There are 9 ways to get from Chicago Union Station 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 16m$602–905Fly 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 South Stationtrain
6h 48m$66–311Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
22h 2m$260–600Bus
- 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 39m$173–270Drive 981.4 mi
- Drive from Chicago Union Station to Bostoncar 981.4 mi
16h 52m$180–259Fly Chicago Midway International Airport to Boston Logan Airport
- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
4h 4m$102–555Fly 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 24m$110–568Fly 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
6h 46m$86–408Fly 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 South Stationtrain
6h 40m$86–421
Chicago Union Station to Boston by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Chicago Union Station to Boston is to fly and train which costs $65 - $320 and takes 6h 48m.
The fastest way to get from Chicago Union Station to Boston is to fly which takes 4h 4m and costs $100 - $600.
No, there is no direct bus from Chicago Union Station 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 39m.
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 Union Station and Boston is 888 miles. The road distance is 987.1 miles.
The best way to get from Chicago Union Station to Boston without a car is to train which takes 22h 2m and costs $260 - $600.
It takes approximately 4h 16m to get from Chicago Union Station to Boston, including transfers.
Chicago Union Station to Boston bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago Union Station to Boston train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago Union Station to Boston is to fly which takes 4h 16m and costs $600 - $950. Alternatively, you can train, which costs $260 - $600 and takes 22h 2m, you could also bus, which costs $170 - $270 and takes 25h 39m.
What companies run services between Chicago Union Station, 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 $260–600 and the journey takes 22h 2m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $80–410
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 50m
- When
- Monday, Thursday, and Friday
- Estimated price
- $80–420
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Boston
- Ave. Duration
- 22h 2m
- Frequency
- Once daily
- Estimated price
- $260–600
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Newark Penn Station
- Ave. Duration
- 19h 25m
- Frequency
- Twice daily
- Estimated price
- $130–210
- Schedules at
- Flixbus USA
Bus from Newark Penn Station to Boston
- Ave. Duration
- 4h 30m
- Frequency
- 3 times a day
- Estimated price
- $35–60
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
Chicago Union Station to Boston bus services, operated by Flixbus USA, arrive at Newark Penn Station.
Boston is 1h ahead of Chicago Union Station. It is currently 11:59 PM in Chicago Union Station and 12:59 AM in Boston.
Chicago Union Station to Boston train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Chicago Union Station to Boston is 987 miles. It takes approximately 16h 52m to drive from Chicago Union Station to Boston.
Book your Chicago Union Station to Boston train tickets online with Omio.
Book your Chicago Union Station to Boston bus tickets online with Omio and FlixBus.
There are 1756+ hotels available in Boston.