Flights To Anguilla - Cheap Flights Starting at CA $210

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How Much Does it Cost To Fly To Anguilla?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Dec 4 - Mon, Dec 8
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $414 Roundtrip, just found
CA $414
Roundtrip
just found
Select World Ticket Ltd flight, departing Thu, Dec 4 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Dec 8, priced at CA $414 just found
Thu, Nov 20 - Sun, Nov 23
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $415 Roundtrip, found 1 day ago
CA $415
Roundtrip
found 1 day ago
Select World Ticket Ltd flight, departing Thu, Nov 20 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Sun, Nov 23, priced at CA $415 found 1 day ago
Thu, Nov 6 - Thu, Nov 13
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $423 Roundtrip, found 17 hours ago
CA $423
Roundtrip
found 17 hours ago
Select World Ticket Ltd flight, departing Thu, Nov 6 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Thu, Nov 13, priced at CA $423 found 17 hours ago
Thu, Dec 4 - Mon, Dec 8
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $433 Roundtrip, just found
CA $433
Roundtrip
just found
Select Hahn Air Systems flight, departing Thu, Dec 4 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Dec 8, priced at CA $433 just found
Thu, Nov 6 - Thu, Nov 13
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $442 Roundtrip, found 17 hours ago
CA $442
Roundtrip
found 17 hours ago
Select World Ticket Ltd flight, departing Thu, Nov 6 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Thu, Nov 13, priced at CA $442 found 17 hours ago
Thu, Dec 4 - Mon, Dec 8
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $451 Roundtrip, just found
CA $451
Roundtrip
just found
Select Hahn Air Systems flight, departing Thu, Dec 4 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Dec 8, priced at CA $451 just found
Thu, Nov 20 - Sun, Nov 23
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $452 Roundtrip, found 1 day ago
CA $452
Roundtrip
found 1 day ago
Select Hahn Air Systems flight, departing Thu, Nov 20 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Sun, Nov 23, priced at CA $452 found 1 day ago
Thu, Nov 6 - Thu, Nov 13
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $459 Roundtrip, found 17 hours ago
CA $459
Roundtrip
found 17 hours ago
Select Hahn Air Systems flight, departing Thu, Nov 6 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Thu, Nov 13, priced at CA $459 found 17 hours ago
OriginDestinationTravel datesFlights from*
SXMThe ValleyDecember 4 to December 8CA $414
MIAThe ValleyDecember 26 to January 2CA $1,761
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Rendezvous Bay Hotel
3.5-star property

Rendezvous Bay Hotel

Dec 18 - Dec 25

7 night stay

Toronto (YYZ) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Price was CA $3,607, price is now CA $2,983 per person
CA $2,983
per person
found 1 day ago
Sheriva Luxury Villas and Suites
4.0-star property

Sheriva Luxury Villas and Suites

Nov 16 - Nov 20

4 night stay

Montreal (YMQ) to The Valley (AXA)

Air Canada • Non-stop • Coach

The Valley (AXA) to Montreal (YMQ)

WestJet • Non-stop • Coach
Price was CA $19,410, price is now CA $15,689 per person
CA $15,689
per person
found 1 day ago
CEBLUE LUXURY VILLAS
5.0-star property

CEBLUE LUXURY VILLAS

Jan 13 - Jan 19

6 night stay

Montreal (YUL) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Price was CA $6,361, price is now CA $5,272 per person
CA $5,272
per person
found 13 hours ago
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Travelers ❤️ These Anguilla 🏨

Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay, West End Village
Stay at this 5-star luxury resort in West End Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Meads Bay Beach and Meads Bay Pond are located nearby.
9.6/10 Exceptional! (237 reviews)
Best place we have been to. The hospitality, staff, food, and the beach was the best. You feel safe in and out of the water lol. The manager David and Chavez made sure all went well. Definitely coming back!

Reviewed on Aug 11, 2025

Opens in a new windowFour Seasons Resort and Residences Anguilla
Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

5 out of 5
Rendezvous Bay, Rendezvous Bay
Book a stay at this beach resort in Rendezvous Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Aurora International Golf Club and Rendezvous Bay Beach are located nearby.
9.6/10 Exceptional! (177 reviews)
Beautiful place, beautiful people! Excellent resort for a family vacation.

Reviewed on Oct 25, 2025

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

Anguilla Great House Beach Resort

4 out of 5
Rendezvous Bay, Rendezvous Bay
Stay at this 4-star beach hotel in Rendezvous Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rendezvous Bay Beach and Aurora International Golf Club are located nearby.
7.8/10 Good! (254 reviews)
Friendly, breakfast cimplimentary, great beach to swim. Power went out 2x. Once in mid nite, pitch black, could not even see in room

Reviewed on Oct 26, 2025

Opens in a new windowAnguilla Great House Beach Resort
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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
Stay at this 5-star luxury resort in Maunday's Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maundays Bay and Cove Bay are located nearby.
9.4/10 Exceptional! (133 reviews)
Beautiful property with crystal clear water and awesome sand beach. Service was amazing and food was some of the best we have ever eaten!

Reviewed on Aug 13, 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.

Frequently asked questions

How much is the cheapest flight to Anguilla?
A roundtrip flight to Anguilla cost as little as CA $414 over the last seven days. When you're ready to book, we'll help you find an amazing deal. This price was available on Travelocity for flights to Anguilla departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Anguilla?
Find your ideal fare with one of the 15 airlines that fly to Anguilla. If you're staying in The Valley, let Anguilla Air Services whisk you away to this lively city to explore its top sights. This popular carrier offers 30 flights there per month.
What is the cheapest month to fly to Anguilla?
If you've been dreaming of a break in Anguilla, December is the cheapest month to make your way there. This is according to Travelocity's direct return flight demand between January and December last year. Pick your preferred travel dates and lock in your seat today.
How can I check my flight status to Anguilla?
There are a couple of handy ways to look up your flight status. You can find all the necessary info in our "Trips" portal, which is located at the top right of our homepage. Log in or open a new account — you'll then be able to browse and manage your bookings whenever you need. If you're already on the go, the Travelocity app can also help you look up the status of your flight to Anguilla, as well as share details with any members of your family flying with you.
How do I find the best deals on flights to Anguilla?
Being flexible with your travel dates is one way to land an awesome deal. Travelocity makes it a piece of cake to find your ideal fare through the "Flexible dates" function. First, search for your flight to Anguilla, then compare prices for surrounding days by clicking the "Flexible dates" dropdown box above. Booking earlier and avoiding vacation periods are some other suggestions. In the last seven days, the best price for a return flight to Anguilla was CA $414. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Anguilla with Travelocity?
Pack your bags and get set for an awesome vacation with Travelocity. It's our job to track down fantastic deals on cheap flights to Anguilla. Whether you're seeking flexible airfares or cheap family flights from low-cost carriers, we've got you covered.
How much is a flight to Anguilla on average?
Passengers were picking up roundtrip flights to Anguilla for between CA $414 and CA $1,761 with Travelocity in the last seven days. Whether you're planning to fly economy or first class, we'll help you get a fantastic deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Destinations in Anguilla

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.