Next departures for Boston to Chicago 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.
Bus
Boston (South Station)
Chicago 95Th & Dan Ryan
Cheapest
FlixBus + Greyhound Lines, Inc.
Bus
Boston (South Station)
537-517 W. Jackson Blvd
Fastest
FlixBus + Greyhound Lines, Inc.
Bus
Boston (South Station)
Downtown Greyhound Station
No tags
Next departures for Boston to Chicago on December 4
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)
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 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.
Bus
151 Steel Pl, Cambridge
Chicago 95Th & Dan Ryan
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 December 6
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)
537-517 W. Jackson Blvd
No tags
Bus
Brookline
Downtown Greyhound Station
No tags
Next departures for Boston to Chicago on December 9
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Boston (South Station)
Chicago 95Th & Dan Ryan
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 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
Bus
Boston (South Station)
Chicago 95Th & Dan Ryan
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
Last refresh of the prices: Yesterday at 3:05 PM 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 the good way to reach Chicago. The journey takes about 1 day, 8 hours 50 minutes and with fares starting at just $68, 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.
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 $102
Frequently asked questions about traveling 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 $68. The average price for this route is around $138. 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 trip duration from Boston to Chicago is 1d 8h, covering a distance of 849 miles (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 30 buses available per day, including services from Greyhound, FlixBus, Amtrak.
What is the earliest and latest departure time 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 recommended mode of travel 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 5597 reviews.
Which bus company has the best Wi-Fi from Boston to Chicago?
Based on reviews on Busbud, the bus company Amtrak has the best Wi-Fi rating with a score of 3.6.
Which bus company has the most timely service from Boston to Chicago?
According to Busbud traveller reviews, the most timely 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
12/01
$311
12/02
$229
Today
$156
12/04
$169
12/05
$178
12/06
$122
12/07
$127
12/08
$135
The cheapest trip from Boston, MA, US to Chicago was searched and found on Dec 6, 2025 with a price of $122
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 $122 to $357 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 $122 which is on 2025-12-06.
Usually Greyhound, 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