There are 6 ways to get from Cheboygan to Chicago by plane, bus, train, car, bus (Amtrak), 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.
Fly to Chicago O'Hare International Airport
best- Fly from Pellston (PLN) to Chicago O'Hare International Airport (ORD)plane PLN - ORD
2h 54m$105–345Drive 394.9 mi
cheapest- Drive from Cheboygan to Chicagocar 394.9 mi
6h 43m$73–105Bus, train
- Take the bus from Cheboygan, MI to Flint Amtrakbus 1485
- Take the train from Flint Amtrak Station to Chicago Union Stationtrain Blue Water
12h 30m$113–234Fly to Chicago Midway International Airport
- Fly from Pellston (PLN) to Chicago Midway International Airport (MDW)plane PLN - MDW
8h 23m$125–445Bus via Flint
- Take the bus from Cheboygan, MI to Flint Amtrakbus 1485
- Take the bus from Flint Amtrak Station to Chicago Union Stationbus Amtrak Thruway Connecting Service
12h 30m$133–214Bus
- Take the bus from Mackinaw City to Kalamazoo Metro Transitbus 1484
- Take the bus from Kalamazoo Bus Stop to Chicago Bus Stationbus Greyhound US0160
14h$73–152
Cheboygan to Chicago by bus and train
Questions & Answers
The cheapest way to get from Cheboygan to Chicago is to drive which costs $70 - $110 and takes 6h 43m.
The fastest way to get from Cheboygan to Chicago is to fly which takes 2h 54m and costs $100 - $350.
No, there is no direct bus from Cheboygan to Chicago station. However, there are services departing from Cheboygan, MI and arriving at Chicago Union Station via Flint Amtrak Station. The journey, including transfers, takes approximately 12h 30m.
The distance between Cheboygan and Chicago is 332 miles. The road distance is 397.2 miles.
The best way to get from Cheboygan to Chicago without a car is to bus and train which takes 12h 30m and costs $110 - $240.
It takes approximately 2h 54m to get from Cheboygan to Chicago, including transfers.
Cheboygan to Chicago bus services, operated by Indian Trails, depart from Cheboygan, MI station.
The best way to get from Cheboygan to Chicago is to fly which takes 2h 54m and costs $100 - $350. Alternatively, you can bus via Flint, which costs $130 - $220 and takes 12h 30m.
Cheboygan to Chicago bus services, operated by Indian Trails, arrive at Flint Amtrak station.
Chicago is 1h behind Cheboygan. It is currently 4:49 AM in Cheboygan and 3:49 AM in Chicago.
What companies run services between Cheboygan, MI, USA and Chicago, IL, USA?
United Airlines flies from Pellston (PLN) to Chicago O'Hare International Airport (ORD) once daily. Alternatively, you can take a bus from Cheboygan, MI to Chicago Union Station via Flint Amtrak Station in around 12h 30m.
- Website
- southwest.com
Flights from Pellston to Chicago Midway International Airport via Detroit, Grand Rapids
- Ave. Duration
- 7h 16m
- When
- Tuesday and Wednesday
- Estimated price
- $60–380
Flights from Pellston to Chicago Midway International Airport via Chicago O'Hare International Airport, Milwaukee
- Ave. Duration
- 8h 5m
- When
- Sunday
- Estimated price
- $55–360
Flights from Pellston to Chicago Midway International Airport via Detroit, Milwaukee
- Ave. Duration
- 8h 31m
- When
- Sunday
- Estimated price
- $65–390
- Website
- united.com
Flights from Pellston to Chicago O'Hare International Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $35–260
- Website
- delta.com
Flights from Pellston to Chicago Midway International Airport via Detroit
- Ave. Duration
- 9h 2m
- When
- Every day
- Estimated price
- $60–370
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Flint Amtrak Station to Chicago Union Station
- Ave. Duration
- 5h 10m
- Frequency
- Once daily
- Estimated price
- $70–160
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 989-725-5105
- Website
- indiantrails.com
Bus from Cheboygan, MI to Flint Amtrak
- Ave. Duration
- 6h 20m
- Frequency
- Once daily
- Estimated price
- $40–75
- Website
- https://indiantrails.com
Bus from Mackinaw City to Kalamazoo Metro Transit
- Ave. Duration
- 8h 40m
- Frequency
- Once daily
- Estimated price
- $45–85
- Website
- https://indiantrails.com
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Flint Amtrak Station to Chicago Union Station
- Ave. Duration
- 5h 10m
- Frequency
- Once a week
- Estimated price
- $90–140
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Kalamazoo Bus Stop to Chicago Bus Station
- Ave. Duration
- 2h 55m
- Frequency
- 3 times a day
- Estimated price
- $24–50
- Website
- https://www.greyhound.com/
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More Questions & Answers
Yes, the driving distance between Cheboygan to Chicago is 397 miles. It takes approximately 6h 43m to drive from Cheboygan to Chicago.
There are 1070+ hotels available in Chicago.






