There are 8 ways to get from Chicago to Boston 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 6m$112–405Fly 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 Providence to South Stationtrain
6h 34m$64–907Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
22h 2m$85–360Bus
- Take the bus from Chicago Bus Station to Newark Penn Stationbus FlixBus N2640
- Take the bus from Newark Penn Station to Bostonbus Greyhound US0235 / ...
25h 30m$136–301Drive 981.1 mi
- Drive from Chicago to Bostoncar 981.1 mi
16h 49m$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
3h 41m$112–605Fly 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 6m$126–677Fly 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 Providence to South Stationtrain
6h 14m$84–1,017
Chicago to Boston by train (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Boston is to train which costs $85 - $360 and takes 22h 2m.
The fastest way to get from Chicago to Boston is to fly which takes 3h 41m and costs $110 - $650.
No, there is no direct bus from Chicago station to Boston. However, there are services departing from Chicago Bus Station and arriving at Boston via Newark Penn Station. The journey, including transfers, takes approximately 25h 30m.
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 22h 2m.
The distance between Chicago and Boston is 887 miles. The road distance is 986.8 miles.
The best way to get from Chicago to Boston without a car is to train which takes 22h 2m and costs $85 - $360.
It takes approximately 4h 6m to get from Chicago to Boston, including transfers.
Chicago to Boston bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Boston train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Boston is to fly which takes 4h 6m and costs $110 - $410. Alternatively, you can train, which costs $85 - $360 and takes 22h 2m, you could also bus, which costs $130 - $310 and takes 25h 30m.
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 $85–360 and the journey takes 22h 2m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $80–430
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $55–300
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Philadelphia
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $60–310
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $60–320
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 14m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–650
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 12m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 10m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $75–410
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 11m
- When
- Every day
- Estimated price
- $80–420
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 10m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $80–430
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $80–430
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $55–300
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $60–320
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $80–430
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $55–300
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 16m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $75–410
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $80–430
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Boston
- Ave. Duration
- 22h 2m
- Frequency
- Once daily
- Estimated price
- $85–360
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from Providence to South Station
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Estimated price
- $5–14
- Website
- https://www.mbta.com
- Adult
- $5–14
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Providence to South Station
- Ave. Duration
- 48 min
- Frequency
- Every 3 hours
- Estimated price
- $6–210
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $6–210
- Business Class
- $45–240
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Providence to South Station
- Ave. Duration
- 47 min
- Frequency
- Every 4 hours
- Estimated price
- $10–600
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $10–450
- First Class
- $110–600
- 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
- $100–240
- Schedules at
- flixbus.com
Bus from Newark Penn Station to Boston
- Ave. Duration
- 4h 30m
- Frequency
- Twice daily
- Estimated price
- $35–65
- 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
- $35–65
- Website
- https://www.greyhound.com/
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $13–22
- Website
- https://www.greyhound.com/
Want to know more about travelling around United States
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More Questions & Answers
Chicago to Boston bus services, operated by Flixbus USA, arrive at Newark Penn Station.
Boston is 1h ahead of Chicago. It is currently 9:26 PM in Chicago and 10:26 PM in Boston.
Chicago to Boston train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Chicago to Boston is 987 miles. It takes approximately 16h 49m to drive from Chicago to Boston.
Book your Chicago to Boston train tickets online with Omio.
Book your Chicago to Boston bus tickets online with Omio and FlixBus.
There are 1342+ hotels available in Boston.












