Flights To Anguilla - Cheap Flights Starting at CA $206

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Anguilla featuring rocky coastline, a beach and tropical scenes

The Valley

Flights
The Valley

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, Aug. 28 - Tue, Sep. 2
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $404 Roundtrip, found 2 days ago
CA $404
Roundtrip
found 2 days ago
Select World Ticket Ltd flight, departing Thu, Aug. 28 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Tue, Sep. 2, priced at CA $404 found 2 days ago
Sat, Mar. 14 - Sat, Mar. 21
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $406 Roundtrip, found 6 days ago
CA $406
Roundtrip
found 6 days ago
Select World Ticket Ltd flight, departing Sat, Mar. 14 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Sat, Mar. 21, priced at CA $406 found 6 days ago
Wed, Nov. 26 - Fri, Dec. 5
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $407 Roundtrip, found 1 day ago
CA $407
Roundtrip
found 1 day ago
Select World Ticket Ltd flight, departing Wed, Nov. 26 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Fri, Dec. 5, priced at CA $407 found 1 day ago
Thu, Aug. 28 - Tue, Sep. 2
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $424 Roundtrip, found 2 days ago
CA $424
Roundtrip
found 2 days ago
Select World Ticket Ltd flight, departing Thu, Aug. 28 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Tue, Sep. 2, priced at CA $424 found 2 days ago
Wed, Nov. 26 - Fri, Dec. 5
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $425 Roundtrip, found 1 day ago
CA $425
Roundtrip
found 1 day ago
Select Hahn Air Systems flight, departing Wed, Nov. 26 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Fri, Dec. 5, priced at CA $425 found 1 day ago
Thu, Aug. 28 - Tue, Sep. 2
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $440 Roundtrip, found 2 days ago
CA $440
Roundtrip
found 2 days ago
Select Hahn Air Systems flight, departing Thu, Aug. 28 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Tue, Sep. 2, priced at CA $440 found 2 days ago
Sat, Mar. 14 - Sat, Mar. 21
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $441 Roundtrip, found 6 days ago
CA $441
Roundtrip
found 6 days ago
Select Hahn Air Systems flight, departing Sat, Mar. 14 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Sat, Mar. 21, priced at CA $441 found 6 days ago
Wed, Nov. 26 - Fri, Dec. 5
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $443 Roundtrip, found 1 day ago
CA $443
Roundtrip
found 1 day ago
Select Hahn Air Systems flight, departing Wed, Nov. 26 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Fri, Dec. 5, priced at CA $443 found 1 day ago
OriginDestinationTravel datesFlights from*
SXMThe ValleyAugust 28 to September 2CA $404
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Anguilla Great House Beach Resort
4.0-star property

Anguilla Great House Beach Resort

Aug 23 - Aug 28

5 night stay

Toronto (YYZ) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
Malliouhana Resort Anguilla
5.0-star property

Malliouhana Resort Anguilla

Aug 10 - Aug 14

4 night stay

Toronto (YYZ) to The Valley (AXA)

WestJet • Roundtrip • Coach
per person
found 1 day ago
Zemi Beach House, LXR Hotels & Resorts
5.0-star property

Zemi Beach House, LXR Hotels & Resorts

Aug 10 - Aug 14

4 night stay

Toronto (YYZ) to The Valley (AXA)

WestJet • Roundtrip • Coach
per person
found 1 day 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 Pond and Meads Bay are located nearby.
9.6/10 Exceptional! (225 reviews)
"Great resort. Exceptional service."

Reviewed on Jul. 23, 2025

Four 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! (163 reviews)
Best Trip Ever!
"This was the most AMAZING family trip we have ever taken, and we’ve been to lots of different Caribbean islands. The resort, and the beach were beyond words beautiful. On top of that the staff went above and beyond to make our stay the best ever. We look forward to coming back!"

Reviewed on Jul. 28, 2025

Aurora Anguilla Resort & Golf Club
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! (132 reviews)
"Phenomenal service coupled with a friendly staff."

Reviewed on Jul. 25, 2025

Cap Juluca, A Belmond Hotel, Anguilla
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Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East, Shoal Bay
Stay at this 5-star luxury resort in Shoal Bay. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Shoal Bay Beach and Scrub Island are located nearby.
9.6/10 Exceptional! (235 reviews)
Semi Relaxing house
"You get what you paid for from this hotel and on the island you do not want to cheap out on your sleeping arrangements. Got to use the gym it was adequate for a hotel. It is a Hilton related property so you can get Hilton credit, turn down service with cookies. Resort is pretty far away from everything ..."

Reviewed on Jul. 21, 2025

Zemi Beach House, LXR Hotels & Resorts
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 $404 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 12 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, August 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 $404. 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 $404 and CA $443 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.