$361 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 6/28. 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

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Flights Deals

Best Anguilla Flight Deals from Orlando

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
The Valley
The Valley2 stops$584
The Valley
The Valley2 stops$584

Cheap Flights from Orlando to Anguilla

 
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

Sat, Jul 26 - Sat, Aug 2
American Airlines Logo
5:17 pm - 1:25 pmMCO-AXA
20h 08m2 stops
American Airlines Logo
4:25 pm - 12:49 pmAXA-MCO
20h 24m2 stops
$584American Airlines
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Sat, Jul 26 - Sat, Aug 2
American Airlines Logo
3:09 pm - 1:25 pmMCO-AXA
22h 16m1 stop
American Airlines Logo
4:25 pm - 11:59 pmAXA-MCO
7h 34m1 stop
$587American Airlines
Find Deal
Wed, Jul 23 - Mon, Jul 28
American Airlines Logo
6:15 am - 1:25 pmMCO-AXA
7h 10m1 stop
American Airlines Logo
2:10 pm - 11:59 pmAXA-MCO
9h 49m1 stop
$610American Airlines
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Wed, Jul 23 - Mon, Jul 28
American Airlines Logo
6:15 am - 3:40 pmMCO-AXA
9h 25m2 stops
American Airlines Logo
4:25 pm - 11:43 amAXA-MCO
19h 18m2 stops
$614American Airlines
Find Deal
Thu, Jul 24 - Mon, Jul 28
American Airlines Logo
7:24 am - 1:25 pmMCO-AXA
6h 01m1 stop
American Airlines Logo
4:25 pm - 11:59 pmAXA-MCO
7h 34m1 stop
$635American Airlines
Find Deal
Thu, Jul 24 - Mon, Jul 28
American Airlines Logo
6:36 pm - 1:25 pmMCO-AXA
18h 49m2 stops
American Airlines Logo
2:10 pm - 11:59 pmAXA-MCO
9h 49m1 stop
$639American Airlines
Find Deal
Thu, Jul 3 - Mon, Jul 7
 Logo
9:32 pm - 4:40 pmMCO-AXA
19h 08m2 stops
 Logo
9:35 am - 6:40 pmAXA-MCO
9h 05m1 stop
Fri, Jun 27 - Sun, Jun 29
 Logo
8:25 am - 4:40 pmMCO-AXA
8h 15m2 stops
 Logo
9:35 am - 4:58 pmAXA-MCO
7h 23m1 stop
Thu, Jul 3 - Mon, Jul 7
 Logo
10:57 am - 5:15 pmMCO-AXA
6h 18m1 stop
 Logo
12:10 pm - 10:15 amAXA-MCO
22h 05m1 stop
Sat, Jul 26 - Sat, Aug 2
United Airlines Logo
7:06 pm - 5:15 pmMCO-AXA
22h 09m2 stops
United Airlines Logo
9:35 am - 7:00 pmAXA-MCO
33h 25m3 stops
$2,407United Airlines
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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 ($584) and United Airlines ($2,407).


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.

  • 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.

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 10000 reviews
6.9Entertainment
6.5Food
7.5Boarding
7.2Comfort
8.0Crew
Airline reviews

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

2.0 MediocreJose David, Jun 2025MIA - DTW
Read more American Airlines reviews

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The chicken adobo was a little too spicy but good otherwise. My personal opinion. Movie selection could be improved, too many horror movies. Could add a few more chick flicks! The flight was bumpy at times. We arrived a little early too! Flight attendants friendly.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

No food/snack served during the flight. Crew wasn’t interested at all. Flew American First but flying low cost with Ryanair is even better

Crew professional. Easy bag drop off. On time. Good entertainment.

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

Information on your arrival and departure airports

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