There are 11 ways to get from Montclair 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 Newark Liberty International Airport to Chicago O'Hare International Airport
best- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
5h 31m$56–311Bus (Flixbus)
- Take the bus from Newark Penn Station to Chicago Bus Stationbus FlixBus N2640
21h 18m$92–195Train via Ossining (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain Empire Service / ...
- Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain Lake Shore Limited
22h 15m$115–397Drive 773.6 mi
- Drive from Montclair to Chicagocar 773.6 mi
12h 54m$142–204Train, subway to Laguardia Airport, fly to Chicago Midway International Airport
- Take the train from Watchung Avenue to New York Penn Stationtrain
- Take the subway from 34 St-Herald Sq to Jackson Hts-Roosevelt Avsubway
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
5h 44m$88–480Train, subway to Laguardia Airport, fly to Chicago O'Hare International Airport
- Take the train from Watchung Avenue to New York Penn Stationtrain
- Take the subway from 34 St-Herald Sq to Jackson Hts-Roosevelt Avsubway
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
6h$58–270Train, train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport
- Take the train from Watchung Avenue to New York Penn Stationtrain
- Take the train from New York Penn Station to Jamaicatrain
- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane JFK - ORD
6h 1m$768–1,036Fly Newark Liberty International Airport to Chicago Midway International Airport
- Fly from Newark Liberty International Airport (EWR) to Chicago Midway International Airport (MDW)plane EWR - MDW
5h 20m$71–411Train, train to Westchester County Airport, fly to Chicago O'Hare International Airport
- Take the train from Watchung Avenue to New York Penn Stationtrain
- 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
8h 12m$75–348Bus via Toledo
- Take the bus from Newark Penn Station to Toledo Bus Stopbus Greyhound US0420
- Take the bus from Toledo Bus Stop to Chicago Bus Stationbus Greyhound US0164
23h 37m$125–250Train (Amtrak)
- Take the train from Newark Penn Station to Chicago Union Stationtrain Cardinal
29h 36m$132–375
Montclair to Chicago by bus (Flixbus)
Questions & Answers
The cheapest way to get from Montclair to Chicago is to bus which costs $90 - $200 and takes 21h 18m.
The fastest way to get from Montclair to Chicago is to fly which takes 5h 20m and costs $70 - $420.
No, there is no direct bus from Montclair to Chicago station. However, there are services departing from Park St At Essex Way# and arriving at Chicago Bus Station via Newark Penn Station. The journey, including transfers, takes approximately 21h 18m.
No, there is no direct train from Montclair to Chicago station. However, there are services departing from Watchung Avenue and arriving at Chicago Union Station via Ny Moynihan Train Hall At Penn Station and Croton-Harmon Amtrak Station. The journey, including transfers, takes approximately 22h 15m.
The distance between Montclair and Chicago is 753 miles. The road distance is 778.1 miles.
The best way to get from Montclair to Chicago without a car is to bus which takes 21h 18m and costs $90 - $200.
It takes approximately 5h 31m to get from Montclair to Chicago, including transfers.
Montclair to Chicago bus services, operated by Flixbus USA, depart from Newark Penn Station.
Montclair to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from Montclair to Chicago is to fly which takes 5h 31m and costs $55 - $320. Alternatively, you can bus, which costs $90 - $200 and takes 21h 18m, you could also train via Ossining, which costs $110 - $400 and takes 22h 15m.
What companies run services between Montclair, NJ, USA and Chicago, IL, USA?
Spirit Airlines, American Airlines, and two other airlines fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, Flixbus USA operates a bus from Newark Penn Station to Chicago Bus Station once daily. Tickets cost $90–190 and the journey takes 19h 40m.
- Website
- aa.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $45–270
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $55–320
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $50–280
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 5h 25m
- When
- Saturday
- Estimated price
- $50–280
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 5h 57m
- When
- Saturday
- Estimated price
- $50–280
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 49m
- When
- Every day
- Estimated price
- $55–310
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $60–320
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 39m
- When
- Every day
- Estimated price
- $75–370
- Website
- united.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $45–270
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 4h 36m
- When
- Monday, Thursday, Saturday, and Sunday
- Estimated price
- $45–270
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $55–320
- Website
- delta.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $45–270
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 18m
- When
- Every day
- Estimated price
- $80–460
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $55–320
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $50–280
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 58m
- When
- Every day
- Estimated price
- $50–280
Flights from Newark Liberty International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $65–390
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $55–310
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $80–460
- Website
- spirit.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 37m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $50–270
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $45–240
- Website
- flyfrontier.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $50–280
Flights from Newark Liberty International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 32m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $65–390
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 11m
- When
- Every day
- Estimated price
- $50–280
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Station
- Ave. Duration
- 43 min
- Frequency
- Every 2 hours
- Estimated price
- $17–35
- Website
- https://www.amtrak.com/home.html
Train from Croton-Harmon Amtrak Station to Chicago Union Station
- Ave. Duration
- 18h 46m
- Frequency
- Once daily
- Estimated price
- $95–350
- Website
- https://www.amtrak.com/home.html
Train from Newark Penn Station to Chicago Union Station
- Ave. Duration
- 27h 58m
- Frequency
- 3 times a week
- Estimated price
- $130–370
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 973-275-5555
- Website
- njtransit.com
Train from Watchung Avenue to New York Penn Station
- Ave. Duration
- 46 min
- Frequency
- Hourly
- Estimated price
- $2–13
- Website
- https://www.njtransit.com
- Schedules at
- https://www.njtransit.com/bus-to
- Adult
- $2–13
- Phone
- 877-690-5116
- Website
- mta.info
Subway from 34 St-Herald Sq to Jackson Hts-Roosevelt Av
- Ave. Duration
- 18 min
- Frequency
- Every 5 minutes
- Estimated price
- $3
- Schedules at
- https://www.mta.info/schedules
- Website
- https://www.mta.info
- Adult
- $3
- Phone
- +1-718-217-5477
- Website
- mta.info
Train from New York Penn Station to Jamaica
- Ave. Duration
- 20 min
- Frequency
- Every 10 minutes
- Estimated price
- $4–10
- Website
- https://www.mta.info/agency/long-island-rail-road
- Schedules at
- https://www.mta.info/agency/long-island-rail-road/timetables
- Off-Peak
- $4–7
- Peak
- $5–10
- 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
- flixbus.com
Bus from Newark Penn Station to Chicago Bus Station
- Ave. Duration
- 19h 40m
- Frequency
- Once daily
- Estimated price
- $90–190
- Schedules at
- flixbus.com
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Newark Penn Station to Toledo Bus Stop
- Ave. Duration
- 15h 20m
- Frequency
- Once daily
- Estimated price
- $100–180
- Website
- https://www.greyhound.com/
Bus from Toledo Bus Stop to Chicago Bus Station
- Ave. Duration
- 5h 40m
- Frequency
- Twice daily
- Estimated price
- $30–60
- Website
- https://www.greyhound.com/
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- baronsbus.com
Bus from Toledo Bus Stop to Chicago Bus Station
- Ave. Duration
- 5h 35m
- Frequency
- Once daily
- Estimated price
- $23–65
- Website
- https://baronsbus.com
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More Questions & Answers
Montclair to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Montclair. It is currently 12:21 PM in Montclair and 11:21 AM in Chicago.
Montclair to Chicago train services, operated by Amtrak, arrive at Croton-Harmon Amtrak Station.
Yes, the driving distance between Montclair to Chicago is 778 miles. It takes approximately 12h 54m to drive from Montclair to Chicago.
There are 1245+ hotels available in Chicago.

























