Flights To Anguilla - Cheap Flights Starting at CA $422

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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., 20 Mar. - Mon., 24 Mar.
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $750 Roundtrip, found 1 hour ago
CA $750
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu., 20 Mar. from Pearson Intl. to Clayton J. Lloyd Intl., returning Mon., 24 Mar., priced at CA $750 found 1 hour ago
Mon., 17 Mar. - Fri., 21 Mar.
SBH
Gustaf III
AXA
Clayton J. Lloyd Intl.
CA $753 Roundtrip, found 1 hour ago
CA $753
Roundtrip
found 1 hour ago
Select World Ticket Ltd flight, departing Mon., 17 Mar. from Gustaf III to Clayton J. Lloyd Intl., returning Fri., 21 Mar., priced at CA $753 found 1 hour ago
Mon., 31 Mar. - Fri., 4 Apr.
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $788 Roundtrip, found 6 days ago
CA $788
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon., 31 Mar. from Pearson Intl. to Clayton J. Lloyd Intl., returning Fri., 4 Apr., priced at CA $788 found 6 days ago
Sun., 23 Mar. - Wed., 26 Mar.
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $793 Roundtrip, found 1 day ago
CA $793
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun., 23 Mar. from Pearson Intl. to Clayton J. Lloyd Intl., returning Wed., 26 Mar., priced at CA $793 found 1 day ago
Mon., 17 Mar. - Tue., 25 Mar.
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $796 Roundtrip, found 1 day ago
CA $796
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon., 17 Mar. from Pearson Intl. to Clayton J. Lloyd Intl., returning Tue., 25 Mar., priced at CA $796 found 1 day ago
Fri., 21 Mar. - Tue., 25 Mar.
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $815 Roundtrip, found 1 day ago
CA $815
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri., 21 Mar. from Pearson Intl. to Clayton J. Lloyd Intl., returning Tue., 25 Mar., priced at CA $815 found 1 day ago
Thu., 20 Mar. - Tue., 25 Mar.
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $818 Roundtrip, found 1 day ago
CA $818
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu., 20 Mar. from Pearson Intl. to Clayton J. Lloyd Intl., returning Tue., 25 Mar., priced at CA $818 found 1 day ago
Fri., 4 Apr. - Tue., 8 Apr.
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $819 Roundtrip, found 4 days ago
CA $819
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri., 4 Apr. from Pearson Intl. to Clayton J. Lloyd Intl., returning Tue., 8 Apr., priced at CA $819 found 4 days ago
OriginDestinationTravel datesFlights from*
SXMThe ValleyMay 18 to May 23CA $459
MIAThe ValleyMay 18 to May 22CA $844
JFKThe ValleyMay 14 to May 19CA $993
JFKThe ValleyMay 14 to May 19CA $993
SJUThe ValleyMay 2 to May 4CA $1,627
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
BWIThe ValleyMarch 9 to March 12CA $1,338
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
La Vue Boutique Inn
3.5-star property

La Vue Boutique Inn

Mar. 26 - Apr. 2

7 night stay

Detroit (DTW) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
per person
found 6 hours ago
Sheriva Luxury Villas and Suites
4.0-star property

Sheriva Luxury Villas and Suites

May 15 - May 22

7 night stay

Toronto (YYZ) to The Valley (AXA)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Malliouhana Resort Anguilla
5.0-star property

Malliouhana Resort Anguilla

May 28 - Jun. 4

7 night stay

Toronto (YYZ) to The Valley (AXA)

Air Canada • Roundtrip • Coach
Save 100% on your flight
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! (199 reviews)
"Everything"

Reviewed on 24 Feb. 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! (136 reviews)
"Fantastic. Beautiful property, amazing staff, little touches that make the stay more enjoyable. Highly recommend. I can’t wait to return!"

Reviewed on 28 Feb. 2025

Aurora 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! (213 reviews)
"The people working here are all wonderful. The stay was excellent, the property is excellent. The views are incredible! The beach is perfect! It's the only place I would stay on the island if and when I ever go back. Absolutely awesome! Thank you so much! : )"

Reviewed on 18 Feb. 2025

Zemi Beach House, LXR Hotels & Resorts
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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! (198 reviews)
"We love Great House, although the rooms could use some additional furniture - like a dresser or shelves for clothing, and better light for reading. Beach loungers with cushions would be a welcome upgrade! The beach is our favorite on all the islands we’ve visited. The palm trees provide shade when ..."

Reviewed on 28 Feb. 2025

Anguilla Great House Beach Resort
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 $459 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, 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 $459. 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 $459 and CA $1,627 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.