There are 9 ways to get from Chicago to Boston, MA by plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago O'Hare International Airport to Boston Logan Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
4h 48m$162–424Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, train
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)plane ORD - PVD
- Take the train from TF Green Airport to Back Baytrain
6h 58m$64–331Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
22h 5m$290–650Bus
- Take the bus from Chicago Bus Station to Newark Penn Stationbus
- Take the bus from Newark Penn Station to Port Authority Bus Terminalbus 108
- Take the bus from New York, NY - W 42nd Street and 9th Avenue to Boston, MA - Dalton and Belvidere Streetbus
25h 10m$194–408Drive 980.3 mi
- Drive from Chicago to Boston, MAcar 980.3 mi
16h 45m$179–259Fly Chicago Midway International Airport to Boston Logan Airport
- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
4h 34m$122–614Fly Chicago Midway International Airport to Manchester Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane MDW - MHT
- Take the bus from Boston Manchester Airport to Bostonbus
6h 34m$124–625Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train
- Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane MDW - PVD
- Take the train from TF Green Airport to Back Baytrain
6h 28m$88–471Fly Chicago O'Hare International Airport to Manchester Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane ORD - MHT
- Take the bus from Boston Manchester Airport to Bostonbus
7h 12m$90–435
Chicago to Boston, MA by train and foot (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Boston, MA is to fly and train which costs $60 - $340 and takes 6h 58m.
The fastest way to get from Chicago to Boston, MA is to fly which takes 4h 34m and costs $120 - $650.
No, there is no direct bus from Chicago station to Boston, MA. However, there are services departing from Chicago Bus Station and arriving at Boston, MA - Dalton and Belvidere Street via Newark Penn Station and New York, NY - W 42nd Street and 9th Avenue. The journey, including transfers, takes approximately 25h 10m.
Yes, there is a direct train departing from Chicago Union Station station and arriving at Boston. Services depart once daily, and operate every day. The journey takes approximately 21h 54m.
The distance between Chicago and Boston, MA is 899 miles. The road distance is 986 miles.
The best way to get from Chicago to Boston, MA without a car is to train which takes 22h 5m and costs $290 - $650.
It takes approximately 4h 48m to get from Chicago to Boston, MA, including transfers.
Chicago to Boston, MA bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Boston, MA train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Boston, MA is to fly which takes 4h 48m and costs $160 - $430. Alternatively, you can train, which costs $290 - $650 and takes 22h 5m, you could also bus, which costs $190 - $410 and takes 25h 10m.
What companies run services between Chicago, IL, USA and Boston, MA, USA?
American Airlines, JetBlue Airways, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS) hourly. Alternatively, Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $290–650 and the journey takes 21h 54m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $55–310
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Philadelphia
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $60–320
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $60–330
Flights from Chicago O'Hare International Airport to Manchester Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $75–410
Flights from Chicago O'Hare International Airport to Manchester Airport via Philadelphia
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $85–440
Flights from Chicago O'Hare International Airport to Manchester Airport via Reagan Washington
- Ave. Duration
- 5h 42m
- When
- Every day
- Estimated price
- $85–450
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 16m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 38m
- When
- Monday to Saturday
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $80–450
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 15m
- When
- Sunday
- Estimated price
- $90–470
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 47m
- When
- Monday to Saturday
- Estimated price
- $90–470
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 17m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 3h 57m
- When
- Every day
- Estimated price
- $80–450
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $55–310
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $55–310
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $60–330
Flights from Chicago O'Hare International Airport to Manchester Airport via Washington Dulles
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $85–450
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $75–400
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Boston
- Ave. Duration
- 21h 54m
- Frequency
- Once daily
- Estimated price
- $290–650
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from TF Green Airport to Back Bay
- Ave. Duration
- 1h 23m
- Frequency
- Every 4 hours
- Estimated price
- $6–16
- Website
- https://www.mbta.com
- Adult
- $6–16
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Newark Penn Station
- Ave. Duration
- 19h 25m
- Frequency
- Once daily
- Estimated price
- $120–210
- Schedules at
- flixbus.com
- Phone
- +1 973-275-5555
- Website
- njtransit.com
Bus from Newark Penn Station to Port Authority Bus Terminal
- Ave. Duration
- 39 min
- Frequency
- Every 15 minutes
- Estimated price
- $7–25
- Website
- https://www.njtransit.com
- Schedules at
- https://www.njtransit.com/bus-to
- Adults
- $7–25
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Newark Penn Station to Port Authority Bus Terminal
- Ave. Duration
- 40 min
- Frequency
- Hourly
- Estimated price
- $11–21
- Website
- https://www.greyhound.com/
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $9–17
- Website
- https://www.greyhound.com/
- Phone
- +1 800-858-8555
- Website
- trailways.com
Bus from Newark Penn Station to Port Authority Bus Terminal
- Ave. Duration
- 20 min
- Frequency
- Once daily
- Estimated price
- $17–38
- Website
- https://trailways.com
- Schedules at
- https://trailways.com/schedules/
- Saver
- $17–35
- Flexible
- $35–38
- Phone
- +1-844-800-6828
- pr@ourbus.com
- Website
- ourbus.com
Bus from New York, NY - W 42nd Street and 9th Avenue to Boston, MA - Dalton and Belvidere Street
- Ave. Duration
- 4h
- Frequency
- Once daily
- Estimated price
- $65–160
- Website
- https://www.ourbus.com
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
Chicago to Boston, MA bus services, operated by Flixbus USA, arrive at Newark Penn Station.
Boston, MA is 1h ahead of Chicago. It is currently 9:01 PM in Chicago and 10:01 PM in Boston, MA.
Chicago to Boston, MA train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Chicago to Boston, MA is 986 miles. It takes approximately 16h 45m to drive from Chicago to Boston, MA.
Book your Chicago to Boston, MA train tickets online with Omio.
There are 1522+ hotels available in Boston, MA.














