There are 5 ways to get from Pittsfield to Chicago by taxi, train, car, plane, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Taxi, train (Amtrak)
best- Take the taxi from Pittsfield to Quincy Amtrak Stationtaxi
- Take the train from Quincy Amtrak Station to Chicago Union Stationtrain Carl Sandburg / ...
5h 20m$211–331Drive to Abraham Lincoln Capital Airport, fly to Chicago O'Hare International Airport
cheapest- Drive from Pittsfield to Abraham Lincoln Capital Airport (SPI)car
- Fly from Abraham Lincoln Capital Airport (SPI) to Chicago O'Hare International Airport (ORD)plane SPI - ORD
3h 19m$45–244Drive 263.8 mi
- Drive from Pittsfield to Chicagocar 263.8 mi
4h 42m$49–70Taxi to Quincy Regional Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Pittsfield to Quincy Regional Airport (UIN)taxi
- Fly from Quincy Regional Airport (UIN) to Chicago O'Hare International Airport (ORD)plane UIN - ORD
3h 20m$147–241Bus to Lambert–St. Louis International Airport, fly to Chicago Midway International Airport
- Take the bus from Bowling Green to Saint Louisbus
- Fly from Lambert–St. Louis International Airport (STL) to Chicago Midway International Airport (MDW)plane STL - MDW
5h 32m
Abraham Lincoln Capital Airport (SPI) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Pittsfield to Chicago is to drive which costs $45 - $70 and takes 4h 42m.
The fastest way to get from Pittsfield to Chicago is to drive and fly which takes 3h 19m and costs $45 - $250.
The distance between Pittsfield and Chicago is 358 miles. The road distance is 265.3 miles.
The best way to get from Pittsfield to Chicago without a car is to taxi and train which takes 5h 20m and costs $210 - $340.
It takes approximately 5h 20m to get from Pittsfield to Chicago, including transfers.
Yes, the driving distance between Pittsfield to Chicago is 265 miles. It takes approximately 4h 42m to drive from Pittsfield to Chicago.
There are 1331+ hotels available in Chicago.
What companies run services between Pittsfield, IL, USA and Chicago, IL, USA?
There is no direct connection from Pittsfield to Chicago. However, you can take the taxi to Quincy Amtrak Station then take the train to Chicago Union Station. Alternatively, you can drive from Pittsfield to Chicago in around 4h 42m.
- Website
- southwest.com
Flights from Lambert–St. Louis International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 5m
- When
- Every day
- Estimated price
- $55–360
- Website
- aa.com
Flights from Abraham Lincoln Capital Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $30–220
- Website
- contouraviation.com
Flights from Quincy Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $55–130
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Quincy Amtrak Station to Chicago Union Station
- Ave. Duration
- 4h 21m
- Frequency
- Twice daily
- Estimated price
- $100–200
- Website
- https://www.amtrak.com/home.html
- Website
- example.com
Bus from Bowling Green to Saint Louis
- Ave. Duration
- 1h 5m
- Frequency
- Once daily
- Schedules at
- example.com
- Ave. Duration
- 59 min
- Estimated price
- $90–140
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