There are 7 ways to get from Troy to Chicago by car, plane, train (Amtrak), bus (Amtrak), bus, or bus (Greyhound)
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 Troy to Lansing-Airport-LANcar
- Fly from Capital Region International Airport (LAN) to Chicago O'Hare International Airport (ORD)plane LAN - ORD
3h 39m$57–337Bus via Southfield Bus Stop (Greyhound)
cheapest- Take the bus from Southfield Bus Stop to Chicago Bus Stationbus Greyhound US0160
9h 57m$44–84Train (Amtrak)
- Take the train from Royal Oak Amtrak to Chicago Union Stationtrain Wolverine
6h 54m$92–202Bus (Amtrak)
- Take the bus from Royal Oak Amtrak to Chicago Union Stationbus Amtrak Thruway Connecting Service
7h 16m$97–142Drive 287 mi
- Drive from Troy to Chicagocar 287 mi
4h 58m$53–76Line 461 bus to Detroit, fly to Chicago Midway International Airport
- Take the bus from Troy Civic Center Park & Ride to Woodward & Cliffordbus
- Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane DTW - MDW
5h 23m$136–469Line 461 bus to Detroit, fly to Chicago O'Hare International Airport
- Take the bus from Troy Civic Center Park & Ride to Woodward & Cliffordbus
- Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane DTW - ORD
5h 43m$146–659
Troy to Chicago by bus and train (Amtrak)
Questions & Answers
The cheapest way to get from Troy to Chicago is to bus via Southfield Bus Stop which costs $40 - $85 and takes 9h 57m.
The fastest way to get from Troy to Chicago is to drive and fly which takes 3h 39m and costs $55 - $340.
No, there is no direct bus from Troy to Chicago station. However, there are services departing from Crooks & Square Lake Nearside and arriving at Chicago Union Station via Royal Oak Amtrak. The journey, including transfers, takes approximately 7h 16m.
No, there is no direct train from Troy 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 54m.
The distance between Troy and Chicago is 280 miles. The road distance is 288.6 miles.
The best way to get from Troy to Chicago without a car is to train which takes 6h 54m and costs $90 - $210.
It takes approximately 3h 39m to get from Troy to Chicago, including transfers.
Troy to Chicago bus services, operated by Amtrak, depart from Royal Oak Amtrak station.
Troy to Chicago train services, operated by Amtrak, depart from Royal Oak Amtrak station.
The best way to get from Troy to Chicago is to train which takes 6h 54m and costs $90 - $210. Alternatively, you can bus, which costs $95 - $150 and takes 7h 16m.
What companies run services between Troy, Oakland County, MI, USA and Chicago, IL, USA?
Amtrak operates a train from Royal Oak Amtrak to Chicago Union Station 3 times a day. Tickets cost $90–200 and the journey takes 5h 29m. Alternatively, Amtrak operates a bus from Royal Oak Amtrak to Chicago Union Station once a week. Tickets cost $95–140 and the journey takes 5h 50m.
- Website
- aa.com
Flights from Capital Region International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 19m
- When
- Every day
- Estimated price
- $40–310
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $40–310
- Website
- delta.com
Flights from Capital Region International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 19m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $50–330
Flights from Detroit to Chicago Midway International Airport
- Ave. Duration
- 1h 19m
- When
- Every day
- Estimated price
- $50–360
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $40–310
- Website
- united.com
Flights from Capital Region International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $40–310
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $40–310
- Website
- southwest.com
Flights from Detroit to Chicago Midway International Airport
- Ave. Duration
- 1h 11m
- When
- Every day
- Estimated price
- $50–360
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
- $90–200
- Website
- Amtrak
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Royal Oak Amtrak to Chicago Union Station
- Ave. Duration
- 5h 50m
- Frequency
- Once a week
- Estimated price
- $95–140
- Website
- Amtrak
- Phone
- +1 866-962-5515
- Website
- Southeast Michigan SMART
Bus from Troy Civic Center Park & Ride to Woodward & Clifford
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $2
- Website
- Southeast Michigan SMART
- Full Fare
- $2
Bus from Troy Civic Center Park & Ride to Woodward & Clifford
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $2
- Website
- Southeast Michigan SMART
- Full Fare
- $2
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
- $40–80
- Website
- Greyhound
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More Questions & Answers
Troy to Chicago bus services, operated by Amtrak, arrive at Chicago Union Station.
Chicago is 1h behind Troy. It is currently 6:14 PM in Troy and 5:14 PM in Chicago.
Troy to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Troy to Chicago is 289 miles. It takes approximately 4h 58m to drive from Troy to Chicago.
Book your Troy to Chicago train tickets online with Omio.
There are 1270+ hotels available in Chicago.







