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MASS MoCA
Contemporary art museum in a converted mill featuring changing exhibitions, installations, and strong ties to North Adams culture.
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The cheapest and fastest buses from Chicago, IL to Pittsfield, MA
Showing times, prices and bookable tickets for Nov 04
- Cheapest price on Nov 04
- $204
- Average ticket price on Nov 04
- $204
- Fastest journey on Nov 04
- 1 d 19 h 20 m
- Average journey duration on Nov 04
- 1 d 19 h 20 m
- Buses on Nov 04
- 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 $204 if you buy it on the day, but the cheapest tickets can be found for only $204.
Fast buses
It's difficult to get from Chicago, IL to Pittsfield, MA without transferring at least once.
7:15 PM 43h20 Chicago, IL 2:35 PM Pittsfield, MA $204 1 One-way 1 transfer
7:15 PM 43h20 Chicago, IL 2:35 PM Pittsfield, MA $204 1 One-way 1 transfer
Journey information
Overview: Bus from Chicago, IL to Pittsfield, MA
USAUSA
Buses from Chicago, IL to Pittsfield, MA run on average 3 times per day, taking around 27h 8m. Cheap bus tickets for this journey start at $124 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 21h 15m.
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
Plan this route
Journey facts
- Distance738 miles (1188 km)
- Average bus duration27h 8m
- Cheapest ticket price$124
- Buses per day3
- Fastest bus21h 15m
- First bus6:55 AM
- Last bus11:15 PM
- Cheapest MonthAug
- Cheapest DayMon
- High SeasonJan - Mar
- Low SeasonApr - Jun
- Best time to book77 days
Understand & plan this route
Explore this journey
Book with confidence
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
Frequently asked questions about your Chicago, IL to Pittsfield, MA trip
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Chicago, IL to Pittsfield, MA.
Cheap bus tickets from Chicago, IL to Pittsfield, MA can start from as little as $124 when you book in advance. The average bus ticket price for Chicago, IL to Pittsfield, MA is $169 ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
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, Greyhound. Schedules can vary on holidays or weekends with fewer buses.
Chicago, IL to Pittsfield, MA Bus Timetables
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 03:50AM | Arrival Time 09:40PM | Duration 41h50 | Departure days Tue, Fri | Cheapest price $122 |
Operator Greyhound | Departure Time 10:15AM | Arrival Time 05:40PM | Duration 30h25 | Departure days Sun | Cheapest price $138 |
Operator FlixBus | Departure Time 12:25PM | Arrival Time 05:40PM | Duration 28h15 | Departure days Sun | Cheapest price $135 |
Operator Flixbus USA | Departure Time 07:15PM | Arrival Time 02:35PM | Duration 43h20 | Departure days Tue, Wed, Fri, Sat | Cheapest price $204 |
Operator Greyhound | Departure Time 11:10PM | Arrival Time 05:40PM | Duration 41h30 | Departure days Sun | Cheapest price $163 |
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, November 3. You can also manually refresh the results below to see updated bus journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 7:15 PM Chicago, IL | 43h20 | 2:35 PM Pittsfield, MA | 1 transfer | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Why should you book Chicago, IL to Pittsfield, MA buses with Omio?
FlixBus as well as Greyhound offer 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?
- Compare with other providers: On Omio, you can not only buy tickets for FlixBus, but also compare tickets for the likes of Greyhound to find the best option for your trip from Chicago, IL to Pittsfield, MA.
- 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?
- Compare with other providers: On Omio, you can also compare tickets for the likes of Greyhound to find the best option for your trip from Chicago, IL to Pittsfield, MA.
- 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.
Bus companies
Bus companies from Chicago, IL to Pittsfield, MA
Buses from Chicago, IL to Pittsfield, MA with Greyhound and FlixBus. Overnight buses available on this route with Greyhound and FlixBus. Use the details below to compare onboard facilities.
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 FlixBus Duration
21h 15m
Cheapest FlixBus Price
$134
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.
Greyhound
About
Greyhound Lines, Inc. is a prominent American intercity bus transportation provider, established in 1914. It operates the largest intercity bus network in the United States, also extending services to Canada and Mexico. Greyhound is known for offering affordable and reliable long-distance travel, connecting major cities and rural communities across North America. The company's buses are equipped with amenities such as free Wi-Fi, power outlets, and extra legroom to enhance passenger comfort. Greyhound is a subsidiary of Flix SE, which also owns FlixBus, and together they offer an extensive network of over 1,600 destinations.
Luggage & cancellation policy
Average Greyhound Duration
27h 5m
Cheapest Greyhound Price
$124
Greyhound frequency
2 a day
Luggage included
One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
Additional luggage
$15 per additional bag.
Cancellation Policy
You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
Amenities on board the bus
Wifi
Food sold onboard
Seat reservation
Toilets
USB plugs
Accessibility
Assistance; Priority seating; Wheelchair-accessible buses.
Bikes
Bikes are allowed.
Companies, tickets, and onboard amenities between Chicago, IL and Pittsfield, MA
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
When taking a bus from Chicago, IL to Pittsfield, MA, you can count on FlixBus, Greyhound 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.
Yes, there are bathrooms on board the bus from Chicago, IL to Pittsfield, MA for bus company FlixBus, Greyhound.
Yes, the following accessibility options are available when taking the bus from Chicago, IL to Pittsfield, MA:
- Greyhound
- Assistance
- Priority seating
- Wheelchair-accessible buses.
- FlixBus
- Assistance
- Priority boarding
- Wheelchair-accessible buses.
Yes, bikes are allowed on board the bus with bus company {providersWithBike}.
Whether you can cancel your bus ticket from Chicago, IL to Pittsfield, MA depends on the bus companies:
- Greyhound
- You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
- 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, 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:
- Greyhound
- One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
- 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:
- Greyhound
- $15 per additional bag.
- 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, Greyhound
Yes, there are USB plugs on board the bus from Chicago, IL to Pittsfield, MA with the following bus company: FlixBus, Greyhound.
Yes, there is Wifi on board the bus from Chicago, IL to Pittsfield, MA with the following bus company: FlixBus, Greyhound.
Complete guide to Pittsfield, MA
Things to do in Pittsfield, MA
Discover the best of Pittsfield, MA — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Pittsfield, MA trip today.
- Recommended
The Mount
Historic house museum in nearby Lenox presenting author Edith Wharton’s home, gardens, and design-focused exhibitions.
- Recommended
Ventfort Hall Mansion and Gilded Age Museum
Gilded Age museum inside Ventfort Hall with exhibits on regional history, domestic life, and the Berkshires’ summer estates.
- Recommended
Upstreet Cultural District
Downtown Pittsfield district with shops, public art, theaters, and event spaces, ideal for walking and experiencing local life.
- Recommended
Burbank Park on Onota Lake
Large city park with ponds, trails, athletic fields, and mountain views, popular for walks, picnics, and seasonal events.
- Recommended
Berry Pond and Balance Rock
Wooded reservation with hiking trails and a summit observation tower offering broad views over Pittsfield and the Berkshires.
New England Clam Chowder
New England clam chowder is a creamy soup of clams, potatoes, and salt pork. It is a Berkshire favorite in all seasons and a classic regional staple.
Lobster Roll
Lobster roll features chilled lobster meat in a toasted split-top bun, often with light mayo. It is a beloved New England summer seafood classic.
- Gluten-free
Johnnycake
Johnnycake is a cornmeal griddle cake rooted in early New England cooking. It is valued for its simple heritage ingredients and regional tradition.
Dotty's Coffee and Bakery
Long-running breakfast and lunch diner loved for pancakes, omelets, and classic American comfort food in an easygoing setting.
Methuselah Bar and Lounge
Lively downtown restaurant known for wood-fired pizzas, pasta, and a stylish but relaxed setting inside Hotel on North.
District Kitchen and Bar
Popular casual spot serving creative burgers, comfort food, and local beer in a friendly modern pub atmosphere.
US Dollar ($)
Moderate for a small US city: lodging and dining are below major metros, but car travel is common and transit is limited.
Average meal costs
- Budget
- $10-18 for fast food or casual takeout.
- Mid-range
- $20-35 per person for a restaurant meal.
- Fine dining
- $45+ per person for upscale dining.
- Coffee
- $3-6 for a regular coffee or cappuccino.
Tipping culture
Tip 18-20% at restaurants, $1-2 per drink at bars, and 10-15% for taxis. Cafes often have tip jars or card prompts.
Plan your visit to Pittsfield, MA
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Pittsfield, MA.
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.
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.
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.
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.
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, USA
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 · $4 · 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, USA
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 · $4 · 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.
Which Pittsfield, MA station do buses from Chicago, IL arrive at?
Buses from Chicago, IL to Pittsfield, MA arrive at Pittsfield, Columbus Ave (Joseph Scelsi Intermodal). Pittsfield, Columbus Ave (Joseph Scelsi Intermodal) is 0 miles (1 km) from Pittsfield, MA city centre.
Pittsfield, Columbus Ave (Joseph Scelsi Intermodal)Joseph Scelsi Intermodal Transportation Center, 1 Columbus Ave, Pittsfield, MA 01201, USA
City-centre transport
Getting to Pittsfield, Columbus Ave (Joseph Scelsi Intermodal) from Pittsfield city centre
TRUE
Pittsfield, Columbus Ave (Joseph Scelsi Intermodal) bus station facilities and services
Pittsfield, Columbus Ave (Joseph Scelsi Intermodal) has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi and ATMs
Free public Wi-Fi available. ATMs are available at Pittsfield, Columbus Ave (Joseph Scelsi Intermodal).
Tickets and information
Ticket office support is available at Pittsfield, Columbus Ave (Joseph Scelsi Intermodal).
Parking, taxis and toilets
Available at Pittsfield, Columbus Ave (Joseph Scelsi Intermodal): Parking, Taxis, WC.
Accessibility
Accessibility facilities are available at Pittsfield, Columbus Ave (Joseph Scelsi Intermodal): Wheelchair accessible entrances and exits.
Bus stations for Chicago, IL to Pittsfield, MA
Check bus stations information for Chicago, IL and Pittsfield, MA, including where buses depart and arrive on this route.
When departing from Chicago, IL , you have various bus station options to start your journey from including Chicago, Union Station (Amtrak), 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, Union Station (Amtrak), which is located around 1 miles (3 km) away from the city centre, and they get off the bus at Pittsfield, Columbus Ave (Joseph Scelsi Intermodal), located 1 away from the city centre.
Most popular bus connections from Chicago, IL
Most popular buses to and from Pittsfield, MA and Chicago, IL
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