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Anguilla

$441+ Cheap flights from Orlando (MCO) to Anguilla

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — AXA
Jul 21 — Jul 281
Tue 7/21
Tue 7/28
1 adult, Economy
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Cheap 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 June 21, 2026.

This American Airlines deal was found by Cheapflights users on 6/18. 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 7/187:34 am
MCO
-
AXA
1 stop5h 42m
American Airlines
Sat 7/251:56 pm
AXA
-
MCO
1 stop10h 03m
American Airlines
Deal found 6/18$746
This American Airlines deal was found by Cheapflights users on 6/16. 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.
Tue 6/307:34 am
MCO
-
AXA
1 stop8h 41m
American Airlines
Fri 7/104:59 pm
AXA
-
MCO
1 stop7h 00m
American Airlines
Deal found 6/16$821
This American Airlines deal was found by Cheapflights users on 6/17. 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.
Tue 6/307:34 am
MCO
-
AXA
1 stop8h 41m
American Airlines
Thu 7/94:59 pm
AXA
-
MCO
1 stop7h 00m
American Airlines
Deal found 6/17$846
This American Airlines deal was found by Cheapflights users on 6/19. 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.
Fri 7/311:02 am
MCO
-
AXA
1 stop5h 17m
American Airlines
Tue 7/71:51 pm
AXA
-
MCO
1 stop6h 10m
American Airlines
Deal found 6/19$871
This American Airlines deal was found by Cheapflights users on 6/18. 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.
Thu 7/27:34 am
MCO
-
AXA
1 stop8h 45m
American Airlines
Mon 7/64:59 pm
AXA
-
MCO
1 stop7h 00m
American Airlines
Deal found 6/18$906
This American Airlines deal was found by Cheapflights users on 6/16. 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.
Fri 7/317:34 am
MCO
-
AXA
1 stop5h 37m
American Airlines
Fri 8/72:12 pm
AXA
-
MCO
1 stop10h 16m
American Airlines
Deal found 6/16$1,178

Find flight deals from Orlando to Anguilla

Keep the following information in mind while searching for Orlando to Anguilla flight deals. Data was last updated June 21, 2026.

Round-trip from

$746
(American Airlines)

One-way from

$441
(American Airlines)
From Orlando to Anguilla
Search Deals
One-way flight 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 June 21, 2026.
Use the filters below to find and compare flights from Orlando Airport to Anguilla that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OrlandoThe Valley

MCO - AXA

MCOAXA

Orlando

Fri 7/3

11:02 am-4:19 pm

1 stop5h 17m

The Valley Wallblake Intl

Tue 7/7

1:51 pm-8:01 pm

1 stop6h 10m

$871

OrlandoThe Valley

MCO - AXA

MCOAXA

Orlando

Fri 7/31

7:34 am-1:11 pm

1 stop5h 37m

The Valley Wallblake Intl

Fri 8/7

2:12 pm-12:28 am

1 stop10h 16m

$1,178

OrlandoThe Valley

MCO - AXA

MCOAXA

Orlando

Fri 7/31

5:01 am-5:35 pm

2 stops12h 34m

The Valley Wallblake Intl

Fri 8/7

9:46 am-10:00 pm

2 stops12h 14m

$1,350

OrlandoThe Valley

MCO - AXA

MCOAXA

Orlando

Sat 7/18

8:55 am-5:35 pm

2 stops32h 40m

The Valley Wallblake Intl

Sat 7/25

9:46 am-2:43 pm

3 stops28h 57m

$1,733

OrlandoThe Valley

MCO - AXA

MCOAXA

Orlando

Fri 7/31

7:05 pm-5:35 pm

3 stops22h 30m

The Valley Wallblake Intl

Fri 8/7

9:46 am-4:04 pm

2 stops30h 18m

$1,763

OrlandoThe Valley

MCO - AXA

MCOAXA

Orlando

Fri 7/3

7:05 pm-5:35 pm

3 stops22h 30m

The Valley Wallblake Intl

Tue 7/7

9:46 am-11:22 pm

2 stops13h 36m

$2,007
Cheapest one-way

OrlandoThe Valley

MCO - AXA

MCOAXA

Orlando

Fri 7/3

5:35 pm-12:00 pm

2 stops18h 25m

$441
Quickest one-way

OrlandoThe Valley

MCO - AXA

MCOAXA

Orlando

Fri 7/3

11:15 pm-4:40 pm

3 stops17h 25m

$544

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/19

Sorted by cheapest first

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 June 21, 2026.
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
7.1
Good
11,723 reviews

Overall

7.1

Comfort

7.2

Entertainment

6.8

Boarding

7.5

Food

6.4

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
American Airlines
7.1
Good
11,723 reviews
American Airlines
7.1
Good
11,723 reviews

Overall

7.1

Comfort

7.2

Entertainment

6.8

Boarding

7.5

Food

6.4

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes

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 5h 17m. 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

Browse thousands of different options on Cheapflights for your next trip

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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 June 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$525Average$839FlexibilityNo cancel feeOn-time71%

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