There are 8 ways to get from Chicago to Wrentham by subway, plane, train, taxi, train (Amtrak), bus (Flixbus), car, 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.
Subway to Chicago Midway International Airport, fly to Boston Logan Airport, train, taxi
best- 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 train from Back Bay to Mansfieldtrain
- Take the taxi from Mansfield to Wrenthamtaxi
5h 46m$152–659Fly 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 Mansfieldtrain
6h 21m$84–311Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
23h 20m$589–902Bus
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the bus from Manhattan, NY to Newton, MAbus
- Take the bus from Newton - Riverside MBTA Station to Mansfield Stationbus
26h 19m$244–330Drive 972.6 mi
- Drive from Chicago to Wrenthamcar 972.6 mi
16h 40m$178–257Fly Chicago O'Hare International Airport to Boston Logan Airport, train, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
- Take the train from Back Bay to Mansfieldtrain
- Take the taxi from Mansfield to Wrenthamtaxi
6h 5m$592–1,059Fly 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 Mansfieldtrain
5h 49m$110–451Fly 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
8h 13m$132–599
Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Wrentham is to fly and train which costs $80 - $320 and takes 6h 21m.
The fastest way to get from Chicago to Wrentham is to subway and fly and train and taxi which takes 5h 46m and costs $150 - $700.
No, there is no direct bus from Chicago station to Wrentham station. However, there are services departing from Chicago Bus Station and arriving at Mansfield Station via Manhattan, NY and Newton - Riverside MBTA Station. The journey, including transfers, takes approximately 26h 19m.
No, there is no direct train from Chicago station to Wrentham. However, there are services departing from Chicago Union Station and arriving at Mansfield via Back Bay. The journey, including transfers, takes approximately 23h 20m.
The distance between Chicago and Wrentham is 916 miles. The road distance is 978.3 miles.
The best way to get from Chicago to Wrentham without a car is to train which takes 23h 20m and costs $550 - $900.
It takes approximately 5h 46m to get from Chicago to Wrentham, including transfers.
Chicago to Wrentham bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Wrentham train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Wrentham is to train which takes 23h 20m and costs $550 - $900. Alternatively, you can bus, which costs $240 - $330 and takes 26h 19m.
What companies run services between Chicago, IL, USA and Wrentham, MA, USA?
Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $550–900 and the journey takes 21h 54m. Alternatively, you can take a bus from Chicago Bus Station to Wrentham via New York Midtown, Manhattan, NY, Newton, MA, Newton - Riverside MBTA Station, and Mansfield Station in around 26h 19m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 11m
- When
- Every day
- Estimated price
- $75–400
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $80–420
Flights from Chicago Midway International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 31m
- When
- Monday to Wednesday
- Estimated price
- $80–420
Flights from Chicago Midway International Airport to Manchester Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Manchester Airport via Baltimore
- Ave. Duration
- 4h 17m
- When
- Monday, Thursday, and Friday
- Estimated price
- $110–600
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $50–260
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 46m
- When
- Every day
- Estimated price
- $50–280
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $50–260
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Washington Dulles
- Ave. Duration
- 4h 39m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $50–280
- Website
- delta.com
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $110–600
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago O'Hare International Airport to Theodore Francis Green State Airport via Detroit
- Ave. Duration
- 4h 24m
- When
- Every day
- Estimated price
- $50–260
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $70–380
- Phone
- +1 888-968-7282
- Website
- Chicago Transit Authority
Subway from Adams/Wabash to Midway
- Ave. Duration
- 23 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- Chicago Transit Authority
- Schedules at
- Chicago Transit Authority Schedules & Routes
- Adult
- $2–5
Train from Back Bay to Mansfield
- Ave. Duration
- 34 min
- Frequency
- Hourly
- Estimated price
- $4–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $4–10
Train from Back Bay to Mansfield
- Ave. Duration
- 34 min
- Frequency
- Hourly
- Estimated price
- $4–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $4–10
Train from TF Green Airport to Mansfield
- Ave. Duration
- 45 min
- Frequency
- Every 4 hours
- Estimated price
- $5–11
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–11
Train from TF Green Airport to Mansfield
- Ave. Duration
- 45 min
- Frequency
- Every 4 hours
- Estimated price
- $5–11
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–11
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
- $550–900
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Twice daily
- Estimated price
- $150–240
- Schedules at
- Flixbus USA
- [email protected]
- Website
- Go Buses
Bus from Manhattan, NY to Newton, MA
- Ave. Duration
- 3h 45m
- Frequency
- Twice daily
- Estimated price
- $37–41
- Website
- Go Buses
- Phone
- 617 773 9403
- [email protected]
- Website
- Blue Apple Bus
Bus from Newton - Riverside MBTA Station to Mansfield Station
- Ave. Duration
- 35 min
- Frequency
- Hourly
- Estimated price
- $22
- Website
- Blue Apple Bus
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $9–14
- Website
- Greyhound
- Ave. Duration
- 13 min
- Estimated price
- $27–35
Brockton Cab Company
- Phone
- +1 508 587 4000
Yellow Cab - Brockton
- Phone
- +1 508 583 1234
Cowen's Taxi Service
- Phone
- +1 508 580 8584
A & T Taxi
- Phone
- +1 781 344 4299
Economy Cab
- Phone
- +1 401 944 6700
- Website
- economycabri.com
Access Taxi Cab RI
- Phone
- +1 401 677 8888
- Website
- joaccesstaxicabri.com
Airport Taxi RI
- Phone
- +1 401 737 2868
- Website
- visitrhodeisland.com
City Express Cab
- Phone
- +1 401 286 9277
- Website
- facebook.com
Brockton Cab Company
- Phone
- +1 508 587 4000
Yellow Cab - Brockton
- Phone
- +1 508 583 1234
Cowen's Taxi Service
- Phone
- +1 508 580 8584
A & T Taxi
- Phone
- +1 781 344 4299
Economy Cab
- Phone
- +1 401 944 6700
- Website
- economycabri.com
Access Taxi Cab RI
- Phone
- +1 401 677 8888
- Website
- joaccesstaxicabri.com
Airport Taxi RI
- Phone
- +1 401 737 2868
- Website
- visitrhodeisland.com
City Express Cab
- Phone
- +1 401 286 9277
- Website
- facebook.com
Want to know more about travelling around United States
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Booking & Getting There
Chicago to Wrentham bus services, operated by Flixbus USA, arrive at New York Midtown station.
Wrentham is 1h ahead of Chicago. It is currently 1:07 PM in Chicago and 2:07 PM in Wrentham.
Chicago to Wrentham train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Chicago to Wrentham is 978 miles. It takes approximately 16h 40m to drive from Chicago to Wrentham.
There are 83+ hotels available in Wrentham.
















