$555 Find Cheap Flights from Orlando to Anguilla

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando to Anguilla departing on 12/1. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Anguilla

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% 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

Cheap Flights from Orlando to Anguilla

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
The Valley
The Valley1 stop$555
The Valley
The Valley1 stop$555

Book Cheap Orlando to Anguilla Plane Tickets

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

Mon, Dec 1 - Sun, Dec 7
American Airlines Logo
7:00 am - 5:01 pmMCO-AXA
9h 01m1 stop
American Airlines Logo
5:20 pm - 11:59 pmAXA-MCO
7h 39m1 stop
$555American Airlines
Find Deal
Mon, Dec 1 - Sun, Dec 7
American Airlines Logo
6:01 am - 5:01 pmMCO-AXA
10h 00m2 stops
American Airlines Logo
5:20 pm - 10:53 amAXA-MCO
18h 33m2 stops
$559American Airlines
Find Deal
Mon, Dec 15 - Fri, Dec 26
 Logo
6:00 am - 2:40 pmMCO-AXA
7h 40m1 stop
 Logo
1:45 pm - 8:30 amAXA-MCO
19h 45m2 stops
Mon, Dec 15 - Fri, Dec 26
American Airlines Logo
6:00 am - 2:21 pmMCO-AXA
7h 21m1 stop
American Airlines Logo
5:33 pm - 8:08 amAXA-MCO
15h 35m1 stop
$784American Airlines
Find Deal
Sun, Dec 28 - Sat, Jan 3
 Logo
7:24 pm - 2:40 pmMCO-AXA
18h 16m1 stop
 Logo
1:45 pm - 3:11 pmAXA-MCO
26h 26m2 stops
$1,209
Find Deal
Mon, Dec 15 - Fri, Dec 26
United Airlines Logo
7:13 pm - 5:45 pmMCO-AXA
21h 32m2 stops
United Airlines Logo
9:00 am - 12:45 amAXA-MCO
16h 45m2 stops
$1,518United Airlines
Find Deal
Sun, Dec 28 - Sat, Jan 3
 Logo
7:24 pm - 2:40 pmMCO-AXA
18h 16m1 stop
 Logo
9:00 am - 6:29 pmAXA-MCO
10h 29m1 stop
$1,806
Find Deal
Sun, Dec 28 - Sat, Jan 3
 Logo
7:06 pm - 5:45 pmMCO-AXA
21h 39m2 stops
 Logo
12:30 pm - 12:45 amAXA-MCO
13h 15m2 stops
$2,518
Find Deal
Sun, Sep 21 - Thu, Sep 25
 Logo
4:00 pm - 5:15 pmMCO-AXA
25h 15m3 stops
 Logo
9:35 am - 10:30 pmAXA-MCO
12h 55m3 stops
$2,898
Find Deal
Booking Insights

KAYAK's insights & trends for Orlando to Anguilla flights

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

Which airlines provide the cheapest flights from Orlando Airport to Anguilla?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Orlando Airport to Anguilla were found on American Airlines ($555) and United Airlines ($1,518).

Good to know

Cheapest flight$555
Flight from Orlando to The Valley

FAQs - booking Anguilla flights

  • How does KAYAK find such low prices on flights from Orlando to Anguilla?

    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 to Anguilla.

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

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

    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 to Anguilla 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 to Anguilla?

    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 to Anguilla 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 Anguilla?

    The cheapest time of day to fly to Anguilla is generally in the morning, when round-trip flights cost $697 on average. The most expensive time of day to fly to Anguilla is generally in the morning, which is peak travel time and where the average cost of a ticket is $697.

Reviews of the top airline flying from Orlando to Anguilla

 
Need help choosing which airline to fly with from Orlando to Anguilla? 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 10000 reviews
6.4Food
7.5Boarding
6.9Entertainment
8.0Crew
7.2Comfort
Airline reviews

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

2.0 MediocreSydney, Sep 2025MIA - LAS
Read more American Airlines reviews

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

The plane was broken so we had to change planes.

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

Everything you need to know for your flight from Orlando to Anguilla

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.