There are 5 ways to get from Key West to Milwaukee by plane, bus (Greyhound, Flixbus), shuttle, train, car, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to General Mitchell International Airport
best- Fly from Key West International Airport (EYW) to General Mitchell International Airport (MKE)plane EYW - MKE
5h 41m$165–717Fly to Chicago O'Hare International Airport, bus
cheapest- Fly from Key West International Airport (EYW) to Chicago O'Hare International Airport (ORD)plane EYW - ORD
- Take the bus from Chicago to Milwaukee Intermodal Stationbus
6h 28m$101–392Bus
- Take the bus from N Roosevelt & 3rd Street to Big Pine Key - Auto Store / NAPA MM30bus Lks
- Take the bus from Big Pine Key to Miami Airport Stationbus
- Take the bus from Miami to Washington Union Stationbus
- Take the bus from Washington Union Station to Chicago Bus Stationbus
- Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus
2d 1h$318–576Shuttle, train
- Take a shuttle bus from Key West, FL to Miami, FL - International Airport
- Take the train from Miami Amtrak Station to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Milwaukeetrain
2d 7h$874–1,689Drive 1,557.7 mi
- Drive from Key West to Milwaukeecar 1,557.7 mi
28h 50m$285–411
Key West to Milwaukee by bus, foot, and taxi
Questions & Answers
The cheapest way to get from Key West to Milwaukee is to fly and bus which costs $100 - $400 and takes 6h 28m.
The fastest way to get from Key West to Milwaukee is to fly which takes 5h 41m and costs $160 - $750.
No, there is no direct bus from Key West to Milwaukee station. However, there are services departing from N Roosevelt & 3rd Street and arriving at Milwaukee Intermodal Station via Big Pine Key, Miami, Washington Union Station and Chicago Bus Station. The journey, including transfers, takes approximately 2 days 1h.
The distance between Key West and Milwaukee is 1335 miles. The road distance is 1566.8 miles.
The best way to get from Key West to Milwaukee without a car is to bus which takes 2 days 1h and costs $310 - $600.
It takes approximately 5h 41m to get from Key West to Milwaukee, including transfers.
Key West to Milwaukee bus services, operated by Key West Transit, depart from N Roosevelt & 3rd Street station.
The best way to get from Key West to Milwaukee is to fly which takes 5h 41m and costs $160 - $750. Alternatively, you can bus, which costs $310 - $600 and takes 2 days 1h.
Key West to Milwaukee bus services, operated by Key West Transit, arrive at Big Pine Key - Auto Store / NAPA MM30 station.
Milwaukee is 1h behind Key West. It is currently 12:35 PM in Key West and 11:35 AM in Milwaukee.
What companies run services between Key West, FL, USA and Milwaukee, WI, USA?
Delta, United Airlines, and American Airlines fly from Key West International Airport (EYW) to General Mitchell International Airport (MKE) every 4 hours. Alternatively, you can take a bus from N Roosevelt & 3rd Street to Milwaukee Intermodal Station via Big Pine Key - Auto Store / NAPA MM30, Big Pine Key, Miami, Airport Intermodal Station, Miami, Washington Union Station, and Chicago Bus Station in around 2d 1h.
- Website
- aa.com
Flights from Key West International Airport to General Mitchell International Airport via Charlotte
- Ave. Duration
- 6h 2m
- When
- Every day
- Estimated price
- $150–700
Flights from Key West International Airport to General Mitchell International Airport via Miami
- Ave. Duration
- 9h 25m
- When
- Saturday
- Estimated price
- $150–700
Flights from Key West International Airport to General Mitchell International Airport via Philadelphia
- Ave. Duration
- 9h 43m
- When
- Every day
- Estimated price
- $190–800
Flights from Key West International Airport to General Mitchell International Airport via Reagan Washington
- Ave. Duration
- 10h 4m
- When
- Every day
- Estimated price
- $180–800
Flights from Key West International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 52m
- When
- Every day
- Estimated price
- $75–350
Flights from Key West International Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 6h 18m
- When
- Every day
- Estimated price
- $80–370
- Website
- delta.com
Flights from Key West International Airport to General Mitchell International Airport via Atlanta
- Ave. Duration
- 6h 2m
- When
- Every day
- Estimated price
- $150–700
Flights from Key West International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 6h 4m
- When
- Every day
- Estimated price
- $75–360
- Website
- united.com
Flights from Key West International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 56m
- When
- Every day
- Estimated price
- $150–700
Flights from Key West International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 55m
- When
- Every day
- Estimated price
- $75–350
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Miami Amtrak Station to Chicago Union Station
- Ave. Duration
- 46h 40m
- Frequency
- Once daily
- Estimated price
- $650–1,400
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–55
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 305-809-3700
- Website
- cityofkeywest-fl.gov
Bus from N Roosevelt & 3rd Street to Big Pine Key - Auto Store / NAPA MM30
- Ave. Duration
- 54 min
- Frequency
- Every 3 hours
- Estimated price
- $2–4
- Schedules at
- https://www.cityofkeywest-fl.gov/595/Schedules-and-Route-Maps
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Big Pine Key to Miami Airport Station
- Ave. Duration
- 3h 30m
- Frequency
- 3 times a day
- Estimated price
- $20–40
- Website
- https://www.greyhound.com/
Bus from Washington Union Station to Chicago Bus Station
- Ave. Duration
- 17h 10m
- Frequency
- Twice daily
- Estimated price
- $110–210
- Website
- https://www.greyhound.com/
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 40m
- Frequency
- 4 times a day
- Estimated price
- $13–26
- Website
- https://www.greyhound.com/
Bus from Chicago to Milwaukee Intermodal Station
- Ave. Duration
- 1h 20m
- Frequency
- Once daily
- Estimated price
- $12–23
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Miami to Washington Union Station
- Ave. Duration
- 22h 5m
- Frequency
- 4 times a week
- Estimated price
- $160–280
- Schedules at
- flixbus.com
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $13–23
- Schedules at
- flixbus.com
- Phone
- +1 (305) 289-9997
- [email protected]
- Website
- keysshuttle.com
Shuttle from Key West, FL to Miami, FL - International Airport
- Ave. Duration
- 4h
- Frequency
- 3 times a day
- Estimated price
- $170–200
- Website
- https://www.keysshuttle.com
Want to know more about travelling around United States
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More Questions & Answers
Yes, the driving distance between Key West to Milwaukee is 1567 miles. It takes approximately 28h 50m to drive from Key West to Milwaukee.
There are 321+ hotels available in Milwaukee.







