There are 11 ways to get from Maplewood to Chicago by plane, bus (Flixbus), train (Amtrak), 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 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)EWR - ORD
5h 25m$66–281Bus (Flixbus)
- Take the bus from Newark Penn Station to Chicago Bus StationFlixBus N2640
21h 20m$91–175Train via Ossining (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak StationEmpire Service / ...
- Take the train from Croton-Harmon Amtrak Station to Chicago Union StationLake Shore Limited
22h 10m$152–377Drive 772.8 mi
- Drive from Maplewood to Chicago772.8 mi
12h 50m$141–204Train, train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport
- Take the train from Maplewood to New York Penn Station
- Take the train from New York Penn Station to Jamaica
- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)JFK - ORD
5h 47m$818–1,036Train, train to Laguardia Airport, fly to Chicago O'Hare International Airport
- Take the train from Maplewood to New York Penn Station
- Take the train from New York Penn Station to Flushing Main Street
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)LGA - ORD
6h 11m$66–283Fly Newark Liberty International Airport to Chicago Midway International Airport
- Fly from Newark Liberty International Airport (EWR) to Chicago Midway International Airport (MDW)EWR - MDW
5h 15m$71–381Train, train to Laguardia Airport, fly to Chicago Midway International Airport
- Take the train from Maplewood to New York Penn Station
- Take the train from New York Penn Station to Flushing Main Street
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)LGA - MDW
6h 1m$86–443Train, train to Westchester County Airport, fly to Chicago O'Hare International Airport
- Take the train from Maplewood to New York Penn Station
- Take the train from Grand Central Terminal to White Plains
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)HPN - ORD
8h 6m$90–408Bus via Toledo
- Take the bus from Newark Penn Station to Toledo Bus StopGreyhound US0420
- Take the bus from Toledo Bus Stop to Chicago Bus StationGreyhound US0164
23h 10m$84–225Train (Amtrak)
- Take the train from Newark Penn Station to Chicago Union StationCardinal
29h 29m$174–614
Maplewood to Chicago by bus (Flixbus)
Questions & Answers
The cheapest way to get from Maplewood to Chicago is to bus which costs $90 - $180 and takes 21h 20m.
The fastest way to get from Maplewood to Chicago is to fly which takes 5h 15m and costs $70 - $390.
No, there is no direct bus from Maplewood to Chicago station. However, there are services departing from Springfield Ave At Indiana St and arriving at Chicago Bus Station via Newark Penn Station. The journey, including transfers, takes approximately 21h 20m.
No, there is no direct train from Maplewood to Chicago station. However, there are services departing from Maplewood 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 10m.
The distance between Maplewood and Chicago is 754 miles. The road distance is 777.3 miles.
The best way to get from Maplewood to Chicago without a car is to bus which takes 21h 20m and costs $90 - $180.
It takes approximately 5h 25m to get from Maplewood to Chicago, including transfers.
Maplewood to Chicago bus services, operated by Flixbus USA, depart from Newark Penn Station.
Maplewood to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from Maplewood to Chicago is to fly which takes 5h 25m and costs $65 - $290. Alternatively, you can bus, which costs $90 - $180 and takes 21h 20m, you could also train via Ossining, which costs $150 - $380 and takes 22h 10m.
What companies run services between Maplewood, NJ, USA and Chicago, IL, USA?
Spirit Airlines, American Airlines, and United 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 $90–170 and the journey takes 19h 40m.
- Website
- aa.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 48m
- When
- Every day
- Estimated price
- $50–270
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $55–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 41m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $55–290
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $55–310
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $70–370
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 2m
- When
- Every day
- Estimated price
- $75–380
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 36m
- When
- Every day
- Estimated price
- $90–440
- Website
- united.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $50–270
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $55–310
- Website
- delta.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $55–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 45m
- When
- Saturday
- Estimated price
- $55–290
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $55–310
Flights from Newark Liberty International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 36m
- When
- Every day
- Estimated price
- $65–360
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 34m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $75–410
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 23m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $70–370
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $75–410
- Website
- spirit.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $60–260
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $55–250
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 58m
- When
- Every day
- Estimated price
- $55–290
- Website
- flyfrontier.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- $55–290
Flights from Newark Liberty International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 31m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $65–360
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
- $19–55
- 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
- $130–310
- 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
- $170–600
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 973-275-5555
- Website
- njtransit.com
Train from Maplewood to New York Penn Station
- Ave. Duration
- 41 min
- Frequency
- Hourly
- Estimated price
- $2–13
- Website
- https://www.njtransit.com/
- Schedules at
- https://www.njtransit.com/bus-to
- Adult
- $2–13
- 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
Train from New York Penn Station to Flushing Main Street
- Ave. Duration
- 21 min
- Frequency
- Every 30 minutes
- Estimated price
- $4–9
- 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
- $4–9
- Phone
- 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
- $90–170
- 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
- $60–140
- Website
- https://www.greyhound.com/
Bus from Toledo Bus Stop to Chicago Bus Station
- Ave. Duration
- 5h 25m
- Frequency
- Twice daily
- Estimated price
- $35–80
- 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
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.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
How to get from JFK to New York City
Read the travel guide
More Questions & Answers
Maplewood to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Maplewood. It is currently 9:03 PM in Maplewood and 8:03 PM in Chicago.
Maplewood to Chicago train services, operated by Amtrak, arrive at Croton-Harmon Amtrak Station.
Yes, the driving distance between Maplewood to Chicago is 777 miles. It takes approximately 12h 50m to drive from Maplewood to Chicago.
There are 1292+ hotels available in Chicago.




















