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C$ 340+ Cheap flights to Hilton Head Island

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 29/9. Fares are subject to change and may not be available on all flights or dates of travel.
— HHH
11 Oct — 18 Oct1
1 adult
1 adult, Economy

Flights to Hilton Head Island in 2025

Find the latest flights to Hilton Head Island in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 11 September 2025.

Round-trip from

C$ 667

One-way from

C$ 340

Popular in

February

Cheapest in

December

Average price

C$ 861
American Airlines
  • American Airlines
  • 13/10-20/10
  • 4 total stops
  • 26h 31m total
  • Toronto to Hilton Head Island
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American Airlines
  • American Airlines
  • 29/9
  • 2 total stops
  • 17h 02m total
  • Toronto to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 29 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals to Hilton Head Island

Cheapest flights to Hilton Head Island
Explore the most affordable flight options available to Hilton Head Island. Find the lowest fares based on data from user searches, with prices last updated on 11 September 2025.

Mon 13/107:15 p.m.YYZ - HHH
2 stops15h 31mAmerican Airlines
Mon 20/1012:02 p.m.HHH - YYZ
2 stops11h 00mAmerican Airlines
Deal found 9/9C$ 667
Mon 13/109:10 p.m.YYZ - HHH
1 stop14h 06mMultiple Airlines
Mon 20/1011:57 a.m.HHH - YYZ
1 stop24h 49mMultiple Airlines
Deal found 9/9C$ 712
Mon 13/106:15 a.m.YYZ - HHH
1 stop9h 15mDelta
Mon 20/104:10 p.m.HHH - YYZ
2 stops19h 10mDelta
Deal found 9/9C$ 751
Sat 18/107:45 a.m.YYZ - HHH
1 stop7h 45mDelta
Sat 25/104:10 p.m.HHH - YYZ
1 stop17h 19mDelta
Deal found 10/9C$ 757
Fri 10/103:45 p.m.YYZ - HHH
1 stop19h 47mAmerican Airlines
Fri 17/105:57 p.m.HHH - YYZ
1 stop4h 32mAmerican Airlines
Deal found 10/9C$ 813
Sat 18/107:15 a.m.YYZ - HHH
2 stops10h 12mAmerican Airlines
Sat 25/103:02 p.m.HHH - YYZ
1 stop7h 27mAmerican Airlines
Deal found 10/9C$ 820
Mon 20/106:00 a.m.YYZ - HHH
1 stop5h 32mAmerican Airlines
Sun 26/1011:20 a.m.HHH - YYZ
1 stop5h 14mAmerican Airlines
Deal found 10/9C$ 938
Fri 10/1012:45 p.m.YYZ - HHH
2 stops22h 55mMultiple Airlines
Fri 17/1011:57 a.m.HHH - YYZ
1 stop24h 49mMultiple Airlines
Deal found 10/9C$ 956
Mon 20/106:04 a.m.YYZ - HHH
2 stops9h 26mDelta
Sun 26/104:10 p.m.HHH - YYZ
1 stop7h 29mDelta
Deal found 11/9C$ 1,325

Cheapflights Fare Finder

 
Locate flights to Hilton Head Island that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 11 September 2025.
Use the filters below to find and compare flights to Hilton Head Island that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 13/10

7:15 p.m.-10:46 a.m.

2 stops15h 31m

Hilton Head Island

Mon 20/10

12:02 p.m.-11:02 p.m.

2 stops11h 00m

C$ 667

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 13/10

9:10 p.m.-11:16 a.m.

1 stop14h 06m

Hilton Head Island

Mon 20/10

11:57 a.m.-12:46 p.m.

1 stop24h 49m

C$ 712

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 13/10

6:15 a.m.-3:30 p.m.

1 stop9h 15m

Hilton Head Island

Mon 20/10

4:10 p.m.-11:20 a.m.

2 stops19h 10m

C$ 751

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 18/10

7:45 a.m.-3:30 p.m.

1 stop7h 45m

Hilton Head Island

Sat 25/10

4:10 p.m.-9:29 a.m.

1 stop17h 19m

C$ 757

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Fri 10/10

3:45 p.m.-11:32 a.m.

1 stop19h 47m

Hilton Head Island

Fri 17/10

5:57 p.m.-10:29 p.m.

1 stop4h 32m

C$ 813

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Sat 18/10

7:15 a.m.-5:27 p.m.

2 stops10h 12m

Hilton Head Island

Sat 25/10

3:02 p.m.-10:29 p.m.

1 stop7h 27m

C$ 820

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 20/10

6:00 a.m.-11:32 a.m.

1 stop5h 32m

Hilton Head Island

Sun 26/10

11:20 a.m.-4:34 p.m.

1 stop5h 14m

C$ 938

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Fri 10/10

12:45 p.m.-11:40 a.m.

2 stops22h 55m

Hilton Head Island

Fri 17/10

11:57 a.m.-12:46 p.m.

1 stop24h 49m

C$ 956

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 20/10

6:04 a.m.-3:30 p.m.

2 stops9h 26m

Hilton Head Island

Sun 26/10

4:10 p.m.-11:39 p.m.

1 stop7h 29m

C$ 1,325

TorontoHilton Head Island

YYZ - HHH

YYZHHH

Toronto Pearson Intl

Mon 29/9

7:15 p.m.-12:17 p.m.

2 stops17h 02m

C$ 340

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 15 results
1
2

Best time to book a flight to Hilton Head Island

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

How long is the flight to Hilton Head Island?

On average, a flight from Toronto to Hilton Head Island takes 7 hours 45 minutes. Flights to Hilton Head Island from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

What are the most popular airlines that fly to Hilton Head Island?

The most popular airlines flying from Toronto to Hilton Head Island are American Airlines and United Airlines.

American Airlines
American Airlines
From C$ 329
United Airlines
United Airlines
From C$ 372

What are the cheapest airlines that fly to Hilton Head Island?

The cheapest airlines flying from Toronto to Hilton Head Island are American Airlines and United Airlines.

Rainfall in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hilton Head Island ranges from 62.0 - 199.0 mm per month. August is typically the wettest month, when rainfall can reach 199.0 mm. November is typically the driest time to visit Hilton Head Island when rainfall is around 62.0 mm.

Temperature in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 27.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 10.0 C).

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hilton Head Island. Reviews last updated 11 September 2025.
Check out reviews from past customers who have flown United Airlines and American Airlines to the United States to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,937 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.
United Airlines
7.4
Good
8,937 reviews
United Airlines
7.4
Good
8,937 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,937 reviews
Check prices

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

FRA - SFO

Lufthansa was amazing, I wish United States based airlines operated like them.

FAQs about flying to Hilton Head Island

  • What airport do you fly into for flights to Hilton Head Island?

    Most people fly into Hilton Head Island (HHH) if they book a flight to Hilton Head Island. Hilton Head is conveniently located just 5.2 km from Hilton Head Island’s city centre.

  • Can I find cheaper flights to Hilton Head Island if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Hilton Head Island on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Hilton Head Island?

    Based on reviews from Cheapflights users, American Airlines is rated the highest out of the airlines that fly to Hilton Head Island.

  • Where does the fastest flight to Hilton Head Island depart from?

    For those looking to save time traveling to Hilton Head Island, Toronto offers the quickest one-way flight (7 hours 45 minutes).

  • Does Hilton Head Island have rental cars?

    Yes. Those touching down at Hilton Head Island can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Hilton Head Island?

    Yes. Hilton Head Island has hotels nearby for those requiring accommodations. Hampton Inn Hilton Head is the closest property to Hilton Head Island (0.0 km away from Hilton Head Island).

See more FAQs

Travelling to a place near Hilton Head Island?

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

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