$395+ Cheap flights from Sarasota to Hilton Head Island (SRQ - 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — HHH
Nov 11 — Nov 181
Round-trip
1 adult, Economy
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Find cheap flights from Sarasota to Hilton Head Island with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Sarasota to Hilton Head Island
Cheapest
Best
Last-minute
Cheapest flights from Sarasota to Hilton Head IslandExplore the most affordable flight options available from Sarasota to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 12, 2026.
Explore the most affordable flight options available from Sarasota to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 12, 2026.
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Fri 11/135:44 am -
1 stop4h 50m
Mon 11/164:17 pm -
1 stop6h 00m
Deal found 10/10![American Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 10/9. 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 12/310:19 am -
1 stop4h 03m
Mon 12/74:24 pm -
1 stop5h 54m
Deal found 10/9![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 10/8. 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 12/312:01 pm -
1 stop4h 31m
Fri 1/13:02 pm -
1 stop6h 14m
Deal found 10/8![American Airlines logo]()
$517
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 10/269:47 am -
1 stop4h 39m
Fri 10/302:56 pm -
1 stop6h 21m
Deal found 10/10![American Airlines logo]()
$589
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Thu 11/125:44 am -
1 stop4h 50m
Sun 11/152:51 pm -
1 stop6h 05m
Deal found 10/10![American Airlines logo]()
$666
This American Airlines deal was found by Cheapflights users on 10/11. 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 11/85:44 am -
1 stop4h 50m
Sun 11/152:51 pm -
1 stop6h 05m
Deal found 10/11![American Airlines logo]()
$677
This American Airlines deal was found by Cheapflights users on 10/9. 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.
Tue 10/277:25 am -
1 stop4h 34m
Wed 10/2811:36 am -
2 stops12h 23m
Deal found 10/9![American Airlines logo]()
$689
Best flights from Sarasota to Hilton Head IslandDiscover carefully curated flight deals from Sarasota to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 12, 2026.
Discover carefully curated flight deals from Sarasota to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 12, 2026.
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Fri 11/135:44 am -
1 stop4h 50m
Mon 11/164:17 pm -
1 stop6h 00m
Deal found 10/10![American Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 10/9. 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 12/310:19 am -
1 stop4h 03m
Mon 12/74:24 pm -
1 stop5h 54m
Deal found 10/9![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 10/11. 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.
Fri 3/56:00 am -
1 stop4h 29m
Mon 3/83:07 pm -
1 stop7h 10m
Deal found 10/11![American Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 10/8. 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 12/312:01 pm -
1 stop4h 31m
Fri 1/13:02 pm -
1 stop6h 14m
Deal found 10/8![American Airlines logo]()
$517
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 10/269:47 am -
1 stop4h 39m
Fri 10/302:56 pm -
1 stop6h 21m
Deal found 10/10![American Airlines logo]()
$589
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Thu 11/125:44 am -
1 stop4h 50m
Sun 11/152:51 pm -
1 stop6h 05m
Deal found 10/10![American Airlines logo]()
$666
This American Airlines deal was found by Cheapflights users on 10/9. 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.
Tue 10/277:25 am -
1 stop4h 34m
Wed 10/2811:36 am -
2 stops12h 23m
Deal found 10/9![American Airlines logo]()
$689
Last-minute flights from Sarasota to Hilton Head IslandDiscover last-minute flight deals from Sarasota to Hilton Head Island. Data last updated October 12, 2026 and is based on user searches.
Discover last-minute flight deals from Sarasota to Hilton Head Island. Data last updated October 12, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 10/269:47 am -
1 stop4h 39m
Fri 10/302:56 pm -
1 stop6h 21m
Deal found 10/10![American Airlines logo]()
$589
This American Airlines deal was found by Cheapflights users on 10/9. 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.
Tue 10/277:25 am -
1 stop4h 34m
Wed 10/2811:36 am -
2 stops12h 23m
Deal found 10/9![American Airlines logo]()
$689
This American Airlines deal was found by Cheapflights users on 10/11. 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 11/85:44 am -
1 stop4h 50m
Sun 11/152:51 pm -
1 stop6h 05m
Deal found 10/11![American Airlines logo]()
$677
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Thu 11/125:44 am -
1 stop4h 50m
Sun 11/152:51 pm -
1 stop6h 05m
Deal found 10/10![American Airlines logo]()
$666
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Fri 11/135:44 am -
1 stop4h 50m
Mon 11/164:17 pm -
1 stop6h 00m
Deal found 10/10![American Airlines logo]()
$395
Find flight deals from Sarasota to Hilton Head Island
Discover tips and strategies to find the most affordable flight options for your journey from Sarasota (SRQ) 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 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $395 (American Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Sarasota 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 7,457,451 searches. Data last updated October 12, 2026.
Use the filters below to find and compare flights from Sarasota to Hilton Head Island that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
SarasotaHilton Head Island
SRQ Sarasota Bradenton Intl - HHH Hilton Head Island
SRQHHH
Sarasota Bradenton Intl
Fri 11/13
5:44 am-10:34 am
1 stop4h 50m
Hilton Head Island
Mon 11/16
4:17 pm-10:17 pm
1 stop6h 00m
$395
Quickest round-trip
SarasotaHilton Head Island
SRQ Sarasota Bradenton Intl - HHH Hilton Head Island
SRQHHH
Sarasota Bradenton Intl
Thu 12/3
10:19 am-2:22 pm
1 stop4h 03m
Hilton Head Island
Mon 12/7
4:24 pm-10:18 pm
1 stop5h 54m
$397
SarasotaHilton Head Island
SRQ Sarasota Bradenton Intl - HHH Hilton Head Island
SRQHHH
Sarasota Bradenton Intl
Fri 3/5
6:00 am-10:29 am
1 stop4h 29m
Hilton Head Island
Mon 3/8
3:07 pm-10:17 pm
1 stop7h 10m
$407
SarasotaHilton Head Island
SRQ Sarasota Bradenton Intl - HHH Hilton Head Island
SRQHHH
Sarasota Bradenton Intl
Thu 12/31
2:01 pm-6:32 pm
1 stop4h 31m
Hilton Head Island
Fri 1/1
3:02 pm-9:16 pm
1 stop6h 14m
$517
SarasotaHilton Head Island
SRQ Sarasota Bradenton Intl - HHH Hilton Head Island
SRQHHH
Sarasota Bradenton Intl
Mon 10/26
9:47 am-2:26 pm
1 stop4h 39m
Hilton Head Island
Fri 10/30
2:56 pm-9:17 pm
1 stop6h 21m
$589
SarasotaHilton Head Island
SRQ Sarasota Bradenton Intl - HHH Hilton Head Island
SRQHHH
Sarasota Bradenton Intl
Thu 11/12
5:44 am-10:34 am
1 stop4h 50m
Hilton Head Island
Sun 11/15
2:51 pm-8:56 pm
1 stop6h 05m
$666
SarasotaHilton Head Island
SRQ Sarasota Bradenton Intl - HHH Hilton Head Island
SRQHHH
Sarasota Bradenton Intl
Tue 10/27
7:25 am-11:59 am
1 stop4h 34m
Hilton Head Island
Wed 10/28
11:36 am-11:59 pm
2 stops12h 23m
$689
Sorted by cheapest first
Compare providers for flights from Sarasota 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 Sarasota to Hilton Head Island in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Sarasota-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 Sarasota-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Sarasota-Hilton Head Island flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Sarasota-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 Sarasota-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 Sarasota to Hilton Head Island
Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Sarasota with our price prediction graph.
SRQ-HHH
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.
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 October 12, 2026.
See what other customers who have flown with American Airlines from Sarasota to Hilton Head Island have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
7.9
Boarding
7.4
Food
6.4
Entertainment
6.8
Overall
7.0
Comfort
7.2
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Crew
7.9
Boarding
7.4
Food
6.4
Entertainment
6.8
Overall
7.0
Comfort
7.2
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Related info for your journey
Find useful and relevant information for your journey from Sarasota 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.
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Complete your trip
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Other flights to Hilton Head Island
Explore flights to Hilton Head Island departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 12, 2026.
Sarasota and Hilton Head Island flights
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Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Sarasota to Hilton Head Island
Discover the top airline that operate flights from Sarasota to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$376 | Average$504 | FlexibilityNo cancel fee | On-time71% |