How much is the bus ticket from Pittsfield to Chicago?

The cheapest bus tickets from Pittsfield to Chicago start from $110. The average price for this route is around $126. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.

How long is the bus ride from Pittsfield to Chicago?

The average bus trip duration from Pittsfield to Chicago is 1d 6h, covering a distance of 736 miles (1187 km). The quickest bus can get you there in 18h 33m and is operated by Amtrak .

Which bus companies service the Pittsfield to Chicago route?

Several major bus companies operate on this route with 6 buses available per day, including services from Greyhound , Amtrak .

What is the earliest and latest departure time for the bus from Pittsfield to Chicago?

The earliest bus departs from Pittsfield to Chicago at 8:20am. And the latest bus departs at 5:40pm.

What are the CO₂ emissions for the bus trip from Pittsfield to Chicago?

A bus trip from Pittsfield to Chicago generates an estimated 30 kg of CO₂, making it a highly eco-friendly travel option and recommended mode of travel by Busbud.

What is the best bus company from Pittsfield to Chicago?

According to Busbud customers, the highest-rated bus company on this route is Amtrak , with an average rating of 4.1 out of 5 stars based on 5762 reviews.

Which bus company has the best Wi-Fi from Pittsfield to Chicago?

Based on reviews on Busbud, the bus company Amtrak has the best Wi-Fi rating with a score of 3.6.

Which bus company has the most timely service from Pittsfield to Chicago?

According to Busbud traveler reviews, the most timely bus company on this route is Amtrak , with a punctuality rating of 3.8 out of 5 stars.

Which bus company has the cleanest buses from Pittsfield to Chicago?

According to Busbud traveler reviews, the bus company with the cleanest buses on this route is Amtrak , with a cleanliness rating of 4.5 out of 5 stars.

Bus Pittsfield to Chicago from $117 | Refundable Tickets

Next bus departures

Next departures for Pittsfield to Chicago on March 2
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	5:40pm	Pittsfield (Joseph Scelsi Intermodal)	1d 3h	8:05pm	Downtown Greyhound Station	Cheapest
	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 2h	10:00am	Downtown Greyhound Station	Fastest
	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 6h	2:10pm	537-517 W. Jackson Blvd	No tags
Greyhound Lines, Inc. + FlixBus	Bus	5:40pm	Pittsfield (Joseph Scelsi Intermodal)	1d 15h	8:00am	537-517 W. Jackson Blvd	No tags
Greyhound Lines, Inc. + FlixBus	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 6h	1:25pm	Chicago 95Th & Dan Ryan	No tags

Next departures for Pittsfield to Chicago on March 3
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 2h	10:00am	Downtown Greyhound Station	CheapestFastest
	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 6h	2:10pm	537-517 W. Jackson Blvd	No tags
Greyhound Lines, Inc. + FlixBus	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 6h	1:25pm	Chicago 95Th & Dan Ryan	No tags

Next departures for Pittsfield to Chicago on March 4
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 2h	10:00am	Downtown Greyhound Station	CheapestFastest
	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 6h	2:10pm	537-517 W. Jackson Blvd	No tags
Greyhound Lines, Inc. + FlixBus	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 6h	1:25pm	Chicago 95Th & Dan Ryan	No tags

Next departures for Pittsfield to Chicago on March 6
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	5:40pm	Pittsfield (Joseph Scelsi Intermodal)	1d 3h	8:05pm	Downtown Greyhound Station	Cheapest
	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 2h	10:00am	Downtown Greyhound Station	Fastest
	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 6h	2:10pm	537-517 W. Jackson Blvd	No tags
Greyhound Lines, Inc. + FlixBus	Bus	5:40pm	Pittsfield (Joseph Scelsi Intermodal)	1d 15h	9:00am	537-517 W. Jackson Blvd	No tags
Greyhound Lines, Inc. + FlixBus	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 6h	1:25pm	Chicago 95Th & Dan Ryan	No tags

Next departures for Pittsfield to Chicago on March 7
Operated by	Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Greyhound Lines, Inc. + FlixBus	Bus	5:40pm	Pittsfield (Joseph Scelsi Intermodal)	1d 3h	9:05pm	Downtown Greyhound Station	Cheapest
	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 2h	11:00am	Downtown Greyhound Station	Fastest
	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 6h	3:10pm	537-517 W. Jackson Blvd	No tags
Greyhound Lines, Inc. + FlixBus	Bus	5:40pm	Pittsfield (Joseph Scelsi Intermodal)	1d 14h	8:00am	537-517 W. Jackson Blvd	No tags
Greyhound Lines, Inc. + FlixBus	Bus	8:20am	Pittsfield (Joseph Scelsi Intermodal)	1d 5h	1:25pm	Chicago 95Th & Dan Ryan	No tags

Last refresh of the prices: Last Thursday at 11:47 AM EST.

Compare 2 ways to go from Pittsfield to Chicago

We recommend taking the bus

Among the sustainable travel choices, the Bus stands out as a good way to reach Chicago. The journey takes about 1 day, 6 hours 5 minutes and with fares starting at just $110, it presents an excellent value for a comfortable ride.

6bus per day

1d 6hAverage Duration

736 milesDistance

30kgCO₂ emissions

	Average Price	Average Duration	CO₂ emissions	Actions
Bus	Average Price$110 - $284	Average Duration1d 6h	CO₂ emissions 30kg CO₂e
Train	Average Price$76 - $954	Average Duration18h 30m	CO₂ emissions 108kg CO₂e

Where are the popular stops in Pittsfield and Chicago?

Stops in Pittsfield

A
Joseph Scelsi Intermodal Transportation Center
1 Columbus Ave, Pittsfield, MA 01201, USA
Visit page

Stops in Chicago

A
Downtown Greyhound Station
630 W Harrison St, Chicago, IL 60607, USA
Visit page
B
Chicago O'Hare International Airport
Visit page
C
Polk St & Canal St
500-536 W Polk St, Chicago IL 60607, USA
D
Tornado Bus S Kedzie Ave
2807 S Kedzie Ave, Chicago, IL 60623, USA
E
Cumberland CTA
5800 N Cumberland Ave, Chicago, IL 60631, USA
F
Turimex California Ave
2139 S California Ave, Chicago, IL 60608, USA

Compare bus companies

Greyhound

3.5/587,524 reviews

Staff3.6

Timeliness2.9

Cleanliness3.4

Wifi2.5

Greyhound Lines offers the most comprehensive intercity bus services in the United States. They operate a modern, environmentally friendly fleet that serves more than 2400 destinations and carries nearly 16 million passengers annually. When traveling with them, you can expect free WiFi, onboard entertainment, bathrooms, power outlets and decent legroom. One of the great perks of Greyhound is that they connect big cities and smaller towns in the US, where you usually can't get to by train or plane. If you're looking for safe and affordable transportation, Greyhound is a great choice.

Amtrak

4/55,765 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

US bus companies:FlixBus, Greyhound, BlaBlaCar Bus, ALSA, Intercape, Trenitalia, Big Sky

Frequently asked questions about traveling from Pittsfield to Chicago by bus

Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.

How much is the bus ticket from Pittsfield to Chicago?
The cheapest bus tickets from Pittsfield to Chicago start from $110. The average price for this route is around $126. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus ride from Pittsfield to Chicago?
The average bus trip duration from Pittsfield to Chicago is 1d 6h, covering a distance of 736 miles (1187 km). The quickest bus can get you there in 18h 33m and is operated by Amtrak.
Which bus companies service the Pittsfield to Chicago route?
Several major bus companies operate on this route with 6 buses available per day, including services from Greyhound, Amtrak.
What is the earliest and latest departure time for the bus from Pittsfield to Chicago?
The earliest bus departs from Pittsfield to Chicago at 8:20am. And the latest bus departs at 5:40pm.
What are the CO₂ emissions for the bus trip from Pittsfield to Chicago?
A bus trip from Pittsfield to Chicago generates an estimated 30 kg of CO₂, making it a highly eco-friendly travel option and recommended mode of travel by Busbud.
What is the best bus company from Pittsfield to Chicago?
According to Busbud customers, the highest-rated bus company on this route is Amtrak, with an average rating of 4.1 out of 5 stars based on 5762 reviews.
Which bus company has the best Wi-Fi from Pittsfield to Chicago?
Based on reviews on Busbud, the bus company Amtrak has the best Wi-Fi rating with a score of 3.6.
Which bus company has the most timely service from Pittsfield to Chicago?
According to Busbud traveler reviews, the most timely bus company on this route is Amtrak, with a punctuality rating of 3.8 out of 5 stars.
Which bus company has the cleanest buses from Pittsfield to Chicago?
According to Busbud traveler reviews, the bus company with the cleanest buses on this route is Amtrak, with a cleanliness rating of 4.5 out of 5 stars.

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found

02/27

$120

02/28

$120

Today

$136

03/02

$120

03/03

$120

03/04

$120

03/05

No data

03/06

$120

The cheapest trip from Pittsfield to Chicago was searched and found on Feb 27, 2026 with a price of $120

To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Pittsfield to Chicago, as early as possible.

You can expect to pay from $120 to $137 for a bus ticket from Pittsfield to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $120 which is on 2026-03-02.