Bus from Pittsfield to Chicago: Tickets & Schedules

Previously seen trips

Next departures for Pittsfield to Chicago on December 25
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
GreyhoundBus
Pittsfield (Joseph Scelsi Intermodal)
537-517 W. Jackson BlvdNo tags
GreyhoundBus
Pittsfield (Joseph Scelsi Intermodal)
Chicago 95Th & Dan RyanNo tags
GreyhoundBus
Pittsfield (Joseph Scelsi Intermodal)
Downtown Greyhound StationNo tags
GreyhoundBus
Pittsfield (Joseph Scelsi Intermodal)
Chicago 95Th & Dan RyanNo tags
GreyhoundBus
Pittsfield (Joseph Scelsi Intermodal)
537-517 W. Jackson BlvdNo tags

Compare 2 ways to go from Pittsfield to Chicago

We recommend taking the bus

Among the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 1 day, 6 hours 5 minutes and with fares starting at just $111, it presents an excellent value for a comfortable ride.

5bus per day
1d 6hAverage Duration
736 milesDistance
30kgCO₂ emissions
Average Price$111 - $432Average Duration1d 6h
30kg CO₂e
Average Price$107 - $288Average Duration18h 30m
108kg CO₂e

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.

  1. How much is the bus ticket from Pittsfield to Chicago?

    The cheapest bus tickets from Pittsfield to Chicago start from $111. The average price for this route is around $141. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.

  2. 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.

  3. Which bus companies service the Pittsfield to Chicago route?

    Several major bus companies operate on this route with 5 buses available per day, including services from Greyhound, Amtrak.

  4. 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.

  5. 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.

  6. 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 5654 reviews.

  7. 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.

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

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

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

    According to Busbud traveller 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
12/23
$161
12/24
No data
Today
No data
12/26
No data
12/27
No data
12/28
No data
12/29
No data
12/30
No data
busbud logoThe cheapest trip from Pittsfield to Chicago was searched and found on Dec 23, 2025 with a price of $161

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.

What's the cheapest way to go from Pittsfield to Chicago?

busbud logoThe bus is the cheapest travel choice for this destination

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