There are 11 ways to get from Hillsdale to Chicago by train, plane, train (Amtrak), bus (Flixbus), car, bus, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
best- Take the train from Hillsdale to Secaucus Lower Leveltrain
- Take the train from Secaucus Upper Level to Newark Airport Railroad Stationtrain
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
5h 40m$145–897Train, bus to Westchester County Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Hillsdale to Spring Valleytrain
- Take the bus from Franklin St. at Municipal Plaza Spring Valley to Hamilton Ave. & Ferris Ave. White Plain Trainbus
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
7h 22m$110–630Train via Croton-Harmon Amtrak Station (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain Empire Service / ...
- Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain Lake Shore Limited
22h 26m$523–854Bus (Flixbus)
- Take the bus from Newark Penn Station to Chicago Bus Stationbus FlixBus N2640 / ...
22h 54m$146–239Drive 789.5 mi
- Drive from Hillsdale to Chicagocar 789.5 mi
13h 5m$145–209Train, train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport
- Take the train from Hillsdale to Secaucus Lower Leveltrain
- Take the train from New York Penn Station to Jamaicatrain
- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane JFK - ORD
6h 14m$332–900Train, train to Laguardia Airport, fly to Chicago Midway International Airport
- Take the train from Hillsdale to Secaucus Lower Leveltrain
- Take the train from New York Penn Station to Flushing Main Streettrain
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
6h 25m$216–698Train, train to Laguardia Airport, fly to Chicago O'Hare International Airport
- Take the train from Hillsdale to Secaucus Lower Leveltrain
- Take the train from New York Penn Station to Flushing Main Streettrain
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
6h 42m$146–598Bus to Lehigh Valley International Airport, fly to Chicago O'Hare International Airport
- Take the bus from New York, NY to Lehigh Valley Intl Airportbus
- Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane ABE - ORD
8h 23m$128–406Bus via Baltimore
- Take the bus from Broadway At Irvington St to Port Authority Bus Terminalbus 165
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus
25h 57m$180–294Train (Amtrak)
- Take the train from Newark Penn Station to Chicago Union Stationtrain Cardinal
30h 23m$606–1,026
Hillsdale to Chicago by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Hillsdale to Chicago is to drive which costs $140 - $210 and takes 13h 5m.
The fastest way to get from Hillsdale to Chicago is to train and fly which takes 5h 40m and costs $140 - $900.
No, there is no direct bus from Hillsdale to Chicago station. However, there are services departing from Broadway At Irvington St and arriving at Chicago Bus Station via Marginal Rd N At Pleasant Ave and Newark Penn Station. The journey, including transfers, takes approximately 22h 54m.
No, there is no direct train from Hillsdale to Chicago station. However, there are services departing from Hillsdale and arriving at Chicago Union Station via Secaucus Upper Level, Ny Moynihan Train Hall At Penn Station and Croton-Harmon Amtrak Station. The journey, including transfers, takes approximately 22h 26m.
The distance between Hillsdale and Chicago is 766 miles. The road distance is 794.1 miles.
The best way to get from Hillsdale to Chicago without a car is to train via Croton-Harmon Amtrak Station which takes 22h 26m and costs $500 - $900.
It takes approximately 5h 40m to get from Hillsdale to Chicago, including transfers.
Hillsdale to Chicago bus services, operated by Flixbus USA, depart from Newark Penn Station.
Hillsdale to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from Hillsdale to Chicago is to train via Croton-Harmon Amtrak Station which takes 22h 26m and costs $500 - $900. Alternatively, you can bus, which costs $140 - $240 and takes 22h 54m.
What companies run services between Hillsdale, Bergen County, NJ, USA and Chicago, IL, USA?
You can take a train from Hillsdale to Chicago Union Station via Secaucus Upper Level, Penn Station, Ny Moynihan Train Hall At Penn Station, and Croton-Harmon Amtrak Station in around 22h 26m. Alternatively, Flixbus USA operates a bus from Newark Penn Station to Chicago Bus Station twice daily. Tickets cost $140–220 and the journey takes 19h 40m.
- Website
- aa.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $60–340
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $50–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $50–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 6h 29m
- When
- Every day
- Estimated price
- $55–300
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $75–410
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $100–600
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 38m
- When
- Every day
- Estimated price
- $140–700
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 52m
- When
- Every day
- Estimated price
- $110–600
Flights from Lehigh Valley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $50–300
Flights from Lehigh Valley International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 17m
- When
- Every day
- Estimated price
- $70–360
- Website
- united.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $60–340
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $60–340
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Grand Rapids
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $60–340
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 4h 25m
- When
- Friday and Saturday
- Estimated price
- $60–340
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $60–340
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $75–410
Flights from Lehigh Valley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $50–300
- Website
- delta.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $60–340
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $50–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 37m
- When
- Every day
- Estimated price
- $50–300
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $75–410
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 54m
- When
- Every day
- Estimated price
- $100–600
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $95–550
- Phone
- +1 973-275-5555
- Website
- New Jersey Transit
Train from Hillsdale to Secaucus Lower Level
- Ave. Duration
- 43 min
- Frequency
- Hourly
- Estimated price
- $3–15
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adult
- $3–15
Train from Secaucus Upper Level to Newark Airport Railroad Station
- Ave. Duration
- 15 min
- Frequency
- Every 20 minutes
- Estimated price
- $14–19
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adult Airport
- $14–19
Train from Hillsdale to Secaucus Lower Level
- Ave. Duration
- 43 min
- Frequency
- Hourly
- Estimated price
- $3–15
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adult
- $3–15
Train from Hillsdale to Secaucus Lower Level
- Ave. Duration
- 43 min
- Frequency
- Hourly
- Estimated price
- $3–15
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adult
- $3–15
Train from Hillsdale to Secaucus Lower Level
- Ave. Duration
- 43 min
- Frequency
- Hourly
- Estimated price
- $3–15
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adult
- $3–15
Train from Hillsdale to Spring Valley
- Ave. Duration
- 21 min
- Frequency
- Hourly
- Estimated price
- $3–13
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adult
- $3–13
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Station
- Ave. Duration
- 43 min
- Frequency
- Hourly
- Estimated price
- $17–28
- Website
- Amtrak
Train from Croton-Harmon Amtrak Station to Chicago Union Station
- Ave. Duration
- 18h 46m
- Frequency
- Once daily
- Estimated price
- $500–800
- Website
- Amtrak
Train from Newark Penn Station to Chicago Union Station
- Ave. Duration
- 28h 23m
- Frequency
- 3 times a week
- Estimated price
- $600–1,000
- Website
- Amtrak
- Phone
- +1-718-217-5477
- Website
- Long Island Rail Road
Train from New York Penn Station to Jamaica
- Ave. Duration
- 21 min
- Frequency
- Every 10 minutes
- Estimated price
- $5–10
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $5–8
- Peak
- $6–10
Train from New York Penn Station to Flushing Main Street
- Ave. Duration
- 21 min
- Frequency
- Hourly
- Estimated price
- $5–9
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $5–7
- Peak
- $5–9
Train from New York Penn Station to Flushing Main Street
- Ave. Duration
- 21 min
- Frequency
- Hourly
- Estimated price
- $5–9
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $5–7
- Peak
- $5–9
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Newark Penn Station to Chicago Bus Station
- Ave. Duration
- 19h 40m
- Frequency
- Twice daily
- Estimated price
- $140–220
- Schedules at
- Flixbus USA
- Phone
- +1 844-822-8920
- [email protected]
- Website
- Hudson Link
Bus from Franklin St. at Municipal Plaza Spring Valley to Hamilton Ave. & Ferris Ave. White Plain Train
- Ave. Duration
- 40 min
- Frequency
- Every 30 minutes
- Estimated price
- $3
- Website
- Hudson Link
- Phone
- +1 (866) 912 - 6224
- [email protected]
- Website
- Rockland Coaches
Bus from Franklin St. at Municipal Plaza Spring Valley to Hamilton Ave. & Ferris Ave. White Plain Train
- Ave. Duration
- 1h 14m
- Frequency
- Once daily
- Estimated price
- $5–10
- Schedules at
- Rockland Coaches
- Adult
- $5–10
- Phone
- +1 610-868-6001
- [email protected]
- Website
- transbridgelines.com
Bus from New York, NY to Lehigh Valley Intl Airport
- Ave. Duration
- 2h
- Frequency
- Every 2 hours
- Estimated price
- $70–75
- Schedules at
- transbridgelines.com
- Adult
- $70–75
- Phone
- +1 973-275-5555
- Website
- New Jersey Transit
Bus from Broadway At Irvington St to Port Authority Bus Terminal
- Ave. Duration
- 1h 37m
- Frequency
- Every 30 minutes
- Estimated price
- $9–29
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adults
- $9–29
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 40m
- Frequency
- Every 3 hours
- Estimated price
- $40–65
- Website
- Greyhound
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $130–200
- Website
- Greyhound
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Booking & Getting There
Hillsdale to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Hillsdale. It is currently 12:57 PM in Hillsdale and 11:57 AM in Chicago.
Hillsdale to Chicago train services, operated by Amtrak, arrive at Croton-Harmon Amtrak Station.
Yes, the driving distance between Hillsdale to Chicago is 794 miles. It takes approximately 13h 5m to drive from Hillsdale to Chicago.
There are 1307+ hotels available in Chicago.


















