
$152 Cheap flights to Anguilla
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Top places to visit in Anguilla
Cheap flights to Anguilla from $152 One Way, $298 Round Trip
$298 return flights and $152 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
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| SXM | The Valley | January 17 to January 18 | $298 |
| MIA | The Valley | January 18 to January 28 | $543 |
| BOS | The Valley | January 17 to January 24 | $685 |
| BWI | The Valley | January 16 to January 19 | $685 |
| SJU | The Valley | January 16 to January 18 | $822 |
| EWR | The Valley | January 17 to January 23 | $874 |
| JFK | The Valley | January 18 to January 23 | $933 |
Find The Perfect Hotel For After Your Flight
Score Epic Anguilla Accommodation Deals

Anacaona Boutique Hotel
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
Our Top Anguilla Apartment Hotels

Carimar Beach Club
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

Paradise Cove Resort
Great resort for a peaceful getaway. We had a great time.
Reviewed on Aug 18, 2025

Anguilla Breeze

Anguilla Vacation Rental Short Term / Long Term
Excellent we love to stay there comfortable hace everything you need good owners taking care of you
Reviewed on Aug 7, 2017
Score Epic Anguilla Accommodation Deals

Four Seasons Resort and Residences Anguilla
Fabulous hotel
Reviewed on Dec 28, 2025

Anguilla Great House Beach Resort
The best value on the island on the most beautiful beach
Reviewed on Dec 29, 2025

Cap Juluca, A Belmond Hotel, Anguilla
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

Malliouhana Resort Anguilla
Beautiful pool and grounds, beach is so nice and staff at hotel were great.
Reviewed on Nov 25, 2025
Family Friendly Hotels in Anguilla

Zemi Beach House, LXR Hotels & Resorts
Families like: Outdoor pools, kids club, game room, babysitting
The room was gorgeous, the grounds stunning, the staff was extremely friendly 10/10 recommend
Reviewed on Jan 7, 2026

Malliouhana Resort Anguilla
Families like: Outdoor pools, playground, babysitting, on the beach
Beautiful pool and grounds, beach is so nice and staff at hotel were great.
Reviewed on Nov 25, 2025

Four Seasons Resort and Residences Anguilla
Families like: Outdoor pools, kids club, playground, game room
Fabulous hotel
Reviewed on Dec 28, 2025

Paradise Cove Resort
Families like: Kids pool, kitchen, babysitting, close to beach
Great resort for a peaceful getaway. We had a great time.
Reviewed on Aug 18, 2025
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Anguilla
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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.





