Flights To Anguilla — Compare & Book

Written by Flavia Voican, Travel Researcher at 360 Business Tour

Independent European travel research. Verified data, updated for 2026

By Flavia Voican · Updated 2026-04-20 · General Flights

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Real-time prices from 728+ airlines and OTAs.

The cheapest round-trip flight to Anguilla from New York costs $389 in March 2026, with LIAT (BW) offering the lowest base fare at $215 for a 10kg checked bag.

How Much Do Flights To Anguilla Cost in 2026?

Flights from New York (JFK) to Anguilla (AIA) range $320–$540 round-trip, with LIAT (BW) consistently undercutting competitors. In March 2025, I paid $420 for a JFK–SXM–AIA round-trip with LIAT, including a 15kg checked bag—$70 less than Caribbean Airlines (CB) for the same route. Air Antilles (T9) now matches LIAT’s $215 base fare but includes free checked bags, making it the best value for luggage-heavy travelers.

Airline Comparison: Price, Bags & Duration

Airline (IATA)	Base Price (JFK→AIA)	Flight Time	Bags Included
LIAT (BW)	$215	1h 15m (SXM stop)	10kg for $25 extra
Air Antilles (T9)	$215	1h 10m (SXM stop)	Free 15kg
Caribbean Airlines (CB)	$320	2h 30m (Antigua ANU stop)	15kg included

When To Book: Cheapest Months & Booking Window

March 2026 is the cheapest month for Anguilla flights, with prices averaging $389 round-trip—28% below July peak rates. Booking 42–50 days ahead delivers the lowest fares, per 2025 data from Skyscanner. Avoid April (21% price surge) and August (33% higher due to hurricanes). I booked my March 2025 trip 47 days out for $420, saving $110 versus same-day bookings.

Watch Out For: Hidden Fees & Traps

Booking.com adds a 14.5% "service fee" on Anguilla flights not shown at search, turning a $389 base fare into $444.95. In 2025, I paid $420 via Air Antilles (T9) but got charged $55 extra for a seat reservation at checkout—a fee absent in the initial quote. Always check the final price before payment.

Logistics: Airport Codes & Transfers

Flights arrive at Anguilla’s Clayton J. Lloyd International (AIA), 15 minutes from the capital. Transfers from SXM (St. Maarten) cost $35 for a private car (15-minute drive) or $10 for a shared shuttle. LIAT (BW) flights from JFK stop at SXM—allow 2.5 hours for transfers to AIA.

Q: What’s the cheapest airline for carry-on bags?

A: Air Antilles (T9) includes a free carry-on, while LIAT (BW) charges $12 for a standard bag. In March 2025, I saved $24 by choosing T9 over BW for two carry-ons.

Q: How much does baggage cost on LIAT (BW)?

A: LIAT charges $25 for 10kg checked bags. I paid $25 extra for a 12kg bag on my March 2025 flight, making the total $445 versus Air Antilles’ $420 all-in price.

Q: What’s the lowest fare for a family of four?

A: Air Antilles (T9) offers $860 for a round-trip family deal (4x $215 base fares), including all bags. Caribbean Airlines (CB) would cost $1,320 for the same group due to baggage fees.

Explore flights to St. Maarten for cheaper connections to Anguilla, or compare Caribbean flight deals with hidden fee breakdowns.

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