Find the cheapest tickets from Chicago to New York Penn Station
Next departures
Next departures from Chicago to New York City on 5 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Downtown Greyhound Station
NYC Midtown (31st St & 8th Ave)
Cheapest
Chicago 95Th & Dan Ryan
NYC Midtown (31st St & 8th Ave)
Fastest
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Greyhound Lines, Inc. + FlixBus
Downtown Greyhound Station
NYC Midtown (31st St & 8th Ave)
No tags
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Next departures from Chicago to New York City on 6 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Downtown Greyhound Station
NYC Midtown (31st St & 8th Ave)
Cheapest
Chicago 95Th & Dan Ryan
NYC Midtown (31st St & 8th Ave)
Fastest
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Greyhound Lines, Inc. + FlixBus
Downtown Greyhound Station
NYC Midtown (31st St & 8th Ave)
No tags
Next departures from Chicago to New York City on 7 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Downtown Greyhound Station
NYC Midtown (31st St & 8th Ave)
Cheapest
Chicago 95Th & Dan Ryan
NYC Midtown (31st St & 8th Ave)
Fastest
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Greyhound Lines, Inc. + FlixBus
Downtown Greyhound Station
NYC Midtown (31st St & 8th Ave)
No tags
Next departures from Chicago to New York City on 8 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Downtown Greyhound Station
NYC Midtown (31st St & 8th Ave)
Cheapest
Chicago 95Th & Dan Ryan
NYC Midtown (31st St & 8th Ave)
Fastest
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Greyhound Lines, Inc. + FlixBus
Downtown Greyhound Station
NYC Midtown (31st St & 8th Ave)
No tags
Next departures from Chicago to New York City on 9 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Chicago 95Th & Dan Ryan
NYC Midtown (31st St & 8th Ave)
Cheapest
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
Fastest
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Greyhound Lines, Inc. + FlixBus
Downtown Greyhound Station
NYC Midtown (31st St & 8th Ave)
No tags
Next departures from Chicago to New York City on 10 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Chicago 95Th & Dan Ryan
NYC Midtown (31st St & 8th Ave)
Cheapest
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
Fastest
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Greyhound Lines, Inc. + FlixBus
Downtown Greyhound Station
NYC Midtown (31st St & 8th Ave)
No tags
Next departures from Chicago to New York City on 11 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Greyhound Lines, Inc. + FlixBus
537-517 W. Jackson Blvd
NYC Midtown (31st St & 8th Ave)
Cheapest
Chicago 95Th & Dan Ryan
NYC Midtown (31st St & 8th Ave)
Fastest
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Amtrak + NextGen Acela
Chicago (Union Station), IL
Penn Station, Moynihan Train Hall
No tags
Greyhound Lines, Inc. + FlixBus
Downtown Greyhound Station
NYC Midtown (31st St & 8th Ave)
No tags
Last refresh of the prices: Today at 5:21 PM CST.
Compare 2 ways to travel from Chicago to New York Penn Station
We recommend taking the bus
Among the sustainable travel choices, the bus stands out as a good way to reach New York Penn Station. The journey takes about 22 hours 50 minutes and with fares starting at just R 1 327, it presents an excellent value for a comfortable ride.
349 W 31st St (between 8th & 9th Avenue), New York, NY 10001
B
34th St & 7th Ave
430 7th Avenue between 33rd and 34th Streets, NYC (Penn Station - In front of the Modell's Sports, across from the Pennsylvania Hotel, 1 block from the New Yorker Hotel)
Based on 11522 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the staff but often complained with the Wi-Fi. FlixBus ticket prices on this trip start at R 1 327
Based on 5624 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi-Fi. Amtrak ticket prices on this trip start at R 1 373
Amtrak Chicago New York City recent customer reviews
The train was comfortable with adequate leg room.The staff was very helpful!
Frequently asked questions about travelling from Chicago to New York City by bus
How much does a bus ticket from Chicago to New York Penn Station cost?
The bus ticket price from Chicago to New York Penn Station starts at R 1 327. The best way to find cheap bus tickets from Chicago to New York Penn Station is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the bus ride from Chicago to New York Penn Station?
The average travel time between Chicago and New York Penn Station is around , although the fastest bus will take about 19h 40m. This is the time it takes to travel the 1148 km that separates the two cities.
How many daily bus connections are there between Chicago and New York Penn Station?
The number of buses from Chicago to New York Penn Station can differ depending on the day of the week. On average, there are 19 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from Chicago to New York Penn Station by comparing and selecting the bus that fits your travel style and budget on Busbud.
Which bus companies travel from Chicago to New York Penn Station?
When taking the bus from Chicago to New York Penn Station, you can travel comfortably and safely with Amtrak, FlixBus.
What are the departure and arrival stations when taking the bus from Chicago to New York Penn Station?
Buses travelling between Chicago and New York Penn Station leave from Downtown Greyhound Station or Chicago O'Hare International Airport and arrive at 31st St & 8th Ave, 34th St & 7th Ave, Penn Station.
