There are 9 ways to get from Chicago to Long Island by plane, bus (Flixbus), train (Amtrak), car, 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 Chicago O'Hare International Airport to Laguardia Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane ORD - LGA
3h 48m$132–555Fly Chicago O'Hare International Airport to Westchester County Airport, train
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane ORD - HPN
- Take the train from White Plains to Grand Central Terminaltrain
6h 52m$102–486Bus (Flixbus)
- Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2640 / ...
20h 35m$153–228Train (Amtrak)
- Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain Lake Shore Limited / ...
20h 36m$239–560Drive 793.8 mi
- Drive from Chicago to Brooklyncar 793.8 mi
13h 23m$145–210Fly Chicago Midway International Airport to Laguardia Airport
- Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane MDW - LGA
3h 34m$202–655Fly Chicago O'Hare International Airport to John F. Kennedy International Airport
- Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane ORD - JFK
4h 3m$312–855Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane ORD - EWR
- Take the train from Newark Airport Railroad Station to New York Penn Stationtrain
5h 2m$146–886Bus via Baltimore
- Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus Greyhound US0164
- Take the bus from Baltimore to New Yorkbus Ppb 8724 / ...
22h 37m$167–274
Chicago to Long Island by bus, train, and subway (Flixbus)
Comparing Your Travel Options
The cheapest way to get from Chicago to Long Island is to drive which costs $140 - $210 and takes 13h 23m.
The fastest way to get from Chicago to Long Island is to fly which takes 3h 34m and costs $200 - $700.
No, there is no direct bus from Chicago station to Long Island. However, there are services departing from Chicago Bus Station and arriving at New York Midtown via . The journey, including transfers, takes approximately 20h 35m.
No, there is no direct train from Chicago station to Long Island. However, there are services departing from Chicago Union Station and arriving at Atlantic Av-Barclays Ctr via 34 St-Penn Station. The journey, including transfers, takes approximately 20h 36m.
The distance between Chicago and Long Island is 754 miles. The road distance is 798.5 miles.
The best way to get from Chicago to Long Island without a car is to bus which takes 20h 35m and costs $150 - $230.
It takes approximately 3h 48m to get from Chicago to Long Island, including transfers.
Chicago to Long Island bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Long Island train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Long Island is to fly which takes 3h 48m and costs $130 - $600. Alternatively, you can bus, which costs $150 - $230 and takes 20h 35m, you could also train, which costs $230 - $600 and takes 20h 36m.
What companies run services between Chicago, IL, USA and Long Island, Suffolk County, NY, USA?
American Airlines, Delta, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA) hourly. Alternatively, Flixbus USA operates a bus from Chicago Bus Station to New York Midtown twice daily. Tickets cost $140–220 and the journey takes 20h 10m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 11m
- When
- Every day
- Estimated price
- $90–500
Flights from Chicago O'Hare International Airport to Laguardia Airport via Toronto
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $95–550
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $50–300
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport via Cleveland
- Ave. Duration
- 3h 56m
- When
- Every day
- Estimated price
- $50–300
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport via Pittsburgh
- Ave. Duration
- 4h 1m
- When
- Every day
- Estimated price
- $55–300
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 20h 12m
- Frequency
- Once daily
- Estimated price
- $230–600
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- 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.
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Booking & Getting There
Chicago to Long Island bus services, operated by Flixbus USA, arrive at New York Midtown station.
Long Island is 1h ahead of Chicago. It is currently 7:48 AM in Chicago and 8:48 AM in Long Island.
Chicago to Long Island train services, operated by Amtrak, arrive at Ny Moynihan Train Hall At Penn Station.
Yes, the driving distance between Chicago to Long Island is 798 miles. It takes approximately 13h 23m to drive from Chicago to Long Island.
There are 95+ hotels available in Long Island.