There are 2 ways to get from Milwaukee to Anguilla by bus, 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.
Bus to Chicago O'Hare International Airport, fly
best- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Clayton J. Lloyd International Airport (AXA)plane ORD - AXA
10h 20m$189–742Train to Chicago Midway International Airport, fly
- Take the train from Milwaukee to Chicago Union Stationtrain
- Fly from Chicago Midway International Airport (MDW) to Clayton J. Lloyd International Airport (AXA)plane MDW - AXA
11h 8m$257–1,158
Chicago O'Hare International Airport (ORD) to Clayton J. Lloyd International Airport (AXA) flights
Questions & Answers
The cheapest way to get from Milwaukee to Anguilla is to bus and fly which costs $180 - $750 and takes 10h 20m.
The fastest way to get from Milwaukee to Anguilla is to bus and fly which takes 10h 20m and costs $180 - $750.
The distance between Milwaukee and Anguilla is 3671 km.
It takes approximately 10h 20m to get from Milwaukee to Anguilla, including transfers.
Anguilla is 1h ahead of Milwaukee. It is currently 3:03 AM in Milwaukee and 4:03 AM in Anguilla.
There are 1141+ hotels available in Anguilla.
What companies run services between Milwaukee, WI, USA and Anguilla?
There is no direct connection from Milwaukee to Anguilla. However, you can take the bus to O'Hare International Airport - Terminal 2 Departures, walk to Chicago O'Hare International Airport (ORD) airport, then fly to Clayton J. Lloyd International Airport (AXA). Alternatively, you can take the train to Chicago Union Station, walk to LaSalle/Van Buren, take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, then fly to Clayton J. Lloyd International Airport (AXA).
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Clayton J. Lloyd International Airport via Miami
- Ave. Duration
- 7h 49m
- When
- Every day
- Estimated price
- $170–750
Flights from Chicago Midway International Airport to Clayton J. Lloyd International Airport via Miami
- Ave. Duration
- 7h 37m
- When
- Every day
- Estimated price
- $240–1,100
- Website
- anguillaairservices.com
Flights from Chicago O'Hare International Airport to Clayton J. Lloyd International Airport via St Maarten
- Ave. Duration
- 6h 30m
- When
- Saturday
- Estimated price
- $150–700
Flights from Chicago Midway International Airport to Clayton J. Lloyd International Airport via Atlanta, St Maarten
- Ave. Duration
- 8h 10m
- When
- Every day
- Estimated price
- $240–1,100
Flights from Chicago Midway International Airport to Clayton J. Lloyd International Airport via Orlando, St Maarten
- Ave. Duration
- 9h 5m
- When
- Every day
- Estimated price
- $240–1,100
- Website
- worldticket.com
Flights from Chicago O'Hare International Airport to Clayton J. Lloyd International Airport via St Maarten
- Ave. Duration
- 6h 30m
- When
- Saturday
- Estimated price
- $150–700
Flights from Chicago Midway International Airport to Clayton J. Lloyd International Airport via Atlanta, St Maarten
- Ave. Duration
- 8h 10m
- When
- Every day
- Estimated price
- $240–1,100
Flights from Chicago Midway International Airport to Clayton J. Lloyd International Airport via Orlando, St Maarten
- Ave. Duration
- 9h 5m
- When
- Every day
- Estimated price
- $240–1,100
- Website
- united.com
Flights from Chicago O'Hare International Airport to Clayton J. Lloyd International Airport via Charlotte Amalie
- Ave. Duration
- 7h 27m
- When
- Every day
- Estimated price
- $160–700
- Website
- flytradewind.com
Flights from Chicago O'Hare International Airport to Clayton J. Lloyd International Airport via San Juan
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $250–850
Flights from Chicago Midway International Airport to Clayton J. Lloyd International Airport via San Juan
- Ave. Duration
- 6h 39m
- When
- Saturday
- Estimated price
- $230–1,100
- Website
- capeair.com
Flights from Chicago O'Hare International Airport to Clayton J. Lloyd International Airport via Charlotte Amalie
- Ave. Duration
- 7h 40m
- When
- Saturday
- Estimated price
- $160–700
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $24–55
- Website
- https://www.amtrak.com/home.html
- Phone
- (866) 912 6224
- questions@coachusa.com
- Website
- coachusa.com
Bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $38–42
- Schedules at
- coachusa.com
Want to know more about travelling around Anguilla
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