There are 9 ways to get from Chicago to Dedham 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 Midway International Airport to Boston Logan Airport
best- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
5h 28m$124–622Fly 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 Readvilletrain
7h 13m$64–335Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
23h 12m$278–603Bus
- Take the bus from Chicago Bus Station to Newark Penn Stationbus FlixBus N2640
- Take the bus from Newark Penn Station to Bostonbus Greyhound US0235 / ...
27h 3m$148–295Drive 976.1 mi
- Drive from Chicago to Dedhamcar 976.1 mi
16h 49m$179–258Fly Chicago O'Hare International Airport to Boston Logan Airport
- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
5h 52m$164–432Fly 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 Readvilletrain
6h 42m$90–475Fly 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
7h 17m$124–630Fly Chicago Midway International Airport to Bradley International Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane MDW - BDL
- Take the bus from Hartford Union Station to Bostonbus
8h 3m$118–652
Chicago to Dedham by train (Amtrak)
Questions & Answers
The cheapest way to get from Chicago to Dedham is to fly and train which costs $60 - $340 and takes 7h 13m.
The fastest way to get from Chicago to Dedham is to fly which takes 5h 28m and costs $120 - $650.
No, there is no direct train from Chicago station to Dedham. However, there are services departing from Chicago Union Station and arriving at Endicott via South Station. The journey, including transfers, takes approximately 23h 12m.
The distance between Chicago and Dedham is 893 miles. The road distance is 981.8 miles.
The best way to get from Chicago to Dedham without a car is to train which takes 23h 12m and costs $270 - $650.
It takes approximately 5h 28m to get from Chicago to Dedham, including transfers.
Chicago to Dedham train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Dedham is to fly which takes 5h 28m and costs $120 - $650. Alternatively, you can train, which costs $270 - $650 and takes 23h 12m, you could also bus, which costs $140 - $300 and takes 27h 3m.
Dedham is 1h ahead of Chicago. It is currently 11:21 AM in Chicago and 12:21 PM in Dedham.
Chicago to Dedham train services, operated by Amtrak, arrive at Boston station.
What companies run services between Chicago, IL, USA and Dedham, MA, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $270–600 and the journey takes 22h 2m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $110–600
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 Baltimore
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $90–470
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 30m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $90–470
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 21m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $100–600
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $110–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Boston Logan Airport via Buffalo
- Ave. Duration
- 5h 6m
- When
- Tuesday, Friday, and Sunday
- Estimated price
- $75–400
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 21m
- 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 21m
- 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 28m
- When
- Saturday and Sunday
- Estimated price
- $60–330
- 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
- Website
- delta.com
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $110–600
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 O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $55–310
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 32m
- 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
- 22h 2m
- Frequency
- Once daily
- Estimated price
- $270–600
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from TF Green Airport to Readville
- Ave. Duration
- 1h 12m
- Frequency
- Once daily
- Estimated price
- $5–14
- Website
- https://www.mbta.com
- Adult
- $5–14
- 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
- $110–200
- 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
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 50m
- Frequency
- 3 times a day
- Estimated price
- $12–22
- 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
- $45–85
- 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/
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $17–35
- Website
- https://www.greyhound.com/
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More Questions & Answers
Yes, the driving distance between Chicago to Dedham is 982 miles. It takes approximately 16h 49m to drive from Chicago to Dedham.
There are 1267+ hotels available in Dedham.











