$155 Find Cheap Flights from Orlando Sanford Intl to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando Sanford Intl to Caribbean departing on 7/17. 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

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Best Caribbean Flight Deals from Orlando Sanford Intl

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay3 stops$416
Montego Bay
Montego Bay3 stops$416

Cheap Flights from Orlando Sanford Intl to Caribbean

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Orlando Sanford Intl to Caribbean 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 Orlando Sanford Intl to Caribbean

Sun, Jul 13 - Fri, Jul 18
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11:00 am - 11:00 pmSFB-SJU
12h 00m2 stops
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1:37 am - 9:44 amSJU-SFB
32h 07m3 stops
Sun, Jul 13 - Fri, Jul 18
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10:05 pm - 9:37 pmSFB-SJU
23h 32m3 stops
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1:37 am - 9:44 amSJU-SFB
32h 07m3 stops
Sun, Jul 13 - Sat, Jul 19
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11:00 am - 11:00 pmSFB-SJU
12h 00m2 stops
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6:12 pm - 5:10 pmSJU-SFB
22h 58m2 stops
Sun, Jul 13 - Sat, Jul 19
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10:05 pm - 9:37 pmSFB-SJU
23h 32m3 stops
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6:12 pm - 5:10 pmSJU-SFB
22h 58m2 stops
Sat, Jun 28 - Sat, Jul 12
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8:20 pm - 9:04 pmSFB-SJU
24h 44m2 stops
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1:27 am - 9:49 amSJU-SFB
32h 22m3 stops
Sat, Jun 28 - Sun, Jul 13
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8:20 pm - 9:04 pmSFB-SJU
24h 44m2 stops
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10:14 pm - 11:31 pmSJU-SFB
25h 17m2 stops
Sat, Jul 26 - Sat, Aug 2
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9:45 pm - 11:00 pmSFB-SJU
25h 15m2 stops
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6:12 pm - 5:10 pmSJU-SFB
22h 58m2 stops
Sat, Jul 26 - Sat, Aug 2
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9:45 pm - 11:00 pmSFB-SJU
25h 15m2 stops
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4:30 pm - 9:15 pmSJU-SFB
28h 45m3 stops
Sat, Jun 28 - Sat, Jul 12
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8:20 pm - 9:04 pmSFB-SJU
24h 44m2 stops
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1:37 am - 11:33 pmSJU-SFB
21h 56m2 stops
Tue, Jul 22 - Mon, Aug 4
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5:02 pm - 3:30 pmSFB-SJU
22h 28m2 stops
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1:21 am - 9:50 pmSJU-SFB
20h 29m3 stops
Useful Info

KAYAK's insights & trends for Orlando Sanford Intl to Caribbean flights

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

What is the cheapest Orlando Sanford Intl Airport to Caribbean flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Orlando Sanford Intl Airport to Caribbean.

The cheapest ticket to Caribbean from Orlando Sanford Intl Airport found in the last 72 hours was to Punta Cana, at $208 round-trip. The most popular route is from Orlando Sanford Intl Airport (SFB) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $208.

What is the cheapest month to fly from Orlando Sanford Intl Airport to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Orlando Sanford Intl Airport to Caribbean, 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 Orlando Sanford Intl Airport to Caribbean is April, when tickets cost $108 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $536 and $277 respectively.

What’s the cheapest day of the week to fly from Orlando Sanford Intl to Caribbean?

The average price of all round-trip flights from Orlando Sanford Intl Airport to Caribbean clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Caribbean on a Saturday and more expensive on a Monday. On your return trip to Orlando Sanford Intl, you should consider flying back on a Thursday, and avoid Saturdays for better deals.


Good to know

Low seasonFebruary
High seasonMarch
Cheapest flight$155
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly and prices are also 35% lower on average.
Flight from Orlando Sanford Intl to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Orlando Sanford Intl 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 Orlando Sanford Intl to Caribbean.

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

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

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $223 on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $245.

Reviews of the top airline flying from Orlando Sanford Intl to Caribbean

 
Need help choosing which airline to fly with from Orlando Sanford Intl 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.
5.9
FrontierOverall score based on 3301 reviews
6.8Crew
4.5Entertainment
5.6Comfort
4.8Food
6.2Boarding
Airline reviews

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

2.0 MediocreAnonymous, Jun 2025MIA - LAS
Read more Frontier reviews

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

They switched my flight to Spirit, Never using Kayak again,

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

Asked for a seat change to be w my wife at the gate they were great in sorting it out to make it happen

They cancelled the flight and did nothing. I should be compensated for my uber rides to and from airport. Not a good service by frontier or kayak.

The worst service , the agents from the counter are really bad . Poor customer service . They didnt help me to get in the flight . I was on line when they close the flight without telling and I couldn’t board the plane . I will like to get my money back ey back because it was their fault. Really bad management , bad manners, bad additud

Everything you need to know for your flight to Caribbean

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