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How to Travel from

Connecticut to Chicago

by Plane, Rideshare, Route or Car

Connecticut
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Chicago
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Connecticut
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Chicago
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Ten ways to Travel from Connecticut to Chicago

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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:
$89.17–$509.54

Spirit Airlines

Website:
spirit.com
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 43m
Frequency:
Every day
Estimated price:
$76.43–$471.33

American Airlines

Website:
aa.com/
Plane from Bradley International Airport to Chicago
Ave. Duration:
2h 46m
Frequency:
Every day
Estimated price:
$127.39–$585.98
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 43m
Frequency:
Every day
Estimated price:
$95.54–$382.16
Plane from John F. Kennedy International Airport to Chicago
Ave. Duration:
2h 47m
Frequency:
Every day
Estimated price:
$95.54–$458.59
Plane from Westchester County Airport to Chicago
Ave. Duration:
2h 33m
Frequency:
Every day
Estimated price:
$89.17–$382.16

Delta

Website:
delta.com/
Plane from Bradley International Airport to Chicago
Ave. Duration:
4h 35m
Frequency:
Every day
Estimated price:
$127.39–$331.20
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 46m
Frequency:
Every day
Estimated price:
$108.28–$280.25
Plane from John F. Kennedy International Airport to Chicago
Ave. Duration:
2h 51m
Frequency:
Every day
Estimated price:
$89.17–$242.03
Plane from Westchester County Airport to Chicago
Ave. Duration:
4h 30m
Frequency:
Every day
Estimated price:
$76.43–$216.56

United Airlines

Website:
united.com/
Plane from Bradley International Airport to Chicago
Ave. Duration:
2h 56m
Frequency:
Every day
Estimated price:
$165.60–$585.98
Plane from Laguardia Airport to Chicago
Ave. Duration:
2h 49m
Frequency:
Every day
Estimated price:
$108.28–$445.85

Southwest Airlines

Website:
southwest.com/
Plane from Bradley International Airport to Midway
Ave. Duration:
2h 30m
Frequency:
Every day
Estimated price:
$178.34–$547.76
Plane from Bradley International Airport to Chicago
Ave. Duration:
5h 5m
Frequency:
Monday, Thursday, and Friday
Estimated price:
$140.12–$433.11
Plane from Laguardia Airport to Midway
Ave. Duration:
2h 29m
Frequency:
Every day
Estimated price:
$127.39–$624.19

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Bridgeport Amtrak Station to Ny
Ave. Duration:
1h 24m
Frequency:
Once daily
Estimated price:
$10.19–$82.80
Train from Ny Moynihan Train Hall At Penn Station to Chicago
Ave. Duration:
19h 32m
Frequency:
Once daily
Estimated price:
$95.54–$331.20

Amtrak Northeast Regional

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Bridgeport Amtrak Station to Ny
Ave. Duration:
1h 17m
Frequency:
Every 3 hours
Estimated price:
$19.11–$242.03

Metro-North Railroad (MNR)

Phone:
877.690.5114
Website:
mta.info/agency/metro-north-railroad
Train from Stamford to Grand
Ave. Duration:
1h 11m
Frequency:
Every 20 minutes
Estimated price:
$12.74–$20.38
Train from Bridgeport to Grand
Ave. Duration:
1h 41m
Frequency:
Hourly
Estimated price:
$16.56–$26.75

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from Bridgeport Bus Stop to Port
Ave. Duration:
1h 55m
Frequency:
Once daily
Estimated price:
$4.59–$76.43
Bus from Port Authority Bus Terminal to Baltimore
Ave. Duration:
3h 20m
Frequency:
Every 2 hours
Estimated price:
$15.29–$127.39
Bus from Baltimore Downtown Bus Station to Chicago
Ave. Duration:
16h 45m
Frequency:
Twice daily
Estimated price:
$58.60–$356.68

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:
$82.80–$254.77

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:
$6.37–$70.06

CT Transit

Phone:
+1 860-525-9181
Website:
cttransit.com
Bus from Main St @ Atlantic St to South
Ave. Duration:
28 min
Frequency:
Hourly
Estimated price:
$2.03–$4.20

Questions and Answers

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

The cheapest way to get from Connecticut to Chicago is to train and fly which costs $76.09 - $260.87 and takes 6h 16m.

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

The fastest way to get from Connecticut to Chicago is to fly which takes 4h 37m and costs $108.70 - $336.96 .

Is there a direct bus between Connecticut and Chicago?

No, there is no direct bus from Connecticut to Chicago station. However, there are services departing from Bridgeport Bus Stop and arriving at Chicago Bus Station via New York Midtown. The journey, including transfers, takes approximately 23h 30m.

Is there a direct train between Connecticut and Chicago?

No, there is no direct train from Connecticut station to Chicago station. However, there are services departing from Bridgeport Amtrak Station and arriving at Chicago Union Station via Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 21h 49m.

How far is it from Connecticut to Chicago?

The distance between Connecticut and Chicago is 1285 km. The road distance is 1352.6 km.

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

The best way to get from Connecticut to Chicago without a car is to train which takes 21h 49m and costs $86.96 - $489.13 .

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

It takes approximately 4h 37m to get from Connecticut to Chicago, including transfers.

Where do I catch the Connecticut to Chicago bus from?

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

Where do I catch the Connecticut to Chicago train from?

Connecticut to Chicago train services, operated by Amtrak Northeast Regional, depart from Bridgeport Amtrak Station.

Train, bus or fly from Connecticut to Chicago?

The best way to get from Connecticut to Chicago is to fly which takes 4h 37m and costs $108.70 - $336.96 . Alternatively, you can train, which costs $86.96 - $489.13 and takes 21h 49m, you could also bus, which costs $70.65 - $282.61 and takes 23h 30m.

Where does the Connecticut to Chicago bus arrive?

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

What is the time difference between Connecticut and Chicago?

Chicago is 1h behind Connecticut. It is currently 00:14 in Connecticut and 23:14 in Chicago.

Where does the Connecticut to Chicago train arrive?

Connecticut to Chicago train services, operated by Amtrak Northeast Regional, arrive at Ny Moynihan Train Hall At Penn Station.

Can I drive from Connecticut to Chicago?

Yes, the driving distance between Connecticut to Chicago is 1353 km. It takes approximately 14h 3m to drive from Connecticut to Chicago.

How do I get a train ticket from Connecticut to Chicago?

Book your Connecticut to Chicago train tickets online with Omio.

How do I get a bus ticket from Connecticut to Chicago?

Book your Connecticut to Chicago bus tickets online with Omio and FlixBus.

Where can I stay near Chicago?

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