There are 10 ways to get from Monsey to Chicago by bus, train, plane, bus (Flixbus), train (Amtrak), car, 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.
Bus, train, bus to Laguardia Airport, fly to Chicago Midway International Airport
best- Take the bus from Monsey - Park & Ride to White Plains - Train Stationbus
- Take the train from White Plains to 125th Street - Harlemtrain
- Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
6h 25m$115–579Bus, train, bus to Laguardia Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Monsey - Park & Ride to White Plains - Train Stationbus
- Take the train from White Plains to 125th Street - Harlemtrain
- Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
6h 38m$80–349Bus
- Take the bus from Melnick Dr & Robert Pitt Dr to B&H Photobus 1
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2641 / ...
19h$127–218Train (Amtrak)
- Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain Lake Shore Limited
19h 23m$332–697Drive 788.8 mi
- Drive from Monsey to Chicagocar 788.8 mi
13h 12m$144–208Bus to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Melnick Dr & Robert Pitt Dr to W 46th St & 5th Avebus
- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane JFK - ORD
6h 20m$93–371Bus to Westchester County Airport, fly to Chicago O'Hare International Airport
- Take the bus from Monsey - Park & Ride to White Plains - Train Stationbus
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
6h 53m$448–611Train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
- Take the train from Spring Valley to Secaucus Lower Leveltrain
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
6h 58m$106–349Bus, bus to Lehigh Valley International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Melnick Dr & Robert Pitt Dr to West 34th Street & 9th Avenuebus
- 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
9h 1m$154–473Bus via Baltimore
- Take the bus from Spring Valley Terminal - Park & Ride to Port Authority Bus Terminalbus
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus
25h 50m$177–353
Monsey to Chicago by bus and foot
Questions & Answers
The cheapest way to get from Monsey to Chicago is to bus which costs $120 - $220 and takes 19h.
The fastest way to get from Monsey to Chicago is to bus and fly which takes 6h 20m and costs $90 - $380.
No, there is no direct bus from Monsey to Chicago station. However, there are services departing from Melnick Dr & Robert Pitt Dr and arriving at Chicago Bus Station via New York Midtown. The journey, including transfers, takes approximately 19h.
The distance between Monsey and Chicago is 785 miles. The road distance is 793.4 miles.
The best way to get from Monsey to Chicago without a car is to bus which takes 19h and costs $120 - $220.
It takes approximately 6h 25m to get from Monsey to Chicago, including transfers.
Monsey to Chicago bus services, operated by Monsey Trails, depart from Melnick Dr & Robert Pitt Dr station.
The best way to get from Monsey to Chicago is to bus which takes 19h and costs $120 - $220. Alternatively, you can train, which costs $330 - $700 and takes 19h 23m.
Monsey to Chicago bus services, operated by Monsey Trails, arrive at B&H Photo station.
Chicago is 1h behind Monsey. It is currently 9:41 AM in Monsey and 8:41 AM in Chicago.
What companies run services between Monsey, NY, USA and Chicago, IL, USA?
You can take a bus from Melnick Dr & Robert Pitt Dr to Chicago Bus Station via B&H Photo and New York Midtown in around 19h. Alternatively, Amtrak operates a train from Croton-Harmon Amtrak Station to Chicago Union Station once daily. Tickets cost $250–600 and the journey takes 18h 46m.
- Website
- aa.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $85–460
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $60–330
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $85–450
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 29m
- When
- Every day
- Estimated price
- $90–480
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 21m
- When
- Every day
- Estimated price
- $110–600
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $60–340
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
- $65–370
Flights from Lehigh Valley International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 25m
- When
- Every day
- Estimated price
- $95–470
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $85–460
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $60–340
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Buffalo
- Ave. Duration
- 4h 23m
- When
- Saturday
- Estimated price
- $65–340
Flights from Lehigh Valley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $65–370
- Website
- delta.com
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $100–550
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $85–460
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $60–330
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $60–330
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 58m
- When
- Every day
- Estimated price
- $85–450
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 21m
- When
- Every day
- Estimated price
- $60–340
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $100–550
- 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
- $60–330
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from White Plains to 125th Street - Harlem
- Ave. Duration
- 43 min
- Frequency
- Every 20 minutes
- Estimated price
- $8–14
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $8–10
- Peak
- $12–14
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Croton-Harmon Amtrak Station to Chicago Union Station
- Ave. Duration
- 18h 46m
- Frequency
- Once daily
- Estimated price
- $250–600
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 973-275-5555
- Website
- njtransit.com
Train from Spring Valley to Secaucus Lower Level
- Ave. Duration
- 1h 3m
- Frequency
- Hourly
- Estimated price
- $2–15
- Website
- https://www.njtransit.com
- Schedules at
- https://www.njtransit.com/bus-to
- Adult
- $2–15
- Phone
- +1 844-822-8920
- info.ridehudsonlink@transdev.com
- Website
- ridehudsonlink.com
Bus from Monsey - Park & Ride to White Plains - Train Station
- Ave. Duration
- 51 min
- Frequency
- Every 30 minutes
- Estimated price
- $3
- Website
- https://ridehudsonlink.com
- Phone
- 877-690-5116
- Website
- mta.info
Bus from E 125 St/Lexington Av to Laguardia Rd/94 St
- Ave. Duration
- 22 min
- Frequency
- Every 10 minutes
- Estimated price
- $2–7
- Website
- https://www.mta.info/
- Schedules at
- https://www.mta.info/schedules
- Standard Fare
- $2–7
- Phone
- +1 (845) 510 - 5100
- dispatch@monseytrails.com
- Website
- monseytrails.com
Bus from Melnick Dr & Robert Pitt Dr to B&H Photo
- Ave. Duration
- 1h
- Frequency
- 4 times a week
- Estimated price
- $17–18
- Website
- https://www.monseytrails.com/
- Adult
- $17–18
Bus from Melnick Dr & Robert Pitt Dr to W 46th St & 5th Ave
- Ave. Duration
- 1h
- Frequency
- 3 times a day
- Estimated price
- $17–18
- Website
- https://www.monseytrails.com/
- Adult
- $17–18
Bus from Melnick Dr & Robert Pitt Dr to West 34th Street & 9th Avenue
- Ave. Duration
- 45 min
- Frequency
- 4 times a week
- Estimated price
- $17–18
- Website
- https://www.monseytrails.com/
- Adult
- $17–18
- 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
- +1 610-868-6001
- 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
- Phone
- +1 (866) 912 - 6224
- questions@coachusa.com
- Website
- coachusa.com
Bus from Spring Valley Terminal - Park & Ride to Port Authority Bus Terminal
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $9–20
- Schedules at
- coachusa.com
- Adult
- $9–20
- 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
Yes, the driving distance between Monsey to Chicago is 793 miles. It takes approximately 13h 12m to drive from Monsey to Chicago.
There are 1334+ hotels available in Chicago.

















