There are 9 ways to get from Chicago to Pound Ridge by plane, train (Amtrak), bus (Flixbus, Greyhound), car, train, 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 30m$118–465Train (Amtrak)
- Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain Lake Shore Limited
20h$562–850Bus
- Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2640 / ...
- Take the bus from Port Authority Bus Terminal to Stamford Bus Stopbus Greyhound US0240
24h 42m$176–258Drive 826.6 mi
- Drive from Chicago to Pound Ridgecar 826.6 mi
13h 59m$151–218Fly Chicago Midway International Airport to Laguardia Airport, train
- Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane MDW - LGA
- Take the train from 125th Street - Harlem to Katonahtrain
6h$242–712Fly 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 Katonahtrain
6h 17m$172–552Fly 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 Katonahtrain
6h 28m$364–923Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane ORD - EWR
- Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain
7h 9m$178–1,470Bus, 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 Stamfordtrain
25h 44m$209–329
Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Pound Ridge is to drive which costs $150 - $220 and takes 13h 59m.
The fastest way to get from Chicago to Pound Ridge is to fly which takes 4h 30m and costs $110 - $470.
No, there is no direct bus from Chicago station to Pound Ridge. However, there are services departing from Chicago Bus Station and arriving at Old Long Ridge Rd @ opp Rock Rimmon Rd via Port Authority Bus Terminal and Stamford Transportation Center @ Bay D. The journey, including transfers, takes approximately 24h 42m.
No, there is no direct train from Chicago station to Pound Ridge station. However, there are services departing from Chicago Union Station and arriving at Croton-Harmon Amtrak Station via . The journey, including transfers, takes approximately 20h.
The distance between Chicago and Pound Ridge is 774 miles. The road distance is 831.4 miles.
The best way to get from Chicago to Pound Ridge without a car is to train which takes 20h and costs $550 - $850.
It takes approximately 4h 30m to get from Chicago to Pound Ridge, including transfers.
Chicago to Pound Ridge bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Pound Ridge train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Pound Ridge is to fly which takes 4h 30m and costs $110 - $470. Alternatively, you can train, which costs $550 - $850 and takes 20h, you could also bus, which costs $170 - $260 and takes 24h 42m.
What companies run services between Chicago, IL, USA and Pound Ridge, NY, USA?
American Airlines flies from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Croton-Harmon Amtrak Station once daily. Tickets cost $500–800 and the journey takes 19h 23m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $85–470
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $50–280
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Westchester County Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $75–410
Flights from Chicago O'Hare International Airport to Westchester County Airport via Reagan Washington
- Ave. Duration
- 5h 7m
- When
- Every day
- Estimated price
- $80–430
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $85–470
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport
- Ave. Duration
- 2h 32m
- 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 30m
- When
- Every day
- Estimated price
- $45–260
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport via Pittsburgh
- Ave. Duration
- 5h 24m
- When
- Tuesday and Wednesday
- Estimated price
- $45–260
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $50–280
- Website
- southwest.com
Flights from Chicago Midway International Airport to Laguardia Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $130–700
- 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
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport via Detroit
- Ave. Duration
- 5h 32m
- 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
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 49 min
- Frequency
- Every 2 hours
- Estimated price
- $19–35
- Website
- Amtrak
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from 125th Street - Harlem to Katonah
- Ave. Duration
- 57 min
- Frequency
- Hourly
- Estimated price
- $12–19
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $12–14
- Peak
- $17–19
Train from 125th Street - Harlem to Katonah
- Ave. Duration
- 57 min
- Frequency
- Hourly
- Estimated price
- $12–19
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $12–14
- Peak
- $17–19
Train from Grand Central Terminal to Katonah
- Ave. Duration
- 1h 7m
- Frequency
- Hourly
- Estimated price
- $12–20
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $12–15
- Peak
- $18–20
Train from Grand Central Terminal to Stamford
- Ave. Duration
- 1h 15m
- Frequency
- Every 15 minutes
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $16–18
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 46 min
- Frequency
- Every 4 hours
- Estimated price
- $8–550
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $8–440
- First Class
- $100–550
- 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
- $150–230
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Port Authority Bus Terminal to Stamford Bus Stop
- Ave. Duration
- 1h 35m
- Frequency
- Once daily
- Estimated price
- $7–11
- Website
- Greyhound
Bus from Chicago Bus Station to Baltimore Downtown Bus Station
- Ave. Duration
- 17h 45m
- Frequency
- Twice daily
- Estimated price
- $130–200
- 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
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Booking & Getting There
Chicago to Pound Ridge bus services, operated by Flixbus USA, arrive at New York Midtown station.
Pound Ridge is 1h ahead of Chicago. It is currently 8:36 PM in Chicago and 9:36 PM in Pound Ridge.
Chicago to Pound Ridge train services, operated by Amtrak, arrive at Croton-Harmon Amtrak Station.
Yes, the driving distance between Chicago to Pound Ridge is 831 miles. It takes approximately 13h 59m to drive from Chicago to Pound Ridge.
There are 158+ hotels available in Pound Ridge.











