$361 Find Cheap Flights from Orlando to Anguilla - Compare and Save

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 7/29. 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

Wed, Nov 11 - Mon, Nov 16
American Airlines Logo
10:03 am - 4:25 pm
MCO
-
AXA
5h 22m
1 stop
American Airlines Logo
5:05 pm - 11:59 pm
AXA
-
MCO
7h 54m
1 stop
$684American Airlines
Wed, Nov 11 - Mon, Nov 16
American Airlines Logo
7:01 am - 4:25 pm
MCO
-
AXA
8h 24m
1 stop
American Airlines Logo
5:05 pm - 9:27 am
AXA
-
MCO
17h 22m
2 stops
$689American Airlines
Thu, Jul 30 - Mon, Aug 3
American Airlines Logo
10:00 am - 4:19 pm
MCO
-
AXA
6h 19m
1 stop
American Airlines Logo
4:59 pm - 11:59 pm
AXA
-
MCO
7h 00m
1 stop
$746American Airlines
Thu, Jul 30 - Mon, Aug 3
American Airlines Logo
6:15 am - 4:19 pm
MCO
-
AXA
10h 04m
2 stops
American Airlines Logo
4:59 pm - 9:44 am
AXA
-
MCO
16h 45m
2 stops
$751American Airlines
Mon, Aug 10 - Wed, Aug 19
American Airlines Logo
10:57 am - 1:32 pm
MCO
-
AXA
26h 35m
2 stops
American Airlines Logo
2:12 pm - 9:04 pm
AXA
-
MCO
30h 52m
2 stops
$759American Airlines
Wed, Jul 15 - Wed, Jul 22
American Airlines Logo
6:01 am - 4:19 pm
MCO
-
AXA
10h 18m
1 stop
American Airlines Logo
4:59 pm - 8:10 am
AXA
-
MCO
15h 11m
1 stop
$791American Airlines
Wed, Jul 15 - Wed, Jul 22
American Airlines Logo
6:01 am - 4:19 pm
MCO
-
AXA
10h 18m
1 stop
American Airlines Logo
4:59 pm - 1:01 pm
AXA
-
MCO
20h 02m
2 stops
$796American Airlines
Wed, Jul 15 - Wed, Jul 22
American Airlines Logo
7:34 pm - 1:11 pm
MCO
-
AXA
17h 37m
2 stops
American Airlines Logo
4:59 pm - 1:01 pm
AXA
-
MCO
20h 02m
2 stops
$831American Airlines
Mon, Jul 13 - Wed, Jul 22
American Airlines Logo
10:00 am - 4:19 pm
MCO
-
AXA
6h 19m
1 stop
American Airlines Logo
4:59 pm - 8:10 am
AXA
-
MCO
15h 11m
1 stop
$906American Airlines
Mon, Jul 13 - Tue, Jul 21
American Airlines Logo
6:15 am - 4:19 pm
MCO
-
AXA
10h 04m
2 stops
American Airlines Logo
4:59 pm - 2:59 pm
AXA
-
MCO
22h 00m
2 stops
$911American 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 6h 50m.

Find deals

Good to know

Cheapest flight$361
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 11765 reviews
7.2Comfort
6.4Food
7.9Crew
7.5Boarding
6.8Entertainment
Airline reviews

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.

2.0 MediocreAnonymous, Apr 2026
MCO - PHX
Read more American Airlines reviews

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

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.

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)