$771 Find Cheap Flights from Orlando to Anguilla - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Price, demand and travel trends for Orlando Airport to Anguilla flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Orlando Airport to Anguilla right now?

The cheapest fare from Orlando Airport to Anguilla in the last week was $771 round-trip, to The Valley Wallblake Intl (AXA).

Which airport in Anguilla is the cheapest to fly to from Orlando Airport?

All flights from Orlando Airport to Anguilla arrive at The Valley Wallblake Intl (AXA). On average, round-trip fares are around $840.

Key details for Orlando Airport to Anguilla flights

Low season

August

Cheapest flight

$771
Beat the crowds with an average 76% drop in travelers.
The most popular month to fly with an average 96% increase in travelers.
Round-trip flight from Orlando Airport to The Valley

Your Orlando Airport to Anguilla flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Orlando Airport to Anguilla?

    Fares from Orlando Airport to Anguilla are around their usual level right now. A round-trip under $770 is considered a good deal, so it's worth keeping an eye out, or setting a Price Alert to catch price changes.

  • How much should I budget for a flight from Orlando Airport to Anguilla?

    Over the past 12 months, round-trip fares from Orlando Airport to Anguilla have ranged from $770 to $1,040.

  • What are the main airports serving Anguilla?

    Flights to Anguilla all arrive at The Valley Wallblake Intl (AXA).

  • Which cabin classes are available on flights from Orlando Airport to Anguilla?

    On flights from Orlando Airport to Anguilla you can only book Economy Class.

Your guide to booking Orlando Airport to Anguilla flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your travel dates are flexible, book your trip for May when flights are typically cheapest and avoid September when prices are at their highest.
  • Flying on Friday is usually the cheapest. Flights on Saturday cost about 24% more on average, so being flexible with your travel dates could help you save.
  • Start your trip in The Valley, which is the most popular destination in Anguilla. From there, it's easy to continue on to other popular destinations such as West End Village, Long Bay Village and Shoal Bay.

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.
7.0
American AirlinesOverall score based on 12179 reviews
7.9Crew
7.1Comfort
7.4Boarding
6.8Entertainment
6.4Food
Airline reviews

This trip on American was the WORST I have ever experienced. The plan was LATE taking off from Tucson due to mechanical issues. It caused me to arrive late in Dallas, so I tried to move flights so I would not miss my dinner meeting. First attempt, that flight was delayed, Second attempt, that flight was also delayed. Got back on original flight, the mechanical issue was NOT fixed, so we de-planed and had to find the new gate. Overall, was which was 4 hours delayed and missed the dinner meeting. Friday return, flight from Orlando was on time and landed early. Then the next flight was delayed due to crew coming in late, and them waiting on other passengers. After 90 minutes of delay, we boarded, and then were informed the Fist Officer could not fly due to time constraints. At 12:15 AM we were offered a hotel for a 4:20 boarding flight. Not happening. DFW was COLD and no place to sleep. Plane delayed again to 6:50, but was late taking off AGAIN. Finally landed in Tucson at around 8AM. Should be refunded 75% of the ticket costs due to negligence, nothing more.

2.0 MediocreSean, Oct 2026
Read more American Airlines reviews

This trip on American was the WORST I have ever experienced. The plan was LATE taking off from Tucson due to mechanical issues. It caused me to arrive late in Dallas, so I tried to move flights so I would not miss my dinner meeting. First attempt, that flight was delayed, Second attempt, that flight was also delayed. Got back on original flight, the mechanical issue was NOT fixed, so we de-planed and had to find the new gate. Overall, was which was 4 hours delayed and missed the dinner meeting. Friday return, flight from Orlando was on time and landed early. Then the next flight was delayed due to crew coming in late, and them waiting on other passengers. After 90 minutes of delay, we boarded, and then were informed the Fist Officer could not fly due to time constraints. At 12:15 AM we were offered a hotel for a 4:20 boarding flight. Not happening. DFW was COLD and no place to sleep. Plane delayed again to 6:50, but was late taking off AGAIN. Finally landed in Tucson at around 8AM. Should be refunded 75% of the ticket costs due to negligence, nothing more.

Flight was 2+ hours delayed and they “misplaced” all 3 of our checked-in bags.

I have executive platinum status with American Airlines. It seems impossible to be upgraded anymore and I’m never offered a cheese plate or thanked for my loyalty.

In premium economy I was expecting a bit cleaner area. Tables were not very clean. Only one of us received a blanket and pillow. The food was okay. Probably a smidgen better than coach. The crew were very nice but should have done more walk through to at least pick up trash.

if it's a mobile only entertainment experience, please provide a place to hold the device in the back of the seat.

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.

More options for your flight from Orlando to Anguilla

Complete your trip to Anguilla with a hotel stay or car rental