There are 9 ways to get from Hempstead to Chicago by plane, bus (Flixbus), train (Amtrak), 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 16m$516–1,223Train, subway to Laguardia Airport, fly to Chicago O'Hare International Airport
cheapest- 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 30m$75–307Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2641 / ...
19h 51m$114–207Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
21h 24m$268–615Drive 812.5 mi
- Drive from Hempstead to Chicagocar 812.5 mi
13h 36m$149–215Fly Laguardia Airport to Chicago Midway International Airport
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
5h 16m$90–477Train, train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
- Take the train from Hempstead 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
6h 2m$105–338Train, train to Westchester County Airport, fly to Chicago O'Hare International Airport
- 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 57m$462–637Bus via Baltimore
- 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
24h 39m$173–342
Hempstead to Chicago by bus and foot (Flixbus)
Questions & Answers
The cheapest way to get from Hempstead to Chicago is to bus which costs $110 - $210 and takes 19h 51m.
The fastest way to get from Hempstead to Chicago is to fly which takes 5h 16m and costs $90 - $480.
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 19h 51m.
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 Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 21h 24m.
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 bus which takes 19h 51m and costs $110 - $210.
It takes approximately 5h 16m 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 16m and costs $500 - $1,300. Alternatively, you can bus, which costs $110 - $210 and takes 19h 51m, you could also train, which costs $260 - $650 and takes 21h 24m.
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, Flixbus USA operates a bus from New York Midtown to Chicago Bus Station twice daily. Tickets cost $110–200 and the journey takes 16h 55m.
- Website
- aa.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $55–320
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $70–380
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $55–320
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $85–460
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 29m
- When
- Every day
- Estimated price
- $90–490
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 21m
- When
- Every day
- Estimated price
- $120–600
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $70–380
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $55–320
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $55–320
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Buffalo
- Ave. Duration
- 4h 23m
- When
- Saturday
- Estimated price
- $60–330
- Website
- delta.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $55–320
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $55–320
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $85–460
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $70–380
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 21m
- When
- Every day
- Estimated price
- $55–320
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 58m
- When
- Every day
- Estimated price
- $85–460
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $80–460
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $55–320
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station
- Ave. Duration
- 19h 32m
- Frequency
- Once daily
- Estimated price
- $260–600
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-718-217-5477
- Website
- mta.info
Train from Hempstead to Jamaica
- Ave. Duration
- 32 min
- Frequency
- Every 30 minutes
- Estimated price
- $5–9
- Website
- https://www.mta.info/agency/long-island-rail-road
- Schedules at
- https://www.mta.info/agency/long-island-rail-road/timetables
- Off-Peak
- $5–8
- Peak
- $5–9
Train from Hempstead to New York Penn Station
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $7–15
- Website
- https://www.mta.info/agency/long-island-rail-road
- Schedules at
- https://www.mta.info/agency/long-island-rail-road/timetables
- Off-Peak
- $7–11
- Peak
- $10–15
Train from Hempstead to Grand Central Terminal
- Ave. Duration
- 54 min
- Frequency
- Every 30 minutes
- Estimated price
- $7–15
- Website
- https://www.mta.info/agency/long-island-rail-road
- Schedules at
- https://www.mta.info/agency/long-island-rail-road/timetables
- Off-Peak
- $7–11
- Peak
- $10–15
- Phone
- 877-690-5116
- Website
- mta.info
Subway from Sutphin Blvd-Archer Av-JFK Airport to Jackson Hts-Roosevelt Av
- Ave. Duration
- 15 min
- Frequency
- Every 10 minutes
- Estimated price
- $3
- Schedules at
- https://www.mta.info/schedules
- Website
- https://www.mta.info
- Adult
- $3
- Phone
- +1 973-275-5555
- Website
- njtransit.com
Train from New York Penn Station to Newark Airport Railroad Station
- Ave. Duration
- 24 min
- Frequency
- Every 20 minutes
- Estimated price
- $15–19
- Website
- https://www.njtransit.com
- Schedules at
- https://www.njtransit.com/bus-to
- Adult Airport
- $15–19
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from Grand Central Terminal to White Plains
- Ave. Duration
- 52 min
- Frequency
- Every 20 minutes
- Estimated price
- $9–15
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $9–11
- Peak
- $13–15
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 16h 55m
- Frequency
- Twice daily
- Estimated price
- $110–200
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 15m
- Frequency
- Every 3 hours
- Estimated price
- $35–75
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $120–230
- Website
- https://www.greyhound.com/
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 45m
- Frequency
- Every 2 hours
- Estimated price
- $45–100
- Website
- https://peterpanbus.com
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More Questions & Answers
Hempstead to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Hempstead. It is currently 4:33 PM in Hempstead and 3:33 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 2010+ hotels available in Chicago.






















