There are 6 ways to get from Chicago to Middlebury by train (Amtrak), bus, car, plane, taxi, or bus (Amtrak)
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 / ...
2h 11m$76–121Drive 119.8 mi
cheapest- Drive from Chicago to Middleburycar 119.8 mi
2h 16m$22–32Bus
- Take the bus from Chicago to Shipshewanabus Chicago
3h 1m$40–82Fly to South Bend, taxi
- Fly from Chicago O'Hare International Airport (ORD) to South Bend (SBN)plane ORD - SBN
- Take the taxi from South-Bend-Airport-SBN to Middleburytaxi
3h 40m$148–505Bus, line 50 bus
- Take the bus from Chicago Union Station to Elkhart Amtrak Stationbus Amtrak Thruway Connecting Service
- Take the bus from Elkhart Transit Center to Lincoln & Mainbus 50
3h 12m$72–96Fly to Kalamazoo-Battle Creek International Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Kalamazoo-Battle Creek International Airport (AZO)plane ORD - AZO
- Take the taxi from Kalamazoo-Airport-AZO to Middleburytaxi
3h 53m$172–445
Chicago O'Hare International Airport (ORD) to South Bend (SBN) flights
Questions & Answers
The cheapest way to get from Chicago to Middlebury is to drive which costs $21 - $35 and takes 2h 16m.
The fastest way to get from Chicago to Middlebury is to train which takes 2h 11m and costs $75 - $130.
No, there is no direct bus from Chicago to Middlebury. However, there are services departing from Chicago and arriving at Shipshewana via . The journey, including transfers, takes approximately 3h 1m.
No, there is no direct train from Chicago station to Middlebury station. However, there are services departing from Chicago Union Station and arriving at Elkhart Amtrak Station via . The journey, including transfers, takes approximately 2h 11m.
The distance between Chicago and Middlebury is 115 miles. The road distance is 120.5 miles.
The best way to get from Chicago to Middlebury without a car is to train which takes 2h 11m and costs $75 - $130.
It takes approximately 2h 11m to get from Chicago to Middlebury, including transfers.
Chicago to Middlebury bus services, operated by Barons Bus, depart from Chicago station.
Chicago to Middlebury train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Middlebury is to train which takes 2h 11m and costs $75 - $130. Alternatively, you can bus, which costs $40 - $85 and takes 3h 1m.
What companies run services between Chicago, IL, USA and Middlebury, Elkhart County, IN, USA?
Amtrak operates a train from Chicago Union Station to Elkhart Amtrak Station 3 times a day. Tickets cost $30–70 and the journey takes 1h 49m. Alternatively, Barons Bus operates a bus from Chicago to Shipshewana once daily. Tickets cost $12–50 and the journey takes 2h 50m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to South Bend
- Ave. Duration
- 1h 5m
- When
- Every day
- Estimated price
- $45–370
Flights from Chicago O'Hare International Airport to Kalamazoo-Battle Creek International Airport
- Ave. Duration
- 1h 7m
- When
- Every day
- Estimated price
- $30–260
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Kalamazoo-Battle Creek International Airport
- Ave. Duration
- 1h 6m
- When
- Every day
- Estimated price
- $30–260
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Elkhart Amtrak Station
- Ave. Duration
- 1h 49m
- Frequency
- 3 times a day
- Estimated price
- $30–70
- Website
- Amtrak
- Phone
- +1 888-378-3823
- [email protected]
- Website
- Barons Bus
Bus from Chicago to Shipshewana
- Ave. Duration
- 2h 50m
- Frequency
- Once daily
- Estimated price
- $12–50
- Website
- Barons Bus
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Chicago Union Station to Elkhart Amtrak Station
- Ave. Duration
- 1h 49m
- Frequency
- Once a week
- Estimated price
- $35–50
- Website
- Amtrak
- Phone
- +1 574-674-8894
- [email protected]
- Website
- Interurban Trolley
Bus from Elkhart Transit Center to Lincoln & Main
- Ave. Duration
- 36 min
- Frequency
- Hourly
- Estimated price
- $1
- Schedules at
- Interurban Trolley
- Ave. Duration
- 58 min
- Estimated price
- $100–180
A Yellow Cab
- Phone
- +1 574-233-9333
South Bend Taxi
- Phone
- +1-574-383-6767
- Website
- southbendtaxi.com
United Cab
- Phone
- +1 574-233-9599
Bronco Taxi Co
- Phone
- +1 269-343-3000
The Taxi Guy
- Phone
- +1-269-355-4808
Want to know more about travelling around United States
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More Questions & Answers
Chicago to Middlebury bus services, operated by Barons Bus, arrive at Shipshewana station.
Middlebury is 1h ahead of Chicago. It is currently 4:13 PM in Chicago and 5:13 PM in Middlebury.
Chicago to Middlebury train services, operated by Amtrak, arrive at Elkhart Amtrak Station.
Yes, the driving distance between Chicago to Middlebury is 121 miles. It takes approximately 2h 16m to drive from Chicago to Middlebury.
There are 67+ hotels available in Middlebury.







