) to Hilton Head Island (HHH)

May is typically the cheapest month to fly

From $459 - $682 per traveler.

Alternative airports near Hilton Head Island

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Savannah - Hilton Head Intl. SAV. Cheapest option available. Average driving time to city center is 59 minutes. Flights from $454
SAV
Savannah - Hilton Head Intl.
Cheapest
Average driving time to city center59 min
Flights from $454

Frequently asked questions

How much does a flight from Pearson Intl. Airport (YYZ) to Hilton Head Island Airport (HHH) cost?
Grab a cheap one-way flight from $309 or cheap return flight from $550 from Pearson Intl. Airport (YYZ) to Hilton Head Island Airport (HHH) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Pearson Intl. Airport (YYZ) to Hilton Head Island Airport (HHH)?
The cheapest month to fly from YYZ to HHH is December, when demand is low. Off-peak season is often when airlines offer lower prices between these airports.
What is the cheapest airline that flies from Pearson Intl. Airport (YYZ) to Hilton Head Island Airport (HHH)?
Expedia's filter tool lets you easily compare different airlines, flight durations and fares all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest YYZ to HHH flight.
How many flights per day from Pearson Intl. Airport (YYZ) to Hilton Head Island Airport (HHH)?
There are no daily direct flights available from Pearson Intl. Airport (YYZ) to Hilton Head Island Airport (HHH). But you can opt for flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be soaring above the clouds before you know it.
What day of the week has the most flights from YYZ to HHH?
Generally you'll find the most flight options available on a Friday. Tuesdays are often the quietest.* However, this can vary based on the time of year, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Pearson Intl. Airport (YYZ) to Hilton Head Island Airport (HHH)?
Select a flight from Pearson Intl. Airport (YYZ) to Hilton Head Island Airport (HHH) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Departures later than this are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Pearson Intl. Airport (YYZ) to Hilton Head Island Airport (HHH) last-minute?
Booking your ticket from YYZ to HHH just before your getaway is usually more expensive. But if you're flexible with your schedule, you could land a cheap last-minute fare.
Is it cheaper to book a YYZ to HHH flight and hotel package?
Opting for a YYZ to HHH flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of accommodations and then add car rentals, activities and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Pearson Intl. Airport (YYZ) to Hilton Head Island Airport (HHH)?
If you booked your YYZ to HHH flight in the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the ticket type you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Pearson Intl.
Destination airport
Hilton Head Island
Airlines serving
American Airlines, Delta, United
Roundtrip price
$550
Distance
793 mi

Book with confidence

Toronto to Hilton Head Island Flights

The cheapest times to fly from Toronto to Hilton Head Island

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Toronto to Hilton Head Island are during the month of December. You can find some of the cheapest flights from Toronto to Hilton Head Island with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Toronto to Hilton Head Island

Sunday is one of the best days to book for cheap flights from Toronto to Hilton Head Island: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Toronto to Hilton Head Island

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Toronto to Hilton Head Island in 2025. You can also book with separate airlines for your outbound and return journeys, from $309 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Toronto to Hilton Head Island flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Toronto to Hilton Head Island airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Toronto to Hilton Head Island Flights

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*Available to One Key members.