Flights To Anguilla - Cheap Flights Starting at CA $209

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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.

Wed, Oct 1 - Mon, Oct 6
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $411 Roundtrip, found 2 days ago
CA $411
Roundtrip
found 2 days ago
Select World Ticket Ltd flight, departing Wed, Oct 1 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Oct 6, priced at CA $411 found 2 days ago
Wed, Oct 1 - Mon, Oct 6
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $430 Roundtrip, found 2 days ago
CA $430
Roundtrip
found 2 days ago
Select World Ticket Ltd flight, departing Wed, Oct 1 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Oct 6, priced at CA $430 found 2 days ago
Wed, Oct 1 - Mon, Oct 6
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $446 Roundtrip, found 2 days ago
CA $446
Roundtrip
found 2 days ago
Select Hahn Air Systems flight, departing Wed, Oct 1 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Oct 6, priced at CA $446 found 2 days ago
Sun, Mar 22 - Sun, Apr 5
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $799 Roundtrip, found 4 days ago
CA $799
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Mar 22 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sun, Apr 5, priced at CA $799 found 4 days ago
Sun, Mar 22 - Sun, Apr 5
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $806 Roundtrip, found 4 days ago
CA $806
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Mar 22 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sun, Apr 5, priced at CA $806 found 4 days ago
Sun, Mar 22 - Sun, Apr 5
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $901 Roundtrip, found 4 days ago
CA $901
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Mar 22 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sun, Apr 5, priced at CA $901 found 4 days ago
Sun, Mar 22 - Sun, Apr 5
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $908 Roundtrip, found 4 days ago
CA $908
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Mar 22 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sun, Apr 5, priced at CA $908 found 4 days ago
Sun, Mar 22 - Sun, Apr 5
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $953 Roundtrip, found 4 days ago
CA $953
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Mar 22 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sun, Apr 5, priced at CA $953 found 4 days ago
OriginDestinationTravel datesFlights from*
SXMThe ValleyOctober 1 to October 6CA $411
MIAThe ValleyNovember 7 to November 11CA $970
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Coralito Bay Suites & Villas
3.5-star property

Coralito Bay Suites & Villas

Nov 29 - Dec 6

7 night stay

Toronto (YTO) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Price was CA $2,385, price is now CA $1,898 per person
CA $1,898
per person
found 14 hours ago
Aurora Anguilla Resort & Golf Club
5.0-star property

Aurora Anguilla Resort & Golf Club

Nov 29 - Dec 6

7 night stay

Toronto (YTO) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Price was CA $4,724, price is now CA $3,225 per person
CA $3,225
per person
found 14 hours ago
Malliouhana Resort Anguilla
5.0-star property

Malliouhana Resort Anguilla

Nov 29 - Dec 6

7 night stay

Toronto (YTO) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Price was CA $8,507, price is now CA $6,415 per person
CA $6,415
per person
found 14 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! (168 reviews)
"I like everything there! Except prices for food! It’s very expensive"

Reviewed on Aug. 23, 2025

Opens in a new windowAurora Anguilla Resort & Golf Club
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! (240 reviews)
"Transportation for outside activity is limited. taxis are at least 30 USD one way. One round-trip outside venture would pay for a rental car."

Reviewed on Aug. 9, 2025

Opens in a new windowZemi Beach House, LXR Hotels & Resorts
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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 $411 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, October 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 $411. 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 $411 and CA $970 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.