There are 8 ways to get from Wrentham to Chicago by train, plane, 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.
Train to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport
best- Take the train from Mansfield to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane PVD - ORD
5h 26m$95–390Train (Amtrak)
- Take the train from Boston to Chicago Union Stationtrain Lake Shore Limited
24h 25m$271–680Bus
- Take the bus from Mansfield Station to Newton - Riverside MBTA Stationbus
- Take the bus from Newton, MA to Manhattan, NYbus
- Take the bus from New York Midtown to Chicago Bus Stationbus
27h 4m$226–326Drive 972.7 mi
- Drive from Wrentham to Chicagocar 972.7 mi
16h 39m$178–257Train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport
- Take the train from Mansfield to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane PVD - MDW
5h 19m$115–470Bus to Boston Logan Airport, fly to Chicago Midway International Airport
- Take the bus from Mansfield Station to Boston Airportbus
- Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane BOS - MDW
5h 35m$137–510Bus to Boston Logan Airport, fly to Chicago O'Hare International Airport
- Take the bus from Mansfield Station to Boston Airportbus
- Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane BOS - ORD
5h 53m$652–960Bus to Manchester Airport, fly to Chicago Midway International Airport
- Take the bus from Boston to Boston Manchester Airportbus
- Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane MHT - MDW
7h 14m$151–698
Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Wrentham to Chicago is to drive which costs $170 - $260 and takes 16h 39m.
The fastest way to get from Wrentham to Chicago is to train and fly which takes 5h 19m and costs $110 - $470.
No, there is no direct bus from Wrentham station to Chicago station. However, there are services departing from Mansfield Station and arriving at Chicago Bus Station via Newton, MA and New York Midtown. The journey, including transfers, takes approximately 27h 4m.
No, there is no direct train from Wrentham to Chicago station. However, there are services departing from Norfolk and arriving at Chicago Union Station via Boston. The journey, including transfers, takes approximately 24h 25m.
The distance between Wrentham and Chicago is 906 miles. The road distance is 978.4 miles.
The best way to get from Wrentham to Chicago without a car is to train which takes 24h 25m and costs $270 - $700.
It takes approximately 5h 26m to get from Wrentham to Chicago, including transfers.
Wrentham to Chicago bus services, operated by Blue Apple Bus, depart from Mansfield Station.
Wrentham to Chicago train services, operated by Amtrak, depart from Boston station.
The best way to get from Wrentham to Chicago is to train which takes 24h 25m and costs $270 - $700. Alternatively, you can bus, which costs $220 - $330 and takes 27h 4m.
What companies run services between Wrentham, MA, USA and Chicago, IL, USA?
Amtrak operates a train from Boston to Chicago Union Station once daily. Tickets cost $250–650 and the journey takes 22h 22m. Alternatively, you can take a vehicle from Wrentham to Chicago Bus Station via Mansfield Station, Newton - Riverside MBTA Station, Newton, MA, Manhattan, NY, and New York Midtown in around 27h 4m.
- Website
- southwest.com
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $80–420
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $85–440
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $85–450
Flights from Manchester Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $120–650
Flights from Manchester Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $130–700
Train from Mansfield to TF Green Airport
- Ave. Duration
- 46 min
- Frequency
- Every 4 hours
- Estimated price
- $5–11
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–11
Train from Mansfield to TF Green Airport
- Ave. Duration
- 46 min
- Frequency
- Every 4 hours
- Estimated price
- $5–11
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–11
- Phone
- 617 773 9403
- info@blueapplebus.com
- Website
- Blue Apple Bus
Bus from Mansfield Station to Newton - Riverside MBTA Station
- Ave. Duration
- 35 min
- Frequency
- Hourly
- Estimated price
- $22
- Website
- Blue Apple Bus
Bus from Mansfield Station to Boston Airport
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $22
- Website
- Blue Apple Bus
Bus from Mansfield Station to Boston Airport
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $22
- Website
- Blue Apple Bus
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
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Booking & Getting There
Wrentham to Chicago bus services, operated by Blue Apple Bus, arrive at Newton - Riverside MBTA Station.
Chicago is 1h behind Wrentham. It is currently 8:50 AM in Wrentham and 7:50 AM in Chicago.
Wrentham to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Wrentham to Chicago is 978 miles. It takes approximately 16h 39m to drive from Wrentham to Chicago.
There are 1302+ hotels available in Chicago.





