There are 11 ways to get from Westerly to Chicago by train, plane, train (Amtrak), bus, car, or bus (Flixbus)
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 Midway International Airport
best- Take the train from Westerly Amtrak Station to Providence
- Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)PVD - MDW
5h 52m$85–638Train to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Westerly Amtrak Station to Providence
- Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)PVD - ORD
6h 14m$60–508Train via New York (Amtrak)
- Take the train from Westerly Amtrak Station to Ny Moynihan Train Hall At Penn StationNortheast Regional
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union StationLake Shore Limited / ...
23h 29m$160–733Train, bus
- Take the train from Westerly Amtrak Station to Ny Moynihan Train Hall At Penn Station
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Station
26h 34m$130–488Drive 919.2 mi
- Drive from Westerly to Chicago919.2 mi
15h 31m$168–243Train to Boston Logan Airport, fly to Chicago Midway International Airport
- Take the train from Westerly Amtrak Station to Boston
- Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)BOS - MDW
6h 23m$105–746Train to Boston Logan Airport, fly to Chicago O'Hare International Airport
- Take the train from Westerly Amtrak Station to Boston
- Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)BOS - ORD
6h 39m$110–566Train, train to Bradley International Airport, fly to Chicago Midway International Airport
- Take the train from Westerly Amtrak Station to New Haven
- Take the train from New Haven to Windsor Locks
- Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)BDL - MDW
7h 56m$119–982Train, train to Bradley International Airport, fly to Chicago O'Hare International Airport
- Take the train from Westerly Amtrak Station to New Haven
- Take the train from New Haven to Windsor Locks
- Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)BDL - ORD
8h 18m$159–1,082Train (Amtrak)
- Take the train from Westerly Amtrak Station to BostonNortheast Regional
- Take the train from Boston to Chicago Union StationLake Shore Limited
24h 34m$162–923Bus
- Take the bus from Grove before Wilcox to Turks Head95x
- Take the bus from Providence to New York Midtown
- Take the bus from New York Midtown to Chicago Bus Station
27h 24m$127–262
Westerly to Chicago by train (Amtrak)
Questions & Answers
The cheapest way to get from Westerly to Chicago is to bus which costs $120 - $270 and takes 27h 24m.
The fastest way to get from Westerly to Chicago is to train and fly which takes 5h 52m and costs $85 - $650.
No, there is no direct bus from Westerly to Chicago station. However, there are services departing from Grove before Wilcox and arriving at Chicago Bus Station via Providence and New York Midtown. The journey, including transfers, takes approximately 27h 24m.
No, there is no direct train from Westerly station to Chicago station. However, there are services departing from Westerly Amtrak Station and arriving at Chicago Union Station via Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 23h 29m.
The distance between Westerly and Chicago is 909 miles. The road distance is 924.6 miles.
The best way to get from Westerly to Chicago without a car is to train via New York which takes 23h 29m and costs $160 - $750.
It takes approximately 5h 52m to get from Westerly to Chicago, including transfers.
Westerly to Chicago bus services, operated by RIPTA, depart from Grove before Wilcox station.
Westerly to Chicago train services, operated by Amtrak Northeast Regional, depart from Westerly Amtrak Station.
The best way to get from Westerly to Chicago is to train via New York which takes 23h 29m and costs $160 - $750. Alternatively, you can bus, which costs $120 - $270 and takes 27h 24m.
What companies run services between Westerly, RI, USA and Chicago, IL, USA?
You can take a train from Westerly Amtrak Station to Chicago Union Station via Ny Moynihan Train Hall At Penn Station in around 23h 29m. Alternatively, you can take a bus from Grove before Wilcox to Chicago Bus Station via Turks Head, Providence, and New York Midtown in around 27h 24m.
- Website
- aa.com
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $50–300
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 16m
- When
- Every day
- Estimated price
- $55–310
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 27m
- When
- Every day
- Estimated price
- $55–310
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 8m
- When
- Every day
- Estimated price
- $60–340
Flights from Boston Logan Airport to Chicago O'Hare International Airport via Buffalo
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $60–340
Flights from Bradley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $65–380
Flights from Bradley International Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $70–400
- Website
- southwest.com
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $75–430
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 25m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $85–450
Flights from Boston Logan Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $90–490
Flights from Bradley International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $100–550
Flights from Bradley International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 5h 7m
- When
- Every day
- Estimated price
- $110–600
- Website
- united.com
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 5m
- When
- Every day
- Estimated price
- $50–300
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 5h 15m
- When
- Tuesday and Wednesday
- Estimated price
- $55–310
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 59m
- When
- Every day
- Estimated price
- $60–340
Flights from Bradley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $65–380
Flights from Bradley International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $75–410
- Website
- delta.com
Flights from Theodore Francis Green State Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 6h 14m
- When
- Every day
- Estimated price
- $75–430
Flights from Theodore Francis Green State Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 59m
- When
- Every day
- Estimated price
- $50–300
Flights from Boston Logan Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 21m
- When
- Every day
- Estimated price
- $90–490
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 3m
- When
- Every day
- Estimated price
- $60–340
Flights from Bradley International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 24m
- When
- Every day
- Estimated price
- $100–550
Flights from Bradley International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 22m
- When
- Every day
- Estimated price
- $65–380
- Website
- jetblue.com
Flights from Boston Logan Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 2m
- When
- Every day
- Estimated price
- $60–340
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Westerly Amtrak Station to Providence
- Ave. Duration
- 36 min
- Frequency
- Every 4 hours
- Estimated price
- $6–210
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $6–210
- Business Class
- $45–240
Train from Westerly Amtrak Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 2h 57m
- Frequency
- 5 times a day
- Estimated price
- $20–260
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $20–260
- Business Class
- $75–300
Train from Westerly Amtrak Station to Boston
- Ave. Duration
- 1h 26m
- Frequency
- Every 4 hours
- Estimated price
- $12–230
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $12–230
- Business Class
- $60–270
Train from Westerly Amtrak Station to New Haven
- Ave. Duration
- 1h 16m
- Frequency
- 5 times a day
- Estimated price
- $9–220
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $9–220
- Business Class
- $55–260
Train from New Haven to Windsor Locks
- Ave. Duration
- 1h 4m
- Frequency
- Twice daily
- Estimated price
- $6–210
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $6–210
- Business Class
- $50–240
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station
- Ave. Duration
- 19h 32m
- Frequency
- Once daily
- Estimated price
- $140–480
- Website
- https://www.amtrak.com/home.html
Train from New Haven to Windsor Locks
- Ave. Duration
- 1h
- Frequency
- Every 4 hours
- Estimated price
- $11–20
- Website
- https://www.amtrak.com/home.html
Train from Boston to Chicago Union Station
- Ave. Duration
- 22h 15m
- Frequency
- Once daily
- Estimated price
- $150–700
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 15m
- Frequency
- Every 2 hours
- Estimated price
- $30–60
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $80–170
- Website
- https://www.greyhound.com/
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 45m
- Frequency
- Every 2 hours
- Estimated price
- $30–65
- Website
- https://peterpanbus.com
- Adult
- $30–65
- Phone
- +1 401-781-9400
- commuter@ripta.com
- Website
- ripta.com
Bus from Grove before Wilcox to Turks Head
- Ave. Duration
- 1h 13m
- Frequency
- 5 times a week
- Estimated price
- $2
- Website
- https://www.ripta.com
- Adult
- $2
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Providence to New York Midtown
- Ave. Duration
- 3h 35m
- Frequency
- Twice daily
- Estimated price
- $30–60
- Schedules at
- flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Twice daily
- Estimated price
- $95–200
- Schedules at
- flixbus.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
Need to know: Greyhound
Read the travel guide
More Questions & Answers
Westerly to Chicago bus services, operated by RIPTA, arrive at Turks Head station.
Chicago is 1h behind Westerly. It is currently 1:09 AM in Westerly and 12:09 AM in Chicago.
Westerly to Chicago train services, operated by Amtrak Northeast Regional, arrive at Ny Moynihan Train Hall At Penn Station.
Yes, the driving distance between Westerly to Chicago is 925 miles. It takes approximately 15h 31m to drive from Westerly to Chicago.
Book your Westerly to Chicago train tickets online with Omio.
There are 972+ hotels available in Chicago.













