There are 11 ways to get from Whippany to Chicago by bus, plane, bus (Flixbus), train (Amtrak), car, 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.
Line 73 bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
best- Take the bus from Rt-10 At Troy Hills Rd to Newark Penn Stationbus
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
5h 44m$144–889Bus (Flixbus)
cheapest- Take the bus from Newark Penn Station to Chicago Bus Stationbus FlixBus N2640 / ...
21h 37m$133–219Train 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
23h 1m$233–1,128Drive 762 mi
- Drive from Whippany to Chicagocar 762 mi
12h 40m$140–201Train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport
- Take the train from Morristown to New York Penn Stationtrain
- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane JFK - ORD
7h 2m$329–894Train to Laguardia Airport, fly to Chicago O'Hare International Airport
- Take the train from Morristown to New York Penn Stationtrain
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
7h 29m$143–592Train 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 38m$165–988Train to Laguardia Airport, fly to Chicago Midway International Airport
- Take the train from Morristown to New York Penn Stationtrain
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
7h 20m$213–692Bus to Lehigh Valley International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Newark Airport to Lehigh Valley International Airport Trans Bridge Bus Stopbus
- Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane ABE - ORD
8h 39m$137–407Bus 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
26h 12m$148–264Train (Amtrak)
- Take the train from Newark Penn Station to Chicago Union Stationtrain Cardinal
30h 20m$273–709
Whippany to Chicago by bus (Flixbus)
Comparing Your Travel Options
The cheapest way to get from Whippany to Chicago is to bus which costs $130 - $220 and takes 21h 37m.
The fastest way to get from Whippany to Chicago is to line 73 bus and fly which takes 5h 44m and costs $140 - $900.
No, there is no direct bus from Whippany to Chicago station. However, there are services departing from Rt-10 At Troy Hills Rd and arriving at Chicago Bus Station via Newark Penn Station. The journey, including transfers, takes approximately 21h 37m.
No, there is no direct train from Whippany 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 23h 1m.
The distance between Whippany and Chicago is 761 miles. The road distance is 766.4 miles.
The best way to get from Whippany to Chicago without a car is to bus which takes 21h 37m and costs $130 - $220.
It takes approximately 5h 44m to get from Whippany to Chicago, including transfers.
Whippany to Chicago bus services, operated by Flixbus USA, depart from Newark Penn Station.
Whippany to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from Whippany to Chicago is to bus which takes 21h 37m and costs $130 - $220. Alternatively, you can train via Ossining, which costs $230 - $1,200 and takes 23h 1m.
What companies run services between Whippany, NJ, USA and Chicago, IL, USA?
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. Alternatively, you can take a bus from Rt-10 At Troy Hills Rd to Chicago Union Station via Newark, Penn Station, Newark Penn Station, Ny Moynihan Train Hall At Penn Station, and Croton-Harmon Amtrak Station in around 23h 1m.
- Website
- united.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $60–330
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Buffalo
- Ave. Duration
- 4h 15m
- 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 29m
- When
- Every day
- Estimated price
- $60–340
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 36m
- When
- Every day
- Estimated price
- $60–330
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $75–410
Flights from Lehigh Valley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $50–300
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
- $220–550
- Website
- Amtrak
Train from Newark Penn Station to 30th Street Station
- Ave. Duration
- 1h 4m
- Frequency
- Every 30 minutes
- Estimated price
- $19–50
- Website
- Amtrak
Train from Newark Penn Station to Chicago Union Station
- Ave. Duration
- 28h 23m
- Frequency
- 3 times a week
- Estimated price
- $270–700
- Website
- Amtrak
- Phone
- +1 973-275-5555
- Website
- New Jersey Transit
Bus from Rt-10 At Troy Hills Rd to Newark Penn Station
- Ave. Duration
- 57 min
- Frequency
- Every 4 hours
- Estimated price
- $2–9
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adults
- $2–9
Want to know more about travelling around United States
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Booking & Getting There
Whippany to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Whippany. It is currently 11:54 PM in Whippany and 10:54 PM in Chicago.
Whippany to Chicago train services, operated by Amtrak, arrive at Croton-Harmon Amtrak Station.
Yes, the driving distance between Whippany to Chicago is 766 miles. It takes approximately 12h 40m to drive from Whippany to Chicago.
There are 1301+ hotels available in Chicago.









