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There are 9 ways to get from Chicago to Oyster Bay by plane, train, subway, 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 White Plains  •  4h 56m

  1. Fly from Chicago O'Hare (ORD) to White Plains (HPN) ORD - HPN

$312 - $545

Cheapest option

Bus via Chicago  •  15h 55m

  1. Take the bus from Chicago to New York, NY - 3 Allen St Chicago

$58 - $106

7 alternative options

Fly Chicago O'Hare to New York JFK, train  •  6h 8m

  1. Fly from Chicago O'Hare (ORD) to New York JFK (JFK) ORD - JFK
  2. Take the train from Jamaica to Oyster Bay

$104 - $426

Fly Chicago O'Hare to New York La Guardia, train  •  6h 29m

  1. Fly from Chicago O'Hare (ORD) to New York La Guardia (LGA) ORD - LGA
  2. Take the train from Jamaica to Oyster Bay

$68 - $265

Fly Chicago Midway to New York La Guardia, train  •  6h 19m

  1. Fly from Chicago Midway (MDW) to New York La Guardia (LGA) MDW - LGA
  2. Take the train from Jamaica to Oyster Bay

$138 - $765

Fly Chicago O'Hare to Newark, subway, train  •  7h 11m

  1. Fly from Chicago O'Hare (ORD) to Newark (EWR) ORD - EWR
  2. Take the subway from 42 St-Port Authority Bus Terminal to Sutphin Blvd-Archer Av-JFK Airport
  3. Take the train from Jamaica to Oyster Bay

$88 - $308

Bus  •  15h 11m

  1. Take the bus from Chicago, IL to New York

$98 - $116

Train  •  22h 14m

  1. Take the train from Chicago Union Station to New York Moynihan Train Hall Lake Shore Limited / ...

$101 - $139

Drive  •  13h 39m

  1. Drive from Chicago to Oyster Bay 824.3 miles

$80 - $120

Chicago to Oyster Bay by bus, walk, subway and train

The journey time between Chicago and Oyster Bay is around 15h 15m and covers a distance of around 832 miles. The fastest journey normally takes 15h 15m. Operated by D&W Bus and MTA, the Chicago to Oyster Bay service departs from Chicago, IL and arrives in Oyster Bay. Typically three services run weekly, although weekend and holiday schedules can vary so check in advance.

Route overview

Average journey time:
15h 15m
Fastest journey time:
15h 15m
Services per week:
3
Cheapest price:
$98
Carbon emissions:
161 kg CO2

First and last service

First service departs at:
19:45
Last service departs at:
19:45

The schedules shown below are for the next available departures.

Chicago to Oyster Bay bus, walk, subway and train schedules

Bus services typically run at the following times each day These schedules are estimated
Estimated schedules: These schedules are estimated and based on typical services on an average day. Please check times and availability with the operator before travelling.
Chicago → Oyster Bay
Fully open

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 Oyster Bay is 800-232-4636.

Wearing a face mask on public transport in Oyster Bay is recommended.

The social distance requirement in Oyster Bay 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 Oyster Bay is to drive which costs $80 - $120 and takes 13h 39m.

More details

The quickest way to get from Chicago to Oyster Bay is to fly which costs $310 - $550 and takes 4h 56m.

More details

No, there is no direct train from Chicago station to Oyster Bay. However, there are services departing from Chicago Union Station and arriving at Oyster Bay via New York Penn Station and Jamaica. The journey, including transfers, takes approximately 22h 14m.

More details

The distance between Chicago and Oyster Bay is 738 miles. The road distance is 824.3 miles.

Get driving directions

The best way to get from Chicago to Oyster Bay without a car is to bus which takes 15h 11m and costs $95 - $120.

More details

It takes approximately 4h 56m to get from Chicago to Oyster Bay, including transfers.

More details

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

More details

The best way to get from Chicago to Oyster Bay is to fly which takes 4h 56m and costs $310 - $550. Alternatively, you can bus, which costs $95 - $120 and takes 15h 11m, you could also train, which costs $100 - $140 and takes 22h 14m.

Mode details

The quickest flight from Chicago O'Hare Airport to White Plains Airport is the direct flight which takes 2h 12m.

Search flights

Oyster Bay is 1h ahead of Chicago. It is currently 5:22 PM in Chicago and 6:22 PM in Oyster Bay.

Map of how to get from Chicago to Oyster Bay.
Launch map view
  • Distance: 737.6 miles
  • Duration: 4h 56m

What companies run services between Chicago, IL, USA and Oyster Bay, NY, USA?

United Airlines, American Airlines and Delta fly from Chicago to Oyster Bay hourly. Alternatively, D&W Bus operates a bus from Chicago, IL to New York 3 times a week. Tickets cost $90 - $110 and the journey takes 12h 15m.

Airlines
United Airlines
Website
united.com
Flights from Chicago O'Hare to White Plains
Ave. Duration
2h 12m
When
Every day
Estimated price
$170 - $700
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2h 10m
When
Every day
Estimated price
$110 - $550
Flights from Chicago O'Hare to Newark
Ave. Duration
2h 29m
When
Every day
Estimated price
$110 - $390
Flights from Chicago O'Hare to Newark via Pittsburgh
Ave. Duration
3h 59m
When
Every day
Estimated price
$110 - $390
Flights from Chicago O'Hare to Newark via Detroit
Ave. Duration
3h 59m
When
Monday to Saturday
Estimated price
$110 - $390
Flights from Chicago O'Hare to Newark via Milwaukee
Ave. Duration
4h 5m
When
Every day
Estimated price
$110 - $390
Flights from Chicago O'Hare to Newark via Cleveland
Ave. Duration
4h 6m
When
Every day
Estimated price
$110 - $390
American Airlines
Website
aa.com
Flights from Chicago O'Hare to White Plains
Ave. Duration
2h 17m
When
Every day
Estimated price
$260 - $550
Flights from Chicago O'Hare to White Plains via Reagan Washington
Ave. Duration
5h 10m
When
Every day
Estimated price
$260 - $550
Flights from Chicago O'Hare to White Plains via Charlotte
Ave. Duration
4h 54m
When
Every day
Estimated price
$260 - $550
Flights from Chicago O'Hare to New York JFK
Ave. Duration
2h 26m
When
Every day
Estimated price
$110 - $550
Flights from Chicago O'Hare to New York JFK via Cleveland
Ave. Duration
3h 53m
When
Tuesday, Thursday, Saturday and Sunday
Estimated price
$110 - $550
Flights from Chicago O'Hare to New York JFK via Reagan Washington
Ave. Duration
4h 25m
When
Every day
Estimated price
$110 - $550
Flights from Chicago O'Hare to New York JFK via Covington
Ave. Duration
4h 20m
When
Every day
Estimated price
$110 - $550
Flights from Chicago O'Hare to New York JFK via Richmond
Ave. Duration
5h
When
Every day
Estimated price
$110 - $550
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2h 9m
When
Every day
Estimated price
$95 - $410
Flights from Chicago O'Hare to Newark
Ave. Duration
2h 12m
When
Every day
Estimated price
$110 - $440
Delta
Website
delta.com
Flights from Chicago O'Hare to White Plains via Detroit
Ave. Duration
4h 40m
When
Every day
Estimated price
$65 - $490
Flights from Chicago O'Hare to White Plains via Atlanta
Ave. Duration
5h 11m
When
Every day
Estimated price
$110 - $600
Flights from Chicago O'Hare to New York JFK
Ave. Duration
2h 21m
When
Every day
Estimated price
$45 - $340
Flights from Chicago O'Hare to New York JFK via Detroit
Ave. Duration
4h 36m
When
Every day
Estimated price
$45 - $340
Flights from Chicago O'Hare to New York JFK via Boston
Ave. Duration
4h 47m
When
Every day
Estimated price
$60 - $380
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
$60 - $380
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2h 15m
When
Every day
Estimated price
$45 - $340
Flights from Chicago Midway to New York La Guardia via Detroit
Ave. Duration
4h 12m
When
Every day
Estimated price
$50 - $390
JetBlue Airways
Website
jetblue.com
Flights from Chicago O'Hare to New York JFK
Ave. Duration
2h 27m
When
Every day
Estimated price
$130 - $600
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2h 9m
When
Every day
Estimated price
$95 - $410
Flights from Chicago O'Hare to Newark
Ave. Duration
2h 11m
When
Every day
Estimated price
$110 - $440
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to New York La Guardia
Ave. Duration
2h 8m
When
Every day
Estimated price
$95 - $300
Flights from Chicago Midway to New York La Guardia via Baltimore
Ave. Duration
4h 1m
When
Every day
Estimated price
$95 - $300
Spirit Airlines
Website
spirit.com
Flights from Chicago O'Hare to New York La Guardia
Ave. Duration
2h 7m
When
Every day
Estimated price
$70 - $360
Train operators
MTA

The New York City Subway consists of 27 underground lines that serve Manhattan, the Bronx, Brooklyn and Queens. Lines are identified by a number or letter as well as a colour. Subway passes (called MetroCards) are available for purchase from ticket machines and desks in subway stations (choose from Pay-Per-Ride or 7/30-Day Unlimited), and a new contactless payment system called OMNY is currently being rolled out. The subway runs 24 hours a day, 365 days a year.

Contact Details
Website
mta.info
Train from Jamaica to Oyster Bay
Ave. Duration
58 min
Frequency
Hourly
Estimated price
$3
Website
mta.info
Subway from 42 St-Port Authority Bus Terminal to Sutphin Blvd-Archer Av-JFK Airport
Ave. Duration
33 min
Frequency
Every 10 minutes
Estimated price
$3
Website
mta.info
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 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
Bus operators
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
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 Oyster Bay train services, operated by Amtrak, arrive at New York Moynihan Train Hall station.

More details

Yes, the driving distance between Chicago to Oyster Bay is 824 miles. It takes approximately 13h 39m to drive from Chicago to Oyster Bay.

Get driving directions

United Airlines, Delta and American Airlines offer flights from Chicago O'Hare Airport to White Plains Airport.

Search flights

There are 86+ hotels available in Oyster Bay. Prices start at $100 USD per night.

More details

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

More details