$577 Find Cheap Flights from Montgomery to Caribbean Islands

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Montgomery to Caribbean Islands departing on 8/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montgomery to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montgomery to Caribbean Islands, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Montgomery to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Simpson Bay
Simpson Bay1 stop$778
George Town
George Town1 stop$745
Simpson Bay
Simpson Bay1 stop$778
George Town
George Town1 stop$745

Book Cheap Montgomery to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Montgomery to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Montgomery to Caribbean Islands

to., aug. 13 - ti., aug. 18
American Airlines Logo
5:39 pm - 11:33 am
MGM
-
GGT
16h 54m
2 stops
American Airlines Logo
12:14 pm - 11:56 am
GGT
-
MGM
24h 42m
2 stops
$577American Airlines
ti., okt. 27 - fr., okt. 30
United Airlines Logo
4:55 pm - 3:30 pm
MGM
-
GCM
22h 35m
1 stop
United Airlines Logo
4:45 pm - 11:55 am
GCM
-
MGM
19h 10m
1 stop
$745United Airlines
ti., jun. 16 - lø., jun. 20
Delta Logo
6:00 am - 1:53 pm
MGM
-
SXM
6h 53m
1 stop
Delta Logo
3:40 pm - 12:00 pm
SXM
-
MGM
21h 20m
2 stops
$778Delta
ti., jun. 16 - sø., jun. 21
American Airlines Logo
5:23 am - 1:50 pm
MGM
-
SXM
7h 27m
1 stop
American Airlines Logo
2:53 pm - 11:17 pm
SXM
-
MGM
9h 24m
1 stop
$798American Airlines
ti., jun. 16 - sø., jun. 21
American Airlines Logo
12:29 pm - 1:22 pm
MGM
-
SXM
23h 53m
2 stops
American Airlines Logo
2:53 pm - 11:17 pm
SXM
-
MGM
9h 24m
1 stop
$803American Airlines
sø., nov. 1 - on., nov. 4
United Airlines Logo
4:55 pm - 4:30 pm
MGM
-
GCM
22h 35m
1 stop
United Airlines Logo
5:45 pm - 4:22 pm
GCM
-
MGM
23h 37m
1 stop
$847United Airlines
ti., jun. 16 - sø., jun. 21
American Airlines Logo
6:09 pm - 1:50 pm
MGM
-
SXM
18h 41m
2 stops
American Airlines Logo
4:43 pm - 6:50 pm
SXM
-
MGM
27h 07m
2 stops
$853American Airlines
ti., jun. 16 - lø., jun. 20
American Airlines Logo
5:23 am - 1:50 pm
MGM
-
SXM
7h 27m
1 stop
American Airlines Logo
12:17 pm - 11:17 pm
SXM
-
MGM
12h 00m
1 stop
$1,085American Airlines
ti., jun. 16 - lø., jun. 20
American Airlines Logo
7:20 pm - 1:50 pm
MGM
-
SXM
17h 30m
2 stops
American Airlines Logo
12:17 pm - 11:59 am
SXM
-
MGM
24h 42m
2 stops
$1,090American Airlines
to., aug. 13 - ti., aug. 18
American Airlines Logo
5:23 am - 1:57 pm
MGM
-
GGT
7h 34m
2 stops
American Airlines Logo
12:14 pm - 10:32 pm
GGT
-
MGM
11h 18m
3 stops
$3,081American Airlines
Booking Insights

KAYAK's insights & trends for Montgomery to Caribbean Islands flights

Get data-powered insights and trends into flights from Montgomery to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Montgomery to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $471, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Montgomery to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Montgomery to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Montgomery to Caribbean Islands is January, when tickets cost $0 (return) on average. On the other hand, the most expensive months are March and August, when the average cost of round-trip tickets is $1,240 and $580 respectively.

Good to know

Low seasonSeptember
Cheapest flight$577
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Montgomery to Georgetown

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Montgomery to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Montgomery to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Montgomery to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Montgomery to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Montgomery to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Montgomery to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Montgomery to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Montgomery to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Montgomery to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Montgomery to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Montgomery to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8416 reviews
8.1Boarding
8.5Crew
7.8Comfort
7.8Entertainment
7.2Food
Airline reviews

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

6.0 GoodAnonymous, May 2026
ATL - ECP
Read more Delta reviews

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

The crew were efficient. The pilots seemed professional. It was a bit chilly in our seats. The sheet provided weren’t very helpful.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

The Boarding process was great. Particularly since my wife and I require assistance. The flight attendants were amazing. We travel frequently; they honestly were a cut above. 😀

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The flight attendants were very friendly, efficient, and helpful. The plane was ahead of schedule, and it all went very smoothly. Thank you.

They lost my baggage and I am still struggling to the information and update

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports