$354 Find Cheap Flights from Orlando to Anguilla

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 to Anguilla departing on 6/21. 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

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Flight Deals

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, Jun 15 - Sat, Jun 20
American Airlines Logo
9:49 am - 4:15 pm
MCO
-
AXA
6h 26m
1 stop
American Airlines Logo
1:59 pm - 11:59 pm
AXA
-
MCO
10h 00m
1 stop
$651American Airlines
Mon, Jun 15 - Sat, Jun 20
American Airlines Logo
7:32 pm - 1:19 pm
MCO
-
AXA
17h 47m
2 stops
American Airlines Logo
12:21 pm - 7:06 pm
AXA
-
MCO
6h 45m
1 stop
$656American Airlines
Mon, Jun 29 - Sun, Jul 12
American Airlines Logo
9:49 am - 4:15 pm
MCO
-
AXA
6h 26m
1 stop
American Airlines Logo
4:59 pm - 7:55 am
AXA
-
MCO
14h 56m
1 stop
$716American Airlines
Fri, Jul 17 - Tue, Jul 21
American Airlines Logo
11:00 am - 4:19 pm
MCO
-
AXA
5h 19m
1 stop
American Airlines Logo
4:59 pm - 12:50 pm
AXA
-
MCO
19h 51m
1 stop
$720American Airlines
Mon, Jun 29 - Sun, Jul 12
American Airlines Logo
6:15 am - 4:15 pm
MCO
-
AXA
10h 00m
2 stops
American Airlines Logo
4:59 pm - 7:55 am
AXA
-
MCO
14h 56m
1 stop
$721American Airlines
Fri, Jul 17 - Tue, Jul 21
American Airlines Logo
5:38 pm - 12:01 pm
MCO
-
AXA
18h 23m
2 stops
American Airlines Logo
4:59 pm - 12:50 pm
AXA
-
MCO
19h 51m
1 stop
$724American Airlines
Mon, Aug 10 - Wed, Aug 19
American Airlines Logo
4:21 pm - 1:27 pm
MCO
-
AXA
21h 06m
2 stops
American Airlines Logo
2:07 pm - 1:18 pm
AXA
-
MCO
23h 11m
2 stops
$741American Airlines
Mon, Aug 10 - Wed, Aug 19
American Airlines Logo
7:30 am - 1:27 pm
MCO
-
AXA
5h 57m
1 stop
American Airlines Logo
2:07 pm - 8:20 am
AXA
-
MCO
18h 13m
1 stop
$745American Airlines
Sat, Aug 15 - Wed, Aug 19
American Airlines Logo
3:34 pm - 1:27 pm
MCO
-
AXA
21h 53m
1 stop
American Airlines Logo
2:07 pm - 1:18 pm
AXA
-
MCO
23h 11m
2 stops
$749American Airlines
Wed, Aug 12 - Wed, Aug 19
American Airlines Logo
7:00 am - 1:27 pm
MCO
-
AXA
6h 27m
1 stop
American Airlines Logo
2:07 pm - 8:20 am
AXA
-
MCO
18h 13m
1 stop
$750American Airlines
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.

How long does a flight from Orlando Airport to Anguilla take?

The duration of a flight to Anguilla depends on your arrival airport. The shortest route to Anguilla from Orlando Airport is to The Valley, which takes 6h 17m.

Good to know

Cheapest flight$354
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.

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.
7.1
American AirlinesOverall score based on 11593 reviews
7.5Boarding
6.9Entertainment
6.4Food
7.2Comfort
7.9Crew
Airline reviews

Business class was very good, one of my best flights

10.0 ExcellentDavid, Apr 2026
TPA - DFW
Read more American Airlines reviews

Business class was very good, one of my best flights

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Flight was delayed and they gave up my seat on my connection, even when I could still make the flight

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

I have never been assaulted they way I was today in Charlotte - shame on American

The staff are very, very professional. It's what flying should feel like.

The flight attendant in business class was excellent! Professional, friendly and attentive.

A first class seat should fit a fat person, and this doesn't. The trays in the armrest are less functional than an ordinary tray in the back of the seat.

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

Information on your arrival and departure airports