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How to Travel from

Chicago to Ossining

by Plane, Rideshare, Route or Car

Chicago
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Ossining
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Chicago
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Ossining
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Eight ways to Travel from Chicago to Ossining

Select an Option Below to Start Your Journey
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Transport providers

Airlines

JetBlue Airways

Website:
jetblue.com/
Plane from Chicago O'Hare International Airport to John
Ave. Duration:
2h 18m
Frequency:
Every day
Estimated price:
$76.09–$434.78

Spirit Airlines

Website:
spirit.com
Plane from Chicago O'Hare International Airport to Laguardia
Ave. Duration:
2h 4m
Frequency:
Every day
Estimated price:
$65.22–$402.17
Plane from Chicago O'Hare International Airport to Newark
Ave. Duration:
2h 17m
Frequency:
Every day
Estimated price:
$76.09–$369.57

American Airlines

Website:
aa.com/
Plane from Chicago O'Hare International Airport to Laguardia
Ave. Duration:
2h 5m
Frequency:
Every day
Estimated price:
$81.52–$326.09
Plane from Chicago O'Hare International Airport to John
Ave. Duration:
2h 13m
Frequency:
Every day
Estimated price:
$81.52–$391.30
Plane from Chicago O'Hare International Airport to Newark
Ave. Duration:
2h 10m
Frequency:
Every day
Estimated price:
$76.09–$369.57
Plane from Chicago O'Hare International Airport to Westchester
Ave. Duration:
2h 9m
Frequency:
Every day
Estimated price:
$108.70–$456.52

Delta

Website:
delta.com/
Plane from Chicago O'Hare International Airport to Laguardia
Ave. Duration:
2h 15m
Frequency:
Every day
Estimated price:
$97.83–$260.87
Plane from Chicago O'Hare International Airport to John
Ave. Duration:
2h 23m
Frequency:
Every day
Estimated price:
$92.39–$250.00
Plane from Chicago O'Hare International Airport to Westchester
Ave. Duration:
4h 10m
Frequency:
Every day
Estimated price:
$97.83–$260.87

United Airlines

Website:
united.com/
Plane from Chicago O'Hare International Airport to Laguardia
Ave. Duration:
2h 14m
Frequency:
Every day
Estimated price:
$92.39–$380.43
Plane from Chicago O'Hare International Airport to Newark
Ave. Duration:
2h 11m
Frequency:
Every day
Estimated price:
$103.26–$326.09

Southwest Airlines

Website:
southwest.com/
Plane from Midway International Airport to Laguardia
Ave. Duration:
2h 1m
Frequency:
Every day
Estimated price:
$108.70–$532.61

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Chicago Union Station to Croton-Harmon
Ave. Duration:
19h 23m
Frequency:
Once daily
Estimated price:
$81.52–$271.74

NJ Transit

Phone:
+1 973-275-5555
Website:
njtransit.com/
Train from Newark Airport Railroad Station to New
Ave. Duration:
27 min
Frequency:
Every 20 minutes
Estimated price:
$14.13–$18.48

Metro-North Railroad (MNR)

Phone:
877.690.5114
Website:
mta.info/agency/metro-north-railroad
Train from Grand Central Terminal to Ossining
Ave. Duration:
1h 3m
Frequency:
Every 30 minutes
Estimated price:
$10.33–$16.30
Train from Marble Hill to Ossining
Ave. Duration:
40 min
Frequency:
Hourly
Estimated price:
$8.70–$14.13

MTA

Phone:
877-690-5116
Website:
new.mta.info/
Train from 34 St-Penn Station to Marble
Ave. Duration:
34 min
Frequency:
Every 10 minutes
Estimated price:
$2.86

Bus operators

Flixbus USA

Phone:
+1 (855) 626-8585
Website:
flixbus.com
Bus from Chicago Bus Station to New
Ave. Duration:
20h 20m
Frequency:
Once daily
Estimated price:
$70.65–$228.26

Westchester County Bee-Line System

Phone:
+1 (914) 813-7777
Website:
yorktownny.gov/community/westchester-county-bee-line-bus-system
Bus from Martine Ave @ Court St to Croton
Ave. Duration:
59 min
Frequency:
Hourly
Estimated price:
$2.71

Questions and Answers

What is the cheapest way to get from Chicago to Ossining?

The cheapest way to get from Chicago to Ossining is to fly and train which costs $70.65 - $260.87 and takes 6h 2m.

What is the fastest way to get from Chicago to Ossining?

The fastest way to get from Chicago to Ossining is to fly and train which takes 5h 40m and costs $81.52 - $423.91 .

Is there a direct bus between Chicago and Ossining?

No, there is no direct bus from Chicago station to Ossining. However, there are services departing from Chicago Bus Station and arriving at Croton Ave @ S Highland Ave via Port Authority Bus Terminal and White Plains Bus Terminal Lane E. The journey, including transfers, takes approximately 24h 18m.

Is there a direct train between Chicago and Ossining?

No, there is no direct train from Chicago station to Ossining. However, there are services departing from Chicago Union Station and arriving at Ossining via Croton-Harmon. The journey, including transfers, takes approximately 19h 40m.

How far is it from Chicago to Ossining?

The distance between Chicago and Ossining is 1242 km. The road distance is 1307.5 km.

How do I travel from Chicago to Ossining without a car?

The best way to get from Chicago to Ossining without a car is to train which takes 19h 40m and costs $86.96 - $282.61 .

How long does it take to get from Chicago to Ossining?

It takes approximately 5h 40m to get from Chicago to Ossining, including transfers.

Where do I catch the Chicago to Ossining bus from?

Chicago to Ossining bus services, operated by Flixbus USA, depart from Chicago Bus Station.

Where do I catch the Chicago to Ossining train from?

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

Train or bus from Chicago to Ossining?

The best way to get from Chicago to Ossining is to train which takes 19h 40m and costs $86.96 - $282.61 . Alternatively, you can bus, which costs $76.09 - $271.74 and takes 24h 18m.

Where does the Chicago to Ossining bus arrive?

Chicago to Ossining bus services, operated by Flixbus USA, arrive at New York Midtown station.

What is the time difference between Chicago and Ossining?

Ossining is 1h ahead of Chicago. It is currently 05:29 in Chicago and 06:29 in Ossining.

Where does the Chicago to Ossining train arrive?

Chicago to Ossining train services, operated by Amtrak, arrive at Croton-Harmon Amtrak Station.

Can I drive from Chicago to Ossining?

Yes, the driving distance between Chicago to Ossining is 1307 km. It takes approximately 13h 31m to drive from Chicago to Ossining.

Where can I stay near Ossining?

There are 79+ hotels available in Ossining. Prices start at $71.82 per night.
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