There are 7 ways to get from Highland Park to Chicago by car, plane, train (Amtrak), bus (Amtrak), bus, or bus (Greyhound, 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 Capital Region International Airport, fly to Chicago O'Hare International Airport
best- Drive from Highland Park to Lansing-Airport-LANcar
- Fly from Capital Region International Airport (LAN) to Chicago O'Hare International Airport (ORD)plane LAN - ORD
3h 30m$58–338Bus via Lafayette & Fifth
cheapest- Take the bus from Detroit Bus Station to Chicago Bus Stationbus Greyhound US0160
7h 45m$44–88Train (Amtrak)
- Take the train from Detroit to Chicago Union Stationtrain Wolverine
6h 14m$86–192Bus (Amtrak)
- Take the bus from Detroit to Chicago Union Stationbus Amtrak Thruway Connecting Service
6h 40m$92–142Drive 276.7 mi
- Drive from Highland Park to Chicagocar 276.7 mi
4h 36m$51–73Bus to Detroit, fly to Chicago Midway International Airport
- Take the bus from Woodward & Manchester to Woodward & Cliffordbus
- Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane DTW - MDW
4h 33m$136–469Bus to Detroit, fly to Chicago O'Hare International Airport
- Take the bus from Woodward & Manchester to Woodward & Cliffordbus
- Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane DTW - ORD
4h 53m$146–659
Highland Park to Chicago by bus and train (Amtrak)
Questions & Answers
The cheapest way to get from Highland Park to Chicago is to bus via Lafayette & Fifth which costs $40 - $90 and takes 7h 45m.
The fastest way to get from Highland Park to Chicago is to drive and fly which takes 3h 30m and costs $55 - $340.
No, there is no direct bus from Highland Park to Chicago station. However, there are services departing from Woodward & Ford and arriving at Chicago Union Station via Detroit. The journey, including transfers, takes approximately 6h 40m.
No, there is no direct train from Highland Park to Chicago station. However, there are services departing from Detroit and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 6h 14m.
The distance between Highland Park and Chicago is 286 miles. The road distance is 278.4 miles.
The best way to get from Highland Park to Chicago without a car is to train which takes 6h 14m and costs $85 - $200.
It takes approximately 3h 30m to get from Highland Park to Chicago, including transfers.
Highland Park to Chicago bus services, operated by Amtrak, depart from Detroit station.
Highland Park to Chicago train services, operated by Amtrak, depart from Detroit station.
The best way to get from Highland Park to Chicago is to train which takes 6h 14m and costs $85 - $200. Alternatively, you can bus, which costs $90 - $150 and takes 6h 40m.
What companies run services between Highland Park, Wayne County, MI, USA and Chicago, IL, USA?
Amtrak operates a train from Detroit to Chicago Union Station 3 times a day. Tickets cost $85–190 and the journey takes 5h 6m. Alternatively, Amtrak operates a bus from Detroit to Chicago Union Station once a week. Tickets cost $90–140 and the journey takes 5h 27m.
- 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 Detroit to Chicago Union Station
- Ave. Duration
- 5h 6m
- Frequency
- 3 times a day
- Estimated price
- $85–190
- Website
- Amtrak
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Detroit to Chicago Union Station
- Ave. Duration
- 5h 27m
- Frequency
- Once a week
- Estimated price
- $90–140
- Website
- Amtrak
- Phone
- +1 866-962-5515
- Website
- Southeast Michigan SMART
Bus from Woodward & Manchester to Woodward & Clifford
- Ave. Duration
- 18 min
- Frequency
- Every 30 minutes
- Estimated price
- $2
- Website
- Southeast Michigan SMART
- Full Fare
- $2
Bus from Woodward & Manchester to Woodward & Clifford
- Ave. Duration
- 18 min
- Frequency
- Every 30 minutes
- Estimated price
- $2
- Website
- Southeast Michigan SMART
- Full Fare
- $2
- Phone
- +1 313-933-1300
- Website
- detroitmi.gov
Bus from Woodward & Manchester to Woodward & Clifford
- Ave. Duration
- 26 min
- Frequency
- Every 20 minutes
- Estimated price
- $2
- Website
- https://detroitmi.gov/departments/detroit-department-transportation
- Schedules at
- http://www.detroitmi.gov/How-Do-I/Locate-Transportation/Bus-Schedules
Bus from Woodward & Manchester to Woodward & Clifford
- Ave. Duration
- 26 min
- Frequency
- Every 20 minutes
- Estimated price
- $2
- Website
- https://detroitmi.gov/departments/detroit-department-transportation
- Schedules at
- http://www.detroitmi.gov/How-Do-I/Locate-Transportation/Bus-Schedules
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $40–85
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 50m
- Frequency
- Twice daily
- Estimated price
- $40–75
- Schedules at
- Flixbus USA
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More Questions & Answers
Highland Park to Chicago bus services, operated by Amtrak, arrive at Chicago Union Station.
Chicago is 1h behind Highland Park. It is currently 3:23 AM in Highland Park and 2:23 AM in Chicago.
Highland Park to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Highland Park to Chicago is 278 miles. It takes approximately 4h 36m to drive from Highland Park to Chicago.
There are 1080+ hotels available in Chicago.








