Cheap flights from Chicago to Anguilla from £270

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3 stops
Tue, Jul 15
Chicago ORDAnguilla AXA

£270
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3 stops
Fri, Jul 18
Chicago RFDAnguilla AXA

£275
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2 stops
Tue, Jul 15
Chicago ORDAnguilla AXA

£279
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2 stops
Fri, Jul 18
Chicago ORDAnguilla AXA

£287
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2 stops
Fri, Jul 18
Chicago ORDAnguilla AXA

£287
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3 stops
Mon, Jul 14
Chicago ORDAnguilla AXA

£298
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2 stops
Tue, Jul 15 – Sat, Jul 19
Chicago ORDAnguilla AXA

£579
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2 stops
Tue, Jul 15 – Sat, Jul 19
Chicago ORDAnguilla AXA

£593
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2 stops
Tue, Jul 15 – Fri, Jul 18
Chicago ORDAnguilla AXA

£602
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2 stops
Tue, Jul 15 – Fri, Jul 18
Chicago ORDAnguilla AXA

£602
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2 stops
Fri, Jul 18 – Mon, Jul 21
Chicago ORDAnguilla AXA

£622
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2 stops
Fri, Jul 18 – Mon, Jul 21
Chicago ORDAnguilla AXA

£622
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How much do flights to Anguilla cost?

Key info about flying to Anguilla

Depart from
O Hare International
Arrive to
Clayton J. Lloyd International
Average flights per week
154
Flight distance

Check-in for a flight from Chicago to Anguilla

NameCarrier codeIATA CodePassport needed during booking
Hahn Air H1Yes
Spirit AirlinesNKSNKNo
JetBlue AirwaysJBUB6No
United AirlinesUALUANo
Cape AirKAP9KYes

Weather in Anguilla

Average Weather

MonthAverage monthly max temperatureAverage monthly min temperature
January26°C25°C
February25°C24°C
March25°C24°C
April26°C25°C
May27°C26°C
June27°C26°C
July28°C27°C
August28°C27°C
September28°C27°C
October28°C27°C
November27°C26°C
December26°C25°C
Hottest Month
28°C
September
Coldest month
24°C
February
Sunny days
305
days per year

14 day forecast

Saturday
21 Jun
89%
27°C27°C
28 Jun
82%
27°C27°C
Sunday
22 Jun
88%
27°C27°C
29 Jun
88%
27°C26°C
Monday
23 Jun
89%
27°C27°C
30 Jun
89%
27°C27°C
Tuesday
24 Jun
89%
27°C27°C
1 Jul
89%
27°C27°C
Wednesday
25 Jun
89%
27°C27°C
2 Jul
27°C27°C
Thursday
26 Jun
27°C27°C
3 Jul
88%
27°C27°C
Friday
27 Jun
76%
27°C27°C
4 Jul
27°C27°C
Travelers usually depart from O Hare International, Chicago Midway International, or Chicago Rockford International when they travel from Chicago to Anguilla. The most popular airlines for this route are Hahn Air, Spirit Airlines, JetBlue Airways, United Airlines, and Cape Air. Chicago and Anguilla have 154 direct flights per week.

Frequently asked questions

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What time do nonstop (direct) flights between Chicago and Anguilla depart?
What time do nonstop (direct) flights between Chicago and Anguilla arrive?
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Explore alternative trips

Flights from Chicago

Flights to Anguilla

Popular routes

Other destination countries from Chicago

Here is a list of countries people are flying to

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