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There are 7 ways to get from Sheboygan to Chicago by bus, train, car or plane

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Amtrak Thruway, train  •  3 h 44 min

  1. Take the Amtrak Thruway from Sheboygan, WI to Milwaukee, WI - Amtrak 8532 / ...
  2. Take the train from Milwaukee Intermodal Station to Chicago Union Station Hiawatha Service

$36 - $51

Cheapest option

Amtrak Thruway, bus  •  3 h 55 min

  1. Take the Amtrak Thruway from Sheboygan, WI to Milwaukee, WI - Amtrak 8532 / ...
  2. Take the bus from Milwaukee, WI to Chicago

$21 - $47

5 alternative options

Bus  •  4 h 37 min

  1. Take the bus from Sheboygan, WI to Milwaukee, WI - Airport 103
  2. Take the bus from Milwaukee, WI - Airport to Chicago, IL - O'Hare International Airport Airport Express to Chicago O'hare / ...

$40 - $62

Drive  •  2 h 33 min

  1. Drive from Sheboygan to Chicago 147.6 miles

$14 - $21

Bus to Milwaukee, fly  •  4 h 41 min

  1. Take the bus from Sheboygan, WI to Milwaukee, WI - Airport
  2. Fly from Milwaukee (MKE) to Chicago O'Hare (ORD) MKE - ORD

$130 - $397

Bus to Green Bay, fly  •  4 h 17 min

  1. Take the bus from Sheboygan Transit to Green Bay, WI - Transit
  2. Fly from Green Bay (GRB) to Chicago O'Hare (ORD) GRB - ORD

$161 - $332

Bus, bus to Appleton, fly  •  6 h 1 min

  1. Take the bus from Sheboygan Transit to Green Bay, WI - Transit
  2. Take the bus from Green Bay, Wi to Appleton, Wi
  3. Fly from Appleton (ATW) to Chicago O'Hare (ORD) ATW - ORD

$263 - $673

Questions & Answers

The cheapest way to get from Sheboygan to Chicago is to drive which costs $14 - $21 and takes 2 h 33 min.

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The quickest way to get from Sheboygan to Chicago is to drive which costs $14 - $21 and takes 2 h 33 min.

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No, there is no direct bus from Sheboygan to Chicago. However, there are services departing from Sheboygan, WI and arriving at Chicago via Milwaukee, WI. The journey, including transfers, takes approximately 3 h 55 min.

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The distance between Sheboygan and Chicago is 130 miles. The road distance is 147.6 miles.

Get driving directions

The best way to get from Sheboygan to Chicago without a car is to Amtrak Thruway and train which takes 3 h 44 min and costs $35 - $55.

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It takes approximately 3 h 44 min to get from Sheboygan to Chicago, including transfers.

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Sheboygan to Chicago bus services, operated by Amtrak, depart from Sheboygan, WI station.

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The quickest flight from Milwaukee Airport to Chicago O'Hare Airport is the direct flight which takes 58 min.

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Sheboygan to Chicago bus services, operated by Megabus, arrive at Chicago station.

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Yes, the driving distance between Sheboygan to Chicago is 148 miles. It takes approximately 2 h 33 min to drive from Sheboygan to Chicago.

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Map of how to get from Sheboygan to Chicago.
Launch map view
  • Distance: 130.4 miles
  • Duration: 3 h 44 min

What companies run services between Sheboygan, WI, USA and Chicago, IL, USA?

You can take a bus from Sheboygan to Chicago via Milwaukee, WI in around 3 h 55 min.

Airlines
United Airlines
Website
united.com
Flights from Milwaukee to Chicago O'Hare
Ave. Duration
1 h 2 min
When
Every day
Estimated price
$210 - $490
Flights from Green Bay to Chicago O'Hare
Ave. Duration
1 h 16 min
When
Every day
Estimated price
$240 - $800
Flights from Appleton to Chicago O'Hare
Ave. Duration
1 h 14 min
When
Every day
Estimated price
$360 - $1,000
American Airlines
Website
aa.com
Flights from Milwaukee to Chicago O'Hare
Ave. Duration
1 h 6 min
When
Every day
Estimated price
$180 - $490
Flights from Green Bay to Chicago O'Hare
Ave. Duration
1 h 13 min
When
Every day
Estimated price
$260 - $500
Flights from Appleton to Chicago O'Hare
Ave. Duration
1 h 19 min
When
Every day
Estimated price
$140 - $850
Train operators
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from Milwaukee Intermodal Station to Chicago Union Station
Ave. Duration
1 h 29 min
Frequency
Every 4 hours
Estimated price
$25
Website
amtrak.com
Coach Seat
$25
Bus operators
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Bus from Sheboygan, WI to Milwaukee, WI - Amtrak
Ave. Duration
1 h 15 min
Frequency
Twice daily
Website
amtrak.com
Indian Trails
Phone
+1 800-292-3831
Website
indiantrails.com
Bus from Sheboygan Transit to Milwaukee
Ave. Duration
1 h 15 min
Frequency
Once daily
Estimated price
$10 - $14
Schedules at
indiantrails.com
Book at
webstore.indiantrails.com
Bus from Sheboygan Transit to Green Bay, WI - Transit
Ave. Duration
1 h 10 min
Frequency
Once daily
Estimated price
$11 - $16
Schedules at
indiantrails.com
Book at
webstore.indiantrails.com
Jefferson Lines
Phone
800-451-5333
Email
info@jeffersonlines.com
Website
jeffersonlines.com
Bus from Sheboygan, WI to Milwaukee
Ave. Duration
1 h 15 min
Frequency
Once daily
Estimated price
$18 - $26
Book at
jeffersonlines.com
Lamers Bus Lines
Phone
+1 800-236-1240
Website
golamers.com
Bus from Sheboygan, WI to Milwaukee, WI
Ave. Duration
1 h 25 min
Frequency
3 times a week
Estimated price
$16 - $20
Schedules at
golamers.com
Book at
webstore.golamers.com
Bus from Sheboygan, WI to Milwaukee, WI - Airport
Ave. Duration
1 h 55 min
Frequency
3 times a week
Estimated price
$17 - $22
Schedules at
golamers.com
Book at
webstore.golamers.com
Bus from Sheboygan, WI to Green Bay, WI - Transit
Ave. Duration
1 h 20 min
Frequency
3 times a week
Estimated price
$17 - $22
Schedules at
golamers.com
Book at
webstore.golamers.com
Bus from Green Bay, WI - Metro to Appleton, WI
Ave. Duration
45 min
Frequency
Once daily
Estimated price
$12 - $16
Schedules at
golamers.com
Book at
webstore.golamers.com
Coach USA
Phone
201-225-7500
Website
coachusa.com
Bus from Milwaukee, WI - Airport to Chicago, IL - O'Hare International Airport
Ave. Duration
1 h 30 min
Frequency
Hourly
Estimated price
$20 - $35
Schedules at
web.coachusa.com
Book at
coachusaairportexpress.com
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from Green Bay, Wi to Appleton, Wi
Ave. Duration
45 min
Frequency
Once daily
Estimated price
$10 - $22
Website
greyhound.com
Economy
$10 - $14
Flexible
$17 - $22

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.

More Questions & Answers

American Airlines and United Airlines offer flights from Milwaukee Airport to Chicago O'Hare Airport.

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There are 763+ hotels available in Chicago. Prices start at $75 USD per night.

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