Flights To Anguilla - Cheap Flights Starting at CA $484

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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, Apr 11 - Sat, Apr 18
YUL
Pierre Elliott Trudeau Intl.
AXA
Clayton J. Lloyd Intl.
CA $713 Roundtrip, found 5 days ago
CA $713
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Apr 11 from Pierre Elliott Trudeau Intl. to Clayton J. Lloyd Intl., returning Sat, Apr 18, priced at CA $713 found 5 days ago
Sat, Apr 11 - Sat, Apr 18
YUL
Pierre Elliott Trudeau Intl.
AXA
Clayton J. Lloyd Intl.
CA $788 Roundtrip, found 5 days ago
CA $788
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Apr 11 from Pierre Elliott Trudeau Intl. to Clayton J. Lloyd Intl., returning Sat, Apr 18, priced at CA $788 found 5 days ago
Sat, Apr 11 - Sat, Apr 18
YUL
Pierre Elliott Trudeau Intl.
AXA
Clayton J. Lloyd Intl.
CA $818 Roundtrip, found 5 days ago
CA $818
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Apr 11 from Pierre Elliott Trudeau Intl. to Clayton J. Lloyd Intl., returning Sat, Apr 18, priced at CA $818 found 5 days ago
Sat, Apr 11 - Sat, Apr 18
YUL
Pierre Elliott Trudeau Intl.
AXA
Clayton J. Lloyd Intl.
CA $894 Roundtrip, found 5 days ago
CA $894
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Apr 11 from Pierre Elliott Trudeau Intl. to Clayton J. Lloyd Intl., returning Sat, Apr 18, priced at CA $894 found 5 days ago
Sun, Feb 8 - Sat, Feb 14
YUL
Pierre Elliott Trudeau Intl.
AXA
Clayton J. Lloyd Intl.
CA $911 Roundtrip, found 17 hours ago
CA $911
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sun, Feb 8 from Pierre Elliott Trudeau Intl. to Clayton J. Lloyd Intl., returning Sat, Feb 14, priced at CA $911 found 17 hours ago
Sat, Apr 11 - Sat, Apr 18
YUL
Pierre Elliott Trudeau Intl.
AXA
Clayton J. Lloyd Intl.
CA $922 Roundtrip, found 5 days ago
CA $922
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Apr 11 from Pierre Elliott Trudeau Intl. to Clayton J. Lloyd Intl., returning Sat, Apr 18, priced at CA $922 found 5 days ago
Sat, Apr 11 - Sat, Apr 18
YUL
Pierre Elliott Trudeau Intl.
AXA
Clayton J. Lloyd Intl.
CA $934 Roundtrip, found 5 days ago
CA $934
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Apr 11 from Pierre Elliott Trudeau Intl. to Clayton J. Lloyd Intl., returning Sat, Apr 18, priced at CA $934 found 5 days ago
Sat, Apr 11 - Sat, Apr 18
YUL
Pierre Elliott Trudeau Intl.
AXA
Clayton J. Lloyd Intl.
CA $947 Roundtrip, found 5 days ago
CA $947
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Apr 11 from Pierre Elliott Trudeau Intl. to Clayton J. Lloyd Intl., returning Sat, Apr 18, priced at CA $947 found 5 days ago
Sun, Feb 8 - Sat, Feb 14
YUL
Pierre Elliott Trudeau Intl.
AXA
Clayton J. Lloyd Intl.
CA $968 Roundtrip, found 17 hours ago
CA $968
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sun, Feb 8 from Pierre Elliott Trudeau Intl. to Clayton J. Lloyd Intl., returning Sat, Feb 14, priced at CA $968 found 17 hours ago
Sat, Apr 11 - Sat, Apr 18
YUL
Pierre Elliott Trudeau Intl.
AXA
Clayton J. Lloyd Intl.
CA $998 Roundtrip, found 5 days ago
CA $998
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Apr 11 from Pierre Elliott Trudeau Intl. to Clayton J. Lloyd Intl., returning Sat, Apr 18, priced at CA $998 found 5 days ago
Sat, Apr 11 - Sat, Apr 18
YUL
Pierre Elliott Trudeau Intl.
AXA
Clayton J. Lloyd Intl.
CA $1,013 Roundtrip, found 5 days ago
CA $1,013
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Apr 11 from Pierre Elliott Trudeau Intl. to Clayton J. Lloyd Intl., returning Sat, Apr 18, priced at CA $1,013 found 5 days ago
Sun, Feb 8 - Sat, Feb 14
YUL
Pierre Elliott Trudeau Intl.
AXA
Clayton J. Lloyd Intl.
CA $1,021 Roundtrip, found 17 hours ago
CA $1,021
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sun, Feb 8 from Pierre Elliott Trudeau Intl. to Clayton J. Lloyd Intl., returning Sat, Feb 14, priced at CA $1,021 found 17 hours ago
Sat, Apr 11 - Sat, Apr 18
YUL
Pierre Elliott Trudeau Intl.
AXA
Clayton J. Lloyd Intl.
CA $1,023 Roundtrip, found 5 days ago
CA $1,023
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Apr 11 from Pierre Elliott Trudeau Intl. to Clayton J. Lloyd Intl., returning Sat, Apr 18, priced at CA $1,023 found 5 days ago
OriginDestinationTravel datesFlights from*
SXMThe ValleyMarch 5 to March 8CA $408
BOSThe ValleyApril 16 to May 1CA $884
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Aurora Anguilla Resort & Golf Club
5.0-star property

Aurora Anguilla Resort & Golf Club

Feb 14 - Feb 21

7 night stay

Detroit (DTW) to The Valley (AXA)

Delta • Non-stop roundtrip • Coach
Price was CA $9,541, price is now CA $6,442 per person
CA $6,442
per person
found 18 hours ago
Zemi Beach House, LXR Hotels & Resorts
5.0-star property

Zemi Beach House, LXR Hotels & Resorts

Feb 14 - Feb 21

7 night stay

Detroit (DTW) to The Valley (AXA)

Delta • Non-stop roundtrip • Coach
Price was CA $10,018, price is now CA $8,161 per person
CA $8,161
per person
found 18 hours ago
Quintessence Hotel Anguilla
4.5-star property

Quintessence Hotel Anguilla

Feb 14 - Feb 21

7 night stay

Detroit (DTW) to The Valley (AXA)

Delta • Non-stop roundtrip • Coach
Price was CA $38,929, price is now CA $33,116 per person
CA $33,116
per person
found 18 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! (245 reviews)
Fabulous hotel

Reviewed on Dec 28, 2025

Opens in a new windowFour Seasons Resort and Residences Anguilla
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
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! (279 reviews)
The staff were very welcoming, the rooms are big, beds are comfortable and the food and rum punches were very good. The beach is probably the nicest in Anguilla. It’s a laid back place not for people who want spa service etc.

Reviewed on Jan 30, 2026

Opens in a new windowAnguilla Great House Beach Resort
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La Vue Boutique Inn

La Vue Boutique Inn

3.5 out of 5
Back Street South Hill
Book a stay at this spa hotel in South Hill. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Blowing Point Ferry Terminal and Pelican Bay are located nearby.
8.8/10 Excellent! (204 reviews)
Staff was courteous. Great location and very spacious

Reviewed on Jan 25, 2026

Opens in a new windowLa Vue Boutique Inn
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 $408 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, April 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 $408. 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 $408 and CA $1,023 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.