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Hilton Head Island

$363+ Cheap flights from Canada to Hilton Head Island (HHH)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — HHH
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Canada to Hilton Head Island

Best flights from Canada to Hilton Head Island
Discover carefully curated flight deals from Canada to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/10. 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 1/243:45 pmYYZ - HHH
2 stops20h 35mAmerican Airlines
Sat 1/3112:54 pmHHH - YYZ
2 stops21h 20mAmerican Airlines
Deal found 12/10$363
This Delta deal was found by Cheapflights users on 12/11. 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.
Sun 4/127:50 amYYZ - HHH
1 stop27h 33mDelta
Tue 4/214:00 pmHHH - YYZ
1 stop25h 53mDelta
Deal found 12/11$550
This American Airlines deal was found by Cheapflights users on 12/11. 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 1/46:00 amYYZ - HHH
1 stop11h 43mAmerican Airlines
Thu 1/83:29 pmHHH - YYZ
1 stop7h 13mAmerican Airlines
Deal found 12/11$555
This American Airlines deal was found by Cheapflights users on 12/11. 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 1/57:04 amYYZ - HHH
2 stops10h 39mAmerican Airlines
Thu 1/812:51 pmHHH - YYZ
2 stops10h 08mAmerican Airlines
Deal found 12/11$555
This American Airlines deal was found by Cheapflights users on 12/11. 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 1/57:04 amYYZ - HHH
2 stops10h 39mAmerican Airlines
Fri 1/912:51 pmHHH - YYZ
1 stop4h 49mAmerican Airlines
Deal found 12/11$555
This American Airlines deal was found by Cheapflights users on 12/11. 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 1/56:00 amYYZ - HHH
1 stop4h 44mAmerican Airlines
Wed 1/712:51 pmHHH - YYZ
1 stop4h 49mAmerican Airlines
Deal found 12/11$555
This American Airlines deal was found by Cheapflights users on 12/11. 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 1/36:00 amYYZ - HHH
1 stop4h 44mAmerican Airlines
Thu 1/812:51 pmHHH - YYZ
1 stop4h 49mAmerican Airlines
Deal found 12/11$555
This American Airlines deal was found by Cheapflights users on 12/11. 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 1/46:00 amYYZ - HHH
1 stop8h 16mAmerican Airlines
Fri 1/912:51 pmHHH - YYZ
2 stops10h 08mAmerican Airlines
Deal found 12/11$555
This American Airlines deal was found by Cheapflights users on 12/11. 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 1/36:00 amYYZ - HHH
1 stop4h 44mAmerican Airlines
Wed 1/712:51 pmHHH - YYZ
1 stop4h 49mAmerican Airlines
Deal found 12/11$555

Find flight deals from Canada to Hilton Head Island

Keep the following information in mind while searching for Canada to Hilton Head Island flight deals. Data was last updated December 12, 2025.

Round-trip from

$363
(American Airlines)

One-way from

$221
(American Airlines)

Popular in

October

Cheapest in

May

Average price

$684
From Canada to Hilton Head Island
Search Deals
One-way flight from Canada to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Canada 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 December 12, 2025.
Use the filters below to find and compare flights from Canada to Hilton Head Island that are best for you.

Fly from

Canada

Fly to

Hilton Head Island

Route

Depart

Return

Price

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 1/24

3:45 pm-12:20 pm

2 stops20h 35m

Hilton Head Island

Sat 1/31

12:54 pm-10:14 am

2 stops21h 20m

$363

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sun 4/12

7:50 am-11:23 am

1 stop27h 33m

Hilton Head Island

Tue 4/21

4:00 pm-5:53 pm

1 stop25h 53m

$550

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sun 1/4

6:00 am-5:43 pm

1 stop11h 43m

Hilton Head Island

Thu 1/8

3:29 pm-10:42 pm

1 stop7h 13m

$555

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 1/5

7:04 am-5:43 pm

2 stops10h 39m

Hilton Head Island

Thu 1/8

12:51 pm-10:59 pm

2 stops10h 08m

$555

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 1/5

7:04 am-5:43 pm

2 stops10h 39m

Hilton Head Island

Fri 1/9

12:51 pm-5:40 pm

1 stop4h 49m

$555

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 1/5

6:00 am-10:44 am

1 stop4h 44m

Hilton Head Island

Wed 1/7

12:51 pm-5:40 pm

1 stop4h 49m

$555

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 1/3

6:00 am-10:44 am

1 stop4h 44m

Hilton Head Island

Thu 1/8

12:51 pm-5:40 pm

1 stop4h 49m

$555

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sun 1/4

6:00 am-2:16 pm

1 stop8h 16m

Hilton Head Island

Fri 1/9

12:51 pm-10:59 pm

2 stops10h 08m

$555

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 1/3

6:00 am-10:44 am

1 stop4h 44m

Hilton Head Island

Wed 1/7

12:51 pm-5:40 pm

1 stop4h 49m

$555

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Best time to book a flight from Canada to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Canada 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 Canada to Hilton Head Island

What is the cheapest month to book a flight from Canada to Hilton Head Island?

Currently, January is the cheapest month in which you can book a flight from Canada to Hilton Head Island (average of $63). Flying from Canada to Hilton Head Island in August is currently the most expensive (average of $345). 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 CA to HHH?

Find hourly flight availability from Canada 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 December 12, 2025.

A simple way to save on the total cost of your ticket is to fly from Canada to Hilton Head Island in the afternoon. If you’re flexible enough to do this you can expect to save up to 17% on your trip compared to booking a flight at noon.

Related info for your journey

Find useful and relevant information for your journey from Canada 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 Canada?

    Located just 3.3 mi from the city center, Hilton Head Island (HHH) is the airport most travelers will use when flying to Hilton Head Island from Canada.

  • How long is the flight from Canada to Hilton Head Island?

    Airlines like American Airlines and Delta fly from Canada to Hilton Head Island in about 20h 35m. The time it takes to get you to your destination can typically vary by up to 6h 58m. The distance from Canada to Hilton Head Island is about 793 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

  • How can I find direct flights from Canada 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 Canada to Hilton Head Island.

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

    Yes. Cheapflights offers flight deals from Canada 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 Canada to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Canada to Hilton Head Island (average of $63). Flying from Canada to Hilton Head Island in August is currently the most expensive (average of $345). 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

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