Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Chicago O'Hare Intl Airport to Anguilla from $351

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Anguilla departing on 9/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago O'Hare Intl Airport to Anguilla

Cheap round-trip flights

American Airlines Logo
5:00 am - 1:18 pmORD-AXA
7h 18m1 stop
American Airlines Logo
2:05 pm - 10:31 pmAXA-ORD
9h 26m1 stop
$598American Airlines
Find Deal
sáb, out 11 - qua, out 15
American Airlines Logo
5:00 am - 1:18 pmORD-AXA
7h 18m1 stop
American Airlines Logo
2:05 pm - 7:18 amAXA-ORD
18h 13m2 stops
$602American Airlines
Find Deal
sáb, out 11 - qua, out 15
American Airlines Logo
4:40 pm - 4:39 pmORD-AXA
21h 59m1 stop
American Airlines Logo
5:05 pm - 12:21 amAXA-ORD
9h 16m1 stop
$612American Airlines
Find Deal
sex, nov 14 - sex, nov 21
Logo
8:12 pm - 5:15 pmORD-AXA
20h 03m2 stops
Logo
8:30 am - 9:22 amAXA-ORD
25h 52m3 stops
$1,317
Find Deal
qui, ago 14 - qui, ago 21
Logo
8:12 pm - 5:15 pmORD-AXA
20h 03m3 stops
Logo
8:30 am - 9:22 amAXA-ORD
25h 52m3 stops
$1,319
Find Deal
qui, ago 14 - qui, ago 21
Logo
8:12 pm - 5:15 pmORD-AXA
20h 03m2 stops
Logo
8:30 am - 11:43 pmAXA-ORD
16h 13m2 stops
$1,396
Find Deal
qui, ago 14 - qui, ago 21
Logo
9:20 pm - 5:15 pmORD-AXA
18h 55m2 stops
Logo
9:35 am - 8:03 pmAXA-ORD
11h 28m2 stops
$1,697
Find Deal
sex, out 10 - seg, out 13
Logo
8:52 am - 5:15 pmORD-AXA
31h 23m2 stops
Logo
9:35 am - 8:03 pmAXA-ORD
11h 28m2 stops
$1,714
Find Deal
sáb, out 11 - qua, out 15
Logo
9:20 pm - 5:15 pmORD-AXA
18h 55m2 stops
Logo
9:35 am - 9:26 pmAXA-ORD
12h 51m3 stops
$1,782
Find Deal
sex, out 10 - seg, out 13
American Airlines Logo
6:55 pm - 12:40 pmORD-AXA
15h 45m1 stop
American Airlines Logo
5:30 pm - 12:18 amAXA-ORD
8h 48m1 stop
$1,991American Airlines
Find Deal
sex, dez 26 - sex, jan 2

American Airlines flights from Chicago O'Hare Intl Airport to Anguilla

Our best American Airlines deals on Chicago O'Hare Intl Airport to Anguilla flight tickets
American Airlines
Oct 11
ORD5:00 amChicago O'Hare Intl
7h 18m
1 stop
AXA1:18 pmThe Valley Wallblake Intl
Oct 15
AXA2:05 pmThe Valley Wallblake Intl
9h 26m
1 stop
ORD10:31 pmChicago O'Hare Intl
$598
Find similar
American Airlines
Oct 11
ORD5:00 amChicago O'Hare Intl
7h 18m
1 stop
AXA1:18 pmThe Valley Wallblake Intl
Oct 15
AXA2:05 pmThe Valley Wallblake Intl
18h 13m
2 stops
ORD7:18 amChicago O'Hare Intl
$602
Find similar
American Airlines
Nov 14
ORD4:40 pmChicago O'Hare Intl
21h 59m
1 stop
AXA4:39 pmThe Valley Wallblake Intl
Nov 21
AXA5:05 pmThe Valley Wallblake Intl
9h 16m
1 stop
ORD12:21 amChicago O'Hare Intl
$612
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Anguilla that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated agosto 2, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Anguilla that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

sáb 10/11

5:00 am-1:18 pm

1 stop7h 18m

The Valley Wallblake Intl

qua 10/15

2:05 pm-10:31 pm

1 stop9h 26m

$598

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

sáb 10/11

5:00 am-1:18 pm

1 stop7h 18m

The Valley Wallblake Intl

qua 10/15

2:05 pm-7:18 am

2 stops18h 13m

$602

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

sex 11/14

4:40 pm-4:39 pm

1 stop21h 59m

The Valley Wallblake Intl

sex 11/21

5:05 pm-12:21 am

1 stop9h 16m

$612

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

qui 8/14

8:12 pm-5:15 pm

2 stops20h 03m

The Valley Wallblake Intl

qui 8/21

8:30 am-9:22 am

3 stops25h 52m

$1,317

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

qui 8/14

8:12 pm-5:15 pm

3 stops20h 03m

The Valley Wallblake Intl

qui 8/21

8:30 am-9:22 am

3 stops25h 52m

$1,319

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

qui 8/14

8:12 pm-5:15 pm

2 stops20h 03m

The Valley Wallblake Intl

qui 8/21

8:30 am-11:43 pm

2 stops16h 13m

$1,396

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

sex 10/10

9:20 pm-5:15 pm

2 stops18h 55m

The Valley Wallblake Intl

seg 10/13

9:35 am-8:03 pm

2 stops11h 28m

$1,697

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

sáb 10/11

8:52 am-5:15 pm

2 stops31h 23m

The Valley Wallblake Intl

qua 10/15

9:35 am-8:03 pm

2 stops11h 28m

$1,714

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

sex 10/10

9:20 pm-5:15 pm

2 stops18h 55m

The Valley Wallblake Intl

seg 10/13

9:35 am-9:26 pm

3 stops12h 51m

$1,782

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

sex 12/26

6:55 pm-12:40 pm

1 stop15h 45m

The Valley Wallblake Intl

sex 1/2

5:30 pm-12:18 am

1 stop8h 48m

$1,991

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

See travel insights to Anguilla from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Anguilla

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Anguilla?

The cheapest day to depart from Chicago O'Hare Intl Airport to Anguilla is on a Friday when prices can be found for as low as $650. The most expensive day to fly to Anguilla is Saturday, with ticket prices averaging around $990.

What is the cheapest time of day to depart on your flight to Anguilla?

Flying to Anguilla from Chicago O'Hare Intl Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $607 when looking at flights departing in the afternoon. Flights in the morning are often more expensive with an average ticket price of $759.

Cheap Chicago O'Hare Intl Airport to Anguilla flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Anguilla

Best Price Found

$351

Fastest flight time

7h 18m

Direct flights

None

Airports in Anguilla

1 airport
The best one-way flight to Anguilla from Chicago O'Hare Intl Airport in the past 72 hours is $351. The best round-trip flight deal from Chicago O'Hare Intl Airport to Anguilla found on momondo in the last 72 hours is $598.
The fastest flight from Chicago O'Hare Intl Airport to Anguilla takes 7h 18m
There are no direct flights from Chicago O'Hare Intl Airport to Anguilla. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - The Valley Wallblake Intl Airport.
There is 1 airport near Anguilla: The Valley Wallblake Intl (AXA)
Search flight deals

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Anguilla?

    Prices for flights from Chicago O'Hare Intl Airport to Anguilla were last updated today.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Anguilla?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Anguilla?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Anguilla.

  • What documentation or ID do you need to fly to Anguilla?

    The necessary travel and health documents for your Anguilla trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Chicago O'Hare Intl Airport to Anguilla

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Anguilla with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $614Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Anguilla?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Anguilla from Chicago.

Can I find flights from Chicago to Anguilla with flexible booking policies on momondo?

All flight searches from Chicago to Anguilla on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Anguilla?

momondo helps you find the best flight between Chicago and Anguilla by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Anguilla right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Anguilla flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Anguilla trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
qui 8/7
qui 8/14
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Anguilla

Popular cities in Anguilla

Popular flights according to clicks in the last 7 days on momondo
Flights to The Valleyfrom $539