Chicago, IL to Pittsfield, MA bus with FlixBus

Wed, Aug 05
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The cheapest and fastest buses from Chicago, IL to Pittsfield, MA

Showing times and prices for Aug 05

Cheapest price

€171

Average price

€171

Fastest journey

1 d 19 h 20 m

Average duration

1 d 19 h 20 m

Buses per day

1

Distance

1188 km

Cheap tickets

The best way to find a cheap bus ticket from Chicago, IL to Pittsfield, MA is to book your journey as far in advance as possible and to avoid traveling at rush hour.

The average ticket from Chicago, IL to Pittsfield, MA will cost around €171 if you buy it on the day, but the cheapest tickets can be found for only €171.

Fast buses

It's difficult to get from Chicago, IL to Pittsfield, MA without transferring at least once.

  • Flixbus USA
    7:15 PM43h20
    Chicago, IL
    2:35 PMPittsfield, MA
    €1711One-way
    1 transfer

Travel Information

Compare train, bus, and flight for Chicago, IL to Pittsfield, MA

Omio recommends booking the train as it is the most popular option from Chicago, IL to Pittsfield, MA among Omio's users. If you are prioritising price take the bus with prices starting from €102. For those with little time consider booking a flight which can get you there in 2h 12m. The ticket price range depends on the travel mode: a bus costs an average of €102, and a train costs an average of €213.

Distance: 738 miles (1188 km)

Compare bus with

Bus
Most popular
Train
Flight
Driving

€113

Average price

Cheapest

€441

Average price

€351

Average price

€141

Average price

(fuel + tolls)

42h 20m

Average total duration

41h 50m

Onboard

+

30m

Additional time*

18h 30m

Average total duration

18h 0m

Onboard

+

30m

Additional time*

5h 12m

Average total duration

Fastest

2h 12m

Onboard

+

3h 0m

Additional time*

12h 59m

Average total duration

(door-to-door)

Direct Options

Direct Options

Direct Options

Direct Options

The cheapest way to travel from Chicago, IL to Pittsfield, MA is a bus with an average price of €113.

This is compared to other travel options from Chicago, IL to Pittsfield, MA:

A bus is €238 less than a flight for this route with tickets for a flight from Chicago, IL to Pittsfield, MA costing on average €351.

A bus is €328 less than a train for this route with tickets for a train from Chicago, IL to Pittsfield, MA costing on average €441.

The fastest way to travel from Chicago, IL to Pittsfield, MA is by flight with an average journey time of 2h 12m.

Other travel options to Pittsfield, MA take longer:

Train takes on average 18h 0m.

Bus takes on average 41h 50m.

It's helpful to compare your options as there are 3 ways to travel between Chicago, IL and Pittsfield, MA including taking a train, bus, and flight.
We recommend using the train as it is the most popular way to get from Chicago, IL to Pittsfield, MA among Omio's users.
Take the bus. On this route, it's both cheaper and quicker than driving.

You'll arrive about {timeSavings} sooner ({durationInMinutes} by bus vs {drivingDurationInMinutes} by car) and save roughly {savingsAmount} compared to fuel and tolls ({cheapestPrice} vs {drivingPriceInCents}). You also skip the drive itself — no traffic stress, no parking, and you can use the time to work, nap, or catch up on a series with the onboard Wi-Fi.

Direct coaches are operated by {directProviders}.

Driving is still worth considering if you're travelling with bulky luggage, need flexibility on departure times, or plan to stop along the way.

Chicago, IL to Pittsfield, MA Bus Timetables

OperatorDeparture TimeArrival TimeDurationDeparture daysCheapest price
Operator
Greyhound
Departure Time
03:50AM
Arrival Time
09:40PM
Duration
41h50
Departure days
Mon, Tue, Fri
Cheapest price
€102
Operator
Flixbus USA
Departure Time
07:15PM
Arrival Time
02:35PM
Duration
43h20
Departure days
Tue, Wed, Fri, Sat
Cheapest price
€171

Live departures

Chicago, IL to Pittsfield, MA bus times

The table below shows live departures for Chicago, IL to Pittsfield, MA buses for today, Tuesday, August 4. You can also manually refresh the results below to see updated bus journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
Flixbus USA7:15 PM Chicago, IL
43h20
2:35 PM Pittsfield, MA1 transfer

This is the last bus of the day.

Find all the dates and times for this journey

Compare prices and tickets Chicago, IL to Pittsfield, MA by train, bus, or flight

Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.

Wed
Aug 05
Thu
Aug 06
Fri
Aug 07
Sat
Aug 08
Sun
Aug 09
Mon
Aug 10
Tue
Aug 11

Why should you book Chicago, IL to Pittsfield, MA buses with Omio?

FlixBus operates all buses services from Chicago, IL to Pittsfield, MA.
Omio is an official ticket reseller for all your travel options from Chicago, IL to Pittsfield, MA.

Why book with Omio vs FlixBus?

  • Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
  • Compare all your options: Omio allows you to compare FlixBus with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from Chicago, IL to Pittsfield, MA.

Why book with Omio over Wanderu or Trainline?

  • Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from Chicago, IL to Pittsfield, MA.

Journey information

Overview: Bus from Chicago, IL to Pittsfield, MA

USAUSA
USAUSA
Icon of bus

Buses from Chicago, IL to Pittsfield, MA run on average 3 times per day, taking around 41h 50m. Cheap bus tickets for this journey start at €102 if you book in advance.

The earliest bus runs at 06:55, the last at 23:15. The fastest bus covers the 738 miles (1188 km) distance in 41h 50m.

Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance
738 miles (1188 km)
Average bus duration
41h 50m
Cheapest ticket price
€102
Buses per day
3
Fastest bus
41h 50m
First bus
6:55 AM
Last bus
11:15 PM
Cheapest Month
Aug
Cheapest Day
Mon
High Season
Jan - Mar
Low Season
Apr - Jun
Best time to book
77 days
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information

Bus providers: FlixBus from Chicago, IL to Pittsfield, MAYou can travel by bus between Chicago, IL to Pittsfield, MA with FlixBus for as low as €102. When you search for schedules and tickets, Omio will show you the best journey

FlixBus

About
FlixBus is one of Europe’s leading low-cost bus companies, founded in Germany and now offering long-distance services across Europe and the United States. In addition to its extensive daytime network, FlixBus also operates overnight buses on select European routes. Standard amenities include free Wi-Fi, power outlets to charge devices, extra legroom, luggage space, and onboard toilets, with snacks and drinks available for purchase. FlixBus offers a single Standard ticket type for all routes, which includes one carry-on bag and one checked bag per passenger. Additional fees apply for extra luggage and for reserving specific seats, such as Extra Seats, Table Seats, or Panorama Seats. This combination of affordability, comfort, and wide coverage makes FlixBus a popular choice for budget-conscious travelers.
Luggage & cancellation policy
Average Duration
43h 20m
Cheapest Price
€171
FlixBus frequency
1 a day
Luggage included
One carry-on bag up to 7kg (42x30x18 cm) and one checked bag up to 20kg (80x50x30 cm).
Additional luggage
Additional luggage can be purchased for a fee.
Cancellation Policy
You can cancel your ticket up to 15 minutes before departure and receive a voucher for future travel. Refund requests for delays over 120 minutes are possible.
Amenities on board the bus
Wifi
Food sold onboard
Seat reservation
Toilets
USB plugs
Accessibility
Assistance; Priority boarding; Wheelchair-accessible buses.
Bikes
Bikes are allowed for a fee; must be booked.
Pets
Small pets in carriers allowed; guide dogs travel for free.
Learn more about FlixBus

FAQs: Bus from Chicago, IL to Pittsfield, MA

Find answers to the most common questions about traveling from Chicago, IL to Pittsfield, MA by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Pittsfield, MA, this guide helps you travel smarter and with confidence.

FAQs
Cheap bus tickets from Chicago, IL to Pittsfield, MA can start from as little as €102 when you book in advance. The average bus ticket price for Chicago, IL to Pittsfield, MA is €113 ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by bus from Chicago, IL to Pittsfield, MA is 41h 50m to travel the 738 miles (1188 km) long journey. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest bus from Chicago, IL to Pittsfield, MA leaves at 6:55 AM. Plan your trip with the Journey Planner from Omio.
The latest bus from Chicago, IL to Pittsfield, MA leaves at 11:15 PM.
There are 3 buses a day from Chicago, IL to Pittsfield, MA which require at least one change with FlixBus. Schedules can vary on holidays or weekends with fewer buses.
When taking a bus from Chicago, IL to Pittsfield, MA, you can count on FlixBus for the best way to get you to Pittsfield, MA. You can also check all possible bus companies who offer a service between Chicago, IL and Pittsfield, MA and compare the amenities they offer before buying a bus ticket.
When departing from Chicago, IL , you have various bus station options to start your journey from including Chicago, Union Station (Amtrak), IL, Chicago, Greyhound Bus Station . When arriving in Pittsfield, MA , you can end your journey in bus stations like Pittsfield, Columbus Ave (Joseph Scelsi Intermodal) .Passengers board the bus most frequently from Chicago, Greyhound Bus Station, which is located around 1 miles (2 km) away from the city centre, and they get off the bus at Pittsfield, Columbus Ave (Joseph Scelsi Intermodal), located 0 away from the city centre.
A trip to Pittsfield, MA from Chicago, IL is worth doing but not as a day trip with a journey time of 41h 50m each way. Check with Omio app the best way to travel.
The cheapest month for a bus from Chicago, IL to Pittsfield, MA is August.
It's helpful to compare your options as there are 3 ways to travel between Chicago, IL and Pittsfield, MA including taking a train, bus, and flight.
Yes, the following accessibility options are available when taking the bus from Chicago, IL to Pittsfield, MA:
  • FlixBus
    • Assistance
    • Priority boarding
    • Wheelchair-accessible buses.
Yes, there are bathrooms on board the bus from Chicago, IL to Pittsfield, MA for bus company FlixBus.
Whether you can cancel your bus ticket from Chicago, IL to Pittsfield, MA depends on the bus companies:
  • FlixBus
    • You can cancel your ticket up to 15 minutes before departure and receive a voucher for future travel. Refund requests for delays over 120 minutes are possible.
Yes, bikes are allowed on board the bus with bus company FlixBus.
Tickets are often cheaper when booked early. Traveling during off-peak hours or on weekdays can help you save money. Sort results by price to quickly identify the most affordable options. Check for promotions or discounts available on our website and app.
Yes, there is food available to purchase on board the bus from Chicago, IL to Pittsfield, MA.
Yes, the following luggage options are included when booking a bus ticket from Chicago, IL to Pittsfield, MA:
  • FlixBus
    • One carry-on bag up to 7kg (42x30x18 cm) and one checked bag up to 20kg (80x50x30 cm).
Yes, the following additional luggage options are available when booking a bus ticket from Chicago, IL to Pittsfield, MA:
  • FlixBus
    • Additional luggage can be purchased for a fee.
Yes, you can bring your pet on the bus from Chicago, IL to Pittsfield, MA. The following conditions apply:
  • FlixBus
    • Small pets in carriers allowed
    • guide dogs travel for free.
You can reserve your seat on the bus from Chicago, IL to Pittsfield, MA with the following bus company: FlixBus
Yes, there are USB plugs on board the bus from Chicago, IL to Pittsfield, MA with the following bus company: FlixBus.
Yes, there is Wifi on board the bus from Chicago, IL to Pittsfield, MA with the following bus company: FlixBus.
Since neither Chicago, IL nor Pittsfield, MA are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
We recommend using the train as it is the most popular way to get from Chicago, IL to Pittsfield, MA among Omio's users.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Pittsfield, MA, travelers should be mindful of typical urban safety concerns such as petty theft and vehicle break-ins, especially in busy areas or parking lots. It is advisable to stay alert in crowded places and avoid poorly lit streets at night. While there are no widespread reports of specific scams targeting visitors, travelers should be cautious of common scams like overcharging by taxis or unfamiliar vendors. Using reputable transportation services and securing personal belongings can help ensure a safe visit.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.

popular bus stations

Popular bus stations from Chicago, IL to Pittsfield, MA

Most Chicago, IL to Pittsfield, MA buses use the Chicago, Union Station (Amtrak) to Pittsfield, Columbus Ave (Joseph Scelsi Intermodal) station pair. Use this guide to compare Chicago, IL and Pittsfield, MA bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.

Departure bus stations in Chicago
Arrival bus stations in Pittsfield

Which Chicago, IL station do buses to Pittsfield, MA leave from?

Buses from Chicago, IL to Pittsfield, MA leave from Chicago, Union Station (Amtrak). The station is 1 miles (3 km) from Chicago, IL city centre at Chicago Union Station, 225 S Canal St, Chicago, IL 60606, USA.
Chicago, Union Station (Amtrak)Chicago Union Station, 225 S Canal St, Chicago, IL 60606, USAWifiParkingDiningATMTaxisAccessibilityWCShowerTicket Office
City-centre transport

Getting to Chicago, Union Station (Amtrak) from Chicago city centre

Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:

Bus28, 151 · 7m · €3 · every ~13 min

Chicago, Union Station (Amtrak) bus station facilities and services

Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.

Food and drink

Food options include: Multiple dining options are available inside the station.

Wi-Fi and ATMs

Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.

Tickets and information

Ticket office support is available at Chicago, Union Station (Amtrak).

Parking, taxis and toilets

Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.

Accessibility

Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.

Chicago, Greyhound Bus Station630 W Harrison St, Chicago, IL 60607, USAWifiParkingDiningATMTaxisAccessibilityWCShowerTicket Office
City-centre transport

Getting to Chicago, Greyhound Bus Station from Chicago city centre

Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:

Bus7 · 8m · €3 · every ~6 min

Chicago, Greyhound Bus Station bus station facilities and services

Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.

Food and drink

Food options include: Snack shop and vending machines available

Wi-Fi and ATMs

Free Wi-Fi in waiting area. ATMs are located near entrance.

Tickets and information

Ticket office support is available at Chicago, Greyhound Bus Station.

Parking, taxis and toilets

Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.

Accessibility

Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.

More options for your journey from Chicago, IL to Pittsfield, MA

Here are some other resources that might have the information you need

Trains from Chicago, IL to Pittsfield, MA
Flights from Chicago, IL to Pittsfield, MA
Tickets and more information for coaches to Chicago, IL

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