$569 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
5:44 pm - 3:20 pm
MGM
-
SXM
20h 36m2 stops
American Airlines Logo
4:05 pm - 9:55 am
SXM
-
MGM
18h 50m2 stops
$569American Airlines
Thu, May 28 - Tue, Jun 2
American Airlines Logo
5:45 am - 12:55 pm
MGM
-
SXM
6h 10m1 stop
American Airlines Logo
2:35 pm - 11:43 am
SXM
-
MGM
22h 08m2 stops
$592American Airlines
Thu, May 28 - Tue, Jun 2
American Airlines Logo
5:45 am - 12:55 pm
MGM
-
SXM
6h 10m1 stop
American Airlines Logo
2:45 pm - 8:57 pm
SXM
-
MGM
7h 12m1 stop
$655American Airlines
Tue, Jan 27 - Thu, Jan 29
WestJet Logo
6:00 am - 3:21 pm
MGM
-
SXM
31h 21m2 stops
WestJet Logo
4:20 pm - 10:38 pm
SXM
-
MGM
32h 18m2 stops
$3,566WestJet
Tue, Jan 27 - Thu, Jan 29
WestJet Logo
6:00 am - 3:21 pm
MGM
-
SXM
31h 21m2 stops
WestJet Logo
4:20 pm - 10:38 pm
SXM
-
MGM
32h 18m2 stops
$3,567WestJet
Mon, Feb 23 - Thu, Feb 26
WestJet Logo
6:23 pm - 3:17 pm
MGM
-
SXM
18h 54m2 stops
WestJet Logo
4:20 pm - 5:41 pm
SXM
-
MGM
27h 21m2 stops
$3,799WestJet
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 $455, prices are generally cheapest when you fly direct.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$569
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.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the morning, when round-trip flights cost $510 on average. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $661.

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 11050 reviews
7.5Boarding
8.0Crew
6.5Food
7.2Comfort
6.9Entertainment
Airline reviews

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

4.0 OkayJoseph, Dec 2025
FLL - DFW
Read more American Airlines reviews

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Not great. Booked Extra seats and got nothing extra at all. It’s basically a big budget airline.

The pilot greased the landing and the crew was fantastic.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

delayed due to weather. Could not communicate with family since the wifi was broken

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Flight was delayed 17 hours due to aircraft issues. American did provide hotel, transportation and meals, 3 hours past boarding time, but it took us another hour to get the vouchers.

Flight was on time is the only good thing. Person loading the plane called 1-6 to board at the same time, made it chaotic. Plane was too small for even putting backpacks in overhead. Seat for normal sized people were too small. The WIFI didn't work. When we landed had to wait because not enough ground crew.

Did not understand a single word the attendant said on the pa system. I was glad it was not an emergency.

Flight was late and boarding was confusing because gate changed and I didn’t get a notification

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Montgomery (MGM)