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There are 7 ways to get from Chicago to Cheboygan by plane, bus, car or train

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Fly Chicago Midway to Pellston  •  5 h 14 min

  1. Fly from Chicago Midway (MDW) to Pellston (PLN) MDW - PLN

$267 - $834

Cheapest option

Bus  •  14 h 24 min

  1. Take the bus from Chicago, IL to Grand Rapids, MI 1482
  2. Take the bus from Grand Rapids to Mackinaw City 1484

$70 - $111

5 alternative options

Fly Chicago O'Hare to Traverse City, bus  •  7 h 55 min

  1. Fly from Chicago O'Hare (ORD) to Traverse City (TVC) ORD - TVC
  2. Take the bus from Traverse City, MI to Mackinaw City

$189 - $654

Fly Chicago Midway to Manistee, drive  •  6 h 12 min

  1. Fly from Chicago Midway (MDW) to Manistee (MBL) MDW - MBL
  2. Drive from Manistee to Cheboygan

$78 - $198

Train, Amtrak Thruway operated by Indian Trails  •  12 h 19 min

  1. Take the train from Chicago Union Station to Flint Amtrak Blue Water
  2. Take the Amtrak Thruway operated by Indian Trails from Flint to Cheboygan

Bus, Amtrak Thruway operated by Indian Trails  •  15 h 14 min

  1. Take the bus from Chicago, Il to Battle Creek, Mi 5530
  2. Take the Amtrak Thruway operated by Indian Trails from Battle Creek to Cheboygan

Drive  •  6 h 56 min

  1. Drive from Chicago to Cheboygan 405 miles

$35 - $60

Questions & Answers

The cheapest way to get from Chicago to Cheboygan is to drive which costs $35 - $60 and takes 6 h 56 min.

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The quickest way to get from Chicago to Cheboygan is to fly which costs $260 - $850 and takes 5 h 14 min.

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No, there is no direct bus from Chicago to Cheboygan. However, there are services departing from Chicago, IL and arriving at Cheboygan, MI via Grand Rapids and Mackinaw. The journey, including transfers, takes approximately 14 h 24 min.

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The distance between Chicago and Cheboygan is 306 miles. The road distance is 405 miles.

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The best way to get from Chicago to Cheboygan without a car is to train and Amtrak Thruway operated by Indian Trails which takes 12 h 19 min and costs .

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It takes approximately 5 h 14 min to get from Chicago to Cheboygan, including transfers.

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Chicago to Cheboygan bus services, operated by Indian Trails, depart from Chicago, IL station.

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The best way to get from Chicago to Cheboygan is to fly which takes 5 h 14 min and costs $260 - $850. Alternatively, you can bus, which costs $70 - $120 and takes 14 h 24 min.

Mode details

There is no direct flight from Chicago Midway Airport to Pellston Airport. The quickest flight takes 3 h 42 min and has one stopover.

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Chicago to Cheboygan bus services, operated by Indian Trails, arrive at Mackinaw City station.

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Map of how to get from Chicago to Cheboygan.
Launch map view
  • Distance: 306.1 miles
  • Duration: 5 h 14 min

What companies run services between Chicago, IL, USA and Cheboygan, MI, USA?

Delta and Southwest Airlines fly from Chicago to Cheboygan twice daily. Alternatively, you can take a bus from Chicago to Cheboygan via Grand Rapids, MI, Grand Rapids, Mackinaw City, and Mackinaw in around 14 h 24 min.

Airlines
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Traverse City
Ave. Duration
1 h 6 min
When
Every day
Estimated price
$330 - $1,200
United Airlines
Website
united.com
Flights from Chicago O'Hare to Traverse City
Ave. Duration
1 h 9 min
When
Every day
Estimated price
$310 - $1,200
Delta
Website
delta.com
Flights from Chicago Midway to Pellston via Detroit
Ave. Duration
4 h 22 min
When
Wednesday, Thursday, Friday and Saturday
Estimated price
$360 - $850
Regional Sky
Website
regionalsky.com
Flights from Chicago Midway to Manistee
Ave. Duration
50 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$29 - $250
Train operators
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from Chicago Union Station to Flint Amtrak
Ave. Duration
4 h 50 min
Frequency
Once daily
Estimated price
$45 - $120
Website
amtrak.com
Coach Seat
$45 - $70
Flexi Coach Seat
$85 - $120
Business Coach Seat
$85 - $120
Room
$220 - $310
Bus operators
Indian Trails
Phone
+1 800-292-3831
Website
indiantrails.com
Bus from Traverse City, MI to Mackinaw City
Ave. Duration
2 h 36 min
Frequency
Once daily
Estimated price
$17 - $22
Schedules at
indiantrails.com
Bus from Chicago, IL to Grand Rapids, MI
Ave. Duration
5 h 35 min
Frequency
Once daily
Estimated price
$30 - $55
Schedules at
indiantrails.com
Book at
webstore.indiantrails.com
Bus from Grand Rapids to Mackinaw City
Ave. Duration
6 h 21 min
Frequency
Once daily
Estimated price
$35 - $50
Schedules at
indiantrails.com
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Bus from Flint to Cheboygan
Ave. Duration
6 h 29 min
Frequency
Once daily
Website
amtrak.com
Bus from Battle Creek to Cheboygan
Ave. Duration
10 h 24 min
Frequency
Once daily
Website
amtrak.com
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from Chicago, Il to Battle Creek, Mi
Ave. Duration
3 h 50 min
Frequency
Once daily
Estimated price
$22 - $55
Website
greyhound.com
Economy
$22 - $35
Flexible
$40 - $55

Want to know more about travelling around United States

Rome2rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

More Questions & Answers

Cheboygan is 1 h ahead of Chicago. It is currently 3:47 PM in Chicago and 4:47 PM in Cheboygan.

Yes, the driving distance between Chicago to Cheboygan is 405 miles. It takes approximately 6 h 56 min to drive from Chicago to Cheboygan.

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Southwest Airlines and Delta offer flights from Chicago Midway Airport to Pellston Airport.

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There are 38+ hotels available in Cheboygan. Prices start at $65 USD per night.

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The best way to get from Chicago to Chicago Midway Airport is to subway which takes 23 min and costs $2 - $4.

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