There are 10 ways to get from Chicago to Woburn by plane, bus, train (Amtrak), bus (Flixbus, Greyhound), car, subway, 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, line 354 bus
best- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
- Take the bus from Cambridge St @ Government Ctr Sta to Montvale Ave @ Main Stbus
6h 12m$606–913Fly 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 Rugglestrain
7h 48m$70–319Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
23h 14m$254–599Bus
- 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 21m$177–279Drive 982.7 mi
- Drive from Chicago to Woburncar 982.7 mi
16h 54m$180–260Subway to Chicago Midway International Airport, fly to Boston Logan Airport, line 354 bus
- Take the subway from Adams/Wabash to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
- Take the bus from Cambridge St @ Government Ctr Sta to Montvale Ave @ Main Stbus
6h$106–563Fly 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 35m$114–576Fly 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 57m$84–416Fly 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 Rugglestrain
7h 39m$90–429Fly 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 39m$132–692
Chicago to Woburn by train, subway, and bus (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Chicago to Woburn is to fly and train which costs $70 - $320 and takes 7h 48m.
The fastest way to get from Chicago to Woburn is to subway and fly and line 354 bus which takes 6h and costs $100 - $600.
No, there is no direct bus from Chicago station to Woburn. However, there are services departing from Chicago Bus Station and arriving at Montvale Ave @ Main St via Newark Penn Station and State St @ Washington Mall - State St Sta. The journey, including transfers, takes approximately 27h 21m.
No, there is no direct train from Chicago station to Woburn. However, there are services departing from Chicago Union Station and arriving at Wellington via Back Bay. The journey, including transfers, takes approximately 23h 14m.
The distance between Chicago and Woburn is 904 miles. The road distance is 988.5 miles.
The best way to get from Chicago to Woburn without a car is to train which takes 23h 14m and costs $250 - $600.
It takes approximately 6h 12m to get from Chicago to Woburn, including transfers.
Chicago to Woburn bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Woburn train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Woburn is to train which takes 23h 14m and costs $250 - $600. Alternatively, you can bus, which costs $170 - $280 and takes 27h 21m.
What companies run services between Chicago, IL, USA and Woburn, MA, USA?
Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $250–600 and the journey takes 21h 54m. Alternatively, you can take a bus from Chicago Bus Station to Montvale Ave @ Main St via Newark Penn Station, Boston, Chinatown, State, and State St @ Washington Mall - State St Sta in around 27h 21m.
- 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
- $80–420
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
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $110–650
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 36m
- When
- Monday to Saturday
- Estimated price
- $130–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Boston
- Ave. Duration
- 21h 54m
- Frequency
- Once daily
- Estimated price
- $250–600
- Website
- Amtrak
Bus from Cambridge St @ Government Ctr Sta to Montvale Ave @ Main St
- Ave. Duration
- 37 min
- Frequency
- Every 2 hours
- Estimated price
- $1–5
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
Bus from Cambridge St @ Government Ctr Sta to Montvale Ave @ Main St
- Ave. Duration
- 37 min
- Frequency
- Every 2 hours
- Estimated price
- $1–5
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
Want to know more about travelling around United States
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Booking & Getting There
Chicago to Woburn bus services, operated by Flixbus USA, arrive at Newark Penn Station.
Woburn is 1h ahead of Chicago. It is currently 3:27 AM in Chicago and 4:27 AM in Woburn.
Chicago to Woburn train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Chicago to Woburn is 988 miles. It takes approximately 16h 54m to drive from Chicago to Woburn.
There are 1710+ hotels available in Woburn.




