$716 Find Cheap Flights from Orlando to Anguilla - Compare and Save

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 8/17. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

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

Mon, Aug 17 - Wed, Aug 26
American Airlines Logo
7:30 am - 1:32 pm
MCO
-
AXA
6h 02m
1 stop
American Airlines Logo
2:12 pm - 8:20 am
AXA
-
MCO
18h 08m
1 stop
$716American Airlines
Mon, Aug 17 - Wed, Aug 26
American Airlines Logo
7:30 am - 1:32 pm
MCO
-
AXA
6h 02m
1 stop
American Airlines Logo
2:12 pm - 12:28 am
AXA
-
MCO
10h 16m
1 stop
$718American Airlines
Mon, Aug 17 - Wed, Aug 26
American Airlines Logo
5:36 pm - 1:32 pm
MCO
-
AXA
43h 56m
2 stops
American Airlines Logo
2:12 pm - 9:38 am
AXA
-
MCO
19h 26m
2 stops
$837American Airlines
Mon, Aug 17 - Wed, Aug 26
American Airlines Logo
7:55 pm - 1:32 pm
MCO
-
AXA
41h 37m
2 stops
American Airlines Logo
2:12 pm - 3:03 pm
AXA
-
MCO
24h 51m
2 stops
$838American Airlines
Sat, Sep 5 - Sat, Sep 12
Multiple Airlines Logo
7:45 am - 5:35 pm
MCO
-
AXA
9h 50m
2 stops
Multiple Airlines Logo
9:46 am - 9:52 pm
AXA
-
MCO
12h 06m
2 stops
$1,072Multiple Airlines
Fri, Aug 21 - Fri, Aug 28
Multiple Airlines Logo
7:45 am - 5:35 pm
MCO
-
AXA
9h 50m
2 stops
Multiple Airlines Logo
9:46 am - 10:08 pm
AXA
-
MCO
12h 22m
2 stops
$1,117Multiple Airlines
Tue, Oct 13 - Sun, Oct 18
Multiple Airlines Logo
8:45 pm - 5:35 pm
MCO
-
AXA
20h 50m
2 stops
Multiple Airlines Logo
9:46 am - 9:56 pm
AXA
-
MCO
12h 10m
2 stops
$1,149Multiple Airlines
Mon, Dec 7 - Thu, Dec 10
United Airlines Logo
7:08 pm - 5:35 pm
MCO
-
AXA
21h 27m
2 stops
United Airlines Logo
9:46 am - 12:44 am
AXA
-
MCO
15h 58m
2 stops
$1,523United Airlines
Sat, Dec 5 - Tue, Dec 8
United Airlines Logo
7:00 pm - 5:35 pm
MCO
-
AXA
21h 35m
2 stops
United Airlines Logo
9:46 am - 9:47 pm
AXA
-
MCO
13h 01m
2 stops
$1,562United Airlines
Sat, Dec 5 - Tue, Dec 8
United Airlines Logo
12:20 pm - 5:35 pm
MCO
-
AXA
28h 15m
3 stops
United Airlines Logo
9:46 am - 7:35 pm
AXA
-
MCO
34h 49m
3 stops
$1,719United 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 5 days.

In the past 5 days, the cheapest round-trip tickets from Orlando Airport to Anguilla were found on American Airlines ($837) and United Airlines ($1,523).

Find deals

Good to know

Cheapest flight

$716
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 11837 reviews
7.2Comfort
7.9Crew
6.4Food
7.5Boarding
6.8Entertainment
Airline reviews

Not great. I understand delays happen due to weather and crew issues, but it was unacceptable that no agents were available at the counters inside the airport for customer service or help getting on a standby list. The app was not helpful either. I stood in line for an hour waiting for someone to show up at the gate to help me get on a standby flight. Customer care does not seem to be a priority.

4.0 OkayHARMONY, Jul 2026
MCO - DFW
Read more American Airlines reviews

Not great. I understand delays happen due to weather and crew issues, but it was unacceptable that no agents were available at the counters inside the airport for customer service or help getting on a standby list. The app was not helpful either. I stood in line for an hour waiting for someone to show up at the gate to help me get on a standby flight. Customer care does not seem to be a priority.

It was awful. My first flight was delayed and as a consequence I lost my second flight to Greensboro. I did not know what to do so I rebook myself a flight to Charlotte . It was very inconvenient I not to have anybody form corporate assisting me either from PwC or from kayak . It is a very disappointing experience that American did not wait 1 minute or told me to rebook before making the first flight

My original flight got delayed day of so I had to rebook it from one layover to two layovers. The flight also left earlier which was a slight inconvenience but manageable. Then my first connection flight got delayed 3 separate times for a total of 2 hours delayed, causing me to miss my second connection flight back to Santa Barbara. Now, because of this missed flight, I am missing my college classes that I pay for.

Flight: Started on time. Comfortable flight. Arrived on time. Crew: Very cordial and helpful. Drinks and snack was served with a smile. Overall enjoyed the trip. Regards, Hari Doss Chanchala Doss

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

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

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

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

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

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

Information on your arrival and departure airports

Orlando (MCO)