There are 6 ways to get from Ashland, WI to Chicago by bus, plane, 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.
Bus to Gogebic–Iron County Airport, fly
best- Take the bus from Ashland to Hurley, WIbus
- Fly from Gogebic–Iron County Airport (IWD) to Chicago O'Hare International Airport (ORD)plane IWD - ORD
4h$134–228Bus to Duluth International Airport, fly
cheapest- Take the bus from Ashland to Duluth Transportation Center Eastbus
- Fly from Duluth International Airport (DLH) to Chicago O'Hare International Airport (ORD)plane DLH - ORD
6h 24m$50–277Bus, train
- Take the bus from Ashland to Duluth Transportation Center Eastbus
- Take the bus from Duluth to St. Paulbus
- Take the train from St. Paul-Minneapolis to Chicago Union Stationtrain
13h 9m$116–315Bus
- Take the bus from Ashland to Duluth Transportation Center Eastbus
- Take the bus from Duluth to St. Paulbus
- Take the bus from Saint Paul Union Depot to Chicago Bus Stationbus
13h 40m$71–235Drive 427.3 mi
- Drive from Ashland, WI to Chicagocar 427.3 mi
8h 15m$78–113Drive to Rhinelander, fly
- Drive from Ashland, WI to Rhinelander (RHI)car
- Fly from Rhinelander (RHI) to Chicago O'Hare International Airport (ORD)plane RHI - ORD
5h$53–256
Ashland, WI to Chicago by bus and train
Questions & Answers
The cheapest way to get from Ashland, WI to Chicago is to drive which costs $75 - $120 and takes 8h 15m.
The fastest way to get from Ashland, WI to Chicago is to bus and fly which takes 4h and costs $130 - $230.
No, there is no direct bus from Ashland, WI to Chicago station. However, there are services departing from Ashland and arriving at Chicago Bus Station via Duluth and Saint Paul Union Depot. The journey, including transfers, takes approximately 13h 40m.
The distance between Ashland, WI and Chicago is 399 miles. The road distance is 429.8 miles.
The best way to get from Ashland, WI to Chicago without a car is to bus and train which takes 13h 9m and costs $110 - $320.
It takes approximately 4h to get from Ashland, WI to Chicago, including transfers.
Ashland, WI to Chicago bus services, operated by Indian Trails, depart from Ashland station.
Ashland, WI to Chicago bus services, operated by Indian Trails, arrive at Duluth Transportation Center East station.
Yes, the driving distance between Ashland, WI to Chicago is 430 miles. It takes approximately 8h 15m to drive from Ashland, WI to Chicago.
There are 1304+ hotels available in Chicago.
What companies run services between Ashland, WI, USA and Chicago, IL, USA?
You can take a bus from Ashland to Chicago Bus Station via Duluth, St. Paul, and Saint Paul Union Depot in around 13h 40m.
- Website
- united.com
Flights from Duluth International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $35–240
Flights from Rhinelander to Chicago O'Hare International Airport
- Ave. Duration
- 1h 36m
- When
- Monday, Friday, Saturday, and Sunday
- Estimated price
- $30–220
- Website
- keylimeair.com
Flights from Gogebic–Iron County Airport to Chicago O'Hare International 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 St. Paul-Minneapolis to Chicago Union Station
- 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 Ashland to Hurley, WI
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $7–23
- Website
- https://indiantrails.com
Bus from Ashland to Duluth Transportation Center East
- 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 Duluth to St. Paul
- Ave. Duration
- 2h 15m
- Frequency
- Twice daily
- Estimated price
- $14–75
- 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 Saint Paul Union Depot to Chicago Bus Station
- 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 Saint Paul Union Depot to Chicago Bus Station
- Ave. Duration
- 9h 15m
- Frequency
- Twice daily
- Estimated price
- $45–85
- Schedules at
- flixbus.com
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