$277 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 4/16. 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, Mar 6 - Mon, Mar 9
Multiple Airlines Logo
6:00 am - 5:10 pm
MCO
-
AXA
10h 10m
2 stops
Multiple Airlines Logo
10:30 am - 11:54 pm
AXA
-
MCO
13h 24m
2 stops
$590Multiple Airlines
Fri, Mar 6 - Mon, Mar 9
Multiple Airlines Logo
6:00 am - 5:10 pm
MCO
-
AXA
10h 10m
2 stops
Multiple Airlines Logo
12:30 pm - 7:31 am
AXA
-
MCO
19h 01m
3 stops
$622Multiple Airlines
Mon, Mar 23 - Mon, Mar 30
American Airlines Logo
7:00 am - 1:31 pm
MCO
-
AXA
6h 31m
1 stop
American Airlines Logo
2:11 pm - 11:28 pm
AXA
-
MCO
9h 17m
1 stop
$661American Airlines
Mon, Mar 23 - Mon, Mar 30
American Airlines Logo
6:00 am - 3:29 pm
MCO
-
AXA
9h 29m
2 stops
American Airlines Logo
4:09 pm - 10:06 am
AXA
-
MCO
17h 57m
2 stops
$666American Airlines
Fri, Mar 6 - Mon, Mar 9
Multiple Airlines Logo
6:00 am - 5:10 pm
MCO
-
AXA
10h 10m
2 stops
Multiple Airlines Logo
1:23 pm - 6:14 pm
AXA
-
MCO
28h 51m
1 stop
$771Multiple Airlines
Mon, Mar 2 - Thu, Mar 5
Multiple Airlines Logo
6:00 am - 5:10 pm
MCO
-
AXA
10h 10m
2 stops
Multiple Airlines Logo
7:25 pm - 7:53 am
AXA
-
MCO
13h 28m
1 stop
$783Multiple Airlines
Mon, Mar 23 - Mon, Mar 30
Multiple Airlines Logo
10:59 pm - 5:10 pm
MCO
-
AXA
18h 11m
3 stops
Multiple Airlines Logo
3:35 pm - 7:21 pm
AXA
-
MCO
27h 46m
2 stops
$798Multiple Airlines
Sat, Feb 28 - Sun, Mar 8
Multiple Airlines Logo
8:37 pm - 3:50 pm
MCO
-
AXA
18h 13m
1 stop
Multiple Airlines Logo
10:30 am - 11:54 pm
AXA
-
MCO
13h 24m
2 stops
$802Multiple Airlines
Tue, Mar 3 - Mon, Mar 9
Multiple Airlines Logo
10:36 am - 5:45 pm
MCO
-
AXA
6h 09m
1 stop
Multiple Airlines Logo
10:30 am - 11:54 pm
AXA
-
MCO
13h 24m
2 stops
$819Multiple Airlines
Tue, Mar 3 - Sun, Mar 8
Multiple Airlines Logo
10:36 am - 5:45 pm
MCO
-
AXA
6h 09m
1 stop
Multiple Airlines Logo
10:30 am - 11:54 pm
AXA
-
MCO
13h 24m
2 stops
$820Multiple 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 provide the cheapest flights from Orlando Airport to Anguilla?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Orlando Airport to Anguilla were found on American Airlines ($661) and United Airlines ($1,620).

Find deals

Good to know

Cheapest flight$317
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 11344 reviews
8.0Crew
6.4Food
7.5Boarding
6.9Entertainment
7.2Comfort
Airline reviews

Horrible. Got delayed many hours because their pilot wasn't trained for night landing at the airport and a rain delay made it a night landing. We have to wait hours for a qualified crew. They give us 12 dollar meal vouchers but most everything in the airport was closed and definitely more expensive than the vouchers.

2.0 MediocreToby, Feb 2026
MIA - EIS
Read more American Airlines reviews

Horrible. Got delayed many hours because their pilot wasn't trained for night landing at the airport and a rain delay made it a night landing. We have to wait hours for a qualified crew. They give us 12 dollar meal vouchers but most everything in the airport was closed and definitely more expensive than the vouchers.

I am an AA flyer for a very long time... AA has yet to disappoint.

Everything was good. Flight was very full so crew was busy. After we boarded and plane pulled away from the gate, we were delayed about 40 minutes- sitting on the runway - due to weather en route or at the destination. While weather is not the fault of the airline- it’s terrible to sit on a plane and not moving.

The smell from the bathroom kept wafting through the cabin. It made people sick.

Waited for oxygen tanks for 30 minutes after boarding was complete.

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Little warm on the plane and delayed for an hour

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

Information on your arrival and departure airports

Orlando (MCO)