There are 7 ways to get from The Villages to Milwaukee by shuttle, plane, bus (Amtrak, Flixbus, Greyhound), taxi, 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.
Shuttle to Orlando, fly to General Mitchell International Airport
best- Take a shuttle bus from Lake Sumter Depot to MCO Airport - Terminal A
- Fly from Orlando (MCO) to General Mitchell International Airport (MKE)plane MCO - MKE
6h 6m$451–1,155Shuttle to Orlando, fly to Chicago O'Hare International Airport, bus
cheapest- Take a shuttle bus from Lake Sumter Depot to MCO Airport - Terminal A
- Fly from Orlando (MCO) to Chicago O'Hare International Airport (ORD)plane MCO - ORD
- Take the bus from Chicago to Milwaukee Intermodal Stationbus
8h 10m$122–487Bus
- Take the bus from The Villages-Lady Lake Amtrak Bus Stop to Jacksonvillebus
- Take the bus from Jacksonville to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus
- Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus
31h 34m$213–350Taxi, train
- Take the taxi from The Villages to Delandtaxi
- Take the train from Deland to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Milwaukeetrain
41h 32m$569–1,176Drive 1,140.9 mi
- Drive from The Villages to Milwaukeecar 1,140.9 mi
20h 40m$209–301Shuttle to Tampa, fly to General Mitchell International Airport
- Take a shuttle bus from Lake Sumter Depot to Tampa International Airport - Red Terminal
- Fly from Tampa (TPA) to General Mitchell International Airport (MKE)plane TPA - MKE
6h 58m$705–1,171Bus to Gainesville Regional Airport, fly to General Mitchell International Airport
- Take the bus from Ocala, FL to University of Florida - 1956 Gale Lemerand Drbus
- Fly from Gainesville Regional Airport (GNV) to General Mitchell International Airport (MKE)plane GNV - MKE
9h 38m$206–742
The Villages to Milwaukee by bus
Questions & Answers
The cheapest way to get from The Villages to Milwaukee is to drive which costs $200 - $310 and takes 20h 40m.
The fastest way to get from The Villages to Milwaukee is to shuttle and fly which takes 6h 6m and costs $450 - $1,200.
No, there is no direct bus from The Villages to Milwaukee station. However, there are services departing from The Villages-Lady Lake Amtrak Bus Stop and arriving at Milwaukee Intermodal Station via Amtrak Station, Jacksonville, Atlanta Bus Station and Chicago Bus Station. The journey, including transfers, takes approximately 31h 34m.
The distance between The Villages and Milwaukee is 1149 miles. The road distance is 1147.6 miles.
The best way to get from The Villages to Milwaukee without a car is to bus which takes 31h 34m and costs $210 - $350.
It takes approximately 6h 6m to get from The Villages to Milwaukee, including transfers.
The Villages to Milwaukee bus services, operated by Amtrak, depart from The Villages-Lady Lake Amtrak Bus Stop station.
The Villages to Milwaukee bus services, operated by Amtrak, arrive at Jacksonville station.
Milwaukee is 1h behind The Villages. It is currently 12:30 AM in The Villages and 11:30 PM in Milwaukee.
Yes, the driving distance between The Villages to Milwaukee is 1148 miles. It takes approximately 20h 40m to drive from The Villages to Milwaukee.
What companies run services between The Villages, FL, USA and Milwaukee, WI, USA?
You can take a bus from The Villages-Lady Lake Amtrak Bus Stop to Milwaukee Intermodal Station via Jacksonville, Amtrak Station, JRTC Bay H, Jacksonville, Atlanta Bus Station, and Chicago Bus Station in around 31h 34m.
- Website
- southwest.com
Flights from Orlando to General Mitchell International Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $130–650
Flights from Orlando to General Mitchell International Airport via Chicago Midway
- Ave. Duration
- 4h 40m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $130–650
Flights from Orlando to General Mitchell International Airport via Nashville
- Ave. Duration
- 4h 40m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $130–650
Flights from Orlando to General Mitchell International Airport via St. Louis
- Ave. Duration
- 4h 35m
- When
- Tuesday and Wednesday
- Estimated price
- $140–700
Flights from Tampa to General Mitchell International Airport
- Ave. Duration
- 2h 48m
- When
- Every day
- Estimated price
- $130–700
Flights from Tampa to General Mitchell International Airport via Chicago Midway
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $130–700
Flights from Tampa to General Mitchell International Airport via Nashville
- Ave. Duration
- 4h 40m
- When
- Saturday
- Estimated price
- $130–700
Flights from Tampa to General Mitchell International Airport via St. Louis
- Ave. Duration
- 4h 40m
- When
- Monday, Thursday, and Friday
- Estimated price
- $140–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Deland to Chicago Union Station
- Ave. Duration
- 37h 56m
- Frequency
- Once daily
- Estimated price
- $440–1,000
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–50
- Website
- Amtrak
- Phone
- +1 352 539 9664
- Website
- Groome Transportation
Shuttle from Lake Sumter Depot to MCO Airport - Terminal A
- Ave. Duration
- 1h 40m
- Frequency
- Hourly
- Estimated price
- $35–55
- Website
- Groome Transportation
- online discount
- $35–50
- call in
- $40–55
Shuttle from Lake Sumter Depot to Tampa International Airport - Red Terminal
- Ave. Duration
- 2h 30m
- Frequency
- Hourly
- Estimated price
- $50–70
- Website
- Groome Transportation
- online discount
- $50–65
- call in
- $55–70
Shuttle from Lake Sumter Depot to MCO Airport - Terminal A
- Ave. Duration
- 1h 40m
- Frequency
- Hourly
- Estimated price
- $35–55
- Website
- Groome Transportation
- online discount
- $35–50
- call in
- $40–55
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
More Questions & Answers
There are 317+ hotels available in Milwaukee.





