There are 9 ways to get from Southfield to Chicago by car, plane, bus (Greyhound), train (Amtrak), bus, train, or bus (Amtrak)
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 Capital Region International Airport, fly to Chicago O'Hare International Airport
best- Drive from Southfield to Lansing-Airport-LANcar
- Fly from Capital Region International Airport (LAN) to Chicago O'Hare International Airport (ORD)plane LAN - ORD
3h 22m$47–256Bus (Greyhound)
cheapest- Take the bus from Southfield Bus Stop to Chicago Bus Stationbus Greyhound US0160
6h 40m$40–70Train (Amtrak)
- Take the train from Royal Oak Amtrak to Chicago Union Stationtrain Wolverine
6h 45m$72–172Drive 275.7 mi
- Drive from Southfield to Chicagocar 275.7 mi
4h 37m$51–73Line 41 bus to Detroit, fly to Chicago Midway International Airport
- Take the bus from Schaefer & 8 Mile to Schaefer & Michiganbus
- Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane DTW - MDW
4h 17m$136–468Line 41 bus to Detroit, fly to Chicago O'Hare International Airport
- Take the bus from Schaefer & 8 Mile to Schaefer & Michiganbus
- Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane DTW - ORD
4h 39m$136–658Bus to Bishop International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Southfield, MI Greyhound to Flint Amtrakbus
- Fly from Bishop International Airport (FNT) to Chicago O'Hare International Airport (ORD)plane FNT - ORD
4h 33m$77–313Fly Detroit to South Bend, train
- Fly from Detroit (DTW) to South Bend (SBN)plane DTW - SBN
- Take the train from South Bend Airport to Van Buren St.train
6h 14m$92–620Bus via Royal Oak Amtrak (Amtrak)
- Take the bus from Royal Oak Amtrak to Chicago Union Stationbus Amtrak Thruway Connecting Service
7h 6m$67–102
Southfield to Chicago by bus (Greyhound)
Comparing Your Travel Options
The cheapest way to get from Southfield to Chicago is to bus which costs $40 - $70 and takes 6h 40m.
The fastest way to get from Southfield to Chicago is to drive and fly which takes 3h 22m and costs $45 - $260.
Yes, there is a direct bus departing from Southfield Bus Stop and arriving at Chicago Bus Station station. Services depart once daily, and operate every day. The journey takes approximately 6h 40m.
No, there is no direct train from Southfield to Chicago station. However, there are services departing from Royal Oak Amtrak and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 6h 45m.
The distance between Southfield and Chicago is 277 miles. The road distance is 277.3 miles.
The best way to get from Southfield to Chicago without a car is to bus which takes 6h 40m and costs $40 - $70.
It takes approximately 3h 22m to get from Southfield to Chicago, including transfers.
Southfield to Chicago bus services, operated by Greyhound USA, depart from Southfield Bus Stop station.
Southfield to Chicago train services, operated by Amtrak, depart from Royal Oak Amtrak station.
The best way to get from Southfield to Chicago is to bus which takes 6h 40m and costs $40 - $70. Alternatively, you can train, which costs $70 - $180 and takes 6h 45m.
What companies run services between Southfield, MI, USA and Chicago, IL, USA?
Greyhound USA operates a bus from Southfield Bus Stop to Chicago Bus Station once daily. Tickets cost $40–70 and the journey takes 6h 40m. Alternatively, Amtrak operates a train from Royal Oak Amtrak to Chicago Union Station 3 times a day. Tickets cost $70–170 and the journey takes 5h 29m.
- Website
- united.com
Flights from Capital Region International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $30–230
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $45–310
Flights from Bishop International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $30–240
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Royal Oak Amtrak to Chicago Union Station
- Ave. Duration
- 5h 29m
- Frequency
- 3 times a day
- Estimated price
- $70–170
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Southfield Bus Stop to Chicago Bus Station
- Ave. Duration
- 6h 40m
- Frequency
- Once daily
- Estimated price
- $40–70
- Website
- Greyhound
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Booking & Getting There
Southfield to Chicago bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Chicago is 1h behind Southfield. It is currently 5:34 AM in Southfield and 4:34 AM in Chicago.
Southfield to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Southfield to Chicago is 277 miles. It takes approximately 4h 37m to drive from Southfield to Chicago.
Book your Southfield to Chicago bus tickets online with Omio and FlixBus.
There are 1301+ hotels available in Chicago.





