There are 7 ways to get from Wallkill to Chicago by train, plane, train (Amtrak), bus (Flixbus), car, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train to Laguardia Airport, fly to Chicago Midway International Airport
best- Take the train from Beacon to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
6h 27m$187–604Drive 792.2 mi
cheapest- Drive from Wallkill to Chicagocar 792.2 mi
13h 6m$145–209Train (Amtrak)
- Take the train from Poughkeepsie Amtrak Station to Chicago Union Stationtrain Lake Shore Limited
18h 33m$348–677Bus
- Take the bus from Newburgh ShortLine Transportation Center to 9th Ave & W 30th Stbus ShortLine Hudson
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2641 / ...
19h 48m$214–319Train to Laguardia Airport, fly to Chicago O'Hare International Airport
- Take the train from Beacon to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
6h 41m$167–434Bus to Westchester County Airport, fly to Chicago O'Hare International Airport
- Take the bus from Newburgh to White Plains, Nybus
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
7h 31m$527–722Bus, bus to Lehigh Valley International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Newburgh ShortLine Transportation Center to Port Authority Bus Terminalbus
- Take the bus from Port Authority Bus Terminal to Lehigh Valley International Airport Trans Bridge Bus Stopbus
- Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane ABE - ORD
10h$217–549
Laguardia Airport (LGA) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Wallkill to Chicago is to drive which costs $140 - $210 and takes 13h 6m.
The fastest way to get from Wallkill to Chicago is to train and fly which takes 6h 27m and costs $180 - $650.
The distance between Wallkill and Chicago is 815 miles. The road distance is 796.8 miles.
The best way to get from Wallkill to Chicago without a car is to train which takes 18h 33m and costs $340 - $700.
It takes approximately 6h 27m to get from Wallkill to Chicago, including transfers.
The best way to get from Wallkill to Chicago is to train which takes 18h 33m and costs $340 - $700. Alternatively, you can bus, which costs $210 - $320 and takes 19h 48m.
Chicago is 1h behind Wallkill. It is currently 8:04 PM in Wallkill and 7:04 PM in Chicago.
Yes, the driving distance between Wallkill to Chicago is 797 miles. It takes approximately 13h 6m to drive from Wallkill to Chicago.
There are 1135+ hotels available in Chicago.
What companies run services between Wallkill, NY, USA and Chicago, IL, USA?
Amtrak operates a train from Poughkeepsie Amtrak Station to Chicago Union Station once daily. Tickets cost $240–550 and the journey takes 18h 2m. Alternatively, you can take a vehicle from Wallkill to Chicago Bus Station via Newburgh ShortLine Transportation Center, 9th Ave & W 30th St, and New York Midtown in around 19h 48m.
- Website
- aa.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $65–370
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 49m
- When
- Every day
- Estimated price
- $80–450
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 2m
- When
- Every day
- Estimated price
- $90–480
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 32m
- When
- Every day
- Estimated price
- $110–550
Flights from Lehigh Valley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 27m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–340
Flights from Lehigh Valley International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $85–420
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $65–370
Flights from Lehigh Valley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $60–340
- Website
- delta.com
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $85–470
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $65–370
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 59m
- When
- Every day
- Estimated price
- $80–450
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $85–470
- Website
- spirit.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $65–290
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from Beacon to 125th Street - Harlem
- Ave. Duration
- 1h 22m
- Frequency
- Hourly
- Estimated price
- $14–23
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $14–17
- Peak
- $19–23
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Poughkeepsie Amtrak Station to Chicago Union Station
- Ave. Duration
- 18h 2m
- Frequency
- Once daily
- Estimated price
- $240–550
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (866) 912-6224
- questions@coachusa.com
- Website
- coachusa.com
Bus from Newburgh ShortLine Transportation Center to 9th Ave & W 30th St
- Ave. Duration
- 1h 35m
- Frequency
- 5 times a week
- Estimated price
- $37–40
- Website
- https://www.coachusa.com/shortline
- Adults
- $37–40
Bus from Newburgh ShortLine Transportation Center to Port Authority Bus Terminal
- Ave. Duration
- 1h 36m
- Frequency
- Every 4 hours
- Estimated price
- $31–33
- Website
- https://www.coachusa.com/shortline
- Adults
- $31–33
- 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
- Phone
- +1 800-858-8555
- Website
- trailways.com
Bus from Newburgh to White Plains, Ny
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $15–35
- Website
- https://trailways.com
- Schedules at
- https://trailways.com/schedules/
- Saver
- $15–26
- Flexible
- $26–35
Bus from Newburgh ShortLine Transportation Center to Port Authority Bus Terminal
- Ave. Duration
- 1h 20m
- Frequency
- 3 times a day
- Estimated price
- $18–45
- Website
- https://trailways.com
- Schedules at
- https://trailways.com/schedules/
- Saver
- $18–45
- Flexible
- $39–43
- Phone
- +1 610-868-6001
- webmaster@transbridgelines.com
- Website
- transbridgelines.com
Bus from Port Authority Bus Terminal to Lehigh Valley International Airport Trans Bridge Bus Stop
- Ave. Duration
- 3h 1m
- Frequency
- Every 2 hours
- Estimated price
- $70–80
- Website
- https://transbridgelines.com
- Schedules at
- https://transbridgelines.com/schedules-stops/schedules
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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