Find cheap flights from Illinois to Anguilla

Find cheap flights from Illinois to Anguilla

Search hundreds of travel sites at once for deals on flights to Anguilla. Bundle your flight + hotel and save!

Round-trip
Economy
Boston (BOS)
Anguilla
Wed 8/4
Wed 8/11
Any month
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Good to know

Low season

SeptemberBest time to beat the crowds with an average 9% drop in price.

High season

MarchMost popular time to fly with an average 25% increase in price.

Average price round-trip

$716(avg. price over the last 2 weeks)

Good deal round-trip

$642or less

Good deal one-way

$432or less

FAQs for booking flights from Illinois to Anguilla

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Top airline flying from Illinois to Anguilla

Scores according to KAYAK customer reviews

7.2
American Airlines
Overall score based on 45,999 reviews
7.5
Boarding
7.1
Comfort
7.8
Crew
6.8
Entertainment
6.7
Food
Airline reviews

Pros: "Seat room is limited, especially when you are in the middle seat."
Cons: "Seat space"

Pros: "Great price!"
Cons: "More food."

Cons: "Had to clean my seat before seating."

Cons: "The legroom is not sufficient for taller people"

Cons: "Unable to play entertainment on my compatible device."

Cons: "The terrible communication for delays and boarding."

Cons: "Feeling of being cramped"

Cons: "I will never, ever book with Kayak again"

Pros: "Busy but kind stewardesses"
Cons: "Please offer another snack option besides carboard flavored pretzels."

Cons: "Pushy crowd.."

Cons: "Kept the lights on for too long serving dinner. Forgot to serve the middle section beverages during breakfast."

Pros: "Nothing"
Cons: "Cancelled"

Pros: "Nothing"
Cons: "Incredibly uncomfortable. I even paid extra for more room. Meals were a joke"

Pros: "Great service"

Pros: "Amazing entertainment selection, comfortable."

Pros: "Almost empty in economy"
Cons: "I liked everything"

Cons: "For our delay with no information"

Pros: "Food was surprisingly good. Smooth ride could have been just good weather, but it was nice. We got in early!!!"
Cons: "Legroom was ok for me because I'm short. Others may have needed more."

Pros: "The airplale MD 80 are old"

Pros: "Excellent service. Loved the tv screens with the remote. Exclennt flignt"

Cons: "They were late because of bad scheduling and the gate agent was rude"

Cons: "I loved everything"

Pros: "was a pain checking extra baggage. No one seemed to know what to do.. Apart from that AA was good."

Pros: "Everything was great. Easy boarding great comfortable seating and friendly efficient stewardship"

Cons: "Boarding was a little chaotic. Could have been more organized."

Pros: "Everything was on time!"

Pros: "Extra blanket and pillow. Empty seat to sleep in. Fairly clean interior for the most part."

Pros: "All good! Nice staff. Easy travel."

Cons: "Three gate changes and 45 minute delay. Same happened two years ago"

Pros: "Free alcohol and good passenger friends and friendly service."
Cons: "No outlets for phones"

Pros: "All the movies"
Cons: "Legroom"

Cons: "Could not read paper when passenger in front reclined seat. No space between rows."

Pros: "Clean environment of the terminals and the speed of the shuttle."
Cons: "no comment."

Pros: "It took off on time and life was good."

Cons: "No complaints."

Pros: "Great service!"

Pros: "Everything"

Cons: "Requested for wheelchair assistance but none provided?!!"

Pros: "Timing and transit time was excellent"

Pros: "Everything."
Cons: "Nothing."

Pros: "Price space, time"
Cons: "Waiting.. but better to be early than late"

Cons: "Food was horribe and no dedicated tv per seat"

Pros: "Everything was pretty decent.. Best part was the price.. Boarding was good staff was good"
Cons: "Wasn't enough room.. kind of tight.. Couple more inches all around would have been perfect though"

Pros: "Ease of travel"

Pros: "All personnel where polite,helpful, and respectful. Greg to have wifi and power chargers."
Cons: "There was no real entertainment on the screens. No movies."

Pros: "On time."

Pros: "very good no problems.."
Cons: "all good thanks much"

Cons: "Always a problem with these guys"

Cons: "Delayed"

Read more about American Airlines
COVID-19 information

Safety measures for airlines flying from Illinois to Anguilla

Airlines flying from Illinois to Anguilla have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Illinois to Anguilla

Mandatory masks

Masks required on board, masks provided on flights from Illinois to Anguilla

Social distancing seating

Middle seats unavailable to book on flights from Illinois to Anguilla

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Illinois to Anguilla

Book cheap flights from Illinois to Anguilla

Recent round-trip flight deals

1/22
Sat
1 stop
American Airlines
7h 34m
ORD - AXA
1/29
Sat
1 stop
American Airlines
9h 15m
AXA - ORD
1/22
Sat
1 stop
American Airlines
7h 34m
ORD - AXA
1/29
Sat
2 stops
American Airlines
16h 50m
AXA - ORD
12/16
Thu
2 stops
Multiple Airlines
25h 30m
ORD - AXA
12/18
Sat
2 stops
Multiple Airlines
12h 55m
AXA - ORD
12/23
Thu
2 stops
Multiple Airlines
38h 46m
ORD - AXA
12/26
Sun
2 stops
Multiple Airlines
41h 26m
AXA - ORD
1/22
Sat
2 stops
Multiple Airlines
35h 10m
ORD - AXA
1/29
Sat
2 stops
Multiple Airlines
13h 52m
AXA - ORD
1/22
Sat
2 stops
Multiple Airlines
8h 15m
MDW - AXA
1/26
Wed
2 stops
Multiple Airlines
14h 00m
AXA - MDW
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