There are 7 ways to get from Cheboygan to Chicago by plane, taxi, bus, train, 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 Pellston to Chicago Midway International Airport
best- Fly from Pellston (PLN) to Chicago Midway International Airport (MDW)PLN - MDW
5h 30m$130–445Drive to Manistee County-Blacker Airport, fly to Chicago O'Hare International Airport
cheapest- Drive from Cheboygan to Manistee County-Blacker Airport (MBL)
- Fly from Manistee County-Blacker Airport (MBL) to Chicago O'Hare International Airport (ORD)MBL - ORD
5h 27m$71–167Taxi, bus, train
- Take the taxi from Cheboygan to Alanson, MI
- Take the bus from Alanson, MI to East Lansing, MI
- Take the train from East Lansing Amtrak Station to Chicago Union Station
10h 34m$153–274Drive 394.9 mi
- Drive from Cheboygan to Chicago394.9 mi
6h 39m$73–105Fly Pellston to Chicago O'Hare International Airport
- Fly from Pellston (PLN) to Chicago O'Hare International Airport (ORD)PLN - ORD
2h 35m$105–325Bus
- Take the bus from St. Ignace, MI to Kalamazoo, MI1484
- Take the bus from Kalamazoo Bus Stop to Chicago Bus StationGreyhound US0160
14h 30m$80–159Bus, train
- Take the bus from St. Ignace, MI to Grand Rapids, MI1484
- Take the train from Grand Rapids Vernon J. Ehlers Station to Chicago Union StationPere Marquette
14h 43m$80–189
Cheboygan to Chicago by bus
Questions & Answers
The cheapest way to get from Cheboygan to Chicago is to drive which costs $70 - $110 and takes 6h 39m.
The fastest way to get from Cheboygan to Chicago is to fly which takes 2h 35m and costs $100 - $330.
No, there is no direct bus from Cheboygan to Chicago station. However, there are services departing from Cheboygan, MI and arriving at Chicago Bus Station via St. Ignace, MI and Kalamazoo Bus Stop. The journey, including transfers, takes approximately 14h 30m.
The distance between Cheboygan and Chicago is 333 miles. The road distance is 397.2 miles.
The best way to get from Cheboygan to Chicago without a car is to taxi and bus and train which takes 10h 34m and costs $150 - $280.
It takes approximately 5h 30m to get from Cheboygan to Chicago, including transfers.
Cheboygan to Chicago bus services, operated by Indian Trails, depart from St. Ignace, MI station.
The best way to get from Cheboygan to Chicago is to fly which takes 5h 30m and costs $130 - $450. Alternatively, you can bus, which costs $80 - $160 and takes 14h 30m.
Cheboygan to Chicago bus services, operated by Indian Trails, arrive at Kalamazoo, MI station.
Chicago is 1h behind Cheboygan. It is currently 5:03 PM in Cheboygan and 4:03 PM in Chicago.
What companies run services between Cheboygan, MI, USA and Chicago, IL, USA?
Delta and Southwest Airlines fly from Pellston (PLN) to Chicago Midway International Airport (MDW) twice daily. Alternatively, you can take a bus from Cheboygan, MI to Chicago Bus Station via St. Ignace, MI and Kalamazoo Bus Stop in around 14h 30m.
- Website
- southwest.com
Flights from Pellston to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 20m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–360
- Website
- contouraviation.com
Flights from Manistee County-Blacker Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $40–120
- Website
- delta.com
Flights from Pellston to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $60–360
- Website
- united.com
Flights from Pellston to Chicago O'Hare International Airport
- Ave. Duration
- 1h 22m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $35–240
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from East Lansing Amtrak Station to Chicago Union Station
- Ave. Duration
- 3h 51m
- Frequency
- Once daily
- Estimated price
- $30–100
- Website
- https://www.amtrak.com/home.html
Train from Grand Rapids Vernon J. Ehlers Station to Chicago Union Station
- Ave. Duration
- 4h 8m
- Frequency
- Once daily
- Estimated price
- $35–95
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 989-725-5105
- Website
- indiantrails.com
Bus from Alanson, MI to East Lansing, MI
- Ave. Duration
- 5h 10m
- Frequency
- Once daily
- Estimated price
- $35–70
- Website
- https://indiantrails.com
Bus from St. Ignace, MI to Kalamazoo, MI
- Ave. Duration
- 8h 55m
- Frequency
- Once daily
- Estimated price
- $50–85
- Website
- https://indiantrails.com
Bus from St. Ignace, MI to Grand Rapids, MI
- Ave. Duration
- 7h 55m
- Frequency
- Once daily
- Estimated price
- $40–75
- 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 Kalamazoo Bus Stop to Chicago Bus Station
- Ave. Duration
- 2h 55m
- Frequency
- 3 times a day
- Estimated price
- $25–55
- 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 39m to drive from Cheboygan to Chicago.
There are 1245+ hotels available in Chicago.






