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Middletown to Chicago buses

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Trip Overview

The average bus between Middletown and Chicago takes 24h 11m and the fastest bus takes 22h 20m. The bus service runs several times per day from Middletown to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

24h 11m
Duration
968 mi
Distance
$210
Average price
Twice daily
Frequency

Bus

best
  1. Take the bus from Railroad Ave - Middletown Terminal to Port Authority Bus Terminalbus bus
  2. Take the bus from Port Authority Bus Terminal to Newark Penn Stationbus bus
  3. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus
19h 43m
$151–289

Middletown to Chicago bus times

Buses run twice daily between Middletown and Chicago. The earliest departure is at 6:45 AM in the morning, and the last departure from Middletown is at 3:45 PM which arrives into Chicago at 1:25 PM. All services require a transfer at Port Authority Bus Terminal and take an average of 24h 11m. The schedules shown below are for the next available departures.

Frequently asked questions

Want to know about travelling from Middletown to Chicago? 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 Middletown to Chicago.ExpandLaunch map view
  • Distance: 967.9 mi
  • Duration: 24h 11m

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

You can take a bus from Railroad Ave - Middletown Terminal to Chicago Bus Station via Port Authority Bus Terminal and Newark Penn Station in around 19h 43m.

Operators