There are 11 ways to get from Pennington to Chicago by train, plane, train (Amtrak), bus (Flixbus), car, 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.
Train to Philadelphia International Airport, fly to Chicago Midway International Airport
best- Take the train from Trenton to 30th Street Stationtrain
- Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane PHL - MDW
5h 48m$154–404Train to Philadelphia International Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Trenton to 30th Street Stationtrain
- Fly from Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD)plane PHL - ORD
6h 17m$134–254Train via Ossining (Amtrak)
- Take the train from Trenton to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain
- Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain
23h 17m$255–610Bus
- Take the bus from S Warren St At W State St to Market St At 11Th Stbus 409
- Take the bus from Philadelphia Bus Station to Chicago Bus Stationbus FlixBus N2642
24h 43m$138–237Drive 760.9 mi
- Drive from Pennington to Chicagocar 760.9 mi
13h 13m$139–201Train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
- Take the train from Trenton to Newark Liberty International Airporttrain
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
6h 39m$136–888Train to Laguardia Airport, fly to Chicago O'Hare International Airport
- Take the train from Trenton to Ny Moynihan Train Hall At Penn Stationtrain
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
7h 24m$157–613Train to Laguardia Airport, fly to Chicago Midway International Airport
- Take the train from Trenton to Ny Moynihan Train Hall At Penn Stationtrain
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
7h 16m$227–713Train to Philadelphia International Airport, fly to General Mitchell International Airport, train
- Take the train from Trenton to 30th Street Stationtrain
- Fly from Philadelphia International Airport (PHL) to General Mitchell International Airport (MKE)plane PHL - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
8h 28m$495–943Train, bus
- Take the train from Trenton Transit Center to Jefferson Stationtrain Tre
- Take the bus from Philadelphia Bus Station to Baltimore Greyhound Garagebus
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus
27h 48m$142–246Train (Amtrak)
- Take the train from Trenton to Chicago Union Stationtrain Cardinal
29h 17m$272–656
Pennington to Chicago by bus and train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Pennington to Chicago is to drive which costs $130 - $210 and takes 13h 13m.
The fastest way to get from Pennington to Chicago is to train and fly which takes 5h 48m and costs $150 - $410.
No, there is no direct bus from Pennington to Chicago station. However, there are services departing from W Delaware Ave At S Main St and arriving at Chicago Bus Station via S Warren St At W State St and Philadelphia Bus Station. The journey, including transfers, takes approximately 24h 43m.
No, there is no direct train from Pennington to Chicago station. However, there are services departing from Trenton 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 17m.
The distance between Pennington and Chicago is 732 miles. The road distance is 765.3 miles.
The best way to get from Pennington to Chicago without a car is to train via Ossining which takes 23h 17m and costs $250 - $650.
It takes approximately 5h 48m to get from Pennington to Chicago, including transfers.
Pennington to Chicago bus services, operated by NJ Transit, depart from S Warren St At W State St station.
Pennington to Chicago train services, operated by Amtrak, depart from Trenton station.
The best way to get from Pennington to Chicago is to train via Ossining which takes 23h 17m and costs $250 - $650. Alternatively, you can bus, which costs $130 - $240 and takes 24h 43m.
What companies run services between Pennington, NJ, USA and Chicago, IL, USA?
You can take a bus from W Delaware Ave At S Main St to Chicago Union Station via Wallenberg Ave In Front Of Terminal, Trenton, Ny Moynihan Train Hall At Penn Station, and Croton-Harmon Amtrak Station in around 23h 17m. Alternatively, you can take a bus from W Delaware Ave At S Main St to Chicago Bus Station via S Warren St At W State St, Market St At 11Th St, and Philadelphia Bus Station in around 24h 43m.
- Website
- aa.com
Flights from Philadelphia International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 38m
- When
- Every day
- Estimated price
- $75–420
Flights from Philadelphia International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $75–420
Flights from Philadelphia International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 20m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $75–420
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 Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $80–420
Flights from Philadelphia International Airport to General Mitchell International Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $140–750
Flights from Philadelphia International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $140–800
Flights from Philadelphia International Airport to General Mitchell International Airport via Reagan Washington
- Ave. Duration
- 4h 41m
- When
- Saturday
- Estimated price
- $140–800
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Trenton to 30th Street Station
- Ave. Duration
- 29 min
- Frequency
- Hourly
- Estimated price
- $8–19
- Website
- Amtrak
Train from Trenton to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 55 min
- Frequency
- Hourly
- Estimated price
- $15–35
- 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 Trenton to 30th Street Station
- Ave. Duration
- 29 min
- Frequency
- Hourly
- Estimated price
- $8–19
- Website
- Amtrak
Train from Trenton to Newark Liberty International Airport
- Ave. Duration
- 29 min
- Frequency
- Every 4 hours
- Estimated price
- $12–27
- Website
- Amtrak
Train from Trenton to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 55 min
- Frequency
- Hourly
- Estimated price
- $15–35
- Website
- Amtrak
Train from Trenton to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 55 min
- Frequency
- Hourly
- Estimated price
- $15–35
- Website
- Amtrak
Train from Trenton to 30th Street Station
- Ave. Duration
- 29 min
- Frequency
- Hourly
- Estimated price
- $8–19
- 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 Trenton to Chicago Union Station
- Ave. Duration
- 27h 43m
- Frequency
- 3 times a week
- Estimated price
- $270–650
- Website
- Amtrak
- Phone
- +1 973-275-5555
- Website
- New Jersey Transit
Bus from S Warren St At W State St to Market St At 11Th St
- Ave. Duration
- 2h 15m
- Frequency
- Every 2 hours
- Estimated price
- $6–21
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adults
- $6–21
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
Pennington to Chicago bus services, operated by NJ Transit, arrive at Market St At 11Th St station.
Chicago is 1h behind Pennington. It is currently 6:18 PM in Pennington and 5:18 PM in Chicago.
Pennington to Chicago train services, operated by Amtrak, arrive at Ny Moynihan Train Hall At Penn Station.
Yes, the driving distance between Pennington to Chicago is 765 miles. It takes approximately 13h 13m to drive from Pennington to Chicago.
There are 1279+ hotels available in Chicago.








