$199 Cheap flights to Anguilla

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Top places to visit in Anguilla

Cheap flights to Anguilla from $199 One Way, $297 Round Trip

$297 return flights and $199 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.

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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
SXMThe ValleyNovember 29 to November 29$297
EWRThe ValleyNovember 29 to December 3$558
MIAThe ValleyNovember 28 to December 4$659
JFKThe ValleyNovember 29 to December 5$717
LAXThe ValleyNovember 28 to December 6$765
*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 Aurora International Golf Club and ...
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
The price is $498 total per night from Nov 27 to Nov 28
$498 total
per night
Nov 27 - Nov 28
Book a stay at this beach hotel in West End Village. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Meads Bay Pond and Meads Bay are ...
9.4/10 Exceptional! (108 reviews)
Every room here has an ocean view. The entire staff is amazing. Theu will do anything for you to make your stay as stressfree as possible for you. You cannot beat the beach this resort is sitting on. If you want a laid back peaceful place to stay, look no further!

Reviewed on Oct 26, 2025

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 Aurora Anguilla Entertainment Complex and Cove ...
8/10 Very Good! (40 reviews)
Great resort for a peaceful getaway. We had a great time.

Reviewed on Aug 18, 2025

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
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Anguilla Vacation Rental  Short Term / Long Term

Anguilla Vacation Rental Short Term / Long Term

Mount Fortune East End
The price is $252 total per night from Nov 27 to Nov 28
$252 total
per night
Nov 27 - Nov 28
Stay at this apartment in East End Village. Enjoy a garden, laundry facilities, and patios. Popular attractions Savanna Bay Beach and Heritage Collection are ...
Excellent
Excellent we love to stay there comfortable hace everything you need good owners taking care of you

Reviewed on Aug 7, 2017

Opens in a new windowAnguilla Vacation Rental Short Term / Long Term
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
The price is $1,273 total per night from Dec 1 to Dec 2
$1,273 total
per night
Dec 1 - Dec 2
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! (239 reviews)
The staff was super helpful and friendly!! They helped us navigate and assisted with reservations! They were always ready to help in any way possible

Reviewed on Nov 15, 2025

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
The price is $406 total per night from Dec 23 to Dec 24
$406 total
per night
Dec 23 - Dec 24
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 ...
8/10 Very Good! (257 reviews)
clean and comfy, very quaint and serene environment, right on the beach

Reviewed on Nov 20, 2025

Opens in a new windowAnguilla Great House Beach Resort
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay Rendezvous Bay
The price is $828 total per night from Dec 2 to Dec 3
$828 total
per night
Dec 2 - Dec 3
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! (182 reviews)
My wife and I arrived at Aurora Anguilla Resort & Golf Club on November 15, and our stay has been nothing short of exceptional. From the warm welcome by bellman Kevin, who greeted us by name, to Zenobia’s smooth check-in with rum punches and cool towels, the service was impeccable. Our ocean-view ...

Reviewed on Nov 21, 2025

Opens in a new windowAurora Anguilla Resort & Golf Club
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Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
The price is $1,716 total per night from Dec 7 to Dec 8
$1,716 total
per night
Dec 7 - Dec 8
Book a stay at this luxury resort in Maunday's Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maundays Bay and Cove Bay are located ...
9.4/10 Exceptional! (136 reviews)
From the moment I arrived, every detail, every interaction, and every experience felt intentional, warm, and above and beyond. The staff truly make this paradise exceptional. Maury, Sawnie, Yoann, and Shadae at Uchu Restaurant delivered some of the most attentive and personalized service I’ve ever ...

Reviewed on Nov 19, 2025

Opens in a new windowCap Juluca, A Belmond Hotel, Anguilla
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
Fully refundableReserve now, pay when you stay
The price is $794 total per night from Dec 3 to Dec 4
$794 total
per night
Dec 3 - Dec 4
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! (243 reviews)

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

Travelers say...
Wonderful hotel!! Everything about this place is highly recommended. We will be back!

Reviewed on Nov 23, 2025

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
The price is $1,423 total per night from Nov 26 to Nov 27
$1,423 total
per night
Nov 26 - Nov 27
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 Pond and Meads ...
9.4/10 Exceptional! (89 reviews)

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

Travelers say...
A beautiful property on Meads bay. Great service. Restaurant is a wellness comparing to Four Seasons nearby

Reviewed on Aug 2, 2025

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
The price is $1,273 total per night from Dec 1 to Dec 2
$1,273 total
per night
Dec 1 - Dec 2
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! (239 reviews)

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

Travelers say...
The staff was super helpful and friendly!! They helped us navigate and assisted with reservations! They were always ready to help in any way possible

Reviewed on Nov 15, 2025

Opens in a new windowFour Seasons Resort and Residences Anguilla
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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 Aurora Anguilla Entertainment Complex and Cove ...
8/10 Very Good! (40 reviews)

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

Travelers say...
Great resort for a peaceful getaway. We had a great time.

Reviewed on Aug 18, 2025

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

Finding cheap flights to Anguilla is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Anguilla flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Anguilla through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Anguilla—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Anguilla flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Anguilla with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

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.