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$646 Find Cheap Flights from Illinois to Anguilla

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Illinois to Anguilla departing on 2/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags

Search hundreds of travel sites at once for deals on flights to Anguilla

In the last 7 days travelers have searched 45,479,411 times on KAYAK, and here is why:

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Good to know

Low season

May

High season

February

Cheapest flight

$646
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly and prices are also 27% lower on average.
Flight from Chicago to The Valley

FAQs for booking flights from Illinois to Anguilla

  • How does KAYAK find such low prices on flights from Illinois to Anguilla?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Anguilla.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Anguilla?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Anguilla from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Illinois to Anguilla?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Anguilla with an airline and back to Illinois with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Anguilla?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Anguilla from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Book cheap flights from Illinois to Anguilla

Recent round-trip flight deals

2/22Sat
1 stopAmerican Airlines
17h 12mORD-AXA
2/27Thu
1 stopAmerican Airlines
17h 53mAXA-ORD
$646
2/22Sat
1 stopAmerican Airlines
17h 12mORD-AXA
2/27Thu
2 stopsAmerican Airlines
16h 14mAXA-ORD
$650
1/30Thu
1 stopAmerican Airlines
7h 10mORD-AXA
2/3Mon
1 stopAmerican Airlines
9h 36mAXA-ORD
$695
1/30Thu
2 stopsAmerican Airlines
16h 20mORD-AXA
2/3Mon
1 stopAmerican Airlines
18h 05mAXA-ORD
$700
12/11Wed
1 stopAmerican Airlines
7h 42mORD-AXA
12/17Tue
2 stopsAmerican Airlines
19h 24mAXA-ORD
$710
12/11Wed
1 stopAmerican Airlines
7h 42mORD-AXA
12/17Tue
1 stopAmerican Airlines
21h 34mAXA-ORD
$722
1/30Thu
3 stops
22h 47mORD-AXA
2/3Mon
3 stops
22h 22mAXA-ORD
$1,000
12/20Fri
1 stopUnited Airlines
27h 10mORD-AXA
12/27Fri
1 stopUnited Airlines
10h 49mAXA-ORD
$3,335
12/20Fri
2 stopsUnited Airlines
21h 40mORD-AXA
12/27Fri
1 stopUnited Airlines
10h 49mAXA-ORD
$3,340
12/20Fri
2 stopsUnited Airlines
24h 55mORD-AXA
12/27Fri
2 stopsUnited Airlines
15h 14mAXA-ORD
$3,488

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Everything you need to know for your flight to Anguilla

Cabin class types available on flights to Illinois
Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

First Class flights to Anguilla
Business Class flights to Anguilla
Prem Econ Class flights to Anguilla
Economy Class flights to Anguilla