There are 10 ways to get from Middlesex to Chicago by train, plane, bus (Flixbus), train (Amtrak), car, bus, 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.
Train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
best- Take the train from Dunellen to Newark Penn Station
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)EWR - ORD
6h 1m$93–316Bus to Laguardia Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Boundbrook Rd At 4Th St to Port Authority Bus Terminal
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)LGA - ORD
6h 48m$68–298Bus (Flixbus)
- Take the bus from Newark Penn Station to Chicago Bus StationFlixBus N2640
22h 51m$99–196Train 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
23h 28m$163–1,516Drive 762.7 mi
- Drive from Middlesex to Chicago762.7 mi
12h 55m$140–202Bus to Laguardia Airport, fly to Chicago Midway International Airport
- Take the bus from Boundbrook Rd At 4Th St to Port Authority Bus Terminal
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)LGA - MDW
6h 36m$113–348Train, train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport
- Take the train from Dunellen to Newark Penn Station
- Take the train from Newark Penn Station 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
7h 4m$110–901Train to Philadelphia International Airport, fly to Chicago Midway International Airport
- Take the train from Newark Penn Station to 30th Street Station
- Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)PHL - MDW
7h 26m$126–981Bus via Baltimore
- Take the bus from Boundbrook Rd At 4Th St to Port Authority Bus Terminal114
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Station
25h 14m$116–278Train (Amtrak)
- Take the train from Newark Penn Station to Chicago Union StationCardinal
30h 21m$163–496
Middlesex to Chicago by bus (Flixbus)
Questions & Answers
The cheapest way to get from Middlesex to Chicago is to bus which costs $95 - $200 and takes 22h 51m.
The fastest way to get from Middlesex to Chicago is to train and fly which takes 6h 1m and costs $90 - $320.
No, there is no direct bus from Middlesex to Chicago station. However, there are services departing from Boundbrook Rd At 4Th St and arriving at Chicago Bus Station via Rt-22 At New Providence Rd and Newark Penn Station. The journey, including transfers, takes approximately 22h 51m.
The distance between Middlesex and Chicago is 764 miles. The road distance is 767.2 miles.
The best way to get from Middlesex to Chicago without a car is to bus which takes 22h 51m and costs $95 - $200.
It takes approximately 6h 1m to get from Middlesex to Chicago, including transfers.
Middlesex to Chicago bus services, operated by Flixbus USA, depart from Newark Penn Station.
The best way to get from Middlesex to Chicago is to bus which takes 22h 51m and costs $95 - $200. Alternatively, you can train via Ossining, which costs $160 - $1,600 and takes 23h 28m.
Middlesex to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Middlesex. It is currently 5:45 PM in Middlesex and 4:45 PM in Chicago.
What companies run services between Middlesex, NJ, USA and Chicago, IL, USA?
Flixbus USA operates a bus from Newark Penn Station to Chicago Bus Station twice daily. Tickets cost $95–180 and the journey takes 19h 40m. Alternatively, you can take a bus from Boundbrook Rd At 1St St to Chicago Union Station via S Washington Ave At New Market Rd, Dunellen, Newark Penn Station, Ny Moynihan Train Hall At Penn Station, and Croton-Harmon Amtrak Station in around 23h 28m.
- Website
- united.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $50–290
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Grand Rapids
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $50–300
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $55–330
- Website
- delta.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 16m
- When
- Every day
- Estimated price
- $50–290
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $55–330
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $85–480
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 53m
- When
- Every day
- Estimated price
- $50–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $50–290
Flights from Philadelphia International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 51m
- When
- Every day
- Estimated price
- $85–490
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $85–480
Flights from Philadelphia International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 11m
- When
- Every day
- Estimated price
- $85–490
- Website
- aa.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $50–290
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 48m
- When
- Every day
- Estimated price
- $55–330
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 53m
- When
- Every day
- Estimated price
- $50–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 42m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $50–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 5h 15m
- When
- Every day
- Estimated price
- $50–290
- Website
- spirit.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $75–270
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 33m
- When
- Every day
- Estimated price
- $55–260
- Website
- flyfrontier.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $85–250
Flights from Philadelphia International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 13m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $110–360
- 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
- $75–490
- Phone
- +1 973-275-5555
- Website
- njtransit.com
Train from Dunellen to Newark Penn Station
- Ave. Duration
- 45 min
- Frequency
- Hourly
- Estimated price
- $2–13
- Website
- https://www.njtransit.com/
- Schedules at
- https://www.njtransit.com/bus-to
- Adult
- $2–13
Train from Newark Penn Station to New York Penn Station
- Ave. Duration
- 25 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–11
- Website
- https://www.njtransit.com/
- Schedules at
- https://www.njtransit.com/bus-to
- Adult
- $2–11
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
- $19–50
- 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
- $140–900
- Website
- https://www.amtrak.com/home.html
Train from Newark Penn Station to 30th Street Station
- Ave. Duration
- 1h 3m
- Frequency
- Hourly
- Estimated price
- $24–300
- 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
- $160–480
- Website
- https://www.amtrak.com/home.html
- 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
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.html
- 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 (855) 626-8585
- Website
- flixbus.com
Bus from Newark Penn Station to Chicago Bus Station
- Ave. Duration
- 19h 40m
- Frequency
- Twice daily
- Estimated price
- $95–180
- Schedules at
- flixbus.com
- Phone
- +1 973-275-5555
- Website
- njtransit.com
Bus from Boundbrook Rd At 4Th St to Port Authority Bus Terminal
- Ave. Duration
- 1h 49m
- Frequency
- Hourly
- Estimated price
- $10–35
- Website
- https://www.njtransit.com/
- Schedules at
- https://www.njtransit.com/bus-to
- Adults
- $10–35
- 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 2 hours
- Estimated price
- $30–60
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $75–180
- 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
- $30–65
- Website
- https://peterpanbus.com
- Adult
- $30–65
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More Questions & Answers
Yes, the driving distance between Middlesex to Chicago is 767 miles. It takes approximately 12h 55m to drive from Middlesex to Chicago.
There are 1231+ hotels available in Chicago.























