From New York City to Chicago
US Bus Station.com, Your Local Bus and Coach Route Database

Departs are usually from NYC 156 E Broadway to Chicago 2130 Wentworth.

There is not a lot of bus companies going between Chicago and New York. The bus is a bit faster than the train. This route usually goes overnight, and the seats are comfortable and large, so you can sleep though half the journey at least.

Most of buses are express and have wi-fi on board!

Journey time: 17 hours 30 minutes if you take the direct bus. It’s longer if you take one that connects along the way.
Normal fare: $85 each way if you buy in advance on the internet, and a bit more if you don’t.

Departs are every 2 days at 9.30am.
It is advisable to arrive at least 15 minutes before departing.