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 29m$56–321Bus (Flixbus)
- Take the bus from Newark Penn Station to Chicago Bus Stationbus FlixBus N2640
21h 17m$92–225Train 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$84–432Drive 773.6 mi
- Drive from Montclair to Chicagocar 773.6 mi
12h 53m$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$93–480Train, 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
5h 58m$818–1,036Train to Philadelphia International Airport, fly to Chicago Midway International Airport
- Take the train from Newark Penn Station to 30th Street Stationtrain
- Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane PHL - MDW
6h 43m$103–1,104Train, 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 13m$80–378Bus 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 6m$145–265Train (Amtrak)
- Take the train from Newark Penn Station to Chicago Union Stationtrain Cardinal
29h 35m$142–555
Montclair to Chicago by bus (Flixbus)
Questions & Answers
The cheapest way to get from Montclair to Chicago is to fly which costs $55 - $330 and takes 5h 29m.
The fastest way to get from Montclair to Chicago is to fly which takes 5h 29m and costs $55 - $330.
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 17m.
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 17m and costs $90 - $230.
It takes approximately 5h 29m 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 29m and costs $55 - $330. Alternatively, you can bus, which costs $90 - $230 and takes 21h 17m, you could also train via Ossining, which costs $80 - $440 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 $90–220 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
- $50–280
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $60–330
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- 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 28m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 6h 2m
- When
- Tuesday
- Estimated price
- $50–290
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 49m
- When
- Every day
- Estimated price
- $60–340
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 48m
- When
- Every day
- Estimated price
- $65–360
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 39m
- When
- Every day
- Estimated price
- $80–410
- Website
- united.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $50–280
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 4h 33m
- When
- Saturday
- Estimated price
- $50–280
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $60–330
- Website
- delta.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $50–280
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $85–470
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $60–330
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 55m
- 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 4m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $50–290
Flights from Philadelphia International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 8m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $85–490
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 57m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–340
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $85–460
Flights from Philadelphia International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $85–480
- 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
- $50–290
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $50–250
- 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
- $50–290
- Website
- flyfrontier.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- $50–290
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
- $16–50
- 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
- $65–370
- Website
- https://www.amtrak.com/home.html
Train from Newark Penn Station to 30th Street Station
- Ave. Duration
- 1h 3m
- Frequency
- Hourly
- Estimated price
- $18–240
- 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
- $140–550
- 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 5 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
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Newark Penn Station to 30th Street Station
- Ave. Duration
- 1h 17m
- Frequency
- Hourly
- Estimated price
- $11–220
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $11–220
- Business Class
- $55–260
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Newark Penn Station to 30th Street Station
- Ave. Duration
- 55 min
- Frequency
- Every 3 hours
- Estimated price
- $18–600
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $18–450
- First Class
- $120–600
- 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
- $90–220
- 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 5m
- Frequency
- Once daily
- Estimated price
- $120–190
- Website
- https://www.greyhound.com/
Bus from Toledo Bus Stop to Chicago Bus Station
- Ave. Duration
- 5h 25m
- Frequency
- Twice daily
- Estimated price
- $30–70
- 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 8:10 AM in Montclair and 7:10 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 53m to drive from Montclair to Chicago.
There are 1068+ hotels available in Chicago.


























