There are 10 ways to get from Valley Stream to Chicago by plane, train (Amtrak), bus (Flixbus), 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 Laguardia Airport to Chicago Midway International Airport
best- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
4h 53m$209–665Train, train to Westchester County Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Valley Stream 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 41m$131–635Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
21h 8m$507–862Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2640 / ...
22h 1m$157–242Drive 804.9 mi
- Drive from Valley Stream to Chicagocar 804.9 mi
13h 36m$147–213Fly John F. Kennedy International Airport to Chicago O'Hare International Airport
- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane JFK - ORD
5h$325–871Fly Laguardia Airport to Chicago O'Hare International Airport
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
5h 10m$139–505Train, train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
- Take the train from Valley Stream 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 41m$151–896Train 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 38m$181–991Bus 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 3m$182–297
Valley Stream to Chicago by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Valley Stream to Chicago is to drive which costs $140 - $220 and takes 13h 36m.
The fastest way to get from Valley Stream to Chicago is to fly which takes 4h 53m and costs $200 - $700.
No, there is no direct bus from Valley Stream to Chicago station. However, there are services departing from New York Midtown and arriving at Chicago Bus Station via . The journey, including transfers, takes approximately 22h 1m.
No, there is no direct train from Valley Stream to Chicago station. However, there are services departing from Valley Stream and arriving at Chicago Union Station via Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 21h 8m.
The distance between Valley Stream and Chicago is 753 miles. The road distance is 809.6 miles.
The best way to get from Valley Stream to Chicago without a car is to train which takes 21h 8m and costs $500 - $900.
It takes approximately 4h 53m to get from Valley Stream to Chicago, including transfers.
Valley Stream to Chicago bus services, operated by Flixbus USA, depart from New York Midtown station.
Valley Stream to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from Valley Stream to Chicago is to fly which takes 4h 53m and costs $200 - $700. Alternatively, you can train, which costs $500 - $900 and takes 21h 8m, you could also bus, which costs $150 - $250 and takes 22h 1m.
What companies run services between Valley Stream, NY, USA and Chicago, IL, USA?
Southwest Airlines flies from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $500–850 and the journey takes 19h 32m.
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $80–430
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $60–340
- Website
- aa.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $50–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $50–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $55–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 6h 29m
- When
- Every day
- Estimated price
- $50–290
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $80–430
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $60–340
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $110–600
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 38m
- When
- Every day
- Estimated price
- $140–700
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 52m
- When
- Every day
- Estimated price
- $120–650
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $100–550
Flights from Philadelphia International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $90–500
Flights from Philadelphia International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 32m
- When
- Monday, Thursday, and Friday
- Estimated price
- $95–550
- Website
- delta.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 58m
- When
- Every day
- Estimated price
- $50–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 20m
- When
- Every day
- Estimated price
- $50–290
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $80–430
Flights from Philadelphia International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $90–550
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 54m
- When
- Every day
- Estimated price
- $110–600
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
- $500–850
- 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
- $50–80
- Website
- Amtrak
- Phone
- +1-718-217-5477
- Website
- Long Island Rail Road
Train from Valley Stream to New York Penn Station
- Ave. Duration
- 36 min
- Frequency
- Hourly
- Estimated price
- $6–13
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $6–10
- Peak
- $8–13
Train from Valley Stream to Grand Central Terminal
- Ave. Duration
- 36 min
- Frequency
- Hourly
- Estimated price
- $6–13
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $6–10
- Peak
- $8–13
- Phone
- +1 973-275-5555
- Website
- New Jersey Transit
Train from New York Penn Station to Newark Airport Railroad Station
- Ave. Duration
- 24 min
- Frequency
- Every 20 minutes
- Estimated price
- $16–20
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adult Airport
- $16–20
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to 30th Street Station
- Ave. Duration
- 1h 9m
- Frequency
- Hourly
- Estimated price
- $20–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $20–460
- First Class
- $130–600
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from Grand Central Terminal to White Plains
- Ave. Duration
- 52 min
- Frequency
- Every 20 minutes
- Estimated price
- $9–15
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $9–11
- Peak
- $13–15
- 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
- $150–230
- Schedules at
- Flixbus USA
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from New York to Baltimore
- Ave. Duration
- 3h 35m
- Frequency
- Every 3 hours
- Estimated price
- $45–85
- Website
- Peter Pan
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $130–200
- Website
- Greyhound
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Booking & Getting There
Valley Stream to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Valley Stream. It is currently 8:48 PM in Valley Stream and 7:48 PM in Chicago.
Valley Stream to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Valley Stream to Chicago is 810 miles. It takes approximately 13h 36m to drive from Valley Stream to Chicago.
There are 1135+ hotels available in Chicago.














