There are 8 ways to get from Staten Island to Chicago by plane, train (Amtrak), bus (Flixbus), car, bus, subway, 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.
Fly Newark Liberty International Airport to Chicago O'Hare International Airport
best- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
3h 46m$204–952Bus, subway to Laguardia Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Hylan Blvd/Buffalo St to Church St/Fulton Stbus
- Take the subway from World Trade Center to Jackson Hts-Roosevelt Avsubway
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
5h 59m$138–565Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
22h 4m$243–557Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2640 / ...
22h 41m$146–230Drive 787.6 mi
- Drive from Staten Island to Chicagocar 787.6 mi
13h 23m$144–208Bus to Laguardia Airport, fly to Chicago Midway International Airport
- Take the bus from Hylan Blvd/Buffalo St to Church St/Fulton Stbus
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
5h 52m$208–665Bus, subway, train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Hylan Blvd/Buffalo St to 4 Av/86 Stbus
- Take the subway from 86 St to Atlantic Av-Barclays Ctrsubway
- Take the train from Atlantic Terminal to Jamaicatrain
- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane JFK - ORD
6h 11m$332–883Bus via Baltimore
- Take the bus from New York to Baltimorebus Ppb 86000 / ...
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus Greyhound US0164
25h 48m$158–282
Staten Island to Chicago by bus, foot, and train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Staten Island to Chicago is to drive which costs $140 - $210 and takes 13h 23m.
The fastest way to get from Staten Island to Chicago is to fly which takes 3h 46m and costs $200 - $950.
No, there is no direct bus from Staten Island to Chicago station. However, there are services departing from Hylan Blvd/Buffalo St and arriving at Chicago Bus Station via New York Midtown. The journey, including transfers, takes approximately 22h 41m.
No, there is no direct train from Staten Island station to Chicago station. However, there are services departing from Ny Moynihan Train Hall At Penn Station and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 22h 4m.
The distance between Staten Island and Chicago is 752 miles. The road distance is 792.2 miles.
The best way to get from Staten Island to Chicago without a car is to train which takes 22h 4m and costs $240 - $600.
It takes approximately 3h 46m to get from Staten Island to Chicago, including transfers.
Staten Island to Chicago bus services, operated by Flixbus USA, depart from New York Midtown station.
Staten Island to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from Staten Island to Chicago is to fly which takes 3h 46m and costs $200 - $950. Alternatively, you can train, which costs $240 - $600 and takes 22h 4m, you could also bus, which costs $140 - $230 and takes 22h 41m.
What companies run services between Staten Island, NY, USA and Chicago, IL, USA?
American Airlines, United Airlines, and Delta fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $240–550 and the journey takes 19h 32m.
- Website
- aa.com
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 John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $55–310
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 40m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–320
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 Chicago Union Station
- Ave. Duration
- 19h 32m
- Frequency
- Once daily
- Estimated price
- $240–550
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Twice daily
- Estimated price
- $140–220
- Schedules at
- Flixbus USA
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.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
How to get from JFK to New York City
Read the travel guide
Booking & Getting There
Staten Island to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Staten Island. It is currently 6:52 AM in Staten Island and 5:52 AM in Chicago.
Staten Island to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Staten Island to Chicago is 792 miles. It takes approximately 13h 23m to drive from Staten Island to Chicago.
There are 1280+ hotels available in Chicago.




