$483 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 2/20. 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 23% 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

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

Fri, Feb 20 - Fri, Feb 27
American Airlines Logo
5:28 pm - 5:03 pm
MGM
-
GGT
22h 35m2 stops
American Airlines Logo
2:07 pm - 12:40 pm
GGT
-
MGM
23h 33m2 stops
$483American Airlines
Thu, May 28 - Tue, Jun 2
American Airlines Logo
3:12 pm - 3:31 pm
MGM
-
SXM
23h 19m2 stops
American Airlines Logo
4:36 pm - 2:47 pm
SXM
-
MGM
23h 11m2 stops
$577American Airlines
Thu, May 28 - Tue, Jun 2
American Airlines Logo
3:12 pm - 1:45 pm
MGM
-
SXM
21h 33m1 stop
American Airlines Logo
4:36 pm - 2:47 pm
SXM
-
MGM
23h 11m2 stops
$580American Airlines
Thu, Feb 19 - Thu, Feb 26
American Airlines Logo
12:38 pm - 12:29 pm
MGM
-
SXM
21h 51m2 stops
American Airlines Logo
5:28 pm - 4:18 pm
SXM
-
MGM
24h 50m2 stops
$586American Airlines
Thu, Feb 19 - Thu, Feb 26
American Airlines Logo
12:38 pm - 2:16 pm
MGM
-
SXM
23h 38m1 stop
American Airlines Logo
3:17 pm - 12:49 pm
SXM
-
MGM
23h 32m2 stops
$589American Airlines
Fri, Feb 20 - Fri, Feb 27
American Airlines Logo
5:30 am - 12:00 pm
MGM
-
GGT
5h 30m1 stop
American Airlines Logo
12:40 pm - 11:43 pm
GGT
-
MGM
12h 03m1 stop
$589American Airlines
Thu, May 28 - Tue, Jun 2
American Airlines Logo
3:12 pm - 1:45 pm
MGM
-
SXM
21h 33m1 stop
American Airlines Logo
2:45 pm - 9:44 pm
SXM
-
MGM
7h 59m1 stop
$643American Airlines
Thu, Feb 19 - Thu, Feb 26
American Airlines Logo
5:30 am - 2:16 pm
MGM
-
SXM
6h 46m1 stop
American Airlines Logo
3:21 pm - 11:43 pm
SXM
-
MGM
10h 22m1 stop
$1,096American Airlines
Sun, Feb 8 - Wed, Feb 11
WestJet Logo
12:47 pm - 3:17 pm
MGM
-
SXM
24h 30m2 stops
WestJet Logo
4:20 pm - 10:41 pm
SXM
-
MGM
32h 21m2 stops
$3,822WestJet
Sun, Feb 8 - Wed, Feb 11
WestJet Logo
6:00 am - 3:17 pm
MGM
-
SXM
31h 17m2 stops
WestJet Logo
4:20 pm - 10:41 pm
SXM
-
MGM
32h 21m2 stops
$3,844WestJet
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$483
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 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 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 11088 reviews
6.4Food
8.0Crew
7.2Comfort
7.5Boarding
6.9Entertainment
Airline reviews

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

6.0 GoodManjunath, Jan 2026
ORD - DTW
Read more American Airlines reviews

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

The economy seats are very cramped and the food was bizarre. However, I did like the greek yogurt option for breakfast.

While I didn’t watch much tv I would have liked a few more options of TV series from Apple TV or hbo max ..

Everything about the flight was lovely. My only suggestion would be to offer a few more options of tv series from Apple TV or HBO.

Nothing to write home about, average flight experience. Seats were spacious enough, crew friendly enough. Loved the AA entertainment/wifi service.

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Experience was good. We were delayed in leaving by 15 mins because the flight was waiting on a family that was late in getting to the gate. Food and drink options were as expected. I highly recommend checking in ahead of time using the airline’s app so that it’s quicker to get your luggage tags as soon as you arrive at the terminal. No more waiting in long lines!

Overall experience was great. Flights were almost on time in departing and we arrived at our destination as scheduled. No issues with amenities or flight crew. Everything went well as as expected. Will fly again with American Airlines in the future!

We never made it due to delays on both ends. Gate attendant said it was mechanical but the system said otherwise, so no compensation. That’s not right.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Montgomery (MGM)