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Chicago to Middletown buses

Find Transport to Middletown

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Trip Overview

The average bus between Chicago and Middletown takes 22h 16m and the fastest bus takes 20h 38m. The bus service runs several times per day from Chicago to Middletown. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

22h 16m
Duration
993 mi
Distance
$215
Average price
Twice daily
Frequency

Bus

best
  1. Take the bus from Chicago Bus Station to Newark Penn Stationbus bus
  2. Take the bus from Newark Penn Station to Port Authority Bus Terminalbus bus 108
  3. Take the bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminalbus bus
19h 40m
$157–297

Chicago to Middletown bus times

Buses run twice daily between Chicago and Middletown. The earliest departure is at 7:00 AM in the morning, and the last departure from Chicago is at 7:15 PM which arrives into Middletown at 6:57 PM. All services require a transfer at Newark Penn Station and take an average of 22h 16m. The schedules shown below are for the next available departures.

Frequently asked questions

Want to know about travelling from Chicago to Middletown? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Chicago to Middletown.ExpandLaunch map view
  • Distance: 993.2 mi
  • Duration: 22h 16m

What companies run services between Chicago, IL, USA and Middletown, Orange County, NY, USA?

You can take a bus from Chicago Bus Station to Railroad Ave - Middletown Terminal via Newark Penn Station and Port Authority Bus Terminal in around 19h 40m.

Operators