Flights To Anguilla - Cheap Flights Starting at CA $208

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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.

Fri, Feb 27 - Mon, Mar 2
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $409 Roundtrip, found 3 hours ago
CA $409
Roundtrip
found 3 hours ago
Select World Ticket Ltd flight, departing Fri, Feb 27 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Mar 2, priced at CA $409 found 3 hours ago
Sat, Dec 27 - Wed, Dec 31
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $411 Roundtrip, found 1 day ago
CA $411
Roundtrip
found 1 day ago
Select World Ticket Ltd flight, departing Sat, Dec 27 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Wed, Dec 31, priced at CA $411 found 1 day ago
Fri, Feb 27 - Mon, Mar 2
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $411 Roundtrip, found 3 hours ago
CA $411
Roundtrip
found 3 hours ago
Select World Ticket Ltd flight, departing Fri, Feb 27 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Mar 2, priced at CA $411 found 3 hours ago
Mon, Feb 23 - Fri, Feb 27
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $414 Roundtrip, found 4 days ago
CA $414
Roundtrip
found 4 days ago
Select World Ticket Ltd flight, departing Mon, Feb 23 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Fri, Feb 27, priced at CA $414 found 4 days ago
Mon, Jan 26 - Wed, Jan 28
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $428 Roundtrip, found 9 hours ago
CA $428
Roundtrip
found 9 hours ago
Select World Ticket Ltd flight, departing Mon, Jan 26 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Wed, Jan 28, priced at CA $428 found 9 hours ago
Sat, Dec 27 - Wed, Dec 31
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $430 Roundtrip, found 1 day ago
CA $430
Roundtrip
found 1 day ago
Select Hahn Air Systems flight, departing Sat, Dec 27 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Wed, Dec 31, priced at CA $430 found 1 day ago
Fri, Feb 27 - Mon, Mar 2
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $432 Roundtrip, found 3 hours ago
CA $432
Roundtrip
found 3 hours ago
Select Hahn Air Systems flight, departing Fri, Feb 27 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Mar 2, priced at CA $432 found 3 hours ago
Mon, Feb 23 - Fri, Feb 27
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $434 Roundtrip, found 4 days ago
CA $434
Roundtrip
found 4 days ago
Select Hahn Air Systems flight, departing Mon, Feb 23 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Fri, Feb 27, priced at CA $434 found 4 days ago
Fri, Feb 27 - Mon, Mar 2
SXM
Princess Juliana Intl.
AXA
Clayton J. Lloyd Intl.
CA $437 Roundtrip, found 3 hours ago
CA $437
Roundtrip
found 3 hours ago
Select World Ticket Ltd flight, departing Fri, Feb 27 from Princess Juliana Intl. to Clayton J. Lloyd Intl., returning Mon, Mar 2, priced at CA $437 found 3 hours ago
Wed, Feb 25 - Mon, Mar 2
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $462 Roundtrip, found 4 days ago
CA $462
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Feb 25 from Pearson Intl. to Clayton J. Lloyd Intl., returning Mon, Mar 2, priced at CA $462 found 4 days ago
Tue, Feb 24 - Tue, Mar 3
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $464 Roundtrip, found 2 days ago
CA $464
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Feb 24 from Pearson Intl. to Clayton J. Lloyd Intl., returning Tue, Mar 3, priced at CA $464 found 2 days ago
Tue, Dec 16 - Sun, Dec 21
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $475 Roundtrip, found 5 days ago
CA $475
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Dec 16 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sun, Dec 21, priced at CA $475 found 5 days ago
Sun, Feb 15 - Wed, Feb 25
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $557 Roundtrip, found 9 hours ago
CA $557
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Sun, Feb 15 from Pearson Intl. to Clayton J. Lloyd Intl., returning Wed, Feb 25, priced at CA $557 found 9 hours ago
Tue, Feb 24 - Tue, Mar 3
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $561 Roundtrip, found 2 days ago
CA $561
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Feb 24 from Pearson Intl. to Clayton J. Lloyd Intl., returning Tue, Mar 3, priced at CA $561 found 2 days ago
OriginDestinationTravel datesFlights from*
SXMThe ValleyJanuary 26 to January 28CA $409
BOSThe ValleyMarch 11 to March 18CA $661
MIAThe ValleyFebruary 2 to March 2CA $672
SJUThe ValleyFebruary 1 to February 9CA $1,001
*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

Jan 4 - Jan 11

7 night stay

Ottawa (YOW) to The Valley (AXA)

WestJet • Non-stop roundtrip • Coach
Price was CA $4,930, price is now CA $3,961 per person
CA $3,961
per person
found 1 day ago
Sheriva Luxury Villas and Suites
4.0-star property

Sheriva Luxury Villas and Suites

Mar 6 - Mar 13

7 night stay

Montreal (YUL) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Price was CA $40,445, price is now CA $28,318 per person
CA $28,318
per person
found 13 hours ago
Malliouhana Resort Anguilla
5.0-star property

Malliouhana Resort Anguilla

Mar 6 - Mar 13

7 night stay

Montreal (YUL) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Price was CA $11,615, price is now CA $8,470 per person
CA $8,470
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
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 Beach and Meads Bay Pond are located nearby.
9.6/10 Exceptional! (242 reviews)
Everything was amazing!

Reviewed on Dec 9, 2025

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

Anguilla Great House Beach Resort

4 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 Rendezvous Bay Beach and Aurora International Golf Club are located nearby.
8/10 Very Good! (263 reviews)
This is a charming but faded property. The beach and the pool are stunning but the property could use a paint job in a big way. That said, we had a nice time.

Reviewed on Dec 7, 2025

Opens in a new windowAnguilla Great House Beach Resort
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 Maundays Bay and Cove Bay are located nearby.
9.4/10 Exceptional! (136 reviews)
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

Opens in a new windowCap Juluca, A Belmond Hotel, Anguilla
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Malliouhana Resort Anguilla

Malliouhana Resort Anguilla

5 out of 5
Malliouhana West End Village
Book a stay at this luxury resort in West End Village. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Popular attractions Meads Bay Pond and Meads Bay are located nearby.
9.4/10 Exceptional! (90 reviews)
Beautiful pool and grounds, beach is so nice and staff at hotel were great.

Reviewed on Nov 25, 2025

Opens in a new windowMalliouhana Resort 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 $409 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, February 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 $409. 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 $409 and CA $1,001 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.