$606 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 2/17. 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

Tue, Feb 17 - Thu, Feb 26
American Airlines Logo
9:43 am - 4:28 pm
MCO
-
AXA
5h 45m
1 stop
American Airlines Logo
5:10 pm - 7:53 am
AXA
-
MCO
15h 43m
1 stop
$606American Airlines
Tue, Feb 17 - Thu, Feb 26
American Airlines Logo
6:00 am - 4:28 pm
MCO
-
AXA
9h 28m
1 stop
American Airlines Logo
5:10 pm - 9:28 am
AXA
-
MCO
17h 18m
2 stops
$611American Airlines
Sat, Mar 7 - Mon, Mar 9
American Airlines Logo
6:00 am - 12:42 pm
MCO
-
AXA
5h 42m
1 stop
American Airlines Logo
4:09 pm - 7:54 am
AXA
-
MCO
15h 45m
1 stop
$626American Airlines
Sat, Mar 7 - Mon, Mar 9
American Airlines Logo
6:00 am - 12:42 pm
MCO
-
AXA
5h 42m
1 stop
American Airlines Logo
4:09 pm - 9:54 am
AXA
-
MCO
17h 45m
2 stops
$631American Airlines
Tue, Feb 17 - Thu, Feb 26
American Airlines Logo
6:00 am - 4:28 pm
MCO
-
AXA
9h 28m
2 stops
American Airlines Logo
5:10 pm - 9:28 am
AXA
-
MCO
17h 18m
2 stops
$641American Airlines
Wed, Mar 4 - Wed, Mar 11
American Airlines Logo
8:43 am - 4:28 pm
MCO
-
AXA
6h 45m
1 stop
American Airlines Logo
4:09 pm - 11:28 pm
AXA
-
MCO
7h 19m
1 stop
$666American Airlines
Wed, Mar 4 - Wed, Mar 11
American Airlines Logo
8:43 am - 4:28 pm
MCO
-
AXA
6h 45m
1 stop
American Airlines Logo
4:09 pm - 11:10 am
AXA
-
MCO
19h 01m
2 stops
$671American Airlines
Sat, Feb 14 - Sat, Feb 21
American Airlines Logo
6:59 pm - 4:28 pm
MCO
-
AXA
20h 29m
1 stop
American Airlines Logo
5:10 pm - 7:53 am
AXA
-
MCO
15h 43m
1 stop
$714American Airlines
Wed, Mar 4 - Wed, Mar 11
American Airlines Logo
6:00 am - 4:28 pm
MCO
-
AXA
9h 28m
2 stops
American Airlines Logo
4:09 pm - 1:10 pm
AXA
-
MCO
21h 01m
2 stops
$721American Airlines
Sat, Feb 14 - Sat, Feb 21
American Airlines Logo
5:00 am - 4:28 pm
MCO
-
AXA
10h 28m
2 stops
American Airlines Logo
5:10 pm - 11:28 pm
AXA
-
MCO
7h 18m
1 stop
$736American 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 8h 24m.

Find deals

Good to know

Cheapest flight$606
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.
7.2
American AirlinesOverall score based on 11160 reviews
6.4Food
7.5Boarding
8.0Crew
7.2Comfort
6.9Entertainment
Airline reviews

Little warm on the plane and delayed for an hour

8.0 ExcellentHoward, Jan 2026
FLL - ORD
Read more American Airlines reviews

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

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. :)

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

Information on your arrival and departure airports

Orlando (MCO)