Flights To Anguilla - Cheap Flights Starting at CA $295

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West End Village

Flights
West End Village

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.

Wed, Mar 3 - Wed, Mar 3
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $455 Roundtrip, found 6 days ago
CA $455
Roundtrip
found 6 days ago
Select World Ticket Ltd flight, departing Wed, Mar 3 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Wed, Mar 3, priced at CA $455 found 6 days ago
Wed, Mar 3 - Wed, Mar 3
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $491 Roundtrip, found 6 days ago
CA $491
Roundtrip
found 6 days ago
Select Hahn Air Systems flight, departing Wed, Mar 3 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Wed, Mar 3, priced at CA $491 found 6 days ago
Thu, Dec 17 - Tue, Dec 22
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $536 Roundtrip, found 6 days ago
CA $536
Roundtrip
found 6 days ago
Select World Ticket Ltd flight, departing Thu, Dec 17 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Tue, Dec 22, priced at CA $536 found 6 days ago
Sat, Nov 28 - Thu, Dec 3
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $540 Roundtrip, found 16 hours ago
CA $540
Roundtrip
found 16 hours ago
Select World Ticket Ltd flight, departing Sat, Nov 28 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Thu, Dec 3, priced at CA $540 found 16 hours ago
Sat, Feb 20 - Mon, Feb 22
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $550 Roundtrip, found 1 day ago
CA $550
Roundtrip
found 1 day ago
Select World Ticket Ltd flight, departing Sat, Feb 20 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Feb 22, priced at CA $550 found 1 day ago
Sat, Feb 20 - Mon, Feb 22
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $551 Roundtrip, found 1 day ago
CA $551
Roundtrip
found 1 day ago
Select World Ticket Ltd flight, departing Sat, Feb 20 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Feb 22, priced at CA $551 found 1 day ago
Thu, Dec 17 - Tue, Dec 22
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $555 Roundtrip, found 6 days ago
CA $555
Roundtrip
found 6 days ago
Select Hahn Air Systems flight, departing Thu, Dec 17 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Tue, Dec 22, priced at CA $555 found 6 days ago
Sat, Nov 28 - Thu, Dec 3
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $559 Roundtrip, found 16 hours ago
CA $559
Roundtrip
found 16 hours ago
Select Hahn Air Systems flight, departing Sat, Nov 28 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Thu, Dec 3, priced at CA $559 found 16 hours ago
Sat, Dec 12 - Sat, Dec 19
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $574 Roundtrip, found 4 days ago
CA $574
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Dec 12 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sat, Dec 19, priced at CA $574 found 4 days ago
Sat, Dec 5 - Sat, Dec 12
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $574 Roundtrip, found 2 days ago
CA $574
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Dec 5 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sat, Dec 12, priced at CA $574 found 2 days ago
Sat, Dec 12 - Sat, Dec 19
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $688 Roundtrip, found 4 days ago
CA $688
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Dec 12 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sat, Dec 19, priced at CA $688 found 4 days ago
Sat, Dec 5 - Sat, Dec 12
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $688 Roundtrip, found 2 days ago
CA $688
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Dec 5 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sat, Dec 12, priced at CA $688 found 2 days ago
OriginDestinationTravel datesFlights from*
SXMThe ValleyDecember 17 to December 22CA $536
*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 11 - Dec 18

7 night stay

Toronto (YTO) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $5,304, price is now CA $4,366 per person
CA $4,366
per person
found 1 day ago
Aurora Anguilla Resort & Golf Club
5.0-star property

Aurora Anguilla Resort & Golf Club

Oct 18 - Oct 25

7 night stay

Montreal (YUL) to The Valley (AXA)

WestJet • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $8,526, price is now CA $5,319 per person
CA $5,319
per person
found 12 hours ago
Malliouhana Resort Anguilla
5.0-star property

Malliouhana Resort Anguilla

Nov 13 - Nov 20

7 night stay

Toronto (YTO) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $8,175, price is now CA $6,222 per person
CA $6,222
per person
found 12 hours ago
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Travelers ❤️ These Anguilla 🏨

Anguilla Great House Beach Resort

Anguilla Great House Beach Resort

3.5 out of 5
Rendezvous Bay Rendezvous Bay
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 attractions Meads Bay and Rendezvous Bay Beach are located nearby.
8.2/10 Very good! (347 reviews)
"Quiet traditional hotel. Clean and food and property lovely and peaceful. The beach and view is amazing."

Reviewed on Sep 20, 2026

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

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
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. Popular attractions Meads Bay and Meads Bay Beach are located nearby.
Opens in a new windowFour Seasons Resort and Residences Anguilla
Cap Juluca, A Belmond Hotel, Anguilla

Cap Juluca, A Belmond Hotel, Anguilla

5 out of 5
Maundays Bay Maunday's Bay
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 nearby.
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
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. Popular attractions Meads Bay and Aurora International Golf Club are located nearby.
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.

Frequently asked questions

How much is the cheapest flight to Anguilla?
A roundtrip flight to Anguilla cost as little as CA $455 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 20 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, March 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 $455. 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 $455 and CA $688 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.