$336 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 6/19. 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, Mar 2 - Sat, Mar 7
American Airlines Logo
8:37 am - 4:44 pm
MCO
-
AXA
7h 07m1 stop
American Airlines Logo
1:31 pm - 11:23 pm
AXA
-
MCO
10h 52m1 stop
$550American Airlines
Thu, Apr 23 - Wed, Apr 29
American Airlines Logo
8:02 pm - 3:05 pm
MCO
-
AXA
19h 03m2 stops
American Airlines Logo
4:05 pm - 11:45 am
AXA
-
MCO
19h 40m2 stops
$555American Airlines
Tue, Mar 3 - Sun, Mar 8
American Airlines Logo
7:00 am - 4:44 pm
MCO
-
AXA
8h 44m1 stop
American Airlines Logo
4:18 pm - 7:54 am
AXA
-
MCO
15h 36m1 stop
$585American Airlines
Tue, Mar 3 - Sun, Mar 8
American Airlines Logo
6:00 am - 4:44 pm
MCO
-
AXA
9h 44m2 stops
American Airlines Logo
4:18 pm - 7:54 am
AXA
-
MCO
15h 36m1 stop
$590American Airlines
Mon, Mar 2 - Sat, Mar 7
American Airlines Logo
6:00 am - 4:44 pm
MCO
-
AXA
9h 44m2 stops
American Airlines Logo
1:31 pm - 12:32 am
AXA
-
MCO
12h 01m2 stops
$615American Airlines
Sat, Feb 14 - Sat, Feb 21
American Airlines Logo
7:00 am - 4:44 pm
MCO
-
AXA
8h 44m1 stop
American Airlines Logo
5:24 pm - 11:23 pm
AXA
-
MCO
6h 59m1 stop
$650American Airlines
Wed, Mar 25 - Sun, Mar 29
American Airlines Logo
7:00 am - 1:23 pm
MCO
-
AXA
6h 23m1 stop
American Airlines Logo
4:18 pm - 7:54 am
AXA
-
MCO
15h 36m1 stop
$715American Airlines
Wed, Mar 25 - Sun, Mar 29
American Airlines Logo
5:00 am - 3:38 pm
MCO
-
AXA
10h 38m2 stops
American Airlines Logo
4:18 pm - 7:54 am
AXA
-
MCO
15h 36m1 stop
$720American Airlines
Sat, Feb 14 - Sat, Feb 21
American Airlines Logo
6:00 am - 4:44 pm
MCO
-
AXA
9h 44m2 stops
American Airlines Logo
5:24 pm - 11:23 pm
AXA
-
MCO
6h 59m1 stop
$815American Airlines
Sat, Feb 14 - Sat, Feb 21
American Airlines Logo
5:00 am - 4:44 pm
MCO
-
AXA
10h 44m2 stops
American Airlines Logo
5:24 pm - 11:23 pm
AXA
-
MCO
6h 59m1 stop
$914American 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.

Which airlines fly non-stop between Orlando Airport and Anguilla?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Orlando Airport to Anguilla.

There is just one airline that flies from Orlando Airport to Anguilla direct and that is American Airlines. The best round-trip deal found from American Airlines for the route is to The Valley (AXA) and costs $525.

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Good to know

Cheapest flight$336
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 11054 reviews
6.9Entertainment
6.5Food
8.0Crew
7.2Comfort
7.5Boarding
Airline reviews

I don’t know who decides what food to serve on these flights but I would be so embarrassed if I served this to anyone and call it food…

4.0 OkayGabriel, Dec 2025
MIA - EZE
Read more American Airlines reviews

I don’t know who decides what food to serve on these flights but I would be so embarrassed if I served this to anyone and call it food…

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Flight was delayed 17 hours due to aircraft issues. American did provide hotel, transportation and meals, 3 hours past boarding time, but it took us another hour to get the vouchers.

I appreciated that it was on time, safe and professional. I didn’t like that I wasn’t in a place where I had a window at my window seat. It would have been nice to know that in advance. If it was mentioned in the ticketing, I didn’t notice it.

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so didn't have any food

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

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

Information on your arrival and departure airports

Orlando (MCO)