There are 7 ways to get from Chicago to Cheboygan by plane, train, bus, car, 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 Chicago Midway International Airport to Pellston
best- Fly from Chicago Midway International Airport (MDW) to Pellston (PLN)plane MDW - PLN
5h 14m$138–535Fly Chicago O'Hare International Airport to Manistee County-Blacker Airport, drive
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Manistee County-Blacker Airport (MBL)plane ORD - MBL
- Drive from Manistee County-Blacker Airport (MBL) to Cheboygancar
6h 29m$72–180Train, bus
- Take the train from Chicago Union Station to Flint Amtrak Stationtrain Blue Water
- Take the bus from Flint Amtrak to Cheboygan, MIbus 1485
12h 18m$102–214Drive 395.1 mi
- Drive from Chicago to Cheboygancar 395.1 mi
6h 43m$73–105Fly Chicago O'Hare International Airport to Pellston
- Fly from Chicago O'Hare International Airport (ORD) to Pellston (PLN)plane ORD - PLN
3h 39m$102–335Train, bus via Grand Rapids
- Take the train from Chicago Union Station to Grand Rapids Vernon J. Ehlers Stationtrain Pere Marquette
- Take the bus from Grand Rapids to Mackinaw Citybus 1484
13h 34m$86–189Bus
- Take the bus from Chicago Bus Station to Kalamazoo Bus Stopbus Greyhound US0160
- Take the bus from Kalamazoo Metro Transit to Mackinaw Citybus 1484
13h 50m$78–148
Chicago to Cheboygan by train and bus
Questions & Answers
The cheapest way to get from Chicago to Cheboygan is to drive which costs $70 - $110 and takes 6h 43m.
The fastest way to get from Chicago to Cheboygan is to fly which takes 3h 39m and costs $100 - $340.
No, there is no direct bus from Chicago station to Cheboygan. However, there are services departing from Chicago Bus Station and arriving at Cheboygan, MI via Kalamazoo Metro Transit and Mackinaw. The journey, including transfers, takes approximately 13h 50m.
The distance between Chicago and Cheboygan is 332 miles. The road distance is 397.4 miles.
The best way to get from Chicago to Cheboygan without a car is to train and bus which takes 12h 18m and costs $100 - $220.
It takes approximately 5h 14m to get from Chicago to Cheboygan, including transfers.
Chicago to Cheboygan bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Cheboygan is to fly which takes 5h 14m and costs $130 - $550. Alternatively, you can bus, which costs $75 - $150 and takes 13h 50m.
Chicago to Cheboygan bus services, operated by Greyhound USA, arrive at Kalamazoo Bus Stop station.
Cheboygan is 1h ahead of Chicago. It is currently 6:44 AM in Chicago and 7:44 AM in Cheboygan.
What companies run services between Chicago, IL, USA and Cheboygan, MI, USA?
Delta and Southwest Airlines fly from Chicago Midway International Airport (MDW) to Pellston (PLN) twice daily. Alternatively, you can take a bus from Chicago Bus Station to Cheboygan, MI via Kalamazoo Metro Transit and Mackinaw in around 13h 50m.
- Website
- delta.com
Flights from Chicago Midway International Airport to Pellston via Detroit
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $70–450
- Website
- contouraviation.com
Flights from Chicago O'Hare International Airport to Manistee County-Blacker Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $40–130
- Website
- united.com
Flights from Chicago O'Hare International Airport to Pellston
- Ave. Duration
- 1h 26m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $35–250
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Flint Amtrak Station
- Ave. Duration
- 5h 3m
- Frequency
- Once daily
- Estimated price
- $60–140
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Grand Rapids Vernon J. Ehlers Station
- Ave. Duration
- 4h 4m
- Frequency
- Once daily
- Estimated price
- $40–100
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 989-725-5105
- Website
- indiantrails.com
Bus from Flint Amtrak to Cheboygan, MI
- Ave. Duration
- 6h 15m
- Frequency
- Once daily
- Estimated price
- $40–75
- Website
- https://indiantrails.com
Bus from Grand Rapids to Mackinaw City
- Ave. Duration
- 7h 5m
- Frequency
- Once daily
- Estimated price
- $40–75
- Website
- https://indiantrails.com
Bus from Kalamazoo Metro Transit to Mackinaw City
- Ave. Duration
- 8h 25m
- Frequency
- Once daily
- Estimated price
- $50–85
- Website
- https://indiantrails.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Kalamazoo Bus Stop
- Ave. Duration
- 3h
- Frequency
- 3 times a day
- Estimated price
- $24–45
- Website
- https://www.greyhound.com/
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More Questions & Answers
Yes, the driving distance between Chicago to Cheboygan is 397 miles. It takes approximately 6h 43m to drive from Chicago to Cheboygan.
There are 55+ hotels available in Cheboygan.






