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Flight Deals
Cheap Flights to Anguilla
Cheapest round-trip prices found by our users on KAYAK in the last 5 daysNonstop
Weekend
Sort by: Cheapest
Book Cheap Anguilla Plane Tickets
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Anguilla that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.
Recent round-trip flight deals to Anguilla
Mon, Jan 4 - Mon, Jan 11
11:00 am - 4:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
7:10 pm - 11:00 pmAXA The Valley Wallblake Intl-EWR Newark
4h 50mnonstop
$402BermudAir
Mon, Jan 4 - Mon, Jan 11
11:00 am - 4:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
7:10 pm - 11:00 pmAXA The Valley Wallblake Intl-EWR Newark
4h 50mnonstop
$405BermudAir
Mon, Mar 1 - Mon, Mar 8
11:00 am - 4:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
7:10 pm - 11:00 pmAXA The Valley Wallblake Intl-EWR Newark
4h 50mnonstop
$405BermudAir
Mon, Jan 4 - Mon, Jan 11
11:00 am - 4:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
7:10 pm - 11:00 pmAXA The Valley Wallblake Intl-EWR Newark
4h 50mnonstop
$406BermudAir
Sat, Apr 17 - Sat, Apr 24
10:30 am - 4:30 pmEWR Newark-AXA The Valley Wallblake Intl
6h 00m1 stop Providenciales
5:30 pm - 11:55 pmAXA The Valley Wallblake Intl-EWR Newark
6h 25mnonstop
$498Multiple Airlines
Sun, Jan 17 - Thu, Jan 21
8:51 pm - 2:46 pmDCA Washington, D.C. Reagan-National-AXA The Valley Wallblake Intl
16h 55m1 stop Miami
5:35 pm - 12:29 amAXA The Valley Wallblake Intl-DCA Washington, D.C. Reagan-National
7h 54m1 stop Miami
$551American Airlines
Sun, Jan 17 - Thu, Jan 21
10:33 pm - 2:46 pmDCA Washington, D.C. Reagan-National-AXA The Valley Wallblake Intl
15h 13m2 stops New York John F Kennedy Intl Miami
5:35 pm - 10:18 amAXA The Valley Wallblake Intl-DCA Washington, D.C. Reagan-National
17h 43m1 stop Miami
$555American Airlines
Sun, Feb 28 - Thu, Mar 4
6:42 pm - 4:21 pmPHL Philadelphia-AXA The Valley Wallblake Intl
20h 39m1 stop Miami
5:01 pm - 9:47 amAXA The Valley Wallblake Intl-PHL Philadelphia
17h 46m1 stop Miami
$563American Airlines
Thu, Feb 25 - Mon, Mar 1
6:25 am - 1:10 pmBWI Baltimore/Washington-AXA The Valley Wallblake Intl
5h 45m1 stop Providenciales
7:10 pm - 12:34 amAXA The Valley Wallblake Intl-BWI Baltimore/Washington
30h 24m2 stops Newark Atlanta Hartsfield-Jackson
$568Multiple Airlines
Sat, Jan 23 - Sat, Jan 30
10:26 pm - 4:30 pmEWR Newark-AXA The Valley Wallblake Intl
41h 04m2 stops Atlanta Hartsfield-Jackson Baltimore/Washington
6:30 pm - 11:55 pmAXA The Valley Wallblake Intl-EWR Newark
6h 25m1 stop Providenciales
$577Multiple Airlines
Recent one-way flight deals to Anguilla
Mon, Mar 15
11:00 am - 3:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
$177BermudAir
Mon, Jan 4
11:30 am - 4:30 pmBWI Baltimore/Washington-AXA The Valley Wallblake Intl
4h 00mnonstop
$178BermudAir
Mon, Mar 15
11:00 am - 3:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
$178BermudAir
Fri, Jan 29
11:00 am - 4:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
$178BermudAir
Wed, Jan 20
6:03 am - 1:10 pmEWR Newark-AXA The Valley Wallblake Intl
30h 07m3 stops Atlanta Hartsfield-Jackson Baltimore/Washington Providenciales
$292Multiple Airlines
Wed, Mar 10
7:18 am - 2:25 pmCHS Charleston-AXA The Valley Wallblake Intl
6h 07m1 stop Miami
$316American Airlines
Wed, Feb 10
10:51 am - 2:56 pmMIA Miami-AXA The Valley Wallblake Intl
3h 05mnonstop
$317American Airlines
Wed, Mar 17
10:15 am - 1:25 pmMIA Miami-AXA The Valley Wallblake Intl
3h 10mnonstop
$317American Airlines
Tue, Jan 19
8:31 pm - 1:10 pmLGA New York LaGuardia-AXA The Valley Wallblake Intl
39h 39m3 stops Atlanta Hartsfield-Jackson Baltimore/Washington Providenciales
$335Multiple Airlines
Mon, Jan 4
7:17 pm - 5:30 pmBWI Baltimore/Washington-AXA The Valley Wallblake Intl
45h 13m3 stops Atlanta Hartsfield-Jackson Newark Providenciales
$349Multiple Airlines
Recent last minute flight deals to Anguilla
Mon, Nov 16 - Thu, Nov 19
5:45 am - 5:25 pmBOS Boston Logan Intl-AXA The Valley Wallblake Intl
10h 40m2 stops Toronto Pearson Intl Simpson Bay Princess Juliana
12:30 pm - 8:54 amAXA The Valley Wallblake Intl-BOS Boston Logan Intl
21h 24m3 stops Simpson Bay Princess Juliana Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$794Multiple Airlines
Mon, Nov 16 - Thu, Nov 19
5:45 am - 5:25 pmBOS Boston Logan Intl-AXA The Valley Wallblake Intl
10h 40m2 stops Toronto Pearson Intl Simpson Bay Princess Juliana
9:30 am - 7:50 pmAXA The Valley Wallblake Intl-BOS Boston Logan Intl
11h 20m2 stops Simpson Bay Princess Juliana Santo Domingo Las Americas
$838Multiple Airlines
Mon, Nov 16 - Thu, Nov 19
5:00 am - 2:57 pmBOS Boston Logan Intl-AXA The Valley Wallblake Intl
8h 57m1 stop Miami
5:41 pm - 1:02 amAXA The Valley Wallblake Intl-BOS Boston Logan Intl
8h 21m1 stop Miami
$869American Airlines
Mon, Nov 16 - Thu, Nov 19
7:29 pm - 2:57 pmBOS Boston Logan Intl-AXA The Valley Wallblake Intl
18h 28m2 stops New York LaGuardia Miami
5:41 pm - 10:15 amAXA The Valley Wallblake Intl-BOS Boston Logan Intl
17h 34m1 stop Miami
$873American Airlines
Tue, Nov 17 - Tue, Nov 24
7:30 am - 5:05 pmBOS Boston Logan Intl-AXA The Valley Wallblake Intl
8h 35m1 stop Miami
5:41 pm - 10:15 amAXA The Valley Wallblake Intl-BOS Boston Logan Intl
17h 34m1 stop Miami
$929American Airlines
Tue, Nov 17 - Tue, Nov 24
5:20 pm - 2:57 pmBOS Boston Logan Intl-AXA The Valley Wallblake Intl
20h 37m2 stops New York LaGuardia Miami
3:37 pm - 11:59 pmAXA The Valley Wallblake Intl-BOS Boston Logan Intl
9h 22m1 stop Miami
$933American Airlines
Tue, Nov 17 - Tue, Nov 24
9:15 pm - 2:57 pmBOS Boston Logan Intl-AXA The Valley Wallblake Intl
16h 42m2 stops Washington, D.C. Reagan-National Miami
5:41 pm - 9:01 amAXA The Valley Wallblake Intl-BOS Boston Logan Intl
16h 20m2 stops Miami Philadelphia
$933American Airlines
Wed, Nov 18 - Wed, Nov 25
5:00 am - 5:05 pmBOS Boston Logan Intl-AXA The Valley Wallblake Intl
11h 05m1 stop Miami
5:41 pm - 11:23 amAXA The Valley Wallblake Intl-BOS Boston Logan Intl
18h 42m1 stop Miami
$934American Airlines
Wed, Nov 18 - Wed, Nov 25
6:00 am - 5:05 pmBOS Boston Logan Intl-AXA The Valley Wallblake Intl
10h 05m2 stops New York LaGuardia Miami
3:37 pm - 7:05 amAXA The Valley Wallblake Intl-BOS Boston Logan Intl
16h 28m2 stops Miami New York LaGuardia
$938American Airlines
Wed, Nov 18 - Wed, Nov 25
7:30 am - 5:05 pmBOS Boston Logan Intl-AXA The Valley Wallblake Intl
8h 35m1 stop Miami
3:37 pm - 7:50 amAXA The Valley Wallblake Intl-BOS Boston Logan Intl
17h 13m2 stops Miami Washington, D.C. Reagan-National
$938American Airlines
Recent direct flight deals from the United States to Anguilla
Mon, Jan 4 - Mon, Jan 11
11:00 am - 4:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
7:10 pm - 11:00 pmAXA The Valley Wallblake Intl-EWR Newark
4h 50mnonstop
$402BermudAir
Mon, Mar 1 - Mon, Mar 8
11:00 am - 4:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
7:10 pm - 11:00 pmAXA The Valley Wallblake Intl-EWR Newark
4h 50mnonstop
$405BermudAir
Mon, Jan 4 - Mon, Jan 11
11:00 am - 4:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
7:10 pm - 11:00 pmAXA The Valley Wallblake Intl-EWR Newark
4h 50mnonstop
$405BermudAir
Mon, Jan 4 - Mon, Jan 11
11:00 am - 4:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
7:10 pm - 11:00 pmAXA The Valley Wallblake Intl-EWR Newark
4h 50mnonstop
$406BermudAir
Mon, Jan 18 - Mon, Jan 25
11:00 am - 4:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
7:10 pm - 11:00 pmAXA The Valley Wallblake Intl-EWR Newark
4h 50mnonstop
$407BermudAir
Mon, Jan 4 - Mon, Jan 11
11:00 am - 4:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
7:10 pm - 11:00 pmAXA The Valley Wallblake Intl-EWR Newark
4h 50mnonstop
$407BermudAir
Mon, Dec 21 - Mon, Dec 28
11:30 am - 4:30 pmBWI Baltimore/Washington-AXA The Valley Wallblake Intl
4h 00mnonstop
2:10 pm - 5:20 pmAXA The Valley Wallblake Intl-BWI Baltimore/Washington
4h 10mnonstop
$409BermudAir
Mon, Jan 4 - Mon, Jan 11
11:00 am - 4:40 pmEWR Newark-AXA The Valley Wallblake Intl
4h 40mnonstop
7:10 pm - 11:00 pmAXA The Valley Wallblake Intl-EWR Newark
4h 50mnonstop
$409BermudAir
Sun, Jan 31 - Fri, Feb 5
12:48 pm - 4:55 pmMIA Miami-AXA The Valley Wallblake Intl
3h 07mnonstop
5:35 pm - 8:05 pmAXA The Valley Wallblake Intl-MIA Miami
3h 30mnonstop
$572American Airlines
Sun, Jan 24 - Fri, Jan 29
10:51 am - 2:56 pmMIA Miami-AXA The Valley Wallblake Intl
3h 05mnonstop
3:38 pm - 6:04 pmAXA The Valley Wallblake Intl-MIA Miami
3h 26mnonstop
$572American Airlines
Booking Insights
Price, demand and travel trends for flights to Anguilla
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.
Prices
Airlines
More
Are flights to Anguilla cheaper or more expensive than last year?
Fares to Anguilla are running about 4% lower than they were around this time last year, averaging $761 round-trip.
What are the cheapest fares to Anguilla right now?
The cheapest fare to Anguilla in the last week was $402 round-trip to The Valley Wallblake Intl (AXA).
What's the cheapest month to fly to Anguilla?
These monthly figures are based on KAYAK fares from the past 12 months, with extreme outliers removed so each month's typical price is accurate.
January is the cheapest month to fly to Anguilla, with round-trip fares averaging $702. The most expensive months are September and August, when average round-trip fares rise to $1,147 and $986, respectively.
When's the best time to book a flight to Anguilla?
The best time to book is 20 weeks before departure. Drawing on 12 months of KAYAK data, fares booked in this window have averaged 43% lower than last-minute bookings (within 2 weeks of departure).
How do fares to each airport in Anguilla compare?
The Valley Wallblake Intl (AXA) is the only airport serving flights to Anguilla. Round-trip fares average about $774.
How do fares to Anguilla vary across the week?
Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day to fly to Anguilla and Thursday is the most expensive. Looking at KAYAK data from the past 12 months, Monday prices run 14% lower than Thursday.
How do fares to Anguilla compare across airlines?
Fares reflect aggregated pricing data and may not include every trip type.
Based on KAYAK data from the past 12 months, the cheapest airlines to fly to Anguilla are:
• Hahn Air Systems (avg. price $653)
• BermudAir (avg. price $654)
• Alaska Airlines (avg. price $662)
• JetBlue (avg. price $702)
• American Airlines (avg. price $826)
What airlines fly most frequently to Anguilla?
On average, American Airlines flies to Anguilla most often, at 15 nonstop flights a week, followed by:
• BermudAir with 3 flights/week
What day has the most nonstop flights to Anguilla?
There are on average 18 nonstop flights a week from the United States to Anguilla. Departure counts vary by day: Monday tends to see the most, at around 4 flights.
From how many cities can you fly nonstop to Anguilla?
Based on the flight schedule for the next 3 months, you can fly nonstop to Anguilla from 4 cities in the United States. Miami usually offers the most, averaging 15 nonstop flights a week.
What are the most popular flight destinations in Anguilla?
The Valley is the most popular flight destination in Anguilla, based on KAYAK data from the past 3 months.
Key details for flights to Anguilla
Low season | September |
|---|---|
High season | March |
Cheapest flight | $177 |
Your questions about flights to Anguilla, answered
Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.
Your guide to booking flights to Anguilla
Get tips on when to book, when to fly and what to know before your trip.Reviews of the top airlines flying to Anguilla
9.5
BermudAirOverall score based on 8 reviews
9.5Boarding
9.7Crew
9.2Comfort
5.7Entertainment
8.5Food
Airline reviews
It was my first trip with BermudAir and a great experience. Organized boarding and the staff were polite and professional. The Bermuda shorts on the male attendants is a nice touch! I look forward to flying with BermudAir again in the near future!
10.0 ExcellentJaney, Aug 2026
It was my first trip with BermudAir and a great experience. Organized boarding and the staff were polite and professional. The Bermuda shorts on the male attendants is a nice touch! I look forward to flying with BermudAir again in the near future!
Excellent, as always. Friendly, free in-flight service of drinks and those delicious chocolate chip cookies. Arrived 17 minutes early. However, no in flight entertainment – 2 hours to read a book!
It was perfect! Will try to use BermudAir when it works.
All good. Flight crew was super friendly at the end of a long day
All good. Easy check in and boarding. Lovely flight crew
Friendly crew and pilot. And thank you to the pilot for his smooth landing technique where the wheels don't hit the ground hard - that should be table stakes but doesn't seem to be the case nowadays.
Four hour delay due to late plane arrival- second year in a row on MCO - DCA route. Pitiful service reliability from American. Will avoid in future
Flight was fine, food could have improved (Chicken Enchiladas) and so could the entertainment options on the seat rest (there was none).
I have generally had positive experiences with American Airlines (outside a handful of delayed flights), which is why I wanted to share this feedback constructively. On my recent flight, my travel experience was extremely uncomfortable because my seat mate significantly encroached into my assigned seat space for the duration of the flight. As a result, I was forced to sit partially sideways, with much of my shoulder and upper body extending into the aisle. Unfortunately, my back still hurts from maintaining that awkward position.I recognize that this is a sensitive and challenging issue for airlines and cabin crews to address. Everyone deserves to travel with dignity and respect, and I understand that individual circumstances can vary. However, fairness also requires that all passengers have reasonable access to the seat space they have paid for. When one passenger's use of space substantially impacts another passenger's ability to sit safely and comfortably, there should be a practical solution available.I appreciate the complexities involved, but I hope American Airlines will continue exploring ways to ensure that all passengers can travel comfortably and equitably. This experience detracted significantly from what should have been a routine flight.
The crew was great! The issue for me is the aircraft. The Airbus A32x is just not comfortable enough and the entertainment delivery via personal devices is problematic.
The crew was dis respectful even in business class. I will not recommend AA to anyone and will also fly only when there is no choice
Three aircraft in succession experienced maintenance issues, resulting in a six-hour delay. The original aircraft required replacement, and the substitute aircraft arrived more than two hours late. Passengers boarded that aircraft, only to be told later to deplane due to maintenance concerns. We then boarded a different aircraft that had arrived at the gate, only to be instructed to deplane once again because it, too, experienced maintenance issues. After hours of delays and two separate boarding and deplaning events, passengers were directed to a third aircraft departing from a different terminal and had to rush across the airport to make that flight. That was the only aircraft that ultimately departed without incident. Of course, passenger safety must come first, and I am grateful these issues were identified before takeoff. However, when three aircraft in succession require maintenance attention and passengers are repeatedly boarded before those issues are discovered, it raises legitimate concerns about American Airlines' preventive maintenance procedures and aircraft readiness checks. One aircraft with an unexpected issue can happen. Three aircraft in a row, combined with multiple boarding and deplaning events, suggests a pattern that warrants review. American Airlines needs to take a hard look at both its maintenance practices and its decision-making process for boarding passengers before determining that an aircraft is ready for service.
Overall, it was a good experience, although the boarding process was somewhat disorganized, with no clear signage or designated areas indicating where passengers in different boarding groups should line up. Additionally, the seats felt quite outdated and could benefit from modernization. While the cabin crew provided good service, the experience lacked the personalized attention I would have expected.
More options for your flight to Anguilla
Complete your trip to Anguilla with a hotel stay or car rental
Cabin class types available on flights to Anguilla
Cabin classes available on flights to Anguilla. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from domestic origins to Anguilla
Flights from all regions of United States to Anguilla. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from California to Anguillafrom $994
Flights from Colorado to Anguillafrom $1,363
Flights from Florida to Anguillafrom $736
Flights from Georgia to Anguillafrom $874
Flights from Illinois to Anguillafrom $1,444
Flights from Maryland to Anguillafrom $408
Flights from Michigan to Anguillafrom $836
Flights from Missouri to Anguillafrom $1,475
Flights from North Carolina to Anguillafrom $1,080
Flights from Ohio to Anguillafrom $836
Flights from Tennessee to Anguillafrom $1,477
Flights from Texas to Anguillafrom $981
Flights from Virginia to Anguillafrom $687
Flights to other countries in Caribbean
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights to popular cities in Anguilla
Flights to The Valleyfrom $408