There are 6 ways to get from Chicago to Sheboygan by train, bus, 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

Train, bus  •  3 h 24 min

  1. Take the train from Chicago Union Station Amtrak to Milwaukee Intermodal Station Amtrak Hiawatha Service
  2. Take the bus from Milwaukee to Sheboygan, WI 916 / ...

$38 - $85

Cheapest option

Bus Greyhound USA  •  3 h 45 min

  1. Take the bus from Chicago, Il to Milwaukee, Wi 4716 / ...
  2. Take the bus from Milwaukee to Sheboygan, WI 916 / ...

$25 - $60

4 alternative options

Bus via Chicago, IL - O'Hare International Airport  •  5 h 46 min

  1. Take the bus from Chicago, IL - O'Hare International Airport to Milwaukee, WI - Airport Airport Express from Chicago O'hare
  2. Take the bus from Milwaukee, WI - Airport to Sheboygan, WI 104

$39 - $62

Drive  •  2 h 32 min

  1. Drive from Chicago to Sheboygan 147.3 miles

$14 - $21

Fly to Green Bay, bus  •  5 h 8 min

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

$169 - $338

Fly to Milwaukee, bus  •  5 h 19 min

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

$124 - $417

Questions & Answers

The cheapest way to get from Chicago to Sheboygan is to drive which costs $14 - $21 and takes 2 h 32 min.

More details

The quickest way to get from Chicago to Sheboygan is to drive which takes 2 h 32 min and costs $14 - $21.

More details

The distance between Chicago and Sheboygan is 209 km. The road distance is 236 km.

Get driving directions

It takes approximately 3 h 24 min to get from Chicago to Sheboygan, including transfers.

More details

No, there is no direct bus from Chicago to Sheboygan. However, there are services departing from Chicago, Il and arriving at Sheboygan, WI via Milwaukee. The journey, including transfers, takes approximately 3 h 45 min.

More details

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

You can take a bus from Chicago to Sheboygan via Milwaukee, Wi and Milwaukee in around 3 h 45 min.

Airlines
United Airlines
Website
united.com
Flights from Chicago O'Hare to Green Bay
Ave. Duration
1 h 6 min
When
Every day
Estimated price
$240 - $800
Flights from Chicago O'Hare to Milwaukee
Ave. Duration
52 min
When
Every day
Estimated price
$210 - $490
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Green Bay
Ave. Duration
1 h
When
Every day
Estimated price
$260 - $500
Flights from Chicago O'Hare to Milwaukee
Ave. Duration
47 min
When
Every day
Estimated price
$180 - $490
Train operators
Amtrak
Phone
+1 1-800-872-7245
Website
amtrak.com
Train from Chicago Union Station Amtrak to Milwaukee Intermodal Station Amtrak
Ave. Duration
1 h 29 min
Frequency
Hourly
Estimated price
$28 - $60
Website
amtrak.com
Coach Seat
$28 - $45
Flexi Coach Seat
$50 - $75
Business Coach Seat
$40 - $60
Room
$150 - $210
Bus operators
Jefferson Lines
Phone
800-451-5333
Email
info@jeffersonlines.com
Website
jeffersonlines.com
Bus from Milwaukee to Sheboygan, WI
Ave. Duration
1 h
Frequency
Every 3 hours
Estimated price
$18 - $26
Schedules at
jeffersonlines.com
Bus from Green Bay, WI to Sheboygan, WI
Ave. Duration
1 h 15 min
Frequency
Every 3 hours
Estimated price
$20 - $28
Schedules at
jeffersonlines.com
Indian Trails
Phone
+1 800-292-3831
Website
indiantrails.com
Bus from Milwaukee to Sheboygan Transit
Ave. Duration
1 h
Frequency
Once daily
Estimated price
$10 - $14
Schedules at
indiantrails.com
Book at
webstore.indiantrails.com
Greyhound USA
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from Chicago, Il to Milwaukee, Wi
Ave. Duration
1 h 50 min
Frequency
Every 30 minutes
Estimated price
$15 - $35
Website
greyhound.com
Economy
$15 - $23
Flexible
$27 - $35
Coach USA
Lamers Bus Lines
Phone
+1 800-236-1240
Website
golamers.com
Bus from Milwaukee, WI - Airport to Sheboygan, WI
Ave. Duration
1 h 50 min
Frequency
Twice a week
Estimated price
$17 - $22
Schedules at
golamers.com
Book at
webstore.golamers.com

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