Trip information

Departure: Chicago, IL
Arrival: Pittsfield, MA
Fastest route: 30h 39min
Distance: 1362km
Cheapest route: $87
Transfers: 2
Bus companies: Greyhound, Barons Bus, Peter Pan

Cheap bus schedules leaving on Tuesday

One Passenger / One Trip

6:10am

Chicago, IL

Downtown Greyhound Station

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

36h 30min

++ 2 layovers

$179.5

Multiple companies

6:10am

Chicago, IL

Downtown Greyhound Station

8:45pm

Cleveland, OH

Greyhound Station

13h 35min

Barons Bus

$40

1h 55min layover

10:40pm

Cleveland, OH

Greyhound Station

1:30pm

Boston, MA

South Station Bus Terminal

14h 50min

Greyhound

$105

2h 45min layover

4:15pm

Boston, MA

South Station Bus Terminal

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

3h 25min

Peter Pan

$34.5

8:20am

Chicago, IL

Downtown Greyhound Station

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

34h 20min

++ 2 layovers

$98

Multiple companies

8:20am

Chicago, IL

Downtown Greyhound Station

6:35am

New York, NY

Port Authority Bus Terminal

21h 15min

Greyhound

$49.5

0h 25min layover

7:00am

New York, NY

Port Authority Bus Terminal

11:20am

Boston, MA

South Station Bus Terminal

4h 20min

Peter Pan

$14

4h 55min layover

4:15pm

Boston, MA

South Station Bus Terminal

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

3h 25min

Peter Pan

$34.5

8:20am

Chicago, IL

Downtown Greyhound Station

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

34h 20min

++ 2 layovers

$87

Multiple companies

8:20am

Chicago, IL

Downtown Greyhound Station

7:35am

New York, NY

Port Authority Bus Terminal

22h 15min

Greyhound

$43.5

0h 25min layover

8:00am

New York, NY

Port Authority Bus Terminal

12:20pm

Boston, MA

South Station Bus Terminal

4h 20min

Greyhound

$9

3h 55min layover

4:15pm

Boston, MA

South Station Bus Terminal

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

3h 25min

Peter Pan

$34.5

8:20am

Chicago, IL

Downtown Greyhound Station

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

34h 20min

++ 2 layovers

$169

Multiple companies

8:20am

Chicago, IL

Downtown Greyhound Station

4:55pm

Cleveland, OH

Greyhound Station

7h 35min

Greyhound

$29.5

1h 25min layover

6:20pm

Cleveland, OH

Greyhound Station

12:20pm

Boston, MA

South Station Bus Terminal

18h 0min

Greyhound

$105

3h 55min layover

4:15pm

Boston, MA

South Station Bus Terminal

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

3h 25min

Peter Pan

$34.5

12:01pm

Chicago, IL

Downtown Greyhound Station

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

30h 39min

++ 2 layovers

$98.5

Multiple companies

12:01pm

Chicago, IL

Downtown Greyhound Station

7:50am

New York, NY

Port Authority Bus Terminal

18h 49min

Greyhound

$55

0h 10min layover

8:00am

New York, NY

Port Authority Bus Terminal

12:20pm

Boston, MA

South Station Bus Terminal

4h 20min

Greyhound

$9

3h 55min layover

4:15pm

Boston, MA

South Station Bus Terminal

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

3h 25min

Peter Pan

$34.5

12:01pm

Chicago, IL

Downtown Greyhound Station

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

30h 39min

++ 2 layovers

$93

Multiple companies

12:01pm

Chicago, IL

Downtown Greyhound Station

8:50am

New York, NY

Port Authority Bus Terminal

19h 49min

Greyhound

$49.5

0h 10min layover

9:00am

New York, NY

Port Authority Bus Terminal

1:30pm

Boston, MA

South Station Bus Terminal

4h 30min

Greyhound

$9

2h 45min layover

4:15pm

Boston, MA

South Station Bus Terminal

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

3h 25min

Peter Pan

$34.5

12:01pm

Chicago, IL

Downtown Greyhound Station

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

30h 39min

++ 2 layovers

$173

Multiple companies

12:01pm

Chicago, IL

Downtown Greyhound Station

9:00pm

Cleveland, OH

Greyhound Station

7h 59min

Greyhound

$33.5

1h 40min layover

10:40pm

Cleveland, OH

Greyhound Station

1:30pm

Boston, MA

South Station Bus Terminal

14h 50min

Greyhound

$105

2h 45min layover

4:15pm

Boston, MA

South Station Bus Terminal

7:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

3h 25min

Peter Pan

$34.5

11:15pm

Chicago, IL

Downtown Greyhound Station

1:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

37h 25min

++ 2 layovers

$96.5

Multiple companies

11:15pm

Chicago, IL

Downtown Greyhound Station

12:55am

New York, NY

Port Authority Bus Terminal

24h 40min

Greyhound

$55

2h 50min layover

3:45am

New York, NY

Port Authority Bus Terminal

8:45am

Boston, MA

South Station Bus Terminal

5h 0min

Greyhound

$9

1h 15min layover

10:00am

Boston, MA

South Station Bus Terminal

1:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

3h 40min

Peter Pan

$32.5

11:15pm

Chicago, IL

Downtown Greyhound Station

1:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

37h 25min

++ 2 layovers

$172

Multiple companies

11:15pm

Chicago, IL

Downtown Greyhound Station

10:30am

Cleveland, OH

Greyhound Station

10h 15min

Greyhound

$34.5

0h 55min layover

11:25am

Cleveland, OH

Greyhound Station

8:45am

Boston, MA

South Station Bus Terminal

21h 20min

Greyhound

$105

1h 15min layover

10:00am

Boston, MA

South Station Bus Terminal

1:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

3h 40min

Peter Pan

$32.5

11:50pm

Chicago, IL

Downtown Greyhound Station

1:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

36h 50min

++ 2 layovers

$102.5

Multiple companies

11:50pm

Chicago, IL

Downtown Greyhound Station

1:45am

New York, NY

Port Authority Bus Terminal

24h 55min

Greyhound

$61

2h 0min layover

3:45am

New York, NY

Port Authority Bus Terminal

8:45am

Boston, MA

South Station Bus Terminal

5h 0min

Greyhound

$9

1h 15min layover

10:00am

Boston, MA

South Station Bus Terminal

1:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

3h 40min

Peter Pan

$32.5

11:50pm

Chicago, IL

Downtown Greyhound Station

1:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

36h 50min

++ 2 layovers

$96.5

Multiple companies

11:50pm

Chicago, IL

Downtown Greyhound Station

2:45am

New York, NY

Port Authority Bus Terminal

25h 55min

Greyhound

$55

1h 0min layover

3:45am

New York, NY

Port Authority Bus Terminal

8:45am

Boston, MA

South Station Bus Terminal

5h 0min

Greyhound

$9

1h 15min layover

10:00am

Boston, MA

South Station Bus Terminal

1:40pm

Pittsfield, MA

Berkshire Reg Intermodal Bus Stop

3h 40min

Peter Pan

$32.5

Overview

Traveling from Chicago to Pittsfield by bus

First departure
6:10am
Avg price
$124.14
Carriers
3
Last arrival
1:40pm

Bus information Chicago - Pittsfield

The Chicago - Pittsfield route has approximately 11 frequencies and its minimum duration is around 30h 39min. It is important you book your ticket in advance to avoid running out, since $87 tickets tend to run out quickly.
The distance between Chicago and Pittsfield is around 1362 kilometers and the bus companies that can help you in your journey are: Greyhound, Barons Bus, Peter Pan.
Remember that the number of transfers to be made will be at least 2 so in some cases you should book the tickets separately.

  • Trips per day 11
  • Direct trips 0

How long does it take to get from Chicago to Pittsfield by bus?

Bus journey may vary depending on the state of the roads. The minimum duration is usually around 30h 39min to cover 1362 kilometers.

I'm looking for cheap tickets for this route ...

According to our data, the cheapest ticket costs $87 and leaves Downtown Greyhound Station. If you decide to make this journey you will have to do 2 stops before reaching Berkshire Reg Intermodal Bus Stop.

  • Avg duration 34h 32min
  • Cheapest price $87

What time does the last bus leave?

Last bus leaves at 11:50pm from Downtown Greyhound Station and arrives at 1:40pm at Berkshire Reg Intermodal Bus Stop. It will take 36h 50min, its price is $96.5 and the number of changes will be 2.

Are there any direct routes between Chicago and Pittsfield?

We do not have direct routes in our database. The minimum number of transfers will be 2 and the total duration of the trip will be approximately 36h 30min.

  • Last bus 11:50pm
  • Transfers 2

What are the bus stations in Chicago?

  • Downtown Greyhound Station
    630 W Harrison St
    Chicago
    IL 60607, USA

What are the bus stations in Pittsfield?

  • Berkshire Reg Intermodal Bus Stop
    1 Columbus Ave
    Pittsfield, MA 01201
We use cookies to enhance your browsing experience. By using this site, you agree to our use of cookies. More information: Cookies Policy