There are 9 ways to get from Chicago Loop to Boston by plane, train (Amtrak), bus (Flixbus, Greyhound), car, train, 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.
Fly Chicago O'Hare International Airport to Boston Logan Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)ORD - BOS
4h 3m$102–315Fly 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)ORD - PVD
- Take the train from Providence to South Station
6h 34m$64–897Train (Amtrak)
- Take the train from Chicago Union Station to BostonLake Shore Limited
22h 2m$130–700Bus
- Take the bus from Chicago Bus Station to Newark Penn StationFlixBus N2640
- Take the bus from Newark Penn Station to BostonGreyhound US0235 / ...
25h 30m$146–340Drive 981.7 mi
- Drive from Chicago Loop to Boston981.7 mi
16h 43m$180–259Fly Chicago Midway International Airport to Boston Logan Airport
- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)MDW - BOS
3h 56m$92–475Fly 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)MDW - PVD
- Take the train from Providence to South Station
6h 24m$74–947Fly Chicago O'Hare International Airport to Manchester Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)ORD - MHT
- Take the bus from Boston Manchester Airport to Boston
6h 32m$100–480Fly Chicago Midway International Airport to Manchester Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)MDW - MHT
- Take the bus from Boston Manchester Airport to Boston
6h 16m$116–590
Chicago Loop to Boston by train (Amtrak)
Questions & Answers
The cheapest way to get from Chicago Loop to Boston is to bus which costs $140 - $340 and takes 25h 30m.
The fastest way to get from Chicago Loop to Boston is to fly which takes 3h 56m and costs $90 - $480.
No, there is no direct bus from Chicago Loop 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 Loop and Boston is 886 miles. The road distance is 987.4 miles.
The best way to get from Chicago Loop to Boston without a car is to train which takes 22h 2m and costs $130 - $700.
It takes approximately 4h 3m to get from Chicago Loop to Boston, including transfers.
Chicago Loop to Boston bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago Loop to Boston train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago Loop to Boston is to fly which takes 4h 3m and costs $100 - $320. Alternatively, you can train, which costs $130 - $700 and takes 22h 2m, you could also bus, which costs $140 - $340 and takes 25h 30m.
What companies run services between Chicago Loop, 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 $130–700 and the journey takes 22h 2m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Boston Logan Airport via Syracuse
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $55–290
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 25m
- When
- Saturday
- Estimated price
- $60–300
Flights from Chicago O'Hare International Airport to Manchester Airport
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $85–440
Flights from Chicago O'Hare International Airport to Manchester Airport via Reagan Washington
- Ave. Duration
- 5h 4m
- When
- Every day
- Estimated price
- $95–480
Flights from Chicago O'Hare International Airport to Manchester Airport via Philadelphia
- Ave. Duration
- 5h 4m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $95–470
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $90–470
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $65–340
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $70–360
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 7m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $70–360
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 43m
- When
- Monday, Tuesday, Wednesday, and Saturday
- Estimated price
- $110–600
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $55–290
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 22m
- When
- Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $60–300
Flights from Chicago O'Hare International Airport to Manchester Airport via Washington Dulles
- Ave. Duration
- 4h 44m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $95–480
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $75–390
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $55–290
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 3h 54m
- When
- Saturday
- Estimated price
- $65–340
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $75–390
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
- $130–700
- 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.html
- 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
- $110–240
- Schedules at
- flixbus.com
Bus from Newark Penn Station to Boston
- Ave. Duration
- 4h 30m
- Frequency
- Twice daily
- Estimated price
- $35–100
- 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
- $35–100
- Website
- https://www.greyhound.com/
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $13–35
- Website
- https://www.greyhound.com/
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More Questions & Answers
Chicago Loop to Boston bus services, operated by Flixbus USA, arrive at Newark Penn Station.
Boston is 1h ahead of Chicago Loop. It is currently 5:14 AM in Chicago Loop and 6:14 AM in Boston.
Chicago Loop to Boston train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Chicago Loop to Boston is 987 miles. It takes approximately 16h 43m to drive from Chicago Loop to Boston.
Book your Chicago Loop to Boston train tickets online with Omio.
Book your Chicago Loop to Boston bus tickets online with Omio and FlixBus.
There are 1588+ hotels available in Boston.














