Next departures for Springfield to Chicago on November 26
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
Springfield Union Station
Chicago 95Th & Dan Ryan
Cheapest
Bus
Springfield Union Station
Downtown Greyhound Station
Fastest
Bus
Springfield Union Station
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
Springfield Union Station
Downtown Greyhound Station
No tags
Bus
Springfield Union Station
537-517 W. Jackson Blvd
No tags
Last refresh of the prices: Today at 11:42 AM EST.
Compare 2 ways to go from Springfield 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, 5 hours 10 minutes and with fares starting at just $88, 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 5594 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 $164
Frequently asked questions about traveling from Springfield, MA to Chicago by bus
What is the distance between Springfield and Chicago?
About 772 miles (1245 km) separate Springfield and Chicago.
What are the departure and arrival stations when taking the bus from Springfield to Chicago?
If you're headed to Chicago from Springfield, chances are that your bus will leave from Bus Station and arrive at Downtown Greyhound Station. These are the most popular pick-up and drop-off locations on this route, there are other pick-up and drop-off locations that could make it easier for you to reach your destination.
What are the best sights and things to do in Chicago?
Once in Chicago, you can start exploring the city and discover its surroundings. The top sights and things to do are Auditorium Building and Theatre, Grant Park, Shedd Aquarium, Cloud Gate and Museum of Contemporary Art.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/17
No data
11/18
$106
Today
$111
11/20
$117
11/21
$108
11/22
$121
11/23
$121
11/24
$143
The cheapest trip from Springfield, MA to Chicago was searched and found on Nov 18, 2025 with a price of $106
To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Springfield, MA to Chicago, as early as possible.
You can expect to pay from $106 to $908 for a bus ticket from Springfield, MA to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $108 which is on 2025-11-21.
Usually FlixBus, Amtrak 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 Springfield, MA to Chicago?
The bus is the cheapest travel choice for this destination