$150 Cheap flights to Anguilla

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Top places to visit in Anguilla

Cheap flights to Anguilla from $150 One Way, $295 Round Trip

$295 return flights and $150 one-way flights to Anguilla were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
BWIThe ValleyMarch 20 to March 27$810
SJUThe ValleyMarch 21 to March 24$846
EWRThe ValleyMarch 22 to March 26$911
JFKThe ValleyMarch 22 to March 25$1,024
MIAThe ValleyMarch 20 to March 22$1,081
BOSThe ValleyMarch 20 to March 23$1,132
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Anguilla Accommodation Deals

Anacaona Boutique Hotel

Anacaona Boutique Hotel

4 out of 5
Meads Bay West End Village
Book a stay at this spa hotel in West End Village. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Meads Bay and Aurora International ...
8.4/10 Very Good! (94 reviews)
Nice and Economical Hotel in Great Location
My wife and I have stayed twice at Anacaona. Went went back because we enjoyed it so much the first time. It is a great value for the money; the staff is very nice; the rooms are very comfortable (we love the view from our balcony); it is an easy and pleasant walk to probably the best beach in Anguilla; ...

Reviewed on May 5, 2017

Opens in a new windowAnacaona Boutique Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our Top Anguilla Apartment Hotels

Carimar Beach Club

Carimar Beach Club

3.5 out of 5
Meads Bay West End Village
Book a stay at this beach hotel in West End Village. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Meads Bay and Meads Bay Pond are ...
9.4/10 Exceptional! (109 reviews)
Great location, clean and perfect beach!

Reviewed on Feb 23, 2026

Opens in a new windowCarimar Beach Club
Paradise Cove Resort

Paradise Cove Resort

2.5 out of 5
Paradise Drive, The Cove Cove Bay
Book a stay at this golf hotel in Cove Bay. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Meads Bay and Cove Bay are located nearby.
Opens in a new windowParadise Cove Resort
Anguilla Breeze

Anguilla Breeze

4 out of 5
Island Harbour Island Harbour
Stay at this villa in Island Harbour. Enjoy free WiFi, free parking, and private pools. Popular attractions Captain's Bay Beach and Savanna Bay Beach are located ...
Opens in a new windowAnguilla Breeze
Save an average of 15% on thousands of hotels when you're signed in
Anguilla's Bird of Paradise

Anguilla's Bird of Paradise

4.5 out of 5
Sandy Hill Beach The Valley
Book a stay at this luxury villa in The Valley. Enjoy 2 outdoor pools, breakfast (surcharge), and onsite spa services. Popular attractions Sandy Hill Beach and ...
Opens in a new windowAnguilla's Bird of Paradise
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Score Epic Anguilla Accommodation Deals

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
$1,594 nightly
The price is $1,775 total per night from Apr 19 to Apr 20
$1,775 total
Apr 19 - Apr 20
Total with taxes and fees
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (247 reviews)
Great Service!!!

Reviewed on Feb 4, 2026

Opens in a new windowFour Seasons Resort and Residences Anguilla
Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay Rendezvous Bay
$209 nightly
The price is $236 total per night from Apr 1 to Apr 2
$236 total
Apr 1 - Apr 2
Total with taxes and fees
Book a stay at this beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (297 reviews)
The location is great, very quiet and beautiful. The staff are not friendly or helpful. They do the minimum to get buy.

Reviewed on Mar 15, 2026

Opens in a new windowAnguilla Great House Beach Resort
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
$1,804 nightly
The price is $2,017 total per night from Apr 16 to Apr 17
$2,017 total
Apr 16 - Apr 17
Total with taxes and fees
Book a stay at this luxury resort in Maunday's Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Meads Bay and Maundays Bay are located ...
9.6/10 Exceptional! (137 reviews)
Besides the obvious natural beauty of the property, the beachfront’s glorious views, the fine restaurants and food, it is the warm, inviting and outgoing staff that sets Cap Juluca apart. It is one of a kind on the island, in a class by itself.

Reviewed on Feb 2, 2026

Opens in a new windowCap Juluca, A Belmond Hotel, Anguilla
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Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
$1,432 nightly
The price is $1,599 total per night from Apr 13 to Apr 14
$1,599 total
Apr 13 - Apr 14
Total with taxes and fees
Book a stay at this luxury resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (194 reviews)
Beautiful oceanfront hotel with two golf courses, amazing restaurants, quiet pool area an the a waterpark for kids.

Reviewed on Mar 16, 2026

Opens in a new windowAurora Anguilla Resort & Golf Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Anguilla

Zemi Beach House, LXR Hotels & Resorts
Great for families

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East Shoal Bay
$1,330 nightly
The price is $1,482 total per night from Apr 15 to Apr 16
$1,482 total
Apr 15 - Apr 16
Total with taxes and fees
Book a stay at this luxury resort in Shoal Bay. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (256 reviews)

Families like: Outdoor pools, kids club, game room, babysitting

Travelers say...
Wonderful, friendly staff, delicious food choices, clean rooms

Reviewed on Feb 24, 2026

Opens in a new windowZemi Beach House, LXR Hotels & Resorts
Malliouhana Resort Anguilla
Great for families

Malliouhana Resort Anguilla

5 out of 5
Malliouhana West End Village
$1,589 nightly
The price is $1,796 total per night from Apr 5 to Apr 6
$1,796 total
Apr 5 - Apr 6
Total with taxes and fees
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Popular attractions Meads Bay and Meads Bay ...
9.4/10 Exceptional! (93 reviews)

Families like: Outdoor pools, playground, babysitting, on the beach

Travelers say...
Beaches are unmatched but disappointed in the property given how expensive it is.

Reviewed on Feb 16, 2026

Opens in a new windowMalliouhana Resort Anguilla
Four Seasons Resort and Residences Anguilla
Great for families

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
$1,594 nightly
The price is $1,775 total per night from Apr 19 to Apr 20
$1,775 total
Apr 19 - Apr 20
Total with taxes and fees
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (247 reviews)

Families like: Outdoor pools, kids club, playground, game room

Travelers say...
Great Service!!!

Reviewed on Feb 4, 2026

Opens in a new windowFour Seasons Resort and Residences Anguilla
Save an average of 15% on thousands of hotels when you're signed in
Paradise Cove Resort
Great for families

Paradise Cove Resort

2.5 out of 5
Paradise Drive, The Cove Cove Bay
Book a stay at this golf hotel in Cove Bay. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Meads Bay and Cove Bay are located nearby.

Families like: Kids pool, kitchen, babysitting, close to beach

Opens in a new windowParadise Cove Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Anguilla

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You can now book flights to Anguilla on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Anguilla flights.

Discounted tickets available for flights to Anguilla

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Anguilla flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

Orbitz offers discounted Anguilla flights

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Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Anguilla. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Anguilla flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

Frequently asked questions

Which airlines fly to Anguilla?
You can search, compare and book flights from 14 airlines offering services to Anguilla. So fasten your seat belt. Your flight to Clayton J. Lloyd Intl. Airport (AXA) is ready for boarding with one of these top international carriers:

  • Anguilla Air Services - 70 flights to Anguilla per month
  • American Airlines - 1 flights to Anguilla per month

What is the best airport to fly to in Anguilla?
Clayton J. Lloyd Intl. Airport (AXA) is the major gateway for this popular region. Once you've walked out of the terminal, the options are endless when it comes to discovering Anguilla.
How much is a flight to Anguilla?
Return flights to Anguilla this last week ranged from $295 to $1,132. If you were traveling one-way from Saint Martin (SXM), you could have scored ticket prices from just $150.
How to book the cheapest flight to Anguilla?
With some of the most impressive flight deals around, you can jet for less with Orbitz. The following pointers will help you snap up cheap flights to Anguilla — and leave you with more cash to splash:

  • Depending on where you're leaving from, select the 'Nearby airports' function (located under the departure and arrival form fields). In some instances, alternative departure points will have more competitive fares.
  • If you're flexible with your itinerary, click on the 'Show flexible dates' link. It'll display the flight deals for the days around your selected departure. Airfares often vary depending on what day it is.
  • Select 'Show options' to fine tune your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even select whether you'd like to fly in the morning, afternoon or evening.
  • Book your fare as soon as you've sorted your travel dates. While you can get lucky once in a while, flights rarely get more affordable as your date of departure approaches.
  • Bundle your flights, hotels and car rentals into a competitive package deal. Save your dollars for things you're really excited about, like discovering every corner of Anguilla.
  • If practical, don't travel in peak seasons. Airfares usually surge during school breaks, summer and around other vacation times like Easter and Thanksgiving.

What is the best time to book a flight to Anguilla?
Generally speaking, the cheapest time to reserve a plane ticket is January. This is followed by February and August. When searching for a cheap flight to Anguilla, it's always good to be ready to book. Cheap deals emerge suddenly and don't wait around!
What day of the week is the cheapest to book a flight to Anguilla?
When it comes to cheap airfares to Anguilla, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. An unbeatable flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Anguilla?
You can grab cheap flights to Anguilla by hopping on a plane on a Monday, according to Orbitz data from 2020. Tuesday is also more affordable, while Saturday has the most expensive airfares. Whether you prefer to save cash or take off whenever is convenient, you'll always find a good deal with Orbitz.
What is the cheapest month to fly to Anguilla?
We won't keep you in suspense — based on Orbitz data, August is generally the cheapest month to fly. Ideal for those who crave a weekend getaway or just a break from it all before the weather turns. Be aware that the costliest time to fly is the height of summer, with airfares at their highest in June.
Which airlines allow free cancellation?
Orbitz makes it a cinch to find airlines offering fare flexibility. Simply select "Filter by flexible change policies" when searching for your Anguilla flights and bada bing! You'll see options that include free cancellation, no change fees and of course, an irresistible low price.
What do I need for the flight to Anguilla?
Whether you're a frequent flyer or it's your first time on a plane, it's always great to be organized when you travel. Here are several tips and things to take into account:

  • Make sure you've got your travel papers and some identification. For overseas journeys, you'll need to take your passport. When booking your tickets, always use the same name, gender and birth date as written on your current ID.
  • A properly packed carry-on bag is just the ticket for a great flight experience. Given your flight to Anguilla is no short hop, take a few snacks and activities to keep you occupied. A good book or magazine is sure to help you pass the time.
  • Aeroplane cabins can often get chilly. If you decide to fly during the peak of the Anguilla summer, make sure you carry a sweater on board to keep comfortable.

How many direct flights are there to Anguilla?
Head to Anguilla quickly on one of the 10 direct flights that touch down here each month. For a more comfortable trip, take a peek at the nonstop services from Anguilla Air Services.
How do I get cheap first-class/business deals to Anguilla?
There are ways of booking first or business-class tickets to Anguilla that won't burn a hole through your savings. Bag a seat at the front of the plane for less with these great tips:

  • Be flexible with your travel dates and wait for huge sales on first or business-class airfares.
  • Budget airlines offer business-class seating at a fraction of the normal price. Ditch the full-service carriers and go with one of these cheaper options.
  • Make the most of your airline's rewards program and upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

What is the best time to go to Anguilla?
If you'd like to immerse yourself in the culture of Anguilla in the peak season, February, March and May are the prime months to visit. June 20 signals the start of the summer season in the Northern Hemisphere and is an awesome time to travel if you relish the great outdoors. Around this time of year, average daily temperatures normally range from 80 ºF to 80 ºF.
Travel tips for Anguilla

  • Playa Dorada is just one of many must-see's during your journey to Anguilla. Secure a car rental and enjoy the convenience of discovering this well-known attraction — and loads of others — at your own pace.
  • If you like the fun and action of major cities, begin your adventure in West End Village. This cool destination is the first port of call for many travelers to the area.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.