Flights To Anguilla - Cheap Flights Starting at CA $557

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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.

Sat, Jan 9 - Sat, Jan 16
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $957 Roundtrip, found 1 day ago
CA $957
Roundtrip
found 1 day ago
Select BermudAir flight, departing Sat, Jan 9 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sat, Jan 16, priced at CA $957 found 1 day ago
Sat, Feb 13 - Sat, Feb 20
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $959 Roundtrip, found 7 hours ago
CA $959
Roundtrip
found 7 hours ago
Select BermudAir flight, departing Sat, Feb 13 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sat, Feb 20, priced at CA $959 found 7 hours ago
Sat, Jan 9 - Sat, Jan 16
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $1,085 Roundtrip, found 2 days ago
CA $1,085
Roundtrip
found 2 days ago
Select BermudAir flight, departing Sat, Jan 9 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sat, Jan 16, priced at CA $1,085 found 2 days ago
Sat, Feb 13 - Sat, Mar 6
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $1,088 Roundtrip, found 5 days ago
CA $1,088
Roundtrip
found 5 days ago
Select BermudAir flight, departing Sat, Feb 13 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sat, Mar 6, priced at CA $1,088 found 5 days ago
Sat, Dec 19 - Sat, Jan 2
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $1,127 Roundtrip, found 4 days ago
CA $1,127
Roundtrip
found 4 days ago
Select BermudAir flight, departing Sat, Dec 19 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sat, Jan 2, priced at CA $1,127 found 4 days ago
Sat, Dec 26 - Sat, Jan 2
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $1,177 Roundtrip, found 9 hours ago
CA $1,177
Roundtrip
found 9 hours ago
Select BermudAir flight, departing Sat, Dec 26 from Pearson Intl. to Clayton J. Lloyd Intl., returning Sat, Jan 2, priced at CA $1,177 found 9 hours ago
Thu, Dec 24 - Mon, Jan 4
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $2,210 Roundtrip, found 1 day ago
CA $2,210
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 24 from Pearson Intl. to Clayton J. Lloyd Intl., returning Mon, Jan 4, priced at CA $2,210 found 1 day ago
Thu, Dec 24 - Mon, Jan 4
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $2,300 Roundtrip, found 1 day ago
CA $2,300
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 24 from Pearson Intl. to Clayton J. Lloyd Intl., returning Mon, Jan 4, priced at CA $2,300 found 1 day ago
Thu, Dec 24 - Mon, Jan 4
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $2,340 Roundtrip, found 1 day ago
CA $2,340
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 24 from Pearson Intl. to Clayton J. Lloyd Intl., returning Mon, Jan 4, priced at CA $2,340 found 1 day ago
Thu, Dec 24 - Mon, Jan 4
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $2,414 Roundtrip, found 1 day ago
CA $2,414
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 24 from Pearson Intl. to Clayton J. Lloyd Intl., returning Mon, Jan 4, priced at CA $2,414 found 1 day ago
Thu, Dec 24 - Mon, Jan 4
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $2,430 Roundtrip, found 1 day ago
CA $2,430
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 24 from Pearson Intl. to Clayton J. Lloyd Intl., returning Mon, Jan 4, priced at CA $2,430 found 1 day ago
Thu, Dec 24 - Mon, Jan 4
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $2,452 Roundtrip, found 1 day ago
CA $2,452
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 24 from Pearson Intl. to Clayton J. Lloyd Intl., returning Mon, Jan 4, priced at CA $2,452 found 1 day ago
Thu, Dec 24 - Mon, Jan 4
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $2,504 Roundtrip, found 1 day ago
CA $2,504
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 24 from Pearson Intl. to Clayton J. Lloyd Intl., returning Mon, Jan 4, priced at CA $2,504 found 1 day ago
Thu, Dec 24 - Mon, Jan 4
YYZ
Pearson Intl.
AXA
Clayton J. Lloyd Intl.
CA $2,544 Roundtrip, found 1 day ago
CA $2,544
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 24 from Pearson Intl. to Clayton J. Lloyd Intl., returning Mon, Jan 4, priced at CA $2,544 found 1 day ago
OriginDestinationTravel datesFlights from*
SXMThe ValleyAugust 29 to September 6CA $505
SJUThe ValleyNovember 15 to November 19CA $1,128
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Genesis Residences
2.5-star property

Genesis Residences

Oct 31 - Nov 6

6 night stay

Toronto (YTO) to The Valley (AXA)

American Airlines • Roundtrip • Coach
Price was CA $2,553, price is now CA $2,162 per person
CA $2,162
per person
found 1 day ago
Aurora Anguilla Resort & Golf Club
5.0-star property

Aurora Anguilla Resort & Golf Club

Oct 31 - Nov 6

6 night stay

Toronto (YTO) to The Valley (AXA)

American Airlines • Roundtrip • Coach
Price was CA $5,534, price is now CA $3,787 per person
CA $3,787
per person
found 1 day ago
Ceblue Luxury Villas
5.0-star property

Ceblue Luxury Villas

Oct 31 - Nov 6

6 night stay

Toronto (YTO) to The Valley (AXA)

American Airlines • Roundtrip • Coach
Price was CA $6,499, price is now CA $5,363 per person
CA $5,363
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
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.
9.8/10 Exceptional! (259 reviews)
"I love the four seasons in Anguilla!! This is my 3rd time going to the island and I wouldn't stay anywhere else!’Nothing but top notch service!! Amazing time!!"

Reviewed on Jul 28, 2026

Opens in a new windowFour Seasons Resort and Residences 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.
Opens in a new windowAnguilla Great House Beach Resort
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East Shoal Bay
Book a stay at this 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.
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
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.
9.6/10 Exceptional! (160 reviews)
"Perfection situated on stunning Mandauys Bay. Everything was top notch! Grounds were beautiful, room clean and nicely appointed. We were upgraded to a Premium Beachfront room on the 2nd floor of our Villa with a gorgeous view of the crystal clear water and white sandy beach. Daily breakfast with ..."

Reviewed on Aug 5, 2026

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 $505 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, January 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 $505. 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 $505 and CA $2,544 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.