A beach with white sand and turquoise water. There are several sailboats on the shore.

Cheap Flights to Anguilla from $212

View $212 flight on Mon, Dec 28, 2026Opens in a new window

Popular airlines to Anguilla

  • American Airlines

  • United

  • Hahn Air Systems

  • Cape Air

  • Windward Island Airways International

  • FlexFlight

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

How much is the cheapest flight to Anguilla?

Prices were available within the past 7 days and start at $212 for one-way flights and $358 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

World Ticket Ltd
Hahn Air Systems
Hahn Air Systems
World Ticket Ltd
World Ticket Ltd
World Ticket Ltd
World Ticket Ltd
Windward Island Airways International
American Airlines
BermudAir

Airports in Anguilla

Prices were available within the past 7 days. Prices and availability are subject to change.

Book with confidence

Enjoy extra legroom, flight flexibility, and a seamless travel experience.

Travel information

*Flight schedules are subject to change.

*Available to One Key members.

*Flight schedules are subject to change.

*Available to One Key members.

Explore a world of travel with Expedia