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Montego Bay

$368+ Cheap flights from Hilton Head Island (HHH) to Montego Bay (MBJ)

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 11/30. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MBJ
Aug 24 — Aug 311
Mon 8/24
Mon 8/31
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 July 25, 2026.

This American Airlines deal was found by Cheapflights users on 7/22. 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 9/55:46 pm
HHH
-
MBJ
2 stops18h 56m
American Airlines
Sat 9/125:16 pm
MBJ
-
HHH
2 stops18h 17m
American Airlines
Deal found 7/22$467
This United Airlines deal was found by Cheapflights users on 7/22. 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.
Thu 8/272:58 pm
HHH
-
MBJ
2 stops47h 32m
United Airlines
Wed 9/912:52 pm
MBJ
-
HHH
2 stops24h 11m
United Airlines
Deal found 7/22$720
This United Airlines deal was found by Cheapflights users on 7/21. 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.
Fri 9/112:48 pm
HHH
-
MBJ
2 stops23h 42m
United Airlines
Mon 9/1412:52 pm
MBJ
-
HHH
2 stops24h 11m
United Airlines
Deal found 7/21$741
This American Airlines deal was found by Cheapflights users on 7/22. 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 8/2711:40 am
HHH
-
MBJ
1 stop24h 57m
American Airlines
Wed 9/92:09 pm
MBJ
-
HHH
2 stops19h 28m
American Airlines
Deal found 7/22$783
This United Airlines deal was found by Cheapflights users on 7/20. 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.
Thu 7/233:05 pm
HHH
-
MBJ
2 stops25h 05m
United Airlines
Mon 7/274:12 pm
MBJ
-
HHH
2 stops21h 09m
United Airlines
Deal found 7/20$796
This United Airlines deal was found by Cheapflights users on 7/21. 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 9/12:58 pm
HHH
-
MBJ
2 stops45h 45m
United Airlines
Tue 9/812:52 pm
MBJ
-
HHH
2 stops24h 11m
United Airlines
Deal found 7/21$910
This United Airlines deal was found by Cheapflights users on 7/23. 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.
Sun 9/131:50 pm
HHH
-
MBJ
1 stop22h 53m
United Airlines
Thu 9/1712:52 pm
MBJ
-
HHH
2 stops24h 11m
United Airlines
Deal found 7/23$918
This United Airlines deal was found by Cheapflights users on 7/23. 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.
Sun 9/131:50 pm
HHH
-
MBJ
1 stop22h 53m
United Airlines
Fri 9/1812:52 pm
MBJ
-
HHH
2 stops48h 11m
United Airlines
Deal found 7/23$935

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 July 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$467
(American Airlines)

One-way from

$368
(American 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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One-way flight 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 July 25, 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
Quickest round-trip

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Sat 9/5

12:50 pm-1:12 pm

1 stop25h 22m

Montego Bay Sangster Intl

Sat 9/12

5:16 pm-12:33 pm

2 stops18h 17m

$475

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Thu 8/27

2:58 pm-1:30 pm

2 stops47h 32m

Montego Bay Sangster Intl

Wed 9/9

12:52 pm-2:03 pm

2 stops24h 11m

$720

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Fri 9/11

2:48 pm-1:30 pm

2 stops23h 42m

Montego Bay Sangster Intl

Mon 9/14

12:52 pm-2:03 pm

2 stops24h 11m

$741

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Thu 8/27

11:40 am-11:37 am

1 stop24h 57m

Montego Bay Sangster Intl

Wed 9/9

2:09 pm-10:37 am

2 stops19h 28m

$783

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Tue 9/1

2:58 pm-11:43 am

2 stops45h 45m

Montego Bay Sangster Intl

Tue 9/8

12:52 pm-2:03 pm

2 stops24h 11m

$910

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Sun 9/13

1:50 pm-11:43 am

1 stop22h 53m

Montego Bay Sangster Intl

Thu 9/17

12:52 pm-2:03 pm

2 stops24h 11m

$918

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Sun 9/13

2:48 pm-11:43 am

2 stops21h 55m

Montego Bay Sangster Intl

Fri 9/18

12:52 pm-2:03 pm

2 stops48h 11m

$968
Cheapest one-way
Quickest one-way

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Mon 11/30

5:54 pm-12:23 pm

2 stops18h 29m

$368

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

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 American Airlines and United Airlines fly from Hilton Head Island to Montego Bay in about 18h 56m. The time it takes to get you to your destination can typically vary by up to 28h 36m. 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

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