There are 8 ways to get from Stillwater to Chicago by car, plane, train (Amtrak), bus (Greyhound), bus, train, or bus (Flixbus)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Drive to Chippewa Valley Regional Airport, fly to Chicago O'Hare International Airport
best- Drive from Stillwater to Eau-Claire-Airport-EAUcar
- Fly from Chippewa Valley Regional Airport (EAU) to Chicago O'Hare International Airport (ORD)plane EAU - ORD
3h 35m$51–275Train (Amtrak)
- Take the train from St. Paul-Minneapolis to Chicago Union Stationtrain Borealis / ...
7h 57m$188–339Bus via Saint Paul Union Depot (Greyhound)
- Take the bus from Saint Paul Union Depot to Chicagobus Greyhound US0150
8h 4m$120–194Drive 389.9 mi
- Drive from Stillwater to Chicagocar 389.9 mi
6h 22m$72–103Bus to Minneapolis–Saint Paul International Airport, fly to Chicago Midway International Airport
- Take the bus from Hudson Park & Ride to Minneapolis / St Paul Airportbus
- Fly from Minneapolis–Saint Paul International Airport (MSP) to Chicago Midway International Airport (MDW)plane MSP - MDW
4h 14m$121–434Bus to Minneapolis–Saint Paul International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Hudson Park & Ride to Minneapolis / St Paul Airportbus
- Fly from Minneapolis–Saint Paul International Airport (MSP) to Chicago O'Hare International Airport (ORD)plane MSP - ORD
4h 24m$286–524Bus to Minneapolis–Saint Paul International Airport, fly to South Bend, train
- Take the bus from Hudson Park & Ride to Minneapolis / St Paul Airportbus
- Fly from Minneapolis–Saint Paul International Airport (MSP) to South Bend (SBN)plane MSP - SBN
- Take the train from South Bend Airport to Van Buren St.train
6h 39m$172–684Bus (Flixbus)
- Take the bus from Hudson to Chicago Bus Stationbus FlixBus 2548
9h 3m$95–156
Chippewa Valley Regional Airport (EAU) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Stillwater to Chicago is to drive which costs $70 - $110 and takes 6h 22m.
The fastest way to get from Stillwater to Chicago is to drive and fly which takes 3h 35m and costs $50 - $280.
No, there is no direct bus from Stillwater to Chicago. However, there are services departing from Saint Paul Union Depot and arriving at Chicago via . The journey, including transfers, takes approximately 8h 4m.
No, there is no direct train from Stillwater to Chicago station. However, there are services departing from St. Paul-Minneapolis and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 7h 57m.
The distance between Stillwater and Chicago is 363 miles. The road distance is 392.1 miles.
The best way to get from Stillwater to Chicago without a car is to train which takes 7h 57m and costs $180 - $340.
It takes approximately 3h 35m to get from Stillwater to Chicago, including transfers.
Stillwater to Chicago bus services, operated by Flixbus USA, depart from Hudson station.
Stillwater to Chicago train services, operated by Amtrak, depart from St. Paul-Minneapolis station.
The best way to get from Stillwater to Chicago is to train which takes 7h 57m and costs $180 - $340. Alternatively, you can bus via Saint Paul Union Depot, which costs $120 - $200 and takes 8h 4m.
What companies run services between Stillwater, MN, USA and Chicago, IL, USA?
Amtrak operates a train from St. Paul-Minneapolis to Chicago Union Station 3 times a day. Tickets cost $130–270 and the journey takes 7h 32m. Alternatively, Greyhound USA operates a bus from Saint Paul Union Depot to Chicago once daily. Tickets cost $60–120 and the journey takes 7h.
- Website
- united.com
Flights from Chippewa Valley Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $35–250
Flights from Minneapolis–Saint Paul International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $45–300
Flights from Minneapolis–Saint Paul International Airport to South Bend via Chicago O'Hare International Airport
- Ave. Duration
- 3h 46m
- When
- Every day
- Estimated price
- $95–600
- Website
- southwest.com
Flights from Minneapolis–Saint Paul International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 26m
- When
- Every day
- Estimated price
- $55–360
Flights from Minneapolis–Saint Paul International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 50m
- When
- Tuesday and Wednesday
- Estimated price
- $85–440
- Website
- delta.com
Flights from Minneapolis–Saint Paul International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $55–360
Flights from Minneapolis–Saint Paul International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $45–300
Flights from Minneapolis–Saint Paul International Airport to South Bend
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $95–600
Flights from Minneapolis–Saint Paul International Airport to South Bend via Detroit
- Ave. Duration
- 3h 54m
- When
- Every day
- Estimated price
- $130–700
- Website
- aa.com
Flights from Minneapolis–Saint Paul International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 52m
- When
- Every day
- Estimated price
- $45–300
- Website
- suncountry.com
Flights from Minneapolis–Saint Paul International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 42m
- When
- Monday, Tuesday, Friday, and Thursday
- Estimated price
- $45–300
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from St. Paul-Minneapolis to Chicago Union Station
- Ave. Duration
- 7h 32m
- Frequency
- 3 times a day
- Estimated price
- $130–270
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 2 hours
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Saint Paul Union Depot to Chicago
- Ave. Duration
- 7h
- Frequency
- Once daily
- Estimated price
- $60–120
- Website
- https://www.greyhound.com/
- Phone
- +1 (715)-830-9400
- Website
- groometransportation.com
Bus from Hudson Park & Ride to Minneapolis / St Paul Airport
- Ave. Duration
- 45 min
- Frequency
- Hourly
- Estimated price
- $33
- Website
- https://groometransportation.com
- Schedules at
- https://groometransportation.com/eau-claire/
Bus from Hudson Park & Ride to Minneapolis / St Paul Airport
- Ave. Duration
- 45 min
- Frequency
- Hourly
- Estimated price
- $33
- Website
- https://groometransportation.com
- Schedules at
- https://groometransportation.com/eau-claire/
Bus from Hudson Park & Ride to Minneapolis / St Paul Airport
- Ave. Duration
- 45 min
- Frequency
- Hourly
- Estimated price
- $33
- Website
- https://groometransportation.com
- Schedules at
- https://groometransportation.com/eau-claire/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Hudson to Chicago Bus Station
- Ave. Duration
- 8h 50m
- Frequency
- Once daily
- Estimated price
- $65–120
- Schedules at
- flixbus.com
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More Questions & Answers
Stillwater to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Stillwater to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Stillwater to Chicago is 392 miles. It takes approximately 6h 22m to drive from Stillwater to Chicago.
Book your Stillwater to Chicago bus tickets online with Omio.
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