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 49m$142–394Fly 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 53m$58–301Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
22h 5m$220–550Bus
- Take the bus from Chicago Bus Station to Newark Penn Stationbus FlixBus N2640
- Take the bus from Newark Penn Station to Bostonbus Greyhound US0235 / ...
26h 15m$140–269Drive 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 29m$122–664Fly 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 33m$134–724Fly 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$84–431Fly 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 11m$98–484
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 $55 - $310 and takes 6h 53m.
The fastest way to get from Chicago to Boston, MA is to fly which takes 4h 29m and costs $120 - $700.
No, there is no direct bus from Chicago station to Boston, MA. However, there are services departing from Chicago Bus Station and arriving at Saint James Ave @ Dartmouth St via Newark Penn Station and Federal St @ Franklin St. The journey, including transfers, takes approximately 26h 15m.
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 $220 - $550.
It takes approximately 4h 49m 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 49m and costs $140 - $400. Alternatively, you can train, which costs $220 - $550 and takes 22h 5m, you could also bus, which costs $140 - $270 and takes 26h 15m.
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 $220–550 and the journey takes 21h 54m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 14m
- When
- Every day
- Estimated price
- $110–650
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $120–700
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $140–750
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $75–410
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 7m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $80–430
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 12m
- When
- Monday, Thursday, and Friday
- Estimated price
- $80–430
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $75–420
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $50–280
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 26m
- When
- Saturday
- Estimated price
- $55–290
Flights from Chicago O'Hare International Airport to Manchester Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $85–460
Flights from Chicago O'Hare International Airport to Manchester Airport via Reagan Washington
- Ave. Duration
- 5h 2m
- When
- Every day
- Estimated price
- $95–500
Flights from Chicago O'Hare International Airport to Manchester Airport via Philadelphia
- Ave. Duration
- 5h 10m
- When
- Every day
- Estimated price
- $95–490
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $75–420
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $50–280
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 22m
- When
- Every day
- Estimated price
- $55–290
Flights from Chicago O'Hare International Airport to Manchester Airport via Washington Dulles
- Ave. Duration
- 4h 49m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $95–500
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $75–420
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 5h 19m
- When
- Every day
- Estimated price
- $110–650
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 8m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $75–410
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $50–280
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $75–420
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
- $220–550
- 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
- $100–190
- Schedules at
- flixbus.com
Bus from Newark Penn Station to Boston
- Ave. Duration
- 4h 30m
- Frequency
- Twice daily
- Estimated price
- $30–55
- Schedules at
- flixbus.com
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 Boston
- Ave. Duration
- 5h 5m
- Frequency
- 4 times a day
- Estimated price
- $40–80
- Website
- https://www.greyhound.com/
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- https://www.greyhound.com/
Want to know more about travelling around United States
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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 3:00 AM in Chicago and 4:00 AM 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 1619+ hotels available in Boston, MA.










