$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 1/21. 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

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 24% 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

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

Wed, Jan 21 - Wed, Jan 28
American Airlines Logo
7:00 am - 2:23 pm
MCO
-
AXA
6h 23m1 stop
American Airlines Logo
5:06 pm - 8:17 am
AXA
-
MCO
16h 11m1 stop
$555American Airlines
Wed, Jan 21 - Wed, Jan 28
American Airlines Logo
5:00 am - 4:26 pm
MCO
-
AXA
10h 26m2 stops
American Airlines Logo
5:06 pm - 10:56 pm
AXA
-
MCO
6h 50m1 stop
$560American Airlines
Sat, Feb 14 - Sat, Feb 21
American Airlines Logo
6:00 am - 12:51 pm
MCO
-
AXA
5h 51m1 stop
American Airlines Logo
5:24 pm - 11:23 pm
AXA
-
MCO
6h 59m1 stop
$650American Airlines
Sun, Jan 4 - Sun, Jan 11
Multiple Airlines Logo
10:34 am - 5:45 pm
MCO
-
AXA
6h 11m1 stop
Multiple Airlines Logo
12:30 pm - 11:59 pm
AXA
-
MCO
12h 29m2 stops
$775Multiple 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 - 7:47 am
AXA
-
MCO
15h 23m1 stop
$914American Airlines
Wed, Jan 21 - Wed, Jan 28
Multiple Airlines Logo
9:45 am - 5:45 pm
MCO
-
AXA
7h 00m2 stops
Multiple Airlines Logo
9:00 am - 10:00 pm
AXA
-
MCO
14h 00m2 stops
$1,040Multiple Airlines
Sun, Jan 4 - Sun, Jan 11
Multiple Airlines Logo
10:34 am - 5:45 pm
MCO
-
AXA
6h 11m1 stop
Multiple Airlines Logo
9:00 am - 6:35 pm
AXA
-
MCO
10h 35m1 stop
$1,054Multiple Airlines
Sun, Jan 4 - Sun, Jan 11
Multiple Airlines Logo
6:00 am - 12:53 pm
MCO
-
AXA
29h 53m2 stops
Multiple Airlines Logo
9:00 am - 7:55 pm
AXA
-
MCO
11h 55m2 stops
$1,365Multiple Airlines
Sun, Feb 15 - Wed, Feb 18
United Airlines Logo
7:01 pm - 5:45 pm
MCO
-
AXA
21h 44m2 stops
United Airlines Logo
9:00 am - 8:15 pm
AXA
-
MCO
12h 15m2 stops
$1,394United Airlines
Sun, Feb 15 - Wed, Feb 18
United Airlines Logo
7:01 pm - 5:45 pm
MCO
-
AXA
21h 44m2 stops
United Airlines Logo
9:00 am - 9:59 pm
AXA
-
MCO
37h 59m3 stops
$1,425United 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.

Find deals

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 11043 reviews
8.0Crew
7.5Boarding
7.2Comfort
6.5Food
6.9Entertainment
Airline reviews

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.

8.0 ExcellentJolene, Dec 2025
GNV - DFW
Read more American Airlines reviews

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.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

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

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

Information on your arrival and departure airports

Orlando (MCO)