In terms of precipitation, rainfall in Anguilla ranges from 1.6 - 4.3 inches per month. August is typically the wettest month, when rainfall can reach 4.3 in. February is typically the driest time to visit Anguilla when rainfall is around 1.6 in.

If weather is an important factor for your trip to Anguilla, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 78.8 F).

What is the cheapest time of day to fly from SJC to AI?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Jose to Anguilla as you normally would.

What airport do you fly from for flights from San Jose to Anguilla?

For a flight from San Jose to Anguilla, you will be flying from San Jose. San Jose (SJC) is just 2.9 mi from the center of the city.

Can I find deals for flights from San Jose to Anguilla that include hotel bookings?

Yes. In addition to deals on San Jose to Anguilla flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from San Jose to Anguilla?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Anguilla.

Can I find deals for business class flights from San Jose to Anguilla?

Yes. Cheapflights offers flight deals from San Jose to Anguilla by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$1,361+ Flights from San Jose to Anguilla

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Cheap flight deals from San Jose to Anguilla

Round-trip from	$747 (American Airlines)

From San Jose to Anguilla

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Find flight deals from San Jose to Anguilla

Cheapest flights from San Jose to Anguilla
Explore the most affordable flight options available from San Jose to Anguilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.

Mon 12/89:51 amSJC - AXA

2 stops24h 29mAmerican Airlines

Thu 12/114:55 pmAXA - SJC

2 stops20h 26mAmerican Airlines

Deal found 6/29

$747

Sat 9/278:45 amSJC - AXA

3 stops29h 30mMultiple Airlines

Sat 10/49:35 amAXA - SJC

3 stops14h 19mMultiple Airlines

Deal found 6/30

$1,566

Sat 9/273:55 pmSJC - AXA

3 stops22h 20mUnited Airlines

Sat 10/49:35 amAXA - SJC

2 stops29h 26mUnited Airlines

Deal found 6/30

$1,770

Best flights from San Jose to Anguilla
Discover carefully curated flight deals from San Jose to Anguilla that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 1, 2025.

Mon 12/89:51 amSJC - AXA

2 stops24h 29mAmerican Airlines

Thu 12/114:55 pmAXA - SJC

2 stops20h 26mAmerican Airlines

Deal found 6/29

$747

Sat 9/278:45 amSJC - AXA

3 stops29h 30mMultiple Airlines

Sat 10/49:35 amAXA - SJC

3 stops14h 19mMultiple Airlines

Deal found 6/30

$1,566

Sat 9/273:55 pmSJC - AXA

3 stops22h 20mUnited Airlines

Sat 10/49:35 amAXA - SJC

2 stops29h 26mUnited Airlines

Deal found 6/30

$1,770

Cheapflights Fare Finder

Use the filters below to find and compare flights from San Jose to Anguilla that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JoseThe Valley

SJC - AXA

SJCAXA

San Jose

Mon 12/8

9:51 am-2:20 pm

2 stops24h 29m

The Valley Wallblake Intl

Thu 12/11

4:55 pm-9:21 am

2 stops20h 26m

$747

San JoseThe Valley

SJC - AXA

SJCAXA

San Jose

Sat 9/27

8:45 am-5:15 pm

3 stops29h 30m

The Valley Wallblake Intl

Sat 10/4

9:35 am-8:54 pm

3 stops14h 19m

$1,566

San JoseThe Valley

SJC - AXA

SJCAXA

San Jose

Sat 9/27

3:55 pm-5:15 pm

3 stops22h 20m

The Valley Wallblake Intl

Sat 10/4

9:35 am-12:01 pm

2 stops29h 26m

$1,770

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

Best time to book a flight from San Jose to Anguilla

Have a flexible travel schedule? Discover the best time to fly to Anguilla from San Jose with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Jose to Anguilla

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Anguilla

Get a feel of what it's like to fly with United Airlines and American Airlines from San Jose to Anguilla by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

United Airlines

7.4

Good

8,858 reviews

Reviews

1 / 20

4.0

Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

United Airlines

7.4

Good

8,858 reviews

United Airlines

7.4

Good

8,858 reviews

Reviews

1 / 20

4.0

Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

American Airlines

7.2

Good

10,000 reviews

United Airlines

7.4

Good

8,858 reviews

Reviews

1 / 20

4.0

Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

What airport do you fly from for flights from San Jose to Anguilla?
For a flight from San Jose to Anguilla, you will be flying from San Jose. San Jose (SJC) is just 2.9 mi from the center of the city.
Can I find deals for flights from San Jose to Anguilla that include hotel bookings?
Yes. In addition to deals on San Jose to Anguilla flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from San Jose to Anguilla?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Anguilla.
Can I find deals for business class flights from San Jose to Anguilla?
Yes. Cheapflights offers flight deals from San Jose to Anguilla by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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$747+ Cheap flights from San Jose (SJC) to Anguilla

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/8. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from San Jose to Anguilla with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from San Jose to Anguilla

Keep the following information in mind while searching for San Jose to Anguilla flight deals. Data was last updated July 1, 2025.

Round-trip from

Find flight deals from San Jose to Anguilla

Cheapest flights from San Jose to AnguillaExplore the most affordable flight options available from San Jose to Anguilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.

Explore the most affordable flight options available from San Jose to Anguilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from San Jose to Anguilla that are best for you.

Best time to book a flight from San Jose to Anguilla

Have a flexible travel schedule? Discover the best time to fly to Anguilla from San Jose with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from San Jose to Anguilla

Reviews of airlines servicing Anguilla

Get a feel of what it's like to fly with United Airlines and American Airlines from San Jose to Anguilla by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from San Jose to Anguilla. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly from for flights from San Jose to Anguilla?

Can I find deals for flights from San Jose to Anguilla that include hotel bookings?

How can I find direct flights from San Jose to Anguilla?

Can I find deals for business class flights from San Jose to Anguilla?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San Jose to Anguilla

See prices for flight routes from nearby airports that may be better suited for you.

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Book with Flexibility

Travel Smart

Cheapest flights from San Jose to Anguilla
Explore the most affordable flight options available from San Jose to Anguilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.