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Caribbean Islands

$577+ Cheap flights from Montgomery, AL (MGM) to Caribbean Islands

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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
MGM — SJU
Feb 12 — Feb 191
Thu 2/12
Thu 2/19
1 adult, Economy
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Cheap flight deals from Montgomery to Caribbean Islands

Keep the following information in mind while searching for Montgomery to Caribbean Islands flight deals. Data was last updated January 13, 2026.

Round-trip from

$577
(American Airlines)
From Montgomery Dannelly Field to Caribbean Islands
Search Deals

Find flight deals from Montgomery to Caribbean Islands

Cheapest flights from Montgomery to Caribbean Islands
Explore the most affordable flight options available from Montgomery to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 13, 2026.

This American Airlines deal was found by Cheapflights users on 1/11. 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 5/285:53 pm
MGM
-
SXM
2 stops18h 29m
American Airlines
Tue 6/22:27 pm
SXM
-
MGM
2 stops22h 32m
American Airlines
Deal found 1/11$577
This American Airlines deal was found by Cheapflights users on 1/11. 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 1/166:00 pm
MGM
-
GCM
2 stops16h 50m
American Airlines
Mon 1/1912:50 pm
GCM
-
MGM
2 stops25h 04m
American Airlines
Deal found 1/11$926
This WestJet deal was found by Cheapflights users on 1/11. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/812:47 pm
MGM
-
SXM
2 stops24h 30m
WestJet
Wed 2/114:20 pm
SXM
-
MGM
2 stops27h 23m
WestJet
Deal found 1/11$3,812

Cheapflights Fare Finder

 
Customize your flight search to find flights from Montgomery to Caribbean Islands 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 January 13, 2026.
Use the filters below to find and compare flights from Montgomery to Caribbean Islands that are best for you.

Fly from

Montgomery

Fly to

Caribbean Islands

Route

Depart

Return

Price

MontgomerySimpson Bay

MGM - SXM

MGMSXM

Montgomery Dannelly Field

Thu 5/28

5:53 pm-1:22 pm

2 stops18h 29m

Simpson Bay Princess Juliana

Tue 6/2

2:27 pm-11:59 am

2 stops22h 32m

$577

MontgomerySimpson Bay

MGM - SXM

MGMSXM

Montgomery Dannelly Field

Sun 2/8

12:47 pm-3:17 pm

2 stops24h 30m

Simpson Bay Princess Juliana

Wed 2/11

4:20 pm-5:43 pm

2 stops27h 23m

$3,812

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/11

Best time to book a flight from Montgomery to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Montgomery 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 Montgomery to Caribbean Islands

What is the cheapest month to book a flight from Montgomery, Alabama to Caribbean Islands?

Currently, July is the cheapest month in which you can book a flight from Montgomery, Alabama to Caribbean Islands (average of $227). Flying from Montgomery, Alabama to Caribbean Islands in December is currently the most expensive (average of $456). 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.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated January 13, 2026.
Get a feel of what it's like to fly with American Airlines from Montgomery to Caribbean Islands by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,114 reviews

Boarding

7.5

Food

6.4

Crew

8.0

Overall

7.2

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.
American Airlines
7.2
Good
11,114 reviews
American Airlines
7.2
Good
11,114 reviews

Boarding

7.5

Food

6.4

Crew

8.0

Overall

7.2

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
4.0
Okay

Susie,Jan 2026

TPA - CLT

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.

Related info for your journey

Find useful and relevant information for your journey from Montgomery to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Montgomery Dannelly Field (MGM), located 7.1 mi from the city center, is the airport you fly out of when you book flights from Montgomery to Caribbean Islands.

  • How long is the flight from Montgomery, Alabama to Caribbean Islands?

    Departing from Montgomery, Alabama to Caribbean Islands will take you 18h 29m. The distance between Montgomery, Alabama and Caribbean Islands is about 1750 mi.

  • What are the most popular routes from Montgomery, Alabama to Caribbean Islands?

    While some choose either Montgomery Dannelly Field - Simpson Bay Princess Juliana or Montgomery Dannelly Field - George Town Owen Roberts Intl, Montgomery Dannelly Field - Georgetown Exuma Intl is the most popular route from Montgomery, Alabama to Caribbean Islands.

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

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

  • How can I find direct flights from Montgomery to Caribbean Islands?

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

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

    Yes. Cheapflights offers flight deals from Montgomery to Caribbean Islands 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 Montgomery, Alabama to Caribbean Islands?

    Currently, July is the cheapest month in which you can book a flight from Montgomery, Alabama to Caribbean Islands (average of $227). Flying from Montgomery, Alabama to Caribbean Islands in December is currently the most expensive (average of $456). 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.

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Top 2 airlines flying from Montgomery to Caribbean Islands

Discover the top 2 airlines that operate flights from Montgomery to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$440Average$846FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$518Average$657FlexibilityNo cancel feeOn-time71%

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