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Montego Bay

$587+ Cheap flights from Hilton Head Island (HHH) to Montego Bay (MBJ)

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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MBJ
Sep 3 — Sep 101
Thu 9/3
Thu 9/10
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Montego Bay

Cheapest flights from Hilton Head Island to Montego Bay
Explore the most affordable flight options available from Hilton Head Island to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 4, 2026.

This United Airlines deal was found by Cheapflights users on 8/1. 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 9/152:48 pm
HHH
-
MBJ
2 stops21h 55m
United Airlines
Tue 9/2212:52 pm
MBJ
-
HHH
2 stops24h 11m
United Airlines
Deal found 8/1$587
This American Airlines deal was found by Cheapflights users on 8/3. 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 9/11:52 pm
HHH
-
MBJ
1 stop24h 20m
American Airlines
Mon 9/75:08 pm
MBJ
-
HHH
2 stops20h 49m
American Airlines
Deal found 8/3$730
This American Airlines deal was found by Cheapflights users on 8/1. 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 12/252:46 pm
HHH
-
MBJ
2 stops43h 21m
American Airlines
Mon 12/282:19 pm
MBJ
-
HHH
2 stops44h 25m
American Airlines
Deal found 8/1$734
This American Airlines deal was found by Cheapflights users on 8/1. 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 12/242:46 pm
HHH
-
MBJ
2 stops19h 21m
American Airlines
Thu 12/312:19 pm
MBJ
-
HHH
2 stops20h 25m
American Airlines
Deal found 8/1$744
This American Airlines deal was found by Cheapflights users on 8/1. 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 12/252:46 pm
HHH
-
MBJ
2 stops43h 21m
American Airlines
Tue 12/2911:07 am
MBJ
-
HHH
2 stops30h 36m
American Airlines
Deal found 8/1$772
This American Airlines deal was found by Cheapflights users on 8/1. 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 12/246:13 pm
HHH
-
MBJ
2 stops19h 05m
American Airlines
Mon 12/282:19 pm
MBJ
-
HHH
2 stops44h 25m
American Airlines
Deal found 8/1$773
This American Airlines deal was found by Cheapflights users on 8/1. 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 12/236:13 pm
HHH
-
MBJ
2 stops21h 12m
American Airlines
Mon 12/284:11 pm
MBJ
-
HHH
2 stops42h 33m
American Airlines
Deal found 8/1$778
This American Airlines deal was found by Cheapflights users on 8/1. 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 12/216:13 pm
HHH
-
MBJ
2 stops21h 12m
American Airlines
Mon 12/282:19 pm
MBJ
-
HHH
2 stops44h 25m
American Airlines
Deal found 8/1$811

Find flight deals from Hilton Head Island to Montego Bay

Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) to Montego Bay (MBJ). 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 August 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$587
(United Airlines)
Provider with most accurate pricing for Hilton Head Island-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Hilton Head Island-Montego Bay Sangster Intl flights.
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From Hilton Head Island to Montego Bay Sangster Intl
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Montego Bay 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 August 4, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Montego Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Tue 9/15

2:48 pm-11:43 am

2 stops21h 55m

Montego Bay Sangster Intl

Tue 9/22

12:52 pm-2:03 pm

2 stops24h 11m

$587

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Tue 9/1

1:52 pm-1:12 pm

1 stop24h 20m

Montego Bay Sangster Intl

Mon 9/7

5:08 pm-2:57 pm

2 stops20h 49m

$730

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Mon 12/21

6:13 pm-1:18 pm

2 stops19h 05m

Montego Bay Sangster Intl

Wed 12/30

2:19 pm-2:16 pm

2 stops23h 57m

$864

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Tue 12/22

6:13 pm-10:07 am

2 stops15h 54m

Montego Bay Sangster Intl

Mon 12/28

4:11 pm-10:44 am

2 stops42h 33m

$884
Quickest round-trip

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Sat 12/26

6:13 pm-10:07 am

2 stops15h 54m

Montego Bay Sangster Intl

Sun 1/3

4:11 pm-10:44 am

2 stops18h 33m

$1,045

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/1

Sorted by cheapest first
  • Most accurate provider: When it comes to deals on Hilton Head Island-Montego Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hilton Head Island-Montego Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hilton Head Island-Montego Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Hilton Head Island-Montego Bay 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 Hilton Head Island-Montego Bay 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 Hilton Head Island to Montego Bay

Have a flexible travel schedule? Discover the best time to fly to Montego Bay 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.

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Montego Bay. 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 Montego Bay?

    Airlines like United Airlines and American Airlines fly from Hilton Head Island to Montego Bay in about 21h 55m. The time it takes to get you to your destination can typically vary by up to 2h 25m. The distance from Hilton Head Island to Montego Bay is about 963 mi. This flight may include one or multiple stops.

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

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

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

    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 Montego Bay.

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

    Yes. Cheapflights offers flight deals from Hilton Head Island to Montego Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Montego Bay?

Book flights to Montego Bay if you plan to visit one of these locations
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