Find the cheapest tickets from New York Penn Station to Chicago

Next departures

Next departures from New York City to Chicago on 20 November
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
FlixBus
NYC Midtown (31st St & 8th Ave)
Downtown Greyhound StationCheapest
Amtrak
Penn Station, Moynihan Train Hall
Chicago (Union Station), ILFastest
Amtrak
Penn Station, Moynihan Train Hall
Chicago (Union Station), ILNo tags
Amtrak Acela + Amtrak
Penn Station, Moynihan Train Hall
Chicago (Union Station), ILNo tags
FlixBus + Greyhound Lines, Inc.
NYC Midtown (31st St & 8th Ave)
Downtown Greyhound StationNo tags

Last refresh of the prices: Today at 6:35 AM EST.

Compare 2 ways to travel from New York Penn Station to Chicago

We recommend taking the bus

Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 1 day, 36 minutes and with fares starting at just R 1 524, it presents an excellent value for a comfortable ride.

21bus per day
1d Average duration
1146 kmDistance
29kgCO₂ emissions
Average priceR 1 524 - R 6 614Average duration1d
29kg CO₂e
Average priceR 1 387 - R 18 983Average duration22h 45m
104kg CO₂e

Frequently asked questions about travelling from New York City to Chicago by bus

  1. How much does a bus ticket from New York Penn Station to Chicago cost?

    The bus ticket price from New York Penn Station to Chicago starts at R 1 387. The best way to find cheap bus tickets from New York Penn Station to Chicago 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!

  2. How long is the bus ride from New York Penn Station to Chicago?

    The average travel time between New York Penn Station and Chicago is around , although the fastest bus will take about 18h 55m. This is the time it takes to travel the 1148 km that separates the two cities.

  3. How many daily bus connections are there between New York Penn Station and Chicago?

    The number of buses from New York Penn Station to Chicago can differ depending on the day of the week. On average, there are 29 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from New York Penn Station to Chicago by comparing and selecting the bus that fits your travel style and budget on Busbud.

  4. Which bus companies travel from New York Penn Station to Chicago?

    When taking the bus from New York Penn Station to Chicago, you can travel comfortably and safely with Amtrak, FlixBus.

  5. What are the departure and arrival stations when taking the bus from New York Penn Station to Chicago?

    Buses travelling between New York Penn Station and Chicago leave from 31st St & 8th Ave or Penn Station and arrive at Downtown Greyhound Station, Chicago O'Hare International Airport, Turimex California Ave.

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