Caribbean

$208+ Cheap flights from Memphis (MEM) to Caribbean

MEM — SJU
Nov 29 — Dec 61
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Cheap flight deals from Memphis to Caribbean

Cheapest flights from Memphis to Caribbean

Sun 12/65:48 pm -
1 stop6h 25m
Wed 12/94:04 pm -
1 stop26h 49m
Deal found 10/28$296
Mon 12/79:25 am -
1 stop9h 12m
Tue 12/159:52 pm -
2 stops39h 25m
Deal found 10/28$303
Sun 11/221:06 pm -
1 stop11h 18m
Wed 11/253:55 am -
1 stop10h 16m
Deal found 10/27$355
Sun 12/69:55 am -
1 stop8h 42m
Wed 12/910:03 pm -
2 stops36h 32m
Deal found 10/28$366
Thu 11/127:54 pm -
1 stop15h 31m
Tue 11/173:55 pm -
2 stops43h 05m
Deal found 10/28$373
Thu 11/2611:30 am -
1 stop24h 29m
Fri 12/45:01 am -
2 stops16h 17m
Deal found 10/30$376
Fri 12/43:13 pm -
2 stops18h 12m
Sun 12/66:25 am -
1 stop28h 10m
Deal found 10/29$389
Mon 12/149:25 am -
1 stop9h 12m
Sun 12/203:53 pm -
2 stops45h 24m
Deal found 10/29$392
Fri 12/118:36 pm -
1 stop12h 01m
Tue 12/159:52 pm -
2 stops39h 25m
Deal found 10/26$393
Fri 12/48:36 pm -
2 stops16h 23m
Sat 12/126:25 am -
1 stop28h 40m
Deal found 10/26$401
Thu 11/196:49 pm -
1 stop13h 10m
Wed 11/2510:21 pm -
1 stop15h 50m
Deal found 10/30$412
Thu 11/127:54 pm -
1 stop15h 31m
Sun 11/1512:59 am -
2 stops20h 19m
Deal found 10/28$414

Find flight deals from Memphis to Caribbean

Round-trip from

$256
(Kiwi.com)

One-way from

$208
(American Airlines)

Popular in

December

Cheapest in

April

Average price

$414
From Memphis to Caribbean
One-way flight from Memphis to Caribbean
Highest demand for flights based on searches. 8% potential increase in price ($41 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in October 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Memphis to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MemphisSan Juan

MEM Memphis - SJU San Juan Luis Munoz Marin Intl

MEMSJU

Memphis

Sat 4/3

5:34 pm-8:34 am

1 stop14h 00m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$208
Quickest round-trip

MemphisSaint Thomas Island

MEM Memphis - STT Saint Thomas Island Cyril E King

MEMSTT

Memphis

Sun 4/11

7:00 am-1:45 pm

1 stop5h 45m

Saint Thomas Island Cyril E King

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$218

MemphisSaint Thomas Island

MEM Memphis - STT Saint Thomas Island Cyril E King

MEMSTT

Memphis

Sun 1/24

6:22 pm-2:10 pm

2 stops17h 48m

Saint Thomas Island Cyril E King

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$218

MemphisSaint Thomas Island

MEM Memphis - STT Saint Thomas Island Cyril E King

MEMSTT

Memphis

Thu 1/28

6:22 pm-2:10 pm

2 stops17h 48m

Saint Thomas Island Cyril E King

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$238

MemphisSan Juan

MEM Memphis - SJU San Juan Luis Munoz Marin Intl

MEMSJU

Memphis

Sat 4/3

11:00 am-10:25 pm

2 stops10h 25m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$245

MemphisOranjestad

MEM Memphis - AUA Oranjestad Reina Beatrix

MEMAUA

Memphis

Mon 2/8

5:58 pm-3:19 pm

2 stops19h 21m

Oranjestad Reina Beatrix

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$248

MemphisSan Juan

MEM Memphis - SJU San Juan Luis Munoz Marin Intl

MEMSJU

Memphis

Tue 12/22

10:25 am-12:14 am

1 stop11h 49m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$255

MemphisSan Juan

MEM Memphis - SJU San Juan Luis Munoz Marin Intl

MEMSJU

Memphis

Thu 12/24

2:50 pm-12:50 am

2 stops8h 00m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$263

MemphisSan Juan

MEM Memphis - SJU San Juan Luis Munoz Marin Intl

MEMSJU

Memphis

Sat 3/20

7:43 pm-5:07 am

1 stop8h 24m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$263

MemphisSan Juan

MEM Memphis - SJU San Juan Luis Munoz Marin Intl

MEMSJU

Memphis

Mon 12/21

6:00 am-3:04 pm

1 stop7h 04m

San Juan Luis Munoz Marin Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Memphis to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Memphis with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Memphis to Caribbean

What is the cheapest month to book a flight from Memphis to Caribbean?

Currently, January is the cheapest month in which you can book a flight from Memphis to Caribbean (average of $534). Flying from Memphis to Caribbean in June is currently the most expensive (average of $687). 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.

How often are flights from Memphis to Caribbean delayed?

About 12% of weekly flights between Memphis and Caribbean have experienced delays in the past year, with the average delay time being 71 minutes.

What is the most punctual flight time for Memphis to Caribbean flights?

Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Monday tends to have the lowest number of delays on this route, whereas Wednesday has historically faced a higher average of delays compared to other days of the week.

How far ahead should I book a flight from Memphis to Caribbean?

To ensure you get the cheapest price possible for a flight from Memphis to Caribbean, you should look to book at least 36 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Reviews of airlines servicing Caribbean

See what other customers who have flown with Southwest,Delta, andUnited Airlines from Memphis to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Entertainment

7.4

Overall

7.9

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Crew

8.6

Entertainment

7.4

Overall

7.9

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Crew

8.6

Entertainment

7.4

Overall

7.9

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Crew

8.6

Entertainment

7.4

Overall

7.9

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Crew

8.6

Entertainment

7.4

Overall

7.9

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • What airport do you fly from for flights from Memphis to Caribbean?

    If you book a flight to Caribbean from Memphis, you will be flying from Memphis, which is the city’s only airport. Memphis (MEM) is located 8.3 mi from the center of Memphis.

  • How long is the flight from Memphis to Caribbean?

    For as low as $452, United Airlines can have you in Caribbean from Memphis in 6h 50m. There are 1917 mi between Memphis and Caribbean. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Memphis to Caribbean one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $123. Users have also found prices from $174 and $204 on American Airlines and Southwest, respectively.

  • What are the most popular routes from Memphis to Caribbean?

  • Can I find deals for flights from Memphis to Caribbean that include hotel bookings?

    Yes. In addition to deals on Memphis to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Memphis to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Memphis to Caribbean.

  • Can I find deals for business class flights from Memphis to Caribbean?

    Yes. Cheapflights offers flight deals from Memphis to Caribbean 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 Memphis to Caribbean?

    Currently, January is the cheapest month in which you can book a flight from Memphis to Caribbean (average of $534). Flying from Memphis to Caribbean in June is currently the most expensive (average of $687). 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Memphis to Caribbean

Top 4 airlines flying from Memphis to Caribbean

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$158Average$670FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$645FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$277Average$558FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$360Average$721FlexibilityNo cancel feeOn-time63%

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