There are 7 ways to get from Chicago to Ashland, WI by plane, bus, train, bus (Greyhound, Flixbus), 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 to Gogebic–Iron County Airport, bus
best- Fly from Chicago O'Hare International Airport (ORD) to Gogebic–Iron County Airport (IWD)plane ORD - IWD
- Take the bus from Hurley, WI to Ashlandbus
5h$134–229Fly to Duluth International Airport, bus
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Duluth International Airport (DLH)plane ORD - DLH
- Take the bus from Duluth Transportation Center East to Ashlandbus
7h 24m$56–317Train, bus
- Take the train from Chicago Union Station to St. Paul-Minneapolistrain
- Take the bus from St. Paul to Duluthbus
- Take the bus from Duluth Transportation Center East to Ashlandbus
13h 14m$116–309Bus
- Take the bus from Chicago Bus Station to Saint Paul Union Depotbus
- Take the bus from St. Paul to Duluthbus
- Take the bus from Duluth Transportation Center East to Ashlandbus
13h 45m$74–231Drive 426.1 mi
- Drive from Chicago to Ashland, WIcar 426.1 mi
8h 16m$78–113Fly to Rhinelander, drive
- Fly from Chicago O'Hare International Airport (ORD) to Rhinelander (RHI)plane ORD - RHI
- Drive from Rhinelander (RHI) to Ashland, WIcar
5h 55m$58–300Bus via Madison
- Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus
- Take the bus from Madison, WI-Lake St. to Mall of America - IKEA - Bloomingtonbus
- Take the bus from Bloomington to Duluthbus
- Take the bus from Duluth Transportation Center East to Ashlandbus
16h 20m$104–231
Chicago to Ashland, WI by train and bus
Questions & Answers
The cheapest way to get from Chicago to Ashland, WI is to drive which costs $75 - $120 and takes 8h 16m.
The fastest way to get from Chicago to Ashland, WI is to fly and bus which takes 5h and costs $130 - $230.
No, there is no direct bus from Chicago station to Ashland, WI. However, there are services departing from Chicago Bus Station and arriving at Ashland via St. Paul and Duluth Transportation Center East. The journey, including transfers, takes approximately 13h 45m.
The distance between Chicago and Ashland, WI is 399 miles. The road distance is 428.6 miles.
The best way to get from Chicago to Ashland, WI without a car is to train and bus which takes 13h 14m and costs $110 - $310.
It takes approximately 5h to get from Chicago to Ashland, WI, including transfers.
Chicago to Ashland, WI bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Ashland, WI bus services, operated by Greyhound USA, arrive at Saint Paul Union Depot station.
Yes, the driving distance between Chicago to Ashland, WI is 429 miles. It takes approximately 8h 16m to drive from Chicago to Ashland, WI.
There are 22+ hotels available in Ashland, WI.
What companies run services between Chicago, IL, USA and Ashland, WI, USA?
You can take a bus from Chicago Bus Station to Ashland via Saint Paul Union Depot, St. Paul, and Duluth Transportation Center East in around 13h 45m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Duluth International Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $40–280
Flights from Chicago O'Hare International Airport to Rhinelander
- Ave. Duration
- 1h 30m
- When
- Monday, Friday, Saturday, and Sunday
- Estimated price
- $35–260
- Website
- keylimeair.com
Flights from Chicago O'Hare International Airport to Gogebic–Iron County Airport
- Ave. Duration
- 1h 15m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–170
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to St. Paul-Minneapolis
- Ave. Duration
- 7h 24m
- Frequency
- 3 times a day
- Estimated price
- $90–210
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 989-725-5105
- Website
- indiantrails.com
Bus from Hurley, WI to Ashland
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $7–23
- Website
- https://indiantrails.com
Bus from Duluth Transportation Center East to Ashland
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $12–30
- Website
- https://indiantrails.com
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from St. Paul to Duluth
- Ave. Duration
- 2h 20m
- Frequency
- Twice daily
- Estimated price
- $13–75
- Book at
- https://www.jeffersonlines.com
Bus from Bloomington to Duluth
- Ave. Duration
- 3h 20m
- Frequency
- Once daily
- Estimated price
- $15–85
- Book at
- https://www.jeffersonlines.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Saint Paul Union Depot
- Ave. Duration
- 7h 55m
- Frequency
- Twice daily
- Estimated price
- $65–130
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Saint Paul Union Depot
- Ave. Duration
- 8h 50m
- Frequency
- Twice daily
- Estimated price
- $45–85
- Schedules at
- flixbus.com
- Phone
- +1 608-752-5407
- vangalder@coachusa.com
- Website
- coachusa.com
Bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campus
- Ave. Duration
- 3h 50m
- Frequency
- Hourly
- Estimated price
- $21–45
- Website
- https://www.coachusa.com/van-galder-bus-company
- Phone
- +1 414-266-4409
- ticketinfo@badgerbus.com
- Website
- badgerbus.com
Bus from Madison, WI-Lake St. to Mall of America - IKEA - Bloomington
- Ave. Duration
- 4h 35m
- Frequency
- Twice a week
- Estimated price
- $55–75
- Website
- https://badgerbus.com
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













