$322 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 5/14. 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

Fri, Jun 5 - Wed, Jun 10
American Airlines Logo
9:49 am - 4:15 pm
MCO
-
AXA
6h 26m
1 stop
American Airlines Logo
1:59 pm - 9:15 pm
AXA
-
MCO
7h 16m
1 stop
$651American Airlines
Fri, Jun 5 - Wed, Jun 10
American Airlines Logo
7:32 pm - 11:41 am
MCO
-
AXA
16h 09m
2 stops
American Airlines Logo
4:55 pm - 7:52 am
AXA
-
MCO
14h 57m
1 stop
$656American Airlines
Fri, Aug 21 - Wed, Aug 26
American Airlines Logo
3:24 pm - 1:24 pm
MCO
-
AXA
22h 00m
1 stop
American Airlines Logo
2:04 pm - 8:21 pm
AXA
-
MCO
6h 17m
1 stop
$659American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
9:00 am - 4:17 pm
MCO
-
AXA
7h 17m
1 stop
American Airlines Logo
1:55 pm - 11:42 pm
AXA
-
MCO
9h 47m
1 stop
$676American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
7:02 pm - 1:15 pm
MCO
-
AXA
18h 13m
2 stops
American Airlines Logo
4:57 pm - 9:46 am
AXA
-
MCO
16h 49m
2 stops
$681American Airlines
Thu, May 14 - Wed, May 20
American Airlines Logo
7:00 am - 4:17 pm
MCO
-
AXA
9h 17m
1 stop
American Airlines Logo
4:57 pm - 11:56 pm
AXA
-
MCO
6h 59m
1 stop
$711American Airlines
Thu, May 14 - Wed, May 20
American Airlines Logo
10:00 am - 4:17 pm
MCO
-
AXA
6h 17m
1 stop
American Airlines Logo
4:57 pm - 11:58 am
AXA
-
MCO
19h 01m
2 stops
$716American Airlines
Thu, May 7 - Sun, May 10
American Airlines Logo
10:00 am - 4:17 pm
MCO
-
AXA
6h 17m
1 stop
American Airlines Logo
4:57 pm - 11:42 pm
AXA
-
MCO
6h 45m
1 stop
$751American Airlines
Thu, May 7 - Sun, May 10
American Airlines Logo
6:42 pm - 1:15 pm
MCO
-
AXA
18h 33m
2 stops
American Airlines Logo
4:57 pm - 8:10 am
AXA
-
MCO
15h 13m
1 stop
$756American Airlines
Fri, Jul 31 - Fri, Aug 7
American Airlines Logo
5:00 am - 4:19 pm
MCO
-
AXA
11h 19m
2 stops
American Airlines Logo
2:04 pm - 11:14 am
AXA
-
MCO
21h 10m
2 stops
$876American 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 27m.

Good to know

Cheapest flight$322
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 11564 reviews
6.8Entertainment
6.4Food
7.9Crew
7.5Boarding
7.2Comfort
Airline reviews

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

6.0 GoodJeffrey, Apr 2026
MIA - PIT
Read more American Airlines reviews

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.

I would have liked a pillow. The vegetarian wrap and oaten cake was good.

It was great. Smooth flight, comfortable, left on time and landed on time.

Perhaps this is an airport issue, but being in a takeoff queue for over an hour in the taxiing lane is unacceptable. We will definitely be seeking alternative avenues for air travel in the future.

Really good. I accidentally left my duffel on the plane and the reps were so friendly in retrieving it.

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

Information on your arrival and departure airports