There are 5 ways to get from Chicago to Windsor & Cassopolis by train (Amtrak), bus (Greyhound), car, or plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train (Amtrak)
best- Take the train from Chicago Union Station to Elkhart Amtrak Stationtrain Floridian / ...
3h 9m$23–51Bus, line 30 bus
cheapest- Take the bus from Chicago to South Bend, INbus Chicago
- Take the bus from South Street Station to Elkhart Transit Centerbus 30
4h 59m$17–29Drive 107.5 mi
- Drive from Chicago to Windsor & Cassopoliscar 107.5 mi
1h 53m$20–29Fly to South Bend
- Fly from Chicago O'Hare International Airport (ORD) to South Bend (SBN)plane ORD - SBN
3h 18m$98–400Fly to Kalamazoo-Battle Creek International Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Kalamazoo-Battle Creek International Airport (AZO)plane ORD - AZO
- Drive from Kalamazoo-Airport-AZO to Windsor & Cassopoliscar
3h 53m$40–259
Chicago to Windsor & Cassopolis by train and bus (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Windsor & Cassopolis is to bus and line 30 bus which costs $16 - $30 and takes 4h 59m.
The fastest way to get from Chicago to Windsor & Cassopolis is to drive which takes 1h 53m and costs $19 - $29.
No, there is no direct bus from Chicago to Windsor & Cassopolis. However, there are services departing from Chicago and arriving at Windsor & Cassopolis via South Street Station and Elkhart Transit Center. The journey, including transfers, takes approximately 4h 59m.
The distance between Chicago and Windsor & Cassopolis is 107 miles. The road distance is 108.1 miles.
The best way to get from Chicago to Windsor & Cassopolis without a car is to train which takes 3h 9m and costs $23 - $55.
It takes approximately 3h 9m to get from Chicago to Windsor & Cassopolis, including transfers.
Chicago to Windsor & Cassopolis bus services, operated by Barons Bus, depart from Chicago station.
The best way to get from Chicago to Windsor & Cassopolis is to train which takes 3h 9m and costs $23 - $55. Alternatively, you can bus and line 30 bus, which costs $16 - $30 and takes 4h 59m, you could also fly, which costs $95 - $400 and takes 3h 18m.
Chicago to Windsor & Cassopolis bus services, operated by Barons Bus, arrive at South Bend, IN station.
Windsor & Cassopolis is 1h ahead of Chicago. It is currently 3:57 PM in Chicago and 4:57 PM in Windsor & Cassopolis.
What companies run services between Chicago, IL, USA and Windsor & Cassopolis, IN, USA?
Amtrak operates a train from Chicago Union Station to Elkhart Amtrak Station 3 times a day. Tickets cost $22–50 and the journey takes 1h 49m. Alternatively, you can take a bus from Chicago to Windsor & Cassopolis via South Street Station and Elkhart Transit Center in around 4h 59m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to South Bend
- Ave. Duration
- 1h 1m
- When
- Every day
- Estimated price
- $35–320
Flights from Chicago O'Hare International Airport to Kalamazoo-Battle Creek International Airport
- Ave. Duration
- 1h 7m
- When
- Every day
- Estimated price
- $29–240
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Kalamazoo-Battle Creek International Airport
- Ave. Duration
- 59 min
- When
- Every day
- Estimated price
- $29–240
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Elkhart Amtrak Station
- Ave. Duration
- 1h 49m
- Frequency
- 3 times a day
- Estimated price
- $22–50
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- baronsbus.com
Bus from Chicago to South Bend, IN
- Ave. Duration
- 1h 45m
- Frequency
- Twice daily
- Estimated price
- $8–45
- Website
- https://baronsbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago to South Bend, IN
- Ave. Duration
- 1h 35m
- Frequency
- Once daily
- Estimated price
- $14–28
- Website
- https://www.greyhound.com/
- Phone
- +1 574-674-8894
- macogdir@macog.com
- Website
- interurbantrolley.com
Bus from South Street Station to Elkhart Transit Center
- Ave. Duration
- 54 min
- Frequency
- Every 3 hours
- Estimated price
- $1
- Schedules at
- interurbantrolley.com
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More Questions & Answers
Yes, the driving distance between Chicago to Windsor & Cassopolis is 108 miles. It takes approximately 1h 53m to drive from Chicago to Windsor & Cassopolis.
There are 201+ hotels available in Windsor & Cassopolis.