There are 6 ways to get from Chicago Midway Airport (MDW) to Sheboygan by plane, bus, subway, train, bus (Greyhound), rideshare, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Chicago Midway International Airport, bus
best- Fly from Chicago Midway International Airport (MDW) to General Mitchell International Airport (MKE)plane MDW - MKE
- Take the bus from Milwaukee Intermodal Station to Sheboyganbus
3h 21m$70–487Drive 145.7 mi
cheapest- Drive from Chicago Midway Airport (MDW) to Sheboygancar 145.7 mi
2h 54m$27–39Subway to Chicago O'Hare International Airport, fly, bus
- Take the subway from Midway to Clark/Lakesubway
- Fly from Chicago O'Hare International Airport (ORD) to General Mitchell International Airport (MKE)plane ORD - MKE
- Take the bus from Milwaukee Intermodal Station to Sheboyganbus
5h 51m$616–1,050Train, bus
- Take the train from Chicago Union Station to Milwaukeetrain Hiawatha Service / ...
- Take the bus from Milwaukee Intermodal Station to Sheboyganbus Greyhound US0150S
5h 8m$42–94Bus (Greyhound)
- Take the bus from Chicago Bus Station to Sheboyganbus Greyhound US0150S
5h 25m$28–53Airport Transfer
- Take the rideshare from Chicago Midway-MDW to Sheboygan145.7 mi
2h 54m
Chicago Midway Airport (MDW) to Sheboygan by subway, foot, bus, and train
Questions & Answers
The cheapest way to get from Chicago Midway Airport (MDW) to Sheboygan is to drive which costs $26 - $40 and takes 2h 54m.
The fastest way to get from Chicago Midway Airport (MDW) to Sheboygan is to drive which takes 2h 54m and costs $26 - $40.
No, there is no direct bus from Chicago Midway Airport (MDW) to Sheboygan. However, there are services departing from Michigan & Washington and arriving at Sheboygan via Chicago Bus Station. The journey, including transfers, takes approximately 5h 25m.
The distance between Chicago Midway Airport (MDW) and Sheboygan is 143 miles. The road distance is 146.5 miles.
The best way to get from Chicago Midway Airport (MDW) to Sheboygan without a car is to train and bus which takes 5h 8m and costs $40 - $95.
It takes approximately 3h 21m to get from Chicago Midway Airport (MDW) to Sheboygan, including transfers.
Chicago Midway Airport (MDW) to Sheboygan bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago Midway Airport (MDW) to Sheboygan bus services, operated by Greyhound USA, arrive at Sheboygan station.
Yes, the driving distance between Chicago Midway Airport (MDW) to Sheboygan is 147 miles. It takes approximately 2h 54m to drive from Chicago Midway Airport (MDW) to Sheboygan.
There are 49+ hotels available in Sheboygan.
What companies run services between Chicago Midway Airport (MDW), USA and Sheboygan, WI, USA?
Greyhound USA operates a bus from Chicago Bus Station to Sheboygan 3 times a week. Tickets cost $22–45 and the journey takes 3h 35m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to General Mitchell International Airport
- Ave. Duration
- 1h 6m
- When
- Every day
- Estimated price
- $40–350
- Website
- aa.com
Flights from Chicago O'Hare International Airport to General Mitchell International Airport
- Ave. Duration
- 59 min
- When
- Every day
- Estimated price
- $40–350
- Website
- southwest.com
Flights from Chicago Midway International Airport to General Mitchell International Airport
- Ave. Duration
- 48 min
- When
- Every day
- Estimated price
- $55–450
- Phone
- +1 888-968-7282
- Website
- Chicago Transit Authority
Subway from Midway to Clark/Lake
- Ave. Duration
- 31 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- Chicago Transit Authority
- Schedules at
- Chicago Transit Authority Schedules & Routes
- Adult
- $2–5
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Milwaukee Intermodal Station to Sheboygan
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- Greyhound
Bus from Milwaukee Intermodal Station to Sheboygan
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- Greyhound
Bus from Milwaukee Intermodal Station to Sheboygan
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- Greyhound
Bus from Chicago Bus Station to Sheboygan
- Ave. Duration
- 3h 35m
- Frequency
- 3 times a week
- Estimated price
- $22–45
- Website
- Greyhound
- Phone
- +1 989-725-5105
- Website
- Indian Trails
Bus from Milwaukee Intermodal Station to Sheboygan
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $10–26
- Website
- Indian Trails
Bus from Milwaukee Intermodal Station to Sheboygan
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $10–26
- Website
- Indian Trails
Bus from Milwaukee Intermodal Station to Sheboygan
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $10–26
- Website
- Indian Trails
- Website
- https://www.mozio.com
Rideshare from Chicago Midway-MDW to Sheboygan
- Ave. Duration
- 2h 54m
- Frequency
- On demand
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
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide
More Questions & Answers
Check out Blablacar's carpooling service for rideshare options between Chicago Midway Airport (MDW) and Sheboygan. A great option if you don't have a driver's licence or want to avoid public transport.












