There are 12 ways to get from West Orange to Chicago by plane, bus (Flixbus), train (Amtrak), car, bus, train, 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.
Fly Newark Liberty International Airport to Chicago O'Hare International Airport
best- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
5h 28m$143–885Line 21 bus, train, train to Westchester County Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Mississippi Ave Loop to Newark Penn Stationbus
- Take the train from Newark Penn Station to New York Penn Stationtrain
- Take the train from Grand Central Terminal to White Plainstrain
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
8h 25m$121–592Bus (Flixbus)
- Take the bus from Newark Penn Station to Chicago Bus Stationbus FlixBus N2640 / ...
21h 23m$132–215Train via Ossining (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 47m$242–1,124Drive 773 mi
- Drive from West Orange to Chicagocar 773 mi
12h 46m$142–204Line 21 bus, train, train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Mississippi Ave Loop to Newark Penn Stationbus
- Take the train from Newark Penn Station to New York Penn Stationtrain
- 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 16m$330–890Line 21 bus, train, train to Laguardia Airport, fly to Chicago O'Hare International Airport
- Take the bus from Mississippi Ave Loop to Newark Penn Stationbus
- Take the train from Newark Penn Station to New York Penn Stationtrain
- 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 41m$144–588Line 21 bus, train, train to Laguardia Airport, fly to Chicago Midway International Airport
- Take the bus from Mississippi Ave Loop to Newark Penn Stationbus
- Take the train from Newark Penn Station to New York Penn Stationtrain
- 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 33m$214–688Train to Philadelphia International Airport, fly to Chicago Midway International Airport
- Take the train from Newark Penn Station to 30th Street Stationtrain
- Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane PHL - MDW
6h 24m$164–984Fly Newark Liberty International Airport to General Mitchell International Airport, train
- Fly from Newark Liberty International Airport (EWR) to General Mitchell International Airport (MKE)plane EWR - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
7h 48m$594–894Bus via Baltimore
- Take the bus from Newark to Baltimorebus Ppb 8448
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus Greyhound US0164
25h 58m$147–260Train (Amtrak)
- Take the train from Newark Penn Station to Chicago Union Stationtrain Cardinal
30h 6m$292–655
West Orange to Chicago by bus (Flixbus)
Comparing Your Travel Options
The cheapest way to get from West Orange to Chicago is to bus which costs $130 - $220 and takes 21h 23m.
The fastest way to get from West Orange to Chicago is to fly which takes 5h 28m and costs $140 - $900.
No, there is no direct bus from West Orange to Chicago station. However, there are services departing from Mississippi Ave Loop and arriving at Chicago Bus Station via Newark Penn Station. The journey, including transfers, takes approximately 21h 23m.
No, there is no direct train from West Orange station to Chicago station. However, there are services departing from Newark Penn Station and arriving at Chicago Union Station via Ny Moynihan Train Hall At Penn Station and Croton-Harmon Amtrak Station. The journey, including transfers, takes approximately 22h 47m.
The distance between West Orange and Chicago is 750 miles. The road distance is 777.6 miles.
The best way to get from West Orange to Chicago without a car is to bus which takes 21h 23m and costs $130 - $220.
It takes approximately 5h 28m to get from West Orange to Chicago, including transfers.
West Orange to Chicago bus services, operated by Flixbus USA, depart from Newark Penn Station.
West Orange to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from West Orange to Chicago is to fly which takes 5h 28m and costs $140 - $900. Alternatively, you can bus, which costs $130 - $220 and takes 21h 23m, you could also train via Ossining, which costs $240 - $1,200 and takes 22h 47m.
What companies run services between West Orange, NJ, USA and Chicago, IL, USA?
American Airlines, United Airlines, and Delta fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, Flixbus USA operates a bus from Newark Penn Station to Chicago Bus Station twice daily. Tickets cost $130–210 and the journey takes 19h 40m.
- Website
- aa.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- 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
- $55–310
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $60–320
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $80–420
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $100–550
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 34m
- When
- Every day
- Estimated price
- $110–600
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 42m
- When
- Thursday, Sunday, Monday, Wednesday, Friday, and Saturday
- Estimated price
- $140–700
Flights from Newark Liberty International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h
- When
- Every day
- Estimated price
- $110–650
Flights from Newark Liberty International Airport to General Mitchell International Airport via Charlotte
- Ave. Duration
- 5h 22m
- When
- Thursday and Sunday
- Estimated price
- $150–750
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
- $8–19
- Website
- Amtrak
Train from Croton-Harmon Amtrak Station to Chicago Union Station
- Ave. Duration
- 18h 46m
- Frequency
- Once daily
- Estimated price
- $230–550
- Website
- Amtrak
Train from Newark Penn Station to 30th Street Station
- Ave. Duration
- 1h 4m
- Frequency
- Every 30 minutes
- Estimated price
- $20–50
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $21–50
- Website
- Amtrak
Train from Newark Penn Station to Chicago Union Station
- Ave. Duration
- 28h 23m
- Frequency
- 3 times a week
- Estimated price
- $290–650
- Website
- Amtrak
- 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
- $130–210
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
West Orange to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind West Orange. It is currently 4:23 AM in West Orange and 3:23 AM in Chicago.
West Orange to Chicago train services, operated by Amtrak, arrive at Croton-Harmon Amtrak Station.
Yes, the driving distance between West Orange to Chicago is 778 miles. It takes approximately 12h 46m to drive from West Orange to Chicago.
There are 1279+ hotels available in Chicago.







