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Anguilla

$555+ Cheap flights from Orlando (MCO) to Anguilla

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — AXA
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find flight deals from Orlando to Anguilla

Cheapest flights from Orlando to Anguilla
Explore the most affordable flight options available from Orlando to Anguilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/268:00 amMCO - AXA
1 stop8h 01mAmerican Airlines
Wed 12/33:03 pmAXA - MCO
1 stop9h 56mAmerican Airlines
Deal found 11/2$665
This American Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/19:10 amMCO - AXA
1 stop6h 51mAmerican Airlines
Sun 12/75:20 pmAXA - MCO
1 stop7h 39mAmerican Airlines
Deal found 11/1$745
This Mytrip deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:45 amMCO - AXA
2 stops9h 25mMultiple Airlines
Sat 12/2710:30 amAXA - MCO
3 stops27h 20mMultiple Airlines
Deal found 11/2$824
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:18 pmMCO - AXA
1 stop20h 18mAmerican Airlines
Sat 12/272:53 pmAXA - MCO
1 stop9h 10mAmerican Airlines
Deal found 11/2$973
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2711:57 pmMCO - AXA
2 stops12h 33mMultiple Airlines
Sat 1/39:00 amAXA - MCO
1 stop9h 57mMultiple Airlines
Deal found 11/2$1,543

Cheap flight deals from Orlando to Anguilla

Keep the following information in mind while searching for Orlando to Anguilla flight deals. Data was last updated November 3, 2025.

Round-trip from

$525
(American Airlines)
From Orlando to Anguilla
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando to Anguilla that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Orlando Airport to Anguilla that are best for you.

Fly from

Orlando

Fly to

Anguilla

Route

Depart

Return

Price

OrlandoThe Valley

MCO - AXA

MCOAXA

Orlando

Wed 1/21

8:00 am-4:26 pm

1 stop7h 26m

The Valley Wallblake Intl

Sun 1/25

5:06 pm-10:56 pm

1 stop6h 50m

$555

OrlandoThe Valley

MCO - AXA

MCOAXA

Orlando

Wed 1/14

6:00 am-4:26 pm

1 stop9h 26m

The Valley Wallblake Intl

Sun 1/18

3:03 pm-11:59 pm

1 stop9h 56m

$580

OrlandoThe Valley

MCO - AXA

MCOAXA

Orlando

Wed 11/26

8:00 am-5:01 pm

1 stop8h 01m

The Valley Wallblake Intl

Wed 12/3

3:03 pm-11:59 pm

1 stop9h 56m

$665

OrlandoThe Valley

MCO - AXA

MCOAXA

Orlando

Mon 12/1

9:10 am-5:01 pm

1 stop6h 51m

The Valley Wallblake Intl

Sun 12/7

5:20 pm-11:59 pm

1 stop7h 39m

$745

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Best time to book a flight from Orlando to Anguilla

Have a flexible travel schedule? Discover the best time to fly to Anguilla from Orlando with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Orlando Airport to Anguilla
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Anguilla

Get insights into the airlines that provide service to Anguilla. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Anguilla. Reviews last updated November 3, 2025.
Read reviews from past customers who have flown American Airlines from Orlando Airport to Anguilla. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,038 reviews

Crew

8.0

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Food

6.4

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
11,038 reviews
American Airlines
7.2
Good
11,038 reviews

Crew

8.0

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Food

6.4

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Related info for your journey

Find useful and relevant information for your journey from Orlando to Anguilla. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Orlando Airport to Anguilla?

    There are many flights that can get you from Orlando Airport to Anguilla in 7h 26m. Fly via American Airlines to get the fastest option. The distance between Orlando Airport and Anguilla is about 1353 mi.

  • Can I find deals for flights from Orlando to Anguilla that include hotel bookings?

    Yes. In addition to deals on Orlando to Anguilla flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Anguilla?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Anguilla.

  • Can I find deals for business class flights from Orlando to Anguilla?

    Yes. Cheapflights offers flight deals from Orlando to Anguilla by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Top airline flying from Orlando to Anguilla

Discover the top airline that operate flights from Orlando to Anguilla. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$524Average$694FlexibilityNo cancel feeOn-time71%

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