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Montego Bay

$357+ 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MBJ
May 25 — Jun 11
Mon 5/25
Mon 6/1
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 April 25, 2026.

This American Airlines deal was found by Cheapflights users on 4/22. 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 7/45:38 pm
HHH
-
MBJ
2 stops20h 31m
American Airlines
Thu 7/92:09 pm
MBJ
-
HHH
2 stops21h 11m
American Airlines
Deal found 4/22$357
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 7/311:40 am
HHH
-
MBJ
2 stops25h 07m
American Airlines
Wed 7/812:47 pm
MBJ
-
HHH
2 stops21h 23m
American Airlines
Deal found 4/22$466
This American Airlines deal was found by Cheapflights users on 4/22. 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 7/41:30 pm
HHH
-
MBJ
2 stops24h 39m
American Airlines
Wed 7/82:09 pm
MBJ
-
HHH
2 stops20h 01m
American Airlines
Deal found 4/22$552
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 7/32:03 pm
HHH
-
MBJ
1 stop24h 22m
American Airlines
Thu 7/92:23 pm
MBJ
-
HHH
1 stop22h 10m
American Airlines
Deal found 4/22$798
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 7/32:03 pm
HHH
-
MBJ
1 stop24h 22m
American Airlines
Fri 7/102:23 pm
MBJ
-
HHH
1 stop22h 17m
American Airlines
Deal found 4/22$836
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Sun 7/52:03 pm
HHH
-
MBJ
1 stop24h 20m
American Airlines
Wed 7/82:23 pm
MBJ
-
HHH
1 stop22h 10m
American Airlines
Deal found 4/22$894
This American Airlines deal was found by Cheapflights users on 4/22. 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 7/42:10 pm
HHH
-
MBJ
1 stop24h 13m
American Airlines
Fri 7/102:23 pm
MBJ
-
HHH
1 stop22h 17m
American Airlines
Deal found 4/22$906

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 April 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$357
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Montego Bay Sangster Intl flight deals.
Search Deals
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 April 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 7/4

5:38 pm-11:47 am

2 stops19h 09m

Montego Bay Sangster Intl

Thu 7/9

5:17 pm-11:10 am

2 stops16h 53m

$357

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Fri 7/3

11:40 am-11:47 am

2 stops25h 07m

Montego Bay Sangster Intl

Thu 7/9

12:47 pm-12:20 pm

2 stops22h 33m

$466

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Fri 7/3

2:03 pm-1:25 pm

1 stop24h 22m

Montego Bay Sangster Intl

Wed 7/8

2:23 pm-1:33 pm

1 stop22h 10m

$729

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Sun 6/14

3:05 pm-3:10 pm

2 stops25h 05m

Montego Bay Sangster Intl

Sat 6/20

4:12 pm-12:52 pm

2 stops19h 40m

$944

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Mon 6/8

1:45 pm-1:30 pm

2 stops24h 45m

Montego Bay Sangster Intl

Mon 6/15

2:40 pm-2:21 pm

2 stops46h 41m

$945

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Mon 8/24

1:45 pm-11:43 am

1 stop22h 58m

Montego Bay Sangster Intl

Thu 8/27

12:52 pm-12:52 pm

1 stop23h 00m

$1,315

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Sun 7/5

12:11 pm-11:34 am

2 stops24h 23m

Montego Bay Sangster Intl

Fri 7/10

12:59 pm-3:29 pm

2 stops25h 30m

$1,924
Cheapest one-way
Quickest one-way

Hilton Head IslandMontego Bay

HHH - MBJ

HHHMBJ

Hilton Head Island

Tue 5/19

4:39 pm-3:10 pm

2 stops23h 31m

$364

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

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 fly from Hilton Head Island to Montego Bay in about 19h 09m. The time it takes to get you to your destination can typically vary by up to . The distance from Hilton Head Island to Montego Bay is about 963 mi.

  • 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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