There are 10 ways to get from Hempstead to Chicago by plane, train (Amtrak), bus (Flixbus), car, train, subway, 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 John F. Kennedy International Airport to Chicago O'Hare International Airport
best- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane JFK - ORD
5h 11m$326–873Train, train to Westchester County Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Hempstead to Grand Central Terminaltrain
- Take the train from Grand Central Terminal to White Plainstrain
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
7h 53m$117–587Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
21h 28m$237–565Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2640 / ...
23h 21m$144–236Drive 812.5 mi
- Drive from Hempstead to Chicagocar 812.5 mi
13h 36m$149–215Train, subway to Laguardia Airport, fly to Chicago O'Hare International Airport
- Take the train from Hempstead to Jamaicatrain
- Take the subway from Sutphin Blvd-Archer Av-JFK Airport to Jackson Hts-Roosevelt Avsubway
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
5h 20m$140–567Train, subway to Laguardia Airport, fly to Chicago Midway International Airport
- Take the train from Hempstead to Jamaicatrain
- Take the subway from Sutphin Blvd-Archer Av-JFK Airport to Jackson Hts-Roosevelt Avsubway
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
5h 11m$210–667Train, train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
- Take the train from Mineola to New York Penn Stationtrain
- Take the train from New York Penn Station to Newark Airport Railroad Stationtrain
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
5h 45m$150–897Train to Philadelphia International Airport, fly to Chicago Midway International Airport
- Take the train from Ny Moynihan Train Hall At Penn Station to 30th Street Stationtrain
- Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane PHL - MDW
6h 37m$171–993Bus via Baltimore (Greyhound)
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus Greyhound US0670 / ...
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus Greyhound US0164
25h 30m$153–262
Hempstead to Chicago by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Hempstead to Chicago is to drive which costs $140 - $220 and takes 13h 36m.
The fastest way to get from Hempstead to Chicago is to train and subway and fly which takes 5h 11m and costs $210 - $700.
No, there is no direct bus from Hempstead station to Chicago station. However, there are services departing from Hempstead Bus Station and arriving at Chicago Bus Station via New York Midtown. The journey, including transfers, takes approximately 23h 21m.
No, there is no direct train from Hempstead to Chicago station. However, there are services departing from Hempstead and arriving at Chicago Union Station via Jamaica and Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 21h 28m.
The distance between Hempstead and Chicago is 776 miles. The road distance is 817.2 miles.
The best way to get from Hempstead to Chicago without a car is to train which takes 21h 28m and costs $230 - $600.
It takes approximately 5h 11m to get from Hempstead to Chicago, including transfers.
Hempstead to Chicago bus services, operated by Flixbus USA, depart from New York Midtown station.
Hempstead to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from Hempstead to Chicago is to fly which takes 5h 11m and costs $320 - $900. Alternatively, you can train, which costs $230 - $600 and takes 21h 28m, you could also bus, which costs $140 - $240 and takes 23h 21m.
What companies run services between Hempstead, NY, USA and Chicago, IL, USA?
American Airlines, JetBlue Airways, and Delta fly from John F. Kennedy International Airport (JFK) 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 $230–550 and the journey takes 19h 32m.
- Website
- aa.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 5h 15m
- When
- Every day
- Estimated price
- $55–310
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $75–410
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $60–330
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $95–550
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 25m
- When
- Every day
- Estimated price
- $100–550
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $130–650
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
- $230–550
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to 30th Street Station
- Ave. Duration
- 1h 21m
- Frequency
- Every 30 minutes
- Estimated price
- $22–55
- 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
- $140–230
- Schedules at
- Flixbus USA
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Booking & Getting There
Hempstead to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Hempstead. It is currently 8:03 PM in Hempstead and 7:03 PM in Chicago.
Hempstead to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Hempstead to Chicago is 817 miles. It takes approximately 13h 36m to drive from Hempstead to Chicago.
Book your Hempstead to Chicago bus tickets online with Omio and FlixBus.
There are 1280+ hotels available in Chicago.