There are 9 ways to get from Chicago to Osceola by plane, car, train, taxi, bus (Greyhound, Flixbus), shuttle, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago O'Hare International Airport to Chippewa Valley Regional Airport, drive
best- Fly from Chicago O'Hare International Airport (ORD) to Chippewa Valley Regional Airport (EAU)plane ORD - EAU
- Drive from Eau-Claire-Airport-EAU to Osceolacar
4h 53m$58–319Train, taxi
- Take the train from Chicago Union Station to St. Paul-Minneapolistrain Borealis / ...
- Take the taxi from St. Paul-Minneapolis to Osceolataxi
8h 21m$251–418Bus
- Take the bus from Chicago Bus Station to Saint Paul Union Depotbus Greyhound US0150
- Take the bus from Minneapolis / St Paul Airport to Forest Lake Holiday Gas Stationbus Groome Transportation
10h 56m$139–219Drive 403.8 mi
- Drive from Chicago to Osceolacar 403.8 mi
6h 44m$74–107Fly Chicago O'Hare International Airport to Minneapolis–Saint Paul International Airport, shuttle
- Fly from Chicago O'Hare International Airport (ORD) to Minneapolis–Saint Paul International Airport (MSP)plane ORD - MSP
- Take a shuttle bus from Minneapolis / St Paul Airport to St Croix Falls
6h 2m$306–560Fly Chicago Midway International Airport to Minneapolis–Saint Paul International Airport, shuttle
- Fly from Chicago Midway International Airport (MDW) to Minneapolis–Saint Paul International Airport (MSP)plane MDW - MSP
- Take a shuttle bus from Minneapolis / St Paul Airport to St Croix Falls
5h 50m$162–590Train to General Mitchell International Airport, fly to Minneapolis–Saint Paul International Airport, shuttle
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Minneapolis–Saint Paul International Airport (MSP)plane MKE - MSP
- Take a shuttle bus from Minneapolis / St Paul Airport to St Croix Falls
7h 8m$713–1,175Fly Chicago O'Hare International Airport to Rochester, bus, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Rochester (RST)plane ORD - RST
- Take the bus from Rochester to St. Paulbus
- Take the taxi from St. Paul to Osceolataxi
7h 44m$192–525Bus 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 Mall of America to Forest Lake Holiday Gas Stationbus
11h 59m$156–228
Chicago O'Hare International Airport (ORD) to Chippewa Valley Regional Airport (EAU) flights
Questions & Answers
The cheapest way to get from Chicago to Osceola is to drive which costs $70 - $110 and takes 6h 44m.
The fastest way to get from Chicago to Osceola is to fly and drive which takes 4h 53m and costs $55 - $320.
No, there is no direct bus from Chicago station to Osceola station. However, there are services departing from Chicago Bus Station and arriving at Forest Lake Holiday Gas Station via Union Depot & Gate A1 and Minneapolis / St Paul Airport. The journey, including transfers, takes approximately 10h 56m.
The distance between Chicago and Osceola is 376 miles. The road distance is 406.1 miles.
The best way to get from Chicago to Osceola without a car is to train and taxi which takes 8h 21m and costs $250 - $420.
It takes approximately 4h 53m to get from Chicago to Osceola, including transfers.
Chicago to Osceola bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Osceola bus services, operated by Greyhound USA, arrive at Saint Paul Union Depot station.
Yes, the driving distance between Chicago to Osceola is 406 miles. It takes approximately 6h 44m to drive from Chicago to Osceola.
There are 34+ hotels available in Osceola.
What companies run services between Chicago, IL, USA and Osceola, WI, USA?
You can take a bus from Chicago Bus Station to Osceola via Saint Paul Union Depot, Union Depot & Gate A1, MSP Terminal 1 Transit Station, Minneapolis / St Paul Airport, and Forest Lake Holiday Gas Station in around 10h 56m.
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $60–370
Flights from Chicago Midway International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $75–480
Flights from General Mitchell International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 24m
- When
- Every day
- Estimated price
- $80–550
Flights from Chicago O'Hare International Airport to Rochester via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 3h 35m
- When
- Every day
- Estimated price
- $50–320
- Website
- southwest.com
Flights from Chicago Midway International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $75–480
- Website
- united.com
Flights from Chicago O'Hare International Airport to Chippewa Valley Regional Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $40–290
Flights from Chicago O'Hare International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $60–370
Flights from Chicago O'Hare International Airport to Rochester
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $40–290
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $60–370
Flights from Chicago O'Hare International Airport to Rochester
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $40–290
- Website
- suncountry.com
Flights from Chicago O'Hare International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 40m
- When
- Sunday, Monday, and Thursday
- Estimated price
- $60–370
Flights from General Mitchell International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 19m
- When
- Sunday
- Estimated price
- $80–550
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to St. Paul-Minneapolis
- Ave. Duration
- 7h 31m
- Frequency
- 3 times a day
- Estimated price
- $130–270
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Chicago Bus Station to Saint Paul Union Depot
- Ave. Duration
- 7h 45m
- Frequency
- Every 4 hours
- Estimated price
- $60–120
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Chicago Bus Station to Saint Paul Union Depot
- Ave. Duration
- 8h 45m
- Frequency
- Twice daily
- Estimated price
- $65–110
- Schedules at
- flixbus.com
- Phone
- +1 (218) 724-4676
- Website
- groometransportation.com
Bus from Minneapolis / St Paul Airport to Forest Lake Holiday Gas Station
- Ave. Duration
- 50 min
- Frequency
- Every 4 hours
- Estimated price
- $19–23
- Website
- https://groometransportation.com
- Schedules at
- https://groometransportation.com/duluth
Bus from Mall of America to Forest Lake Holiday Gas Station
- Ave. Duration
- 1h
- Frequency
- Every 4 hours
- Estimated price
- $20–24
- Website
- https://groometransportation.com
- Schedules at
- https://groometransportation.com/duluth
- Phone
- 715-638-0431
- [email protected]
- Website
- nwcshuttle.com
Shuttle from Minneapolis / St Paul Airport to St Croix Falls
- Ave. Duration
- 1h 25m
- Frequency
- Once daily
- Estimated price
- $60–75
- Website
- https://nwcshuttle.com/
Shuttle from Minneapolis / St Paul Airport to St Croix Falls
- Ave. Duration
- 1h 25m
- Frequency
- Once daily
- Estimated price
- $60–75
- Website
- https://nwcshuttle.com/
Shuttle from Minneapolis / St Paul Airport to St Croix Falls
- Ave. Duration
- 1h 25m
- Frequency
- Once daily
- Estimated price
- $60–75
- Website
- https://nwcshuttle.com/
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Rochester to St. Paul
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $28–40
- Book at
- https://www.jeffersonlines.com
- Adult
- $28–40
- Phone
- +1 (866) 912 - 6224
- [email protected]
- 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
- $25–55
- Schedules at
- coachusa.com
- Adult
- $25–55
- Phone
- +1 414-266-4409
- [email protected]
- 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
- Ave. Duration
- 50 min
- Estimated price
- $120–150
Blue & White Taxi
- Phone
- +1 612-333-3333
- Website
- blueandwhitetaxi.com
MSP Airport Taxi
- Phone
- +1 952-888-8294
- Website
- mspairporttaxi.com
Blue & White Taxi
- Phone
- +1 612-333-3333
- Website
- blueandwhitetaxi.com
MSP Airport Taxi
- Phone
- +1 952-888-8294
- Website
- mspairporttaxi.com
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