Next departures for Chicago to Boston on December 3
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Chicago 95Th & Dan Ryan
Boston (South Station)
Cheapest
Chicago (Union Station), IL
South Station (Train Terminal)
Fastest
Amtrak + NextGen Acela
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Downtown Greyhound Station
Boston (South Station)
No tags
Next departures for Chicago to Boston on December 4
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Chicago (Union Station), IL
South Station (Train Terminal)
CheapestFastest
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Greyhound Lines, Inc. + FlixBus
Downtown Greyhound Station
Boston (South Station)
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Next departures for Chicago to Boston on December 5
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Chicago 95Th & Dan Ryan
Boston (South Station)
Cheapest
Chicago (Union Station), IL
South Station (Train Terminal)
Fastest
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Greyhound Lines, Inc. + FlixBus
Downtown Greyhound Station
Boston (South Station)
No tags
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Next departures for Chicago to Boston on December 6
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Chicago 95Th & Dan Ryan
Boston (South Station)
Cheapest
Chicago (Union Station), IL
South Station (Train Terminal)
Fastest
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Greyhound Lines, Inc. + FlixBus
Downtown Greyhound Station
Boston (South Station)
No tags
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Next departures for Chicago to Boston on December 7
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Chicago 95Th & Dan Ryan
Boston (South Station)
CheapestFastest
Greyhound Lines, Inc. + FlixBus
Downtown Greyhound Station
Boston (South Station)
No tags
FlixBus + Greyhound Lines, Inc.
Downtown Greyhound Station
Boston (South Station)
No tags
Greyhound Lines, Inc. + FlixBus
537-517 W. Jackson Blvd
Boston (South Station)
No tags
FlixBus + Greyhound Lines, Inc.
Chicago 95Th & Dan Ryan
Boston (South Station)
No tags
Next departures for Chicago to Boston on December 8
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Chicago 95Th & Dan Ryan
Boston (South Station)
Cheapest
Chicago (Union Station), IL
South Station (Train Terminal)
Fastest
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Downtown Greyhound Station
Boston (South Station)
No tags
Next departures for Chicago to Boston on December 9
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
537-517 W. Jackson Blvd
Boston (South Station)
Cheapest
Chicago (Union Station), IL
South Station (Train Terminal)
Fastest
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Downtown Greyhound Station
Boston (South Station)
No tags
Next departures for Chicago to Boston on December 10
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Greyhound Lines, Inc. + FlixBus
Downtown Greyhound Station
Boston (South Station)
Cheapest
Chicago (Union Station), IL
South Station (Train Terminal)
Fastest
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
South Station (Train Terminal)
No tags
Downtown Greyhound Station
Boston (South Station)
No tags
Last refresh of the prices: Yesterday at 11:09 PM CST.
Compare 2 ways to go from Chicago to South Station
We recommend taking the bus
Among the sustainable travel choices, the bus stands out as the good way to reach South Station. The journey takes about 1 day, 3 hours 20 minutes and with fares starting at just $99, it presents an excellent value for a comfortable ride.
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.
Greyhound Chicago Boston recent customer reviews
Good services, Caring Drivers, but buses not on time, i missed my 1pm bus to Boston because the bus to newyork didnt arrive on time
Flixbus is a European bus operator that offers intercity and bus travel in over 38 countries. Known for their easy-to-spot lime green buses and for offering affordable transportation between cities in Europe and the Americas, Flixbus is a good option for those looking for an affordable, reliable bus company. In their buses, you'll find free WiFi, bathrooms, and power outlets. You can also pay extra to choose your seat and get extra legroom, or even buy a snack or drink onboard directly from the driver. You can reschedule your ticket for a small fee, which varies from $1 to $5, depending on how close you are to the departure date.
Based on 5621 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $85
Frequently asked questions about traveling from Chicago to Boston, MA, US by bus
How much does a bus ticket from Chicago to South Station cost?
The bus ticket price from Chicago to South Station starts at $85. The best way to find cheap bus tickets from Chicago to South Station is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the bus ride from Chicago to South Station?
The average travel time between Chicago and South Station is around , although the fastest bus will take about 22h 2m. This is the time it takes to travel the 849 miles that separates the two cities.
How many daily bus connections are there between Chicago and South Station?
The number of buses from Chicago to South Station can differ depending on the day of the week. On average, there are 12 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from Chicago to South Station by comparing and selecting the bus that fits you travel style and budget on Busbud.
Which bus companies travel from Chicago to South Station?
When taking the bus from Chicago to South Station, you can travel comfortably and safely with Greyhound, FlixBus, Amtrak.
What are the departure and arrival stations when taking the bus from Chicago to South Station?
Buses traveling between Chicago and South Station leave from Downtown Greyhound Station or Chicago O'Hare International Airport and arrive at South Station.
