There are 11 ways to get from Middlesex to Chicago by bus, 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.
Bus to Laguardia Airport, fly to Chicago O'Hare International Airport
best- Take the bus from Boundbrook Rd At 4Th St to Port Authority Bus Terminalbus
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
6h 47m$66–321Train, train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Dunellen to Newark Penn Stationtrain
- Take the train from Newark Penn Station 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 59m$60–301Bus (Flixbus)
- Take the bus from Newark Penn Station to Chicago Bus Stationbus FlixBus N2640
22h 51m$114–216Train 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
23h 28m$263–591Drive 762.7 mi
- Drive from Middlesex to Chicagocar 762.7 mi
13h 4m$140–202Bus to Laguardia Airport, fly to Chicago Midway International Airport
- Take the bus from Boundbrook Rd At 4Th St to Port Authority Bus Terminalbus
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
6h 36m$106–541Train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
- Take the train from Dunellen to Newark Penn Stationtrain
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
6h 2m$73–316Train 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
7h 23m$114–1,174Bus to Lehigh Valley International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Newark Airport Terminal B 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 6m$118–386Bus via Baltimore
- Take the bus from Boundbrook Rd At 4Th St to Port Authority Bus Terminalbus 114
- 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 16m$186–393Train (Amtrak)
- Take the train from Newark Penn Station to Chicago Union Stationtrain Cardinal
30h 21m$303–716
Middlesex to Chicago by bus (Flixbus)
Questions & Answers
The cheapest way to get from Middlesex to Chicago is to train and fly which costs $70 - $320 and takes 6h 2m.
The fastest way to get from Middlesex to Chicago is to train and fly which takes 6h 2m and costs $70 - $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 851 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 $110 - $220.
It takes approximately 6h 47m 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 $110 - $220. Alternatively, you can train via Ossining, which costs $260 - $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 2:34 AM in Middlesex and 1:34 AM 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 once daily. Tickets cost $110–200 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
- aa.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $50–300
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 49m
- When
- Every day
- Estimated price
- $45–260
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h
- When
- Every day
- Estimated price
- $40–250
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 4h 37m
- When
- Tuesday, Wednesday, Friday, and Sunday
- Estimated price
- $40–250
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 5h 27m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $45–250
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 5h 38m
- When
- Saturday
- Estimated price
- $45–250
Flights from Lehigh Valley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 28m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $45–280
Flights from Lehigh Valley International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 15m
- When
- Every day
- Estimated price
- $65–350
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 33m
- When
- Every day
- Estimated price
- $90–500
Flights from Philadelphia International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $95–550
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $50–300
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $45–260
Flights from Lehigh Valley International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $45–280
- Website
- delta.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $50–300
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 6m
- When
- Every day
- Estimated price
- $90–500
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $45–260
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 53m
- When
- Every day
- Estimated price
- $40–250
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 2m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $45–250
- Website
- spirit.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $50–260
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $50–260
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 3m
- When
- Every day
- Estimated price
- $40–250
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
- $8–19
- 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
- $250–550
- Website
- https://www.amtrak.com/home.html
Train from Newark Penn Station to 30th Street Station
- Ave. Duration
- 1h 3m
- Frequency
- Hourly
- Estimated price
- $21–50
- 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
- $300–700
- Website
- https://www.amtrak.com/home.html
- 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
- 21 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
- 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
- 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
- +1 973-275-5555
- 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 (855) 626-8585
- Website
- flixbus.com
Bus from Newark Penn Station to Chicago Bus Station
- Ave. Duration
- 19h 40m
- Frequency
- Once daily
- Estimated price
- $110–200
- Schedules at
- flixbus.com
- Phone
- +1 610-868-6001
- webmaster@transbridgelines.com
- Website
- transbridgelines.com
Bus from Newark Airport Terminal B to Lehigh Valley International Airport Trans Bridge Bus Stop
- Ave. Duration
- 2h 10m
- Frequency
- 5 times a day
- Estimated price
- $50–60
- Website
- https://transbridgelines.com
- Schedules at
- https://transbridgelines.com/schedules-stops/schedules
- 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
- $40–80
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $130–250
- 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
- $45–110
- Website
- https://peterpanbus.com
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More Questions & Answers
Yes, the driving distance between Middlesex to Chicago is 767 miles. It takes approximately 13h 4m to drive from Middlesex to Chicago.
There are 1099+ hotels available in Chicago.

























