There are 5 ways to get from Boston to Chicago by taxi, plane, train (Amtrak), bus (Greyhound), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Taxi, fly to Chicago Midway International Airport
best- Take the taxi from Boston to Buffalo-Airport-BUFtaxi
- Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane BUF - MDW
2h 50m$251–480Drive 525.9 mi
cheapest- Drive from Boston to Chicagocar 525.9 mi
9h 5m$96–139Train (Amtrak)
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain Lake Shore Limited
11h 5m$247–441Bus (Greyhound)
- Take the bus from Buffalo to Cleveland Bus Stationbus Greyhound US0171 / ...
- Take the bus from Cleveland Bus Station to Chicago Bus Stationbus Greyhound US0164
13h 30m$112–197Taxi, fly to Chicago O'Hare International Airport
- Take the taxi from Boston to Buffalo-Airport-BUFtaxi
- Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane BUF - ORD
3h 13m$261–410
Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Boston to Chicago is to drive which costs $95 - $140 and takes 9h 5m.
The fastest way to get from Boston to Chicago is to taxi and fly which takes 2h 50m and costs $250 - $480.
No, there is no direct bus from Boston to Chicago station. However, there are services departing from Main Street & Buffalo Street and arriving at Chicago Bus Station via Buffalo and Cleveland Bus Station. The journey, including transfers, takes approximately 13h 30m.
No, there is no direct train from Boston station to Chicago station. However, there are services departing from Buffalo Depew Station and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 11h 5m.
The distance between Boston and Chicago is 507 miles. The road distance is 529 miles.
The best way to get from Boston to Chicago without a car is to train which takes 11h 5m and costs $240 - $450.
It takes approximately 2h 50m to get from Boston to Chicago, including transfers.
Boston to Chicago bus services, operated by Greyhound USA, depart from Buffalo station.
Boston to Chicago train services, operated by Amtrak, depart from Buffalo Depew Station.
The best way to get from Boston to Chicago is to train which takes 11h 5m and costs $240 - $450. Alternatively, you can bus, which costs $110 - $200 and takes 13h 30m.
What companies run services between Boston, NY, USA and Chicago, IL, USA?
Amtrak operates a train from Buffalo Depew Station to Chicago Union Station twice daily. Tickets cost $170–350 and the journey takes 10h 33m. Alternatively, you can take a vehicle from Boston to Chicago Bus Station via Main Street & Buffalo Street, Washington Street & Eagle Street, Buffalo, and Cleveland Bus Station in around 13h 30m.
- Website
- southwest.com
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $75–440
- Website
- united.com
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $65–380
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $95–470
- Website
- aa.com
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $65–380
- Website
- delta.com
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 44m
- When
- Every day
- Estimated price
- $75–440
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Buffalo Depew Station to Chicago Union Station
- Ave. Duration
- 10h 33m
- Frequency
- Twice daily
- Estimated price
- $170–350
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Buffalo to Cleveland Bus Station
- Ave. Duration
- 3h 15m
- Frequency
- Twice daily
- Estimated price
- $30–60
- Website
- https://www.greyhound.com/
Bus from Cleveland Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 25m
- Frequency
- Twice daily
- Estimated price
- $50–100
- Website
- https://www.greyhound.com/
- Ave. Duration
- 33 min
- Estimated price
- $85–110
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
More Questions & Answers
Boston to Chicago bus services, operated by Greyhound USA, arrive at Cleveland Bus Station.
Chicago is 1h behind Boston. It is currently 1:13 PM in Boston and 12:13 PM in Chicago.
Boston to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Boston to Chicago is 529 miles. It takes approximately 9h 5m to drive from Boston to Chicago.
There are 1331+ hotels available in Chicago.