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There are 12 ways to get from Chicago to Middletown by plane, train, bus or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Fly Chicago O'Hare to Newark, train  •  5h 28m

  1. Fly from Chicago O'Hare (ORD) to Newark (EWR) ORD - EWR
  2. Take the train from Newark Airport Railroad Station to Middletown Nj

$66 - $290

Cheapest option

Bus, train  •  15h 9m

  1. Take the bus from Chicago to New York, NY - 3 Allen St Chicago
  2. Take the train from New York Penn Station to Middletown Nj North Jersey Coast Line

$63 - $116

10 alternative options

Fly Chicago O'Hare to New York La Guardia, train  •  6h 16m

  1. Fly from Chicago O'Hare (ORD) to New York La Guardia (LGA) ORD - LGA
  2. Take the train from New York Penn Station to Middletown Nj

$66 - $278

Fly Chicago Midway to New York La Guardia, train  •  6h 6m

  1. Fly from Chicago Midway (MDW) to New York La Guardia (LGA) MDW - LGA
  2. Take the train from New York Penn Station to Middletown Nj

$136 - $578

Fly Chicago O'Hare to New York JFK, train  •  6h 23m

  1. Fly from Chicago O'Hare (ORD) to New York JFK (JFK) ORD - JFK
  2. Take the train from New York Penn Station to Middletown Nj

$106 - $439

Fly Chicago Midway to Philadelphia, train  •  6h 47m

  1. Fly from Chicago Midway (MDW) to Philadelphia (PHL) MDW - PHL
  2. Take the train from Philadelphia to Newark
  3. Take the train from Newark Penn Station to Middletown Nj

$182 - $1,104

Fly Chicago O'Hare to White Plains, train  •  8h 50m

  1. Fly from Chicago O'Hare (ORD) to White Plains (HPN) ORD - HPN
  2. Take the train from White Plains to Grand Central
  3. Take the train from New York Penn Station to Middletown Nj

Fly Chicago O'Hare to Allentown/Bethlehem/Easton, bus, train  •  8h 22m

  1. Fly from Chicago O'Hare (ORD) to Allentown/Bethlehem/Easton (ABE) ORD - ABE
  2. Take the bus from Lehigh Valley International Airport Trans Bridge Bus Stop to Franklin & Varick
  3. Take the train from New York Penn Station to Middletown Nj

$164 - $441

Bus  •  13h 55m

  1. Take the bus from Chicago, IL to New York
  2. Take the bus from New York, NY - 42nd Street & Broadway to PNC Art Center, NJ Northbound Jackson / ...

$112 - $136

Train via New York  •  21h 37m

  1. Take the train from Chicago Union Station to New York Moynihan Train Hall Lake Shore Limited / ...
  2. Take the train from New York Penn Station to Middletown Nj North Jersey Coast Line

$106 - $149

Train  •  28h 19m

  1. Take the train from Chicago Union Station to Newark Cardinal
  2. Take the train from Newark Penn Station to Middletown Nj North Jersey Coast Line

$118 - $167

Drive  •  13h 25m

  1. Drive from Chicago to Middletown 807.3 miles

$75 - $120

Chicago → Middletown
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Travel safe during COVID-19

Rules to follow in United States

2m

Recommended

Travel within United States

Domestic border crossings may be subject to approval, testing and quarantine
Nationwide control measures in place

COVID-19 help in United States

If you need help, visit the national COVID-19 website or call the COVID-19 Helpline 800-232-4636

Frequently Asked Questions


Yes, travel within United States is currently allowed.

Explore travel options

Domestic travel is not restricted, but some conditions may apply

  • Face masks are recommended
  • There is a social distancing requirement of 2 metres
  • Domestic border crossings may be subject to approval, testing and quarantine
  • Nationwide control measures in place

Explore travel options

The national COVID-19 helpline number in Middletown is 800-232-4636.

Wearing a face mask on public transport in Middletown is recommended.

The social distance requirement in Middletown is 2 metres.

Make yourself known to an official member of staff and/or call the national coronavirus helpline number on 800-232-4636.

Last updated: 8 Jun 2021
Exceptions may apply, for full details: Centers for Disease control and prevention (CDC).

We're working around the clock to bring you the latest COVID-19 travel updates.
This information is compiled from official sources. To the best of our knowledge, it is correct as of the last update.
Visit Rome2rio travel advice for general help.

Questions & Answers

The cheapest way to get from Chicago to Middletown is to drive which costs $75 - $120 and takes 13h 25m.

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The fastest way to get from Chicago to Middletown is to fly and train. Taking this option will cost $65 - $290 and takes 5h 28m.

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No, there is no direct train from Chicago station to Middletown. However, there are services departing from Chicago Union Station and arriving at Middletown Nj via New York Penn Station. The journey, including transfers, takes approximately 21h 37m.

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The distance between Chicago and Middletown is 714 miles. The road distance is 807.3 miles.

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The best way to get from Chicago to Middletown without a car is to bus which takes 13h 55m and costs $110 - $140.

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It takes approximately 5h 28m to get from Chicago to Middletown, including transfers.

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Chicago to Middletown train services, operated by Amtrak, depart from Chicago Union Station.

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The best way to get from Chicago to Middletown is to bus which takes 13h 55m and costs $110 - $140. Alternatively, you can train via New York, which costs $100 - $150 and takes 21h 37m.

Mode details

The quickest flight from Chicago O'Hare Airport to Newark Airport is the direct flight which takes 2h 10m.

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Middletown is 1h ahead of Chicago. It is currently 6:52 AM in Chicago and 7:52 AM in Middletown.

Map of how to get from Chicago to Middletown.
Launch map view
  • Distance: 713.9 miles
  • Duration: 5h 28m

What companies run services between Chicago, IL, USA and Middletown, Monmouth County, NJ, USA?

You can take a bus from Chicago to Middletown via New York, Grand St, 42 St-Bryant Pk, and New York, NY - 42nd Street & Broadway in around 13h 55m. Alternatively, you can take a train from Chicago to Middletown via New York Moynihan Train Hall and New York Penn Station in around 21h 37m.

Airlines
United Airlines
Website
united.com
Flights from Chicago O'Hare to Newark
Ave. Duration
2h 29m
When
Every day
Estimated price
$85 - $360
Flights from Chicago O'Hare to Newark via Pittsburgh
Ave. Duration
3h 59m
When
Every day
Estimated price
$85 - $360
Flights from Chicago O'Hare to Newark via Detroit
Ave. Duration
3h 59m
When
Monday to Saturday
Estimated price
$85 - $360
Flights from Chicago O'Hare to Newark via Milwaukee
Ave. Duration
4h 5m
When
Every day
Estimated price
$85 - $360
Flights from Chicago O'Hare to Newark via Cleveland
Ave. Duration
4h 6m
When
Every day
Estimated price
$85 - $360
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2h 10m
When
Every day
Estimated price
$75 - $550
Flights from Chicago O'Hare to White Plains
Ave. Duration
2h 12m
When
Every day
Estimated price
$140 - $600
Flights from Chicago O'Hare to Allentown/Bethlehem/Easton
Ave. Duration
1h 59m
When
Every day
Estimated price
$150 - $650
Flights from Chicago O'Hare to Allentown/Bethlehem/Easton via Washington Dulles
Ave. Duration
4h 38m
When
Every day
Estimated price
$150 - $650
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Newark
Ave. Duration
2h 12m
When
Every day
Estimated price
$90 - $440
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2h 9m
When
Every day
Estimated price
$75 - $340
Flights from Chicago O'Hare to New York JFK
Ave. Duration
2h 26m
When
Every day
Estimated price
$100 - $600
Flights from Chicago O'Hare to New York JFK via Cleveland
Ave. Duration
3h 53m
When
Tuesday, Thursday, Saturday and Sunday
Estimated price
$100 - $600
Flights from Chicago O'Hare to New York JFK via Reagan Washington
Ave. Duration
4h 25m
When
Every day
Estimated price
$100 - $600
Flights from Chicago O'Hare to New York JFK via Covington
Ave. Duration
4h 20m
When
Every day
Estimated price
$100 - $600
Flights from Chicago O'Hare to New York JFK via Baltimore
Ave. Duration
5h
When
Every day
Estimated price
$100 - $600
Flights from Chicago O'Hare to White Plains
Ave. Duration
2h 17m
When
Every day
Estimated price
$95 - $480
Flights from Chicago O'Hare to White Plains via Reagan Washington
Ave. Duration
5h 10m
When
Every day
Estimated price
$95 - $480
Flights from Chicago O'Hare to White Plains via Charlotte
Ave. Duration
4h 54m
When
Every day
Estimated price
$95 - $480
Flights from Chicago O'Hare to Allentown/Bethlehem/Easton
Ave. Duration
2h 1m
When
Every day
Estimated price
$270 - $650
Flights from Chicago O'Hare to Allentown/Bethlehem/Easton via Charlotte
Ave. Duration
4h 46m
When
Every day
Estimated price
$270 - $650
Delta
Website
delta.com
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2h 15m
When
Every day
Estimated price
$70 - $340
Flights from Chicago Midway to New York La Guardia via Detroit
Ave. Duration
4h 12m
When
Every day
Estimated price
$75 - $380
Flights from Chicago O'Hare to New York JFK
Ave. Duration
2h 21m
When
Every day
Estimated price
$70 - $340
Flights from Chicago O'Hare to New York JFK via Detroit
Ave. Duration
4h 36m
When
Every day
Estimated price
$70 - $340
Flights from Chicago O'Hare to New York JFK via Boston
Ave. Duration
4h 47m
When
Every day
Estimated price
$95 - $340
Flights from Chicago O'Hare to New York JFK via Raleigh/Durham
Ave. Duration
4h 55m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$100 - $340
Flights from Chicago Midway to Philadelphia via Detroit
Ave. Duration
4h 32m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$80 - $410
Flights from Chicago O'Hare to White Plains via Detroit
Ave. Duration
4h 40m
When
Every day
Estimated price
$90 - $450
Flights from Chicago O'Hare to White Plains via Atlanta
Ave. Duration
5h 11m
When
Every day
Estimated price
$170 - $450
Flights from Chicago O'Hare to Allentown/Bethlehem/Easton via Detroit
Ave. Duration
4h 22m
When
Monday to Saturday
Estimated price
$65 - $360
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to New York La Guardia
Ave. Duration
2h 8m
When
Every day
Estimated price
$90 - $300
Flights from Chicago Midway to New York La Guardia via Baltimore
Ave. Duration
4h 1m
When
Every day
Estimated price
$90 - $300
Flights from Chicago Midway to Philadelphia
Ave. Duration
1h 53m
When
Every day
Estimated price
$100 - $360
Flights from Chicago Midway to Philadelphia via Nashville
Ave. Duration
4h 40m
When
Saturday
Estimated price
$110 - $400
JetBlue Airways
Website
jetblue.com
Flights from Chicago O'Hare to Newark
Ave. Duration
2h 11m
When
Every day
Estimated price
$90 - $440
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2h 9m
When
Every day
Estimated price
$75 - $340
Flights from Chicago O'Hare to New York JFK
Ave. Duration
2h 27m
When
Every day
Estimated price
$100 - $550
Spirit Airlines
Website
spirit.com
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2h 7m
When
Every day
Estimated price
$55 - $350
Train operators
NJ Transit
Phone
+1 973-491-7000
Website
njtransit.com
Train from Newark Airport Railroad Station to Middletown Nj
Ave. Duration
54 min
Frequency
Hourly
Estimated price
$13 - $17
Schedules at
njtransit.com
Train from New York Penn Station to Middletown Nj
Ave. Duration
1h 17m
Frequency
Hourly
Estimated price
$8 - $13
Schedules at
njtransit.com
Train from Newark Penn Station to Middletown Nj
Ave. Duration
59 min
Frequency
Hourly
Estimated price
$6 - $12
Schedules at
njtransit.com
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from Philadelphia to Newark
Ave. Duration
54 min
Frequency
Hourly
Estimated price
$27 - $40
Schedules at
amtrak.com
Coach Seat
$27 - $40
Premium
$180 - $260
Flexi Coach Seat
$40 - $60
Business Seat
$35 - $55
Train from Chicago Union Station to New York Moynihan Train Hall
Ave. Duration
19h 53m
Frequency
Once daily
Estimated price
$95 - $140
Schedules at
amtrak.com
Coach Seat
$95 - $140
Premium
$320 - $440
Flexi Coach Seat
$190 - $290
Business Seat
$210 - $300
Train from Chicago Union Station to Newark
Ave. Duration
26h 53m
Frequency
3 times a week
Estimated price
$110 - $160
Schedules at
amtrak.com
Coach Seat
$110 - $160
Premium
$350 - $480
Flexi Coach Seat
$220 - $330
Business Seat
$240 - $340
Amtrak Northeast Regional

Amtrak’s Northeast Regional train service serves the US’ busy northeast corridor from Virginia to Massachusetts; major stops include Boston, Providence, New York City, Philadelphia, Washington DC and Baltimore. Amenities include Wi-Fi, a quiet car, cafe and business-class seating, and travelling with a small dog or cat is permitted. Book at least 14 days in advance for a cheaper Saver Fare.

Rome2rio's guide to Amtrak Northeast Regional
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from Philadelphia to Newark
Ave. Duration
1h 8m
Frequency
Hourly
Estimated price
$40 - $80
Schedules at
amtrak.com
Reserved Coach Seat
$40 - $80
Business Class Seat
$65 - $120
MTA Bus Company
Website
mta.info
Train from White Plains to Grand Central
Ave. Duration
1h 3m
Frequency
Every 30 minutes
Schedules at
mta.info
Bus operators
Trans-bridge Lines
Phone
+1 610-868-6001
Email
webmaster@transbridgelines.com
Website
transbridgelines.com
Bus from Lehigh Valley International Airport Trans Bridge Bus Stop to Franklin & Varick
Ave. Duration
1h 50m
Frequency
Twice daily
Estimated price
$30 - $50
Schedules at
transbridgelines.com
D&W Bus
Website
gotobus.com
Bus from Chicago, IL to New York
Ave. Duration
12h 15m
Frequency
3 times a week
Estimated price
$90 - $110
Schedules at
gotobus.com
Book at
gotobus.com
Academy Bus
Phone
201-420-7000
Website
academybus.com
Bus from New York, NY - 42nd Street & Broadway to PNC Art Center, NJ
Ave. Duration
44 min
Frequency
Hourly
Estimated price
$17 - $23
Schedules at
academybus.com
Wanda Coach
Phone
646-630-7186
Email
help@wandacoach.com
Website
wandacoach.com
Bus from Chicago to New York, NY - 3 Allen St
Ave. Duration
13h
Frequency
3 times a week
Estimated price
$50 - $100
Book at
GoTo Bus

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More Questions & Answers

Chicago to Middletown train services, operated by NJ Transit, arrive at Middletown Nj station.

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Yes, the driving distance between Chicago to Middletown is 807 miles. It takes approximately 13h 25m to drive from Chicago to Middletown.

Get driving directions

American Airlines and United Airlines offer flights from Chicago O'Hare Airport to Newark Airport.

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There are 68+ hotels available in Middletown. Prices start at $100 USD per night.

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The best way to get from Chicago to Chicago O'Hare Airport is to subway which takes 42 min and costs $2 - $5.

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