There are 10 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 Boston Logan Airport, fly to Chicago O'Hare International Airport
best- Take the train from Norfolk to South Stationtrain
- Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane BOS - ORD
6h 26m$136–386Fly Theodore Francis Green State Airport to Chicago O'Hare International Airport
cheapest- Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane PVD - ORD
6h 24m$89–324Train (Amtrak)
- Take the train from Boston to Chicago Union Stationtrain Lake Shore Limited
24h 29m$143–734Bus
- Take the bus from Mansfield Station to Canton Park & Ridebus
- Take the bus from Hartford Union Station to Times Square – 37th St.bus
- Take the bus from New York Midtown to Chicago Bus Stationbus
27h 26m$155–313Drive 973.4 mi
- Drive from Wrentham to Chicagocar 973.4 mi
16h 38m$178–257Train to Boston Logan Airport, fly to Chicago Midway International Airport
- Take the train from Norfolk to South Stationtrain
- Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane BOS - MDW
6h 10m$111–516Fly Theodore Francis Green State Airport to Chicago Midway International Airport
- Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane PVD - MDW
6h 2m$109–424Bus 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 34m$148–667Fly Boston Logan Airport to General Mitchell International Airport, train
- Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane BOS - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
8h 11m$308–781Bus to Bradley International Airport, fly to Chicago Midway International Airport
- Take the bus from Mansfield Station to Canton Park & Ridebus
- Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane BDL - MDW
8h 17m$153–562
Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Wrentham to Chicago is to fly which costs $85 - $330 and takes 6h 24m.
The fastest way to get from Wrentham to Chicago is to fly which takes 6h 2m and costs $100 - $430.
The distance between Wrentham and Chicago is 920 miles. The road distance is 979.1 miles.
The best way to get from Wrentham to Chicago without a car is to train which takes 24h 29m and costs $140 - $750.
It takes approximately 6h 26m to get from Wrentham to Chicago, including transfers.
The best way to get from Wrentham to Chicago is to train which takes 24h 29m and costs $140 - $750. Alternatively, you can bus, which costs $150 - $320 and takes 27h 26m, you could also fly, which costs $100 - $430 and takes 6h 2m.
Chicago is 1h behind Wrentham. It is currently 1:19 PM in Wrentham and 12:19 PM in Chicago.
Yes, the driving distance between Wrentham to Chicago is 979 miles. It takes approximately 16h 38m to drive from Wrentham to Chicago.
There are 1140+ hotels available in Chicago.
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 $120–700 and the journey takes 22h 22m. Alternatively, you can take a vehicle from Wrentham to Chicago Bus Station via Mansfield Station, Canton Park & Ride, Asylum St @ Bushnell Park, Hartford Union Station, Times Square – 37th St., and New York Midtown in around 27h 26m.
- Website
- aa.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 14m
- When
- Every day
- Estimated price
- $65–330
Flights from Boston Logan Airport to Chicago O'Hare International Airport via Syracuse
- Ave. Duration
- 6h 39m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $65–330
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 5m
- When
- Every day
- Estimated price
- $50–270
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 53m
- When
- Every day
- Estimated price
- $55–290
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 10m
- When
- Every day
- Estimated price
- $170–850
Flights from Boston Logan Airport to General Mitchell International Airport via Philadelphia
- Ave. Duration
- 5h 17m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $170–900
Flights from Boston Logan Airport to General Mitchell International Airport via Reagan Washington
- Ave. Duration
- 5h 22m
- When
- Every day
- Estimated price
- $180–900
- Website
- southwest.com
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $85–450
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 40m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $70–370
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 35m
- When
- Thursday to Saturday
- Estimated price
- $75–390
Flights from Manchester Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 40m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–600
Flights from Manchester Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 8m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–650
Flights from Boston Logan Airport to General Mitchell International Airport via Baltimore
- Ave. Duration
- 4h 57m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $180–900
Flights from Bradley International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 35m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $95–490
Flights from Bradley International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 1m
- When
- Every day
- Estimated price
- $100–550
- Website
- delta.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 8m
- When
- Every day
- Estimated price
- $65–330
Flights from Boston Logan Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $85–450
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 16m
- When
- Every day
- Estimated price
- $50–270
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $160–850
Flights from Boston Logan Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 55m
- When
- Every day
- Estimated price
- $160–850
Flights from Boston Logan Airport to General Mitchell International Airport via New York La Guardia
- Ave. Duration
- 5h 19m
- When
- Monday to Saturday
- Estimated price
- $170–850
Flights from Bradley International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 38m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $95–490
- Website
- united.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 3m
- When
- Every day
- Estimated price
- $65–330
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h
- When
- Every day
- Estimated price
- $50–270
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 5h 55m
- When
- Every day
- Estimated price
- $55–290
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 27m
- When
- Every day
- Estimated price
- $170–850
- Website
- jetblue.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 8m
- When
- Every day
- Estimated price
- $65–330
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 2h 30m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–850
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from Norfolk to South Station
- Ave. Duration
- 1h
- Frequency
- Every 2 hours
- Estimated price
- $3–10
- Website
- https://www.mbta.com
- Adult
- $3–10
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to Chicago Union Station
- Ave. Duration
- 22h 22m
- Frequency
- Once daily
- Estimated price
- $120–700
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–40
- Website
- https://www.amtrak.com/home.html
- Phone
- 617 773 9403
- info@blueapplebus.com
- Website
- blueapplebus.com
Bus from Mansfield Station to Canton Park & Ride
- Ave. Duration
- 1h 13m
- Frequency
- Hourly
- Estimated price
- $22
- Website
- https://www.blueapplebus.com/
- Phone
- +1 617-681-0820
- support@coachrun.com
- Website
- coachrun.com
Bus from Hartford Union Station to Times Square – 37th St.
- Ave. Duration
- 1h 50m
- Frequency
- 5 times a week
- Estimated price
- $10–40
- Website
- https://www.coachrun.com
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Once daily
- Estimated price
- $90–210
- Schedules at
- flixbus.com
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $13–28
- Website
- https://www.greyhound.com/
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.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Italian Lakes: Getting around by train
Read the travel guide














