$597 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 5/28. 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
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Flight Deals

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

Thu, May 28 - Tue, Jun 2
American Airlines Logo
5:53 pm - 3:31 pm
MGM
-
SXM
20h 38m
2 stops
American Airlines Logo
4:36 pm - 2:47 pm
SXM
-
MGM
23h 11m
2 stops
$597American Airlines
Thu, May 28 - Tue, Jun 2
American Airlines Logo
3:12 pm - 1:45 pm
MGM
-
SXM
21h 33m
1 stop
American Airlines Logo
2:27 pm - 11:59 am
SXM
-
MGM
22h 32m
2 stops
$600American Airlines
Sat, Mar 7 - Sat, Mar 14
American Airlines Logo
12:38 pm - 11:29 am
MGM
-
SXM
20h 51m
2 stops
American Airlines Logo
2:17 pm - 12:13 pm
SXM
-
MGM
22h 56m
2 stops
$606American Airlines
Sun, Mar 8 - Sun, Mar 15
American Airlines Logo
5:35 pm - 3:28 pm
MGM
-
SXM
20h 53m
2 stops
American Airlines Logo
2:17 pm - 12:13 pm
SXM
-
MGM
22h 56m
2 stops
$620American Airlines
Sun, Mar 8 - Sun, Mar 15
American Airlines Logo
12:38 pm - 1:16 pm
MGM
-
SXM
23h 38m
1 stop
American Airlines Logo
4:28 pm - 12:13 pm
SXM
-
MGM
20h 45m
2 stops
$622American Airlines
Thu, May 28 - Tue, Jun 2
American Airlines Logo
3:12 pm - 1:45 pm
MGM
-
SXM
21h 33m
1 stop
American Airlines Logo
2:45 pm - 9:44 pm
SXM
-
MGM
7h 59m
1 stop
$655American Airlines
Sat, Mar 7 - Sat, Mar 14
American Airlines Logo
12:38 pm - 1:16 pm
MGM
-
SXM
22h 38m
1 stop
American Airlines Logo
2:17 pm - 12:13 pm
SXM
-
MGM
22h 56m
2 stops
$711American Airlines
Sun, Mar 8 - Sun, Mar 15
American Airlines Logo
5:30 am - 1:16 pm
MGM
-
SXM
6h 46m
1 stop
American Airlines Logo
2:21 pm - 11:43 pm
SXM
-
MGM
10h 22m
1 stop
$888American Airlines
Wed, Jun 24 - Sun, Jun 28
American Airlines Logo
3:12 pm - 1:45 pm
MGM
-
SXM
21h 33m
1 stop
American Airlines Logo
2:45 pm - 9:44 pm
SXM
-
MGM
7h 59m
1 stop
$897American Airlines
Wed, Jun 24 - Sun, Jun 28
American Airlines Logo
3:12 pm - 3:31 pm
MGM
-
SXM
23h 19m
2 stops
American Airlines Logo
4:36 pm - 6:44 pm
SXM
-
MGM
27h 08m
2 stops
$899American 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 $529, prices are generally cheapest when you fly direct.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$597
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Montgomery to Simpson Bay

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 airline 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.
7.2
American AirlinesOverall score based on 11177 reviews
7.2Comfort
6.9Entertainment
7.5Boarding
6.4Food
8.0Crew
Airline reviews

2 hour delay due to equipment failure. No updates via the app and airport screens (which continued to show a departure time in the past). AA eventually switched planes and the new plane was not catered or cleaned correctly.

2.0 MediocreBrandon, Jan 2026
CLT - AUS
Read more American Airlines reviews

2 hour delay due to equipment failure. No updates via the app and airport screens (which continued to show a departure time in the past). AA eventually switched planes and the new plane was not catered or cleaned correctly.

I booked an aisle seat and was given a middle. At 6'4" 230lbs, it is not ideal to fly in the middle row for myself and passengers.

Trip delayed for 2 hours because of rain. We boarded and have to get down the flight and reboard again.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

This flight captain and crew were amazing, started ahead of time of departure and reached 30 mins before arrival time. Amazing!

Long delays, lack of information about the status of the flight. The flight was delayed 4 times.

Could we please end the loud announcements about credit card offers on your flights? We are trying to sleep, work, watch videos, etc. and if we need a credit card, we will ask for one. Flying is already not what it used to be.

I would like the crew to talk LESS over the PA and specifically about credit card offers. I am trying to work, sleep, watch a movie and the PA was booming about a credit card offer. Could we go back to the days when the customer was more important than selling a credit card?

Enough space,crew was helpful,food was good.The gates are way far especially for travelers with health issues

No enough space plus only allowing one laggage instead of two like other airlines.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Montgomery (MGM)