Previously seen journeys
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Downtown Greyhound Station | Pittsfield (Joseph Scelsi Intermodal) | No tags | |||||
| 537-517 W. Jackson Blvd | Pittsfield (Joseph Scelsi Intermodal) | No tags | |||||
Greyhound + FlixBus | Downtown Greyhound Station | Pittsfield (Joseph Scelsi Intermodal) | No tags | |||||
| Chicago 95Th & Dan Ryan | Pittsfield (Joseph Scelsi Intermodal) | No tags | |||||
| Downtown Greyhound Station | Pittsfield (Joseph Scelsi Intermodal) | No tags |
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Compare 2 ways to travel from Chicago to Pittsfield
Among the sustainable travel choices, the bus stands out as a good way to reach Pittsfield. The journey takes about 1 day, 7 hours and with fares starting at just R 2 954, it presents an excellent value for a comfortable ride.
Bus Chicago to Pittsfield: Trip Overview
Compare bus companies
Based on 87349 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the Wi-Fi. Greyhound ticket prices on this trip start at R 3 478
Chicago to Pittsfield Bus
Busbud shows you the best bus ticket fares and bus schedules so you can easily plan and book a trip by bus from Chicago to Pittsfield.
We make it our job to connect you with the most dependable bus companies that cover bus service from Chicago to Pittsfield.
Whether it is cheap bus tickets or more luxurious buses going to Pittsfield from Chicago, we help you find what you're looking for based on how much of a budget you have.
Where are the popular stops in Chicago and Pittsfield?
Frequently asked questions on the trip Chicago - Pittsfield
How much does a bus ticket from Chicago to Pittsfield cost?
The bus ticket price from Chicago to Pittsfield starts at R 2 954. The best way to find cheap bus tickets from Chicago to Pittsfield is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the bus ride from Chicago to Pittsfield?
The average travel time between Chicago and Pittsfield is around 1d 7h, although the fastest bus will take about 1d 5h. This is the time it takes to travel the 1186 km that separates the two cities.
How many daily bus connections are there between Chicago and Pittsfield?
The number of buses from Chicago to Pittsfield can differ depending on the day of the week. On average, there are 4 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from Chicago to Pittsfield by comparing and selecting the bus that fits your travel style and budget on Busbud.
Which bus companies travel from Chicago to Pittsfield?
When taking the bus from Chicago to Pittsfield, you can travel comfortably and safely with Greyhound.
What are the departure and arrival stations when taking the bus from Chicago to Pittsfield?
Buses travelling between Chicago and Pittsfield leave from Downtown Greyhound Station or Chicago O'Hare International Airport and arrive at Joseph Scelsi Intermodal Transportation Center.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Chicago to Pittsfield was searched and found on 03 Nov 2025 with a price of R 3 093To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Pittsfield as early as possible.
About Bus Travel
Bus Travel Tips
If you're abroad, study some local language. Not only could it get you out of a pickle during your bus trip from Chicago to Pittsfield but it'll also be endearing to native speakers who will surely appreciate your effort.
From miles long of beauteous natural landscapes to impressive man-crafted sights, you’re bound to be in for a visual treat on your bus trip from Chicago to Pittsfield.
Buses are energy-efficient. Carrying a passenger over 100 kms by coach only takes 0.6-0.9 liters of gas. Compare that to the 2.6 liters required by high-speed train, 6.6 liters by airplane and 7.6 liters by gas-powered car, and it's clear that the bus is a more environmentally-conscious option for your bus transportation from Chicago to Pittsfield.
Create your own real life musical score by curating a personalized bus travel playlist - the perfect accompaniment to your bus ride from Chicago to Pittsfield.
Did you know?
The average number of passengers on a coach bus is 32 meaning that a bus could replace a minimum of at least 30 cars!
The Superbus, created by a Dutch engineer is the world's fastest bus with 250 km/h. Too bad it's only a prototype for now.
9.2% of ground transportation in Europe is done by bus versus 7.4% by train.
What's the cheapest way to go from Chicago to Pittsfield?
The bus is the cheapest travel choice for this destinationTop travelled bus routes
Why choose Busbud?
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