There are 9 ways to get from Chicago to Greenwich by plane, train (Amtrak), bus (Flixbus), car, subway, train, shuttle, 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.
Fly Chicago O'Hare International Airport to Westchester County Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane ORD - HPN
4h 11m$102–479Train
- Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain Lake Shore Limited
- Take the train from Croton-Harmon to 125th Street - Harlemtrain Hudson
21h 31m$528–813Bus (Flixbus)
- Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2640 / ...
23h 5m$163–240Drive 813.2 mi
- Drive from Chicago to Greenwichcar 813.2 mi
13h 40m$149–215Subway to Chicago Midway International Airport, fly to Laguardia Airport, train
- Take the subway from Adams/Wabash to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane MDW - LGA
- Take the train from 125th Street - Harlem to Greenwichtrain
5h 19m$214–678Fly Chicago O'Hare International Airport to Laguardia Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane ORD - LGA
- Take the train from 125th Street - Harlem to Greenwichtrain
5h 38m$144–578Fly Chicago O'Hare International Airport to John F. Kennedy International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane ORD - JFK
- Take the train from Grand Central Terminal to Greenwichtrain
5h 50m$336–890Fly Chicago O'Hare International Airport to Newark Liberty International Airport, shuttle, train
- Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane ORD - EWR
- Take a shuttle bus from Newark Airport Terminal B to Grand Central
- Take the train from Grand Central Terminal to Greenwichtrain
6h 22m$166–822Bus, train
- Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus
- Take the bus from Baltimore to New Yorkbus
- Take the train from Grand Central Terminal to Greenwichtrain
23h 42m$195–312
Chicago to Greenwich by train
Comparing Your Travel Options
The cheapest way to get from Chicago to Greenwich is to drive which costs $140 - $220 and takes 13h 40m.
The fastest way to get from Chicago to Greenwich is to fly which takes 4h 11m and costs $100 - $480.
No, there is no direct bus from Chicago station to Greenwich. However, there are services departing from Chicago Bus Station and arriving at Broad St @ Irving Ave via New York Midtown and White Plains Bus Terminal Lane C. The journey, including transfers, takes approximately 23h 5m.
No, there is no direct train from Chicago station to Greenwich. However, there are services departing from Chicago Union Station and arriving at Greenwich via Croton-Harmon and 125th Street - Harlem. The journey, including transfers, takes approximately 21h 31m.
The distance between Chicago and Greenwich is 765 miles. The road distance is 817.9 miles.
The best way to get from Chicago to Greenwich without a car is to train which takes 21h 31m and costs $500 - $850.
It takes approximately 4h 11m to get from Chicago to Greenwich, including transfers.
Chicago to Greenwich bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Greenwich train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Greenwich is to fly which takes 4h 11m and costs $100 - $480. Alternatively, you can train, which costs $500 - $850 and takes 21h 31m, you could also bus, which costs $160 - $240 and takes 23h 5m.
What companies run services between Chicago, IL, USA and Greenwich, CT, USA?
American Airlines flies from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN) every 4 hours. Alternatively, you can take a train from Chicago Union Station to Greenwich via Croton-Harmon and 125th Street - Harlem in around 21h 31m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Westchester County Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $80–450
Flights from Chicago O'Hare International Airport to Westchester County Airport via Reagan Washington
- Ave. Duration
- 4h 35m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $90–470
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $85–470
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $45–260
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport via Cleveland
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $45–260
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $50–280
- Website
- united.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $85–470
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $50–280
- Website
- southwest.com
Flights from Chicago Midway International Airport to Laguardia Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $130–750
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $85–470
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $45–260
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Croton-Harmon Amtrak Station
- Ave. Duration
- 19h 23m
- Frequency
- Once daily
- Estimated price
- $500–800
- Website
- Amtrak
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from Croton-Harmon to 125th Street - Harlem
- Ave. Duration
- 59 min
- Frequency
- Every 20 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from 125th Street - Harlem to Greenwich
- Ave. Duration
- 44 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–15
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $9–11
- Peak
- $13–15
Train from 125th Street - Harlem to Greenwich
- Ave. Duration
- 44 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–15
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $9–11
- Peak
- $13–15
Train from Grand Central Terminal to Greenwich
- Ave. Duration
- 54 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from Grand Central Terminal to Greenwich
- Ave. Duration
- 54 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from Grand Central Terminal to Greenwich
- Ave. Duration
- 54 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
- 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
- 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
- Phone
- +1 212-812-9000
- Website
- Go Airlink NYC
Shuttle from Newark Airport Terminal B to Grand Central
- Ave. Duration
- 56 min
- Frequency
- On demand
- Estimated price
- $44–50
- Website
- Go Airlink NYC
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Baltimore Downtown Bus Station
- Ave. Duration
- 17h 45m
- Frequency
- Twice daily
- Estimated price
- $130–210
- Website
- Greyhound
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Baltimore to New York
- Ave. Duration
- 3h 44m
- Frequency
- Hourly
- Estimated price
- $45–85
- Website
- Peter Pan
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
Chicago to Greenwich bus services, operated by Flixbus USA, arrive at New York Midtown station.
Greenwich is 1h ahead of Chicago. It is currently 9:57 AM in Chicago and 10:57 AM in Greenwich.
Chicago to Greenwich train services, operated by Amtrak, arrive at Croton-Harmon Amtrak Station.
Yes, the driving distance between Chicago to Greenwich is 818 miles. It takes approximately 13h 40m to drive from Chicago to Greenwich.
There are 243+ hotels available in Greenwich.


















