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How to Travel from

Westport to Chicago

by Plane, Rideshare, Route or Car

Westport
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Chicago
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Westport
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Chicago
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Thirteen ways to Travel from Westport to Chicago

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Cheapest
Fastest
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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:
$89.52–$511.54

Spirit Airlines

Website:
spirit.com
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 43m
Frequency:
Every day
Estimated price:
$76.73–$473.17
Plane from Newark Liberty International Airport to Chicago
Ave. Duration:
2h 44m
Frequency:
Every day
Estimated price:
$89.52–$434.81

American Airlines

Website:
aa.com/
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 43m
Frequency:
Every day
Estimated price:
$95.91–$383.65
Plane from John F. Kennedy International Airport to Chicago
Ave. Duration:
2h 47m
Frequency:
Every day
Estimated price:
$95.91–$460.38
Plane from Westchester County Airport to Chicago
Ave. Duration:
2h 33m
Frequency:
Every day
Estimated price:
$89.52–$383.65
Plane from Newark Liberty International Airport to Chicago
Ave. Duration:
2h 41m
Frequency:
Every day
Estimated price:
$89.52–$434.81
Plane from Laguardia Airport to General
Ave. Duration:
4h 46m
Frequency:
Every day
Estimated price:
$230.19–$383.65

Delta

Website:
delta.com/
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 46m
Frequency:
Every day
Estimated price:
$108.70–$281.34
Plane from John F. Kennedy International Airport to Chicago
Ave. Duration:
2h 51m
Frequency:
Every day
Estimated price:
$89.52–$242.98
Plane from Westchester County Airport to Chicago
Ave. Duration:
4h 30m
Frequency:
Every day
Estimated price:
$76.73–$217.40
Plane from Newark Liberty International Airport to Chicago
Ave. Duration:
4h 39m
Frequency:
Every day
Estimated price:
$95.91–$255.77
Plane from Laguardia Airport to General
Ave. Duration:
2h 36m
Frequency:
Every day
Estimated price:
$127.88–$332.50

United Airlines

Website:
united.com/
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 49m
Frequency:
Every day
Estimated price:
$108.70–$447.59
Plane from Newark Liberty International Airport to Chicago
Ave. Duration:
2h 43m
Frequency:
Every day
Estimated price:
$121.49–$383.65
Plane from Laguardia Airport to General
Ave. Duration:
4h 46m
Frequency:
Every day
Estimated price:
$179.04–$601.05

Southwest Airlines

Website:
southwest.com/
Plane from Laguardia Airport to Midway
Ave. Duration:
2h 29m
Frequency:
Every day
Estimated price:
$127.88–$626.63
Plane from Bradley International Airport to Midway
Ave. Duration:
2h 30m
Frequency:
Every day
Estimated price:
$179.04–$549.90

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:
$95.91–$319.71
Train from New Haven to Windsor
Ave. Duration:
1h
Frequency:
Every 4 hours
Estimated price:
$8.95–$76.73
Train from Bridgeport Amtrak Station to Ny
Ave. Duration:
1h 24m
Frequency:
Once daily
Estimated price:
$10.23–$83.12
Train from Milwaukee to Chicago
Ave. Duration:
1h 29m
Frequency:
Every 4 hours
Estimated price:
$12.79–$89.52

Amtrak Northeast Regional

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from New Haven to Windsor
Ave. Duration:
1h 4m
Frequency:
Twice daily
Estimated price:
$17.90–$242.98
Train from Bridgeport Amtrak Station to Ny
Ave. Duration:
1h 17m
Frequency:
Every 3 hours
Estimated price:
$19.18–$242.98

Metro-North Railroad (MNR)

Phone:
877.690.5114
Website:
mta.info/agency/metro-north-railroad
Train from South Norwalk to Grand
Ave. Duration:
1h 13m
Frequency:
Hourly
Estimated price:
$14.71–$23.02
Train from South Norwalk to 125th
Ave. Duration:
1h 1m
Frequency:
Hourly
Estimated price:
$13.43–$21.74
Train from 125th Street - Harlem to Croton-Harmon
Ave. Duration:
1h 2m
Frequency:
Every 30 minutes
Estimated price:
$12.15–$19.18
Train from South Norwalk to Stamford
Ave. Duration:
18 min
Frequency:
Hourly
Estimated price:
$8.18–$14.07

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from Port Authority Bus Terminal to Baltimore
Ave. Duration:
3h 20m
Frequency:
Every 2 hours
Estimated price:
$15.35–$127.88
Bus from Baltimore Downtown Bus Station to Chicago
Ave. Duration:
16h 45m
Frequency:
Twice daily
Estimated price:
$58.83–$358.08
Bus from Bridgeport Bus Stop to Port
Ave. Duration:
1h 55m
Frequency:
Once daily
Estimated price:
$4.60–$76.73

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:
$83.12–$255.77

Peter Pan Bus Lines

Phone:
1-800-343-9999
Website:
peterpanbus.com
Bus from Port Authority Bus Terminal to Baltimore
Ave. Duration:
3h 20m
Frequency:
Every 4 hours
Estimated price:
$6.39–$70.34

CT Transit

Phone:
+1 860-525-9181
Website:
cttransit.com
Bus from Stamford Transportation Center @ Bay A to South
Ave. Duration:
23 min
Frequency:
Hourly
Estimated price:
$2.03–$4.09

Questions and Answers

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

The cheapest way to get from Westport to Chicago is to train and fly which costs $76.09 - $260.87 and takes 7h 12m.

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

The fastest way to get from Westport to Chicago is to train and fly which takes 6h 48m and costs $86.96 - $423.91 .

Is there a direct bus between Westport and Chicago?

No, there is no direct bus from Westport to Chicago station. However, there are services departing from Post Rd. East at Imperial Ave. and arriving at Chicago Bus Station via Bridgeport Bus Stop and New York Midtown. The journey, including transfers, takes approximately 25h 9m.

How far is it from Westport to Chicago?

The distance between Westport and Chicago is 1271 km. The road distance is 1337.1 km.

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

The best way to get from Westport to Chicago without a car is to train which takes 23h and costs $103.26 - $315.22 .

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

It takes approximately 6h 48m to get from Westport to Chicago, including transfers.

Where do I catch the Westport to Chicago bus from?

Westport to Chicago bus services, operated by Greyhound USA, depart from Bridgeport Bus Stop station.

Train or bus from Westport to Chicago?

The best way to get from Westport to Chicago is to train which takes 23h and costs $103.26 - $315.22 . Alternatively, you can bus, which costs $76.09 - $293.48 and takes 25h 9m.

Where does the Westport to Chicago bus arrive?

Westport to Chicago bus services, operated by Greyhound USA, arrive at Port Authority Bus Terminal station.

What is the time difference between Westport and Chicago?

Chicago is 1h behind Westport. It is currently 22:49 in Westport and 21:49 in Chicago.

Can I drive from Westport to Chicago?

Yes, the driving distance between Westport to Chicago is 1337 km. It takes approximately 13h 51m to drive from Westport to Chicago.

Where can I stay near Chicago?

There are 1249+ hotels available in Chicago. Prices start at $65.98 per night.
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