$1,001 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 7/25. 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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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 Bay2 stops$3,658
George Town
George Town1 stop$1,001
Simpson Bay
Simpson Bay2 stops$3,658
George Town
George Town1 stop$1,001

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

Sat, Jul 25 - Wed, Jul 29
United Airlines Logo
4:51 pm - 12:30 pm
MGM
-
GCM
19h 39m
1 stop
United Airlines Logo
1:35 pm - 4:16 pm
GCM
-
MGM
26h 41m
1 stop
$1,001United Airlines
Sat, Jul 25 - Wed, Jul 29
United Airlines Logo
4:51 pm - 12:30 pm
MGM
-
GCM
19h 39m
1 stop
United Airlines Logo
1:35 pm - 4:16 pm
GCM
-
MGM
26h 41m
1 stop
$1,006United Airlines
Sat, Jul 25 - Wed, Jul 29
United Airlines Logo
1:20 pm - 12:30 pm
MGM
-
GCM
23h 10m
1 stop
United Airlines Logo
1:35 pm - 12:40 pm
GCM
-
MGM
23h 05m
1 stop
$1,027United Airlines
Sun, Aug 23 - Thu, Aug 27
WestJet Logo
2:42 pm - 2:20 pm
MGM
-
SXM
22h 38m
2 stops
WestJet Logo
3:10 pm - 5:48 pm
SXM
-
MGM
27h 38m
2 stops
$3,658WestJet
Sun, Aug 23 - Thu, Aug 27
WestJet Logo
2:42 pm - 2:20 pm
MGM
-
SXM
22h 38m
2 stops
WestJet Logo
3:10 pm - 5:48 pm
SXM
-
MGM
27h 38m
2 stops
$3,663WestJet
Sun, Aug 23 - Thu, Aug 27
WestJet Logo
2:42 pm - 2:20 pm
MGM
-
SXM
22h 38m
2 stops
WestJet Logo
3:10 pm - 5:48 pm
SXM
-
MGM
27h 38m
2 stops
$3,703WestJet
Sun, Aug 23 - Thu, Aug 27
WestJet Logo
2:42 pm - 2:20 pm
MGM
-
SXM
22h 38m
2 stops
WestJet Logo
3:10 pm - 5:48 pm
SXM
-
MGM
27h 38m
2 stops
$3,710WestJet
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 $507, 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 July, when the average cost of round-trip tickets is $1,240 and $686 respectively.

Good to know

Low seasonFebruary
Cheapest flight$1,001
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Montgomery to George Town

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.
7.8
DeltaOverall score based on 8451 reviews
7.2Food
7.8Entertainment
8.1Boarding
7.8Comfort
8.5Crew
Airline reviews

Crew was real good, flight was smooth and came in early.

10.0 ExcellentAnonymous, Jun 2026
DTW - SAN
Read more Delta reviews

Crew was real good, flight was smooth and came in early.

The CRJ-900 was clean but the overhead air vents were broken in our First Class row, making the cabin very hot until about 30 mins into the flight. The flight attendants were both extremely apologetic and accommodating though so that is why I rated the flight as very good. They checked on us many times and truly showed they cared. The snacks for an hour and a half flight could be better. Would be nice if there was a small plated meal over convenient store snacks. WiFi also was not working. And it would be nice if Delta had adjustable headrests on these planes.

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

It was as good as it could be. Flying is not a pleasant experience these days.

The plane was old and thus the seats were not good. No cushion left whatsoever, and it all was a bit worn out.

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

Entertainment is ok! Boarding and seat with zone is terrible. I paid for the seats but you didn’t give me what I paid for which is exit isles.

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

After all the weather issues at least they got me to my destination the next day

Hydraulic leak caused the flight to be cancelled. Auto system scheduled us on a 3 am flight. Wevhsedvrebook on the app and hit schedules later in the afternoon. Our luggage per gate and ticket agent would be rescanned and put in our new flight. Did not happen. Our luggage stayed in hsv. Baggage claim in wash dc unable to help. We filed a claim. Several emails about our luggage were in conflict with one another. Called as baggage and was on hold 30 minutes. Oscar said one of 2 was out fir delivery then cancelled. About 45 minutes later both pieces were delivered. Their system is suspect

My Frequent Flyer nber wasn't put on as I was told it was..... This resulted in a last group boarding and no priority tags on My bags.

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Generally good. Flight left on time and the seats are comfortable. Plenty of space in front if you in you choose a comfort plus seat, completely worth spending the extra money given the amount of hours the flight lasts. The food tastes good but I would say it’s a the amount is too little. The crew was friendly and efficient. There was a some turbulence at different points into the flight. American Airlines has good deals to NZ if you book with plenty of time before you plan on going.

Flight attendants on this flight were very attentive and friendly

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

They lost my luggage and it didn’t get delivered until the next day.

Flight didn’t get dinner on business. I was starving!

These are the things that AA did right on this flight:1 Smooth Boarding Process, 2 Departed on time, 3 Arrived early at destination 4, Friendly and courteous staff. Great job AA!

Cold air blew constantly on my legs almost making me numb.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports