$378 Find Cheap Flights from Montgomery to Caribbean - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Montgomery to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
George Town, Cayman Islands
5h 40m2 stops
from $641per person
Simpson Bay, St. Maarten
6h 40m2 stops
from $707per person
Booking Insights

KAYAK's insights & trends for Montgomery to Caribbean flights

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

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

The cheapest month for flights from Montgomery to Caribbean is January, when tickets cost $0 (return) on average. On the other hand, the most expensive months are August and November, when the average cost of round-trip tickets is $939 and $837 respectively.

Good to know

Low season

October
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 20% lower on average.

FAQs - booking Caribbean flights

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

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Montgomery to Caribbean 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?

    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 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?

    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 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

 
Need help choosing which airline to fly with from Montgomery to Caribbean? 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 8589 reviews
8.1Boarding
7.8Comfort
7.2Food
8.5Crew
7.8Entertainment
Airline reviews

My flight experience was generally good, but the boarding process was stressful. I was pulled out of line at the gate during the photo ID check, and after being cleared, I was never given an explanation for the delay despite asking for clarification. This lack of communication was the only downside to an otherwise smooth trip.

6.0 GoodAnonymous, Sep 2026
Read more Delta reviews

My flight experience was generally good, but the boarding process was stressful. I was pulled out of line at the gate during the photo ID check, and after being cleared, I was never given an explanation for the delay despite asking for clarification. This lack of communication was the only downside to an otherwise smooth trip.

I didn't use the onboard amenities, so it is difficult to comment on those services. Otherwise, the flight from Nashville to Toronto was quite crowded, but the boarding process and the flight itself were perfectly fine.

Seats were old and very uncomfortable. Coach seating is way too tight

WiFi was a major problem and if it does not work on a 4 hour flight then that lowers the overall experience

The wifi was barely operable. just enough to charge me, not enough to be useful. I wasted 2 hours of time I could have been working. So now, I' have two hours of work this weekend to catch up on thanks to Delta's crappy technology. Plus I'm out the money!

got ahead of the schedule, nothing else to like. crew management of boarding when overhead bag space was virtually gone in the midst of their priority zone 3 should have been better. but they absolutely did not care. ryanair crew is better than this!

It’s a 3 hour flight with no entertainment and no WiFi due to Delta using old planes on this route and food is cold. Today we were told no potable water on the flight to even make coffee or tea. Ridiculous service in this direct route for business travelers and non business travelers

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

They have no employees/gate agents in Huntsville. Only one gate is operational

The planes can use an actual cleaning. The armrest and seats do not appear to be cleaned on this one and most other planes.

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

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

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.

More options for your flight to Caribbean

Complete your trip to Caribbean with a hotel stay or car rental