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Anguilla from $660

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Cheap round-trip flights to Anguilla

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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Flights to Anguilla starting at $660

Have you been telling yourself, “2025 is the year I travel more and sit less”? Well, here we are and there you are. So, where are you going? Looks like a flight to Anguilla is calling. Good thing we can help you bag that flight out of town for cheap, so you can get your resolutions resolved.

Travel like you mean it

When you land it’s not straight to the tourist traps for you. You have things to do and see in Anguilla that aren’t on a map or in the “Best of. . .” guides. You know this region is filled with hidden haunts, locals-only know favorites, and the off-beat-so-weird-it’s-amazing places. And you plan to find every last one of them. Good thing you’ll save a grip of cash on your flight so you can daytrip far and wide.

You won’t have to wing it

So how do you score that killer deal on a flight to Anguilla? Easy, go through us. These aren’t pie in the sky deals, but ones you can actually score. Filter flights to Anguilla by:

  • Hotwire Hot Rate: Do you have a flexible schedule? Hit up the Hotwire Hot Rate and land a super cheap flight to Anguilla. We’ll reveal the airline and exact time after you book.
  • Price: How low can we go? Find out. We have prices from $660 to $1,538.
  • Duration: Want to get to Anguilla as fast as you can? Or maybe you don’t mind taking your time to save a few bucks here and there.
  • Departure or Arrival: Like to arrive in the a.m. to get your day going? Or are you a night owl that knows the best fun happens late night? The choice is yours.

So are you going to live up to those travel plans or kick the can to next year? Book your flight to Anguilla today and get going.

Last Minute Hotel Deals in 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. ...
9.6/10 Exceptional! (223 reviews)
"Great resort. Exceptional service."

Reviewed on Jul 23, 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 ...
9.6/10 Exceptional! (160 reviews)
"Nice hotel, beautiful beaches. would stay again."

Reviewed on Jul 24, 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 ...
9.6/10 Exceptional! (234 reviews)
Semi Relaxing house
"You get what you paid for from this hotel and on the island you do not want to cheap out on your sleeping arrangements. Got to use the gym it was adequate for a hotel. It is a Hilton related property so you can get Hilton credit, turn down service with cookies. Resort is pretty far away from everything ..."

Reviewed on Jul 21, 2025

Zemi 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 ...
9.6/10 Exceptional! (129 reviews)
"What an incredible stay at Cap Juluca! The rooms and especially the grounds are absolutely beautiful. The food was great and the staff were so attentive!"

Reviewed on Jul 18, 2025

Cap 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.