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How to get fromChicago to Anguillaby plane or train

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There are 3 ways to get from Chicago to Anguilla by plane or train

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly from Chicago O'Hare International Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Clayton J. Lloyd International Airport (AXA)plane plane ORD - AXA
    8h 54m
    $152–705
  2. Train to General Mitchell International Airport, fly

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Clayton J. Lloyd International Airport (AXA)plane plane MKE - AXA
    11h 53m
    $353–1,460
  3. Fly from Chicago Midway International Airport

    1. Fly from Chicago Midway International Airport (MDW) to Clayton J. Lloyd International Airport (AXA)plane plane MDW - AXA
    10h 41m
    $252–1,105

Chicago O'Hare International Airport (ORD) to Clayton J. Lloyd International Airport (AXA) flights

Calendar30Weekly Planes
Duration7h 3mAverage Duration
Ticket$155Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Anguilla?

United Airlines, Cape Air, and five other airlines fly from Chicago O'Hare International Airport (ORD) to Clayton J. Lloyd International Airport (AXA) 4 times a day.

Airlines
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Want to know more about travelling around Anguilla

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