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Cheap flights from Chicago O'Hare Intl Airport to Anguilla from $712

This is the cheapest round-trip 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 12/8. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:10 pm - 2:21 pm
ORD
-
AXA
17h 11m
1 stop
American Airlines Logo
5:20 pm - 9:28 am
AXA
-
ORD
18h 08m
1 stop
$712American Airlines
Tue, Dec 8 - Tue, Dec 15
American Airlines Logo
7:10 pm - 2:23 pm
ORD
-
AXA
17h 13m
1 stop
American Airlines Logo
5:06 pm - 9:28 am
AXA
-
ORD
18h 22m
1 stop
$712American Airlines
Tue, Jan 19 - Wed, Jan 27
American Airlines Logo
8:58 pm - 2:21 pm
ORD
-
AXA
15h 23m
2 stops
American Airlines Logo
5:20 pm - 7:42 am
AXA
-
ORD
16h 22m
1 stop
$717American Airlines
Tue, Dec 8 - Tue, Dec 15
American Airlines Logo
8:55 pm - 2:21 pm
ORD
-
AXA
15h 26m
2 stops
American Airlines Logo
5:20 pm - 7:25 am
AXA
-
ORD
16h 05m
2 stops
$717American Airlines
Tue, Dec 8 - Tue, Dec 15
Multiple Airlines Logo
8:55 am - 5:35 pm
ORD
-
AXA
31h 40m
2 stops
Multiple Airlines Logo
9:46 am - 6:45 pm
AXA
-
ORD
9h 59m
1 stop
$1,569Multiple Airlines
Wed, Oct 21 - Sun, Oct 25
Multiple Airlines Logo
8:55 am - 5:35 pm
ORD
-
AXA
31h 40m
2 stops
Multiple Airlines Logo
9:46 am - 11:49 pm
AXA
-
ORD
15h 03m
2 stops
$1,569Multiple Airlines
Wed, Oct 21 - Sun, Oct 25
United Airlines Logo
8:40 pm - 5:35 pm
ORD
-
AXA
18h 55m
2 stops
United Airlines Logo
9:46 am - 10:18 pm
AXA
-
ORD
14h 32m
2 stops
$1,644United Airlines
Mon, Nov 16 - Thu, Nov 19
Multiple Airlines Logo
8:55 am - 5:35 pm
ORD
-
AXA
31h 40m
2 stops
Multiple Airlines Logo
9:46 am - 8:05 pm
AXA
-
ORD
11h 19m
2 stops
$1,847Multiple Airlines
Thu, Oct 1 - Mon, Oct 5
United Airlines Logo
3:25 pm - 5:35 pm
ORD
-
AXA
24h 10m
2 stops
United Airlines Logo
9:46 am - 6:45 pm
AXA
-
ORD
10h 59m
1 stop
$4,394United Airlines
Tue, Nov 3 - Sat, Nov 14
United Airlines Logo
7:45 pm - 5:35 pm
ORD
-
AXA
19h 50m
2 stops
United Airlines Logo
9:46 am - 11:49 pm
AXA
-
ORD
16h 03m
2 stops
$5,090United Airlines
Tue, Nov 3 - Sat, Nov 14

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

Our best United Airlines deals on Chicago O'Hare Intl Airport to Anguilla flight tickets
United Airlines
Nov 16
ORD8:40 pmChicago O'Hare Intl
18h 55m
2 stops
AXA5:35 pmThe Valley Wallblake Intl
Nov 19
AXA9:46 amThe Valley Wallblake Intl
14h 32m
2 stops
ORD10:18 pmChicago O'Hare Intl
$1,644
United Airlines
Nov 3
ORD3:25 pmChicago O'Hare Intl
24h 10m
2 stops
AXA5:35 pmThe Valley Wallblake Intl
Nov 14
AXA9:46 amThe Valley Wallblake Intl
10h 59m
1 stop
ORD6:45 pmChicago O'Hare Intl
$4,394
United Airlines
Nov 3
ORD7:45 pmChicago O'Hare Intl
19h 50m
2 stops
AXA5:35 pmThe Valley Wallblake Intl
Nov 14
AXA9:46 amThe Valley Wallblake Intl
16h 03m
2 stops
ORD11:49 pmChicago O'Hare Intl
$5,090

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
Dec 8
ORD7:10 pmChicago O'Hare Intl
17h 11m
1 stop
AXA2:21 pmThe Valley Wallblake Intl
Dec 15
AXA5:20 pmThe Valley Wallblake Intl
18h 08m
1 stop
ORD9:28 amChicago O'Hare Intl
$712
American Airlines
Dec 8
ORD8:55 pmChicago O'Hare Intl
15h 26m
2 stops
AXA2:21 pmThe Valley Wallblake Intl
Dec 15
AXA5:20 pmThe Valley Wallblake Intl
16h 05m
2 stops
ORD7:25 amChicago O'Hare Intl
$717
American Airlines
Nov 1
ORD4:43 pmChicago O'Hare Intl
22h 22m
1 stop
AXA5:05 pmThe Valley Wallblake Intl
Nov 4
AXA5:45 pmThe Valley Wallblake Intl
17h 45m
1 stop
ORD9:30 amChicago O'Hare Intl
$728

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 August 4, 2026.
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

Cheapest round-trip

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Tue 12/8

7:10 pm-2:21 pm

1 stop17h 11m

The Valley Wallblake Intl

Tue 12/15

5:20 pm-9:28 am

1 stop18h 08m

$712

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Tue 1/19

7:10 pm-2:23 pm

1 stop17h 13m

The Valley Wallblake Intl

Wed 1/27

5:06 pm-9:28 am

1 stop18h 22m

$712

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Tue 12/8

8:58 pm-2:21 pm

2 stops15h 23m

The Valley Wallblake Intl

Tue 12/15

5:20 pm-7:42 am

1 stop16h 22m

$717
Quickest round-trip

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Tue 12/8

8:55 pm-2:21 pm

2 stops15h 26m

The Valley Wallblake Intl

Tue 12/15

5:20 pm-7:25 am

2 stops16h 05m

$717

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Wed 10/21

8:55 am-5:35 pm

2 stops31h 40m

The Valley Wallblake Intl

Sun 10/25

9:46 am-6:45 pm

1 stop9h 59m

$1,569

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Wed 10/21

8:55 am-5:35 pm

2 stops31h 40m

The Valley Wallblake Intl

Sun 10/25

9:46 am-11:49 pm

2 stops15h 03m

$1,569

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Mon 11/16

8:40 pm-5:35 pm

2 stops18h 55m

The Valley Wallblake Intl

Thu 11/19

9:46 am-10:18 pm

2 stops14h 32m

$1,644

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Thu 10/1

8:55 am-5:35 pm

2 stops31h 40m

The Valley Wallblake Intl

Mon 10/5

9:46 am-8:05 pm

2 stops11h 19m

$1,847

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Tue 11/3

3:25 pm-5:35 pm

2 stops24h 10m

The Valley Wallblake Intl

Sat 11/14

9:46 am-6:45 pm

1 stop10h 59m

$4,394

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Tue 11/3

7:45 pm-5:35 pm

2 stops19h 50m

The Valley Wallblake Intl

Sat 11/14

9:46 am-11:49 pm

2 stops16h 03m

$5,090

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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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 airline that flies from Chicago O'Hare Intl to Anguilla?

American Airlines is the most popular carrier operating from Chicago O'Hare Intl to Anguilla

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

Fastest flight time

7h 55m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Anguilla takes 7h 55m
There are no direct flights from Chicago O'Hare Intl Airport to Anguilla. There are no popular flight routes from Chicago O'Hare Intl Airport to Anguilla.
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Anguilla

  • 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 $529Free CancellationRating
7.1
11,844 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.

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