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$539+ Cheap flights from Hilton Head Island (HHH) to Cancún (CUN)

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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — CUN
Apr 11 — Apr 181
Sat 4/11
Sat 4/18
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Cancún

Cheapest flights from Hilton Head Island to Cancún
Explore the most affordable flight options available from Hilton Head Island to Cancún. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 12, 2026.

This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2212:08 pm
HHH
-
CUN
1 stop9h 07m
Delta
Wed 4/298:00 am
CUN
-
HHH
1 stop6h 20m
Delta
Deal found 3/8$539
This Delta deal was found by Cheapflights users on 3/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1512:08 pm
HHH
-
CUN
1 stop9h 07m
Delta
Mon 4/208:00 am
CUN
-
HHH
1 stop6h 20m
Delta
Deal found 3/9$569
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Wed 4/225:04 pm
HHH
-
CUN
2 stops19h 29m
American Airlines
Wed 4/2912:33 pm
CUN
-
HHH
2 stops20h 59m
American Airlines
Deal found 3/8$589
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Wed 5/275:21 pm
HHH
-
CUN
2 stops17h 09m
American Airlines
Mon 6/12:03 pm
CUN
-
HHH
2 stops19h 24m
American Airlines
Deal found 3/8$629
This United Airlines deal was found by Cheapflights users on 3/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/53:08 pm
HHH
-
CUN
2 stops19h 58m
United Airlines
Fri 5/85:22 pm
CUN
-
HHH
2 stops21h 19m
United Airlines
Deal found 3/8$692
This American Airlines deal was found by Cheapflights users on 3/10. 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.
Wed 3/116:15 pm
HHH
-
CUN
1 stop16h 16m
American Airlines
Sat 3/1410:31 am
CUN
-
HHH
1 stop6h 13m
American Airlines
Deal found 3/10$759

Find flight deals from Hilton Head Island to Cancún

Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) to Cancún (CUN). 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 March 12, 2026.

Round-trip from

$539
(Delta)
From Hilton Head Island to Cancun
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Cancún 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 March 12, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Cancún that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Wed 4/22

12:08 pm-8:15 pm

1 stop9h 07m

Cancun

Wed 4/29

8:00 am-3:20 pm

1 stop6h 20m

$539

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Wed 4/15

12:08 pm-8:15 pm

1 stop9h 07m

Cancun

Mon 4/20

8:00 am-3:20 pm

1 stop6h 20m

$569

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Wed 4/22

6:39 pm-11:33 am

2 stops17h 54m

Cancun

Wed 4/29

2:35 pm-10:32 am

1 stop18h 57m

$596

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Wed 5/27

5:21 pm-11:30 am

2 stops19h 09m

Cancun

Mon 6/1

12:02 pm-11:10 am

1 stop22h 08m

$637

Hilton Head IslandCancún

HHH - CUN

HHHCUN

Hilton Head Island

Tue 5/5

3:08 pm-12:33 pm

2 stops22h 25m

Cancun

Fri 5/8

5:22 pm-3:41 pm

2 stops21h 19m

$692

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/8

Sorted by cheapest first

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

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

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

Currently, October is the cheapest month in which you can book a flight from Hilton Head Island to Cancún (average of $183). Flying from Hilton Head Island to Cancún in August is currently the most expensive (average of $389). 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 Hilton Head Island to Cancún. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For as low as $539, Delta can have you in Cancún from Hilton Head Island in 9h 07m. Hilton Head Island and Cancún are separated by a distance of 861 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

  • How can I find direct flights from Hilton Head Island to Cancún?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to Cancún.

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

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

    Currently, October is the cheapest month in which you can book a flight from Hilton Head Island to Cancún (average of $183). Flying from Hilton Head Island to Cancún in August is currently the most expensive (average of $389). 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 Cancún?

Book flights to Cancún if you plan to visit one of these locations
Puerto Aventuras
Punta Sam
Holbox

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