Next departures for New York City to Chicago on November 26
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
New York (Hudson Yards)
Chicago 95Th & Dan Ryan
Cheapest
Bus
New York Port Authority
Downtown Greyhound Station
Fastest
Bus
New York Port Authority
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
NYC Midtown (31st St & 8th Ave)
Downtown Greyhound Station
No tags
Bus
New York Port Authority
537-517 W. Jackson Blvd
No tags
Next departures for New York City to Chicago on November 27
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
Brooklyn (3 Av/38th St)
Chicago 95Th & Dan Ryan
Cheapest
Bus
New York Port Authority
Downtown Greyhound Station
Fastest
Greyhound Lines, Inc. + FlixBus
Bus
New York Port Authority
Downtown Greyhound Station
No tags
Bus
New York Port Authority
Downtown Greyhound Station
No tags
Bus
NYC Midtown (31st St & 8th Ave)
Downtown Greyhound Station
No tags
Next departures for New York City to Chicago on November 28
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
NYC Midtown (31st St & 8th Ave)
Downtown Greyhound Station
Cheapest
Bus
New York Port Authority
Downtown Greyhound Station
Fastest
Greyhound Lines, Inc. + FlixBus
Bus
New York Port Authority
Downtown Greyhound Station
No tags
Bus
New York Port Authority
Downtown Greyhound Station
No tags
Bus
New York (Hudson Yards)
Downtown Greyhound Station
No tags
Next departures for New York City to Chicago on November 29
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
New York (Hudson Yards)
Chicago 95Th & Dan Ryan
Cheapest
Bus
New York Port Authority
Downtown Greyhound Station
Fastest
Greyhound Lines, Inc. + FlixBus
Bus
New York Port Authority
Downtown Greyhound Station
No tags
Bus
New York Port Authority
Downtown Greyhound Station
No tags
Bus
NYC Midtown (31st St & 8th Ave)
Downtown Greyhound Station
No tags
Next departures for New York City to Chicago on November 30
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
NYC Midtown (31st St & 8th Ave)
Downtown Greyhound Station
Cheapest
Bus
New York Port Authority
Downtown Greyhound Station
Fastest
Bus
New York Port Authority
Downtown Greyhound Station
No tags
Greyhound Lines, Inc. + FlixBus
Bus
New York Port Authority
537-517 W. Jackson Blvd
No tags
Bus
NYC Midtown (31st St & 8th Ave)
Downtown Greyhound Station
No tags
Next departures for New York City to Chicago on December 1
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
FlixBus + Greyhound Lines, Inc.
Bus
NYC Chinatown Lucky Star
Chicago 95Th & Dan Ryan
Cheapest
Bus
New York Port Authority
Downtown Greyhound Station
Fastest
Bus
New York Port Authority
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
NYC Midtown (31st St & 8th Ave)
Downtown Greyhound Station
No tags
Bus
New York Port Authority
537-517 W. Jackson Blvd
No tags
Next departures for New York City to Chicago on December 2
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
New York Port Authority
Chicago 95Th & Dan Ryan
Cheapest
Bus
New York Port Authority
Downtown Greyhound Station
Fastest
Bus
New York Port Authority
Downtown Greyhound Station
No tags
FlixBus + Greyhound Lines, Inc.
Bus
NYC Midtown (31st St & 8th Ave)
Downtown Greyhound Station
No tags
Bus
New York Port Authority
537-517 W. Jackson Blvd
No tags
Next departures for New York City to Chicago on December 3
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Bus
NYC Midtown (31st St & 8th Ave)
Downtown Greyhound Station
Cheapest
Bus
New York Port Authority
Downtown Greyhound Station
Fastest
Greyhound Lines, Inc. + FlixBus
Bus
New York Port Authority
Downtown Greyhound Station
No tags
Bus
New York Port Authority
Downtown Greyhound Station
No tags
Bus
Chinatown
Downtown Greyhound Station
No tags
Last refresh of the prices: Today at 7:16 AM EST.
Compare 2 ways to go from New York City to Chicago
We recommend taking the bus
Among the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 1 day, 1 hour 35 minutes and with fares starting at just $83, it presents an excellent value for a comfortable ride.
Greyhound Lines offers the most comprehensive intercity bus services in the United States. They operate a modern, environmentally friendly fleet that serves more than 2400 destinations and carries nearly 16 million passengers annually. When traveling with them, you can expect free WiFi, onboard entertainment, bathrooms, power outlets and decent legroom. One of the great perks of Greyhound is that they connect big cities and smaller towns in the US, where you usually can't get to by train or plane. If you're looking for safe and affordable transportation, Greyhound is a great choice.
Greyhound New York City Chicago recent customer reviews
I did not enjoy anything about Greyhound. Bus was later to its connecting bus at Pitsburgh and I had to reschedule for a connecting bus 8 hours later.
1 out of 5 stars
Edward R.
- she was very disrespectful and she went backwards from our route that what made us late. I had to be in Chicago for a dance show that I missed and she very rude she said she wasn't waiting for us when it time for us to make our Rs. I was suppose get here at 3 I got here at 7. I was very happy
1 out of 5 stars
Anthony D.
Aside from lateness, wifi did not work (on my journey from NYC back to Chicago via Cleveland) and the outlets only worked on one side of the bus. Additionally, there were no signs of any kind (as far as I could see) at the Union Station stop to indicate to Greyhound travelers that they were in the right place. I was one of several passengers who could not be certain that they were in the correct spot because there was no sign. This was frustrating.
Flixbus is a European bus operator that offers intercity and bus travel in over 38 countries. Known for their easy-to-spot lime green buses and for offering affordable transportation between cities in Europe and the Americas, Flixbus is a good option for those looking for an affordable, reliable bus company. In their buses, you'll find free WiFi, bathrooms, and power outlets. You can also pay extra to choose your seat and get extra legroom, or even buy a snack or drink onboard directly from the driver. You can reschedule your ticket for a small fee, which varies from $1 to $5, depending on how close you are to the departure date.
FlixBus New York City Chicago recent customer reviews
I got left at a Pilot gas station in PA not happy! I had to take a Uber to a bus station to purchase another ticket 🙃 to Chicago.
1 out of 5 stars
Elianne L.
Big delays, almost 0 communication, estimates of delays not accurate at all, missed connection because of delay. Stuck in different city, had to pay for a hotel, also lost money on a hotel i booked at my final destination. Extremely tiresd after sleepless 24hours with no water or food.
Trailways is a network of over 70 bus companies that focus on providing quality bus rides at affordable prices all over the US since 1936. Among the most famous affiliates are Trailways of New York, Pine Hill Trailways, Adirondack Trailways and Burlington Trailways. Trailways buses have WiFi, power outlets, bathrooms, air conditioning, overhead lighting, and reclinable seats with footrests. You can find two different types of Trailway fares: saver and flexible. Saver tickets are non-refundable, while flexible tickets are fully reimbursed up to one hour before travel time. If you're traveling with them, don't forget to print your boarding pass and show a valid photo ID to board the bus.
Frequently asked questions about traveling from New York City to Chicago by bus
How far is New York City from Chicago?
About 712 miles (1148 km) separate New York City and Chicago.
What are the departure and arrival stations when taking the bus from New York City to Chicago?
Most of the buses traveling from New York City to Chicago leave from Chinatown and arrive at Downtown Greyhound Station. These are the main departure and arrival locations on this route, but you can find others that could fit better into your travel plans.
What are the best sights and things to do in Chicago?
Once in Chicago, you can start exploring the city and discover its surroundings. The top sights and things to do are Lincoln Park Zoo, The Field Museum, Auditorium Building and Theatre, Navy Pier and Lake Michigan.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
11/24
$310
11/25
$394
Today
$281
11/27
$184
11/28
$153
11/29
$281
11/30
$294
12/01
$194
The cheapest trip from New York City to Chicago was searched and found on Nov 28, 2025 with a price of $153
To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from New York City to Chicago, as early as possible.
You can expect to pay from $153 to $455 for a bus ticket from New York City to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $153 which is on 2025-11-28.
Usually Greyhound, FlixBus will charge you higher prices for tickets closer to the departure date. To find the best prices, you should be flexible on your date of travel.
What's the cheapest way to go from New York City to Chicago?
The bus is the cheapest travel choice for this destination