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How to Travel from

Ossining to Chicago

by Plane, Rideshare, Route or Car

Ossining
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Chicago
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Ossining
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Chicago
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Nine ways to Travel from Ossining to Chicago

Select an Option Below to Start Your Journey
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Transport providers

Airlines

JetBlue Airways

Website:
jetblue.com/
Plane from John F. Kennedy International Airport to Chicago
Ave. Duration:
2h 44m
Frequency:
Every day
Estimated price:
$121.34–$600.31

Spirit Airlines

Website:
spirit.com
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 43m
Frequency:
Every day
Estimated price:
$76.64–$370.41
Plane from Newark Liberty International Airport to Chicago
Ave. Duration:
2h 44m
Frequency:
Every day
Estimated price:
$83.02–$395.95

American Airlines

Website:
aa.com/
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 43m
Frequency:
Every day
Estimated price:
$95.79–$268.23
Plane from John F. Kennedy International Airport to Chicago
Ave. Duration:
2h 47m
Frequency:
Every day
Estimated price:
$108.57–$447.04
Plane from Newark Liberty International Airport to Chicago
Ave. Duration:
2h 41m
Frequency:
Every day
Estimated price:
$83.02–$395.95
Plane from Westchester County Airport to Chicago
Ave. Duration:
2h 33m
Frequency:
Every day
Estimated price:
$89.41–$395.95
Plane from Laguardia Airport to General
Ave. Duration:
4h 46m
Frequency:
Every day
Estimated price:
$229.91–$370.41

Delta

Website:
delta.com/
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 46m
Frequency:
Every day
Estimated price:
$121.34–$268.23
Plane from John F. Kennedy International Airport to Chicago
Ave. Duration:
2h 51m
Frequency:
Every day
Estimated price:
$102.18–$229.91
Plane from Newark Liberty International Airport to Chicago
Ave. Duration:
4h 39m
Frequency:
Every day
Estimated price:
$102.18–$229.91
Plane from Westchester County Airport to Chicago
Ave. Duration:
4h 30m
Frequency:
Every day
Estimated price:
$89.41–$204.36
Plane from Laguardia Airport to General
Ave. Duration:
2h 36m
Frequency:
Every day
Estimated price:
$140.50–$306.54

United Airlines

Website:
united.com/
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 49m
Frequency:
Every day
Estimated price:
$121.34–$434.27
Plane from Newark Liberty International Airport to Chicago
Ave. Duration:
2h 43m
Frequency:
Every day
Estimated price:
$121.34–$383.18
Plane from Laguardia Airport to General
Ave. Duration:
4h 46m
Frequency:
Every day
Estimated price:
$178.82–$600.31

Southwest Airlines

Website:
southwest.com/
Plane from Laguardia Airport to Midway
Ave. Duration:
2h 29m
Frequency:
Every day
Estimated price:
$127.73–$600.31

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Croton-Harmon Amtrak Station to Chicago
Ave. Duration:
18h 46m
Frequency:
Once daily
Estimated price:
$89.41–$319.32
Train from Milwaukee to Chicago
Ave. Duration:
1h 29m
Frequency:
Every 4 hours
Estimated price:
$12.77–$83.02

Metro-North Railroad (MNR)

Phone:
877.690.5114
Website:
mta.info/agency/metro-north-railroad
Train from Ossining to Grand
Ave. Duration:
1h 9m
Frequency:
Every 30 minutes
Estimated price:
$12.13–$19.16

Bus operators

Flixbus USA

Phone:
+1 (855) 626-8585
Website:
flixbus.com
Bus from New York Midtown to Chicago
Ave. Duration:
20h 25m
Frequency:
Once daily
Estimated price:
$83.02–$255.45

Westchester County Bee-Line System

Phone:
+1 (914) 813-7777
Website:
yorktownny.gov/community/westchester-county-bee-line-bus-system
Bus from Spring St @ Waller Ave to White
Ave. Duration:
57 min
Frequency:
Hourly
Estimated price:
$3.08

Questions and Answers

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

The cheapest way to get from Ossining to Chicago is to train and fly which costs $70.65 - $228.26 and takes 6h 14m.

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

The fastest way to get from Ossining to Chicago is to train and fly which takes 5h 50m and costs $81.52 - $413.04 .

Is there a direct bus between Ossining and Chicago?

No, there is no direct bus from Ossining to Chicago station. However, there are services departing from Spring St @ Waller Ave and arriving at Chicago Bus Station via White Plains Bus Station and New York Midtown. The journey, including transfers, takes approximately 24h 37m.

Is there a direct train between Ossining and Chicago?

No, there is no direct train from Ossining to Chicago station. However, there are services departing from Ossining and arriving at Chicago Union Station via Croton-Harmon Amtrak Station. The journey, including transfers, takes approximately 19h 55m.

How far is it from Ossining to Chicago?

The distance between Ossining and Chicago is 1244 km. The road distance is 1305.9 km.

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

The best way to get from Ossining to Chicago without a car is to train which takes 19h 55m and costs $81.52 - $282.61 .

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

It takes approximately 5h 50m to get from Ossining to Chicago, including transfers.

Where do I catch the Ossining to Chicago bus from?

Ossining to Chicago bus services, operated by Flixbus USA, depart from New York Midtown station.

Where do I catch the Ossining to Chicago train from?

Ossining to Chicago train services, operated by Amtrak, depart from Croton-Harmon Amtrak Station.

Train or bus from Ossining to Chicago?

The best way to get from Ossining to Chicago is to train which takes 19h 55m and costs $81.52 - $282.61 . Alternatively, you can bus, which costs $70.65 - $271.74 and takes 24h 37m.

Where does the Ossining to Chicago bus arrive?

Ossining to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.

What is the time difference between Ossining and Chicago?

Chicago is 1h behind Ossining. It is currently 01:48 in Ossining and 00:48 in Chicago.

Where does the Ossining to Chicago train arrive?

Ossining to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.

Can I drive from Ossining to Chicago?

Yes, the driving distance between Ossining to Chicago is 1306 km. It takes approximately 13h 30m to drive from Ossining to Chicago.

Where can I stay near Chicago?

There are 1325+ hotels available in Chicago. Prices start at $55.23 per night.
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