Next departures for Boston to Chicago on January 16
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Brookline
Chicago 95Th & Dan Ryan
Cheapest
Greyhound Lines, Inc. + FlixBus
Bus
Boston (South Station)
Chicago 95Th & Dan Ryan
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
Boston (South Station)
Downtown Greyhound Station
No tags
Bus
Brookline
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
Boston (South Station)
537-517 W. Jackson Blvd
No tags
Next departures for Boston to Chicago on January 17
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Boston (South Station)
Downtown Greyhound Station
Cheapest
Bus
Boston (South Station)
Downtown Greyhound Station
Fastest
Greyhound Lines, Inc. + FlixBus
Bus
Boston (South Station)
Downtown Greyhound Station
No tags
Bus
Boston (South Station)
537-517 W. Jackson Blvd
No tags
Bus
Brookline
Downtown Greyhound Station
No tags
Next departures for Boston to Chicago on January 18
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Boston (South Station)
Downtown Greyhound Station
CheapestFastest
Greyhound Lines, Inc. + FlixBus
Bus
Boston (South Station)
Downtown Greyhound Station
No tags
Bus
Boston (South Station)
537-517 W. Jackson Blvd
No tags
Bus
Brookline
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
Boston (South Station)
Downtown Greyhound Station
No tags
Next departures for Boston to Chicago on January 19
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Brookline
537-517 W. Jackson Blvd
Cheapest
Bus
Boston (South Station)
Downtown Greyhound Station
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
Boston (South Station)
Downtown Greyhound Station
No tags
Bus
Boston (South Station)
537-517 W. Jackson Blvd
No tags
Bus
Boston (South Station)
537-517 W. Jackson Blvd
No tags
Next departures for Boston to Chicago on January 20
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
151 Steel Pl, Cambridge
537-517 W. Jackson Blvd
Cheapest
Bus
Boston (South Station)
Downtown Greyhound Station
Fastest
Bus
Boston (South Station)
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
Boston (South Station)
Downtown Greyhound Station
No tags
Bus
Brookline
Downtown Greyhound Station
No tags
Next departures for Boston to Chicago on January 21
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Boston (South Station)
537-517 W. Jackson Blvd
Cheapest
Bus
Boston (South Station)
Downtown Greyhound Station
Fastest
Greyhound Lines, Inc. + FlixBus
Bus
Boston (South Station)
Downtown Greyhound Station
No tags
Bus
Boston (South Station)
Downtown Greyhound Station
No tags
Bus
Brookline
Downtown Greyhound Station
No tags
Next departures for Boston to Chicago on January 22
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Boston (South Station)
Downtown Greyhound Station
Cheapest
Bus
Boston (South Station)
Downtown Greyhound Station
Fastest
Greyhound Lines, Inc. + FlixBus
Bus
Boston (South Station)
Downtown Greyhound Station
No tags
Bus
Boston (South Station)
537-517 W. Jackson Blvd
No tags
Bus
Brookline
Downtown Greyhound Station
No tags
Next departures for Boston to Chicago on January 23
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Boston (South Station)
Downtown Greyhound Station
CheapestFastest
Greyhound Lines, Inc. + FlixBus
Bus
Boston (South Station)
Downtown Greyhound Station
No tags
Bus
Boston (South Station)
537-517 W. Jackson Blvd
No tags
Bus
Brookline
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
Boston (South Station)
Downtown Greyhound Station
No tags
Last refresh of the prices: Today at 7:49 AM EST.
Compare 2 ways to go from Boston to Chicago
We recommend taking the bus
Among the sustainable travel choices, the Bus stands out as a good way to reach Chicago. The journey takes about 1 day, 9 hours 10 minutes, and with fares starting at just $113, it presents an excellent value for a comfortable ride.
Based on 87503 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the WiFi. Greyhound ticket prices on this trip start at $113
Based on 12064 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the WiFi. FlixBus ticket prices on this trip start at $113
Based on 5738 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the WiFi. Amtrak ticket prices on this trip start at $435
Frequently asked questions about travelling from Boston, MA, US 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.
How much is the bus ticket from Boston to Chicago?
The cheapest bus tickets from Boston to Chicago start from $113. The average price for this route is around $166. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus ride from Boston to Chicago?
The average bus travel time from Boston to Chicago is 1d 9h, covering a distance of 1368 km. The quickest bus can get you there in 22h 22m and is operated by Amtrak.
Which bus companies service the Boston to Chicago route?
Several major bus companies operate on this route with 29 buses available per day, including services from Greyhound, FlixBus, Amtrak.
What are the earliest and latest departure times for the bus from Boston to Chicago?
The earliest bus departs from Boston to Chicago at 1:30am. And the latest bus departs at 9:50pm.
What are the CO₂ emissions for the bus trip from Boston to Chicago?
A bus trip from Boston to Chicago generates an estimated 34 kg of CO₂, making it a highly eco-friendly travel option and a mode of travel recommended by Busbud.
What is the best bus company from Boston 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 5696 reviews.
Which bus company has the best Wi-Fi from Boston to Chicago?
Based on Busbud reviews, the bus company Amtrak has the highest Wi-Fi rating with a score of 3.6.
Which bus company has the best on-time performance from Boston to Chicago?
According to Busbud traveller reviews, the most punctual bus company on this route is FlixBus, with a punctuality rating of 3.9 out of 5 stars.
Which bus company has the cleanest buses from Boston 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
01-14
$231
01-15
$266
Today
$293
01-17
$287
01-18
$274
01-19
$210
01-20
$182
01-21
$167
The cheapest trip from Boston, MA, US to Chicago was searched and found on Jan 21, 2026 with a price of $167
To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Boston, MA, US to Chicago, as early as possible.
You can expect to pay from $167 to $321 for a bus ticket from Boston, MA, US to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $167 which is on 2026-01-21.
Usually FlixBus will charge you higher prices for tickets closer to the departure date. To find the best prices, you should be flexible on your date of travel.
What's the cheapest way to go from Boston, MA, US to Chicago?
The Bus is the cheapest travel choice for this destination