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How to Travel from

Chicago to Middlebury

by Plane, Rideshare, Route or Car

Chicago
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Middlebury
Transport search to Middlebury
Chicago
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Middlebury
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Thirteen ways to Travel from Chicago to Middlebury

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Transport providers

Airlines

JetBlue Airways

Website:
jetblue.com/
Plane from Chicago O'Hare International Airport to John
Ave. Duration:
2h 17m
Frequency:
Every day
Estimated price:
$121.02–$598.71

Spirit Airlines

Website:
spirit.com
Plane from Chicago O'Hare International Airport to Laguardia
Ave. Duration:
2h 4m
Frequency:
Every day
Estimated price:
$76.43–$369.42
Plane from Chicago O'Hare International Airport to Newark
Ave. Duration:
2h 17m
Frequency:
Every day
Estimated price:
$82.80–$394.90

American Airlines

Website:
aa.com/
Plane from Chicago O'Hare International Airport to Bradley
Ave. Duration:
2h 12m
Frequency:
Every day
Estimated price:
$140.12–$624.19
Plane from Chicago O'Hare International Airport to Laguardia
Ave. Duration:
2h 6m
Frequency:
Every day
Estimated price:
$95.54–$267.51
Plane from Chicago O'Hare International Airport to John
Ave. Duration:
2h 13m
Frequency:
Every day
Estimated price:
$108.28–$445.85
Plane from Chicago O'Hare International Airport to Newark
Ave. Duration:
2h 9m
Frequency:
Every day
Estimated price:
$82.80–$394.90
Plane from Chicago O'Hare International Airport to Westchester
Ave. Duration:
2h 9m
Frequency:
Every day
Estimated price:
$127.39–$547.76

Delta

Website:
delta.com/
Plane from Chicago O'Hare International Airport to Bradley
Ave. Duration:
4h 31m
Frequency:
Every day
Estimated price:
$152.86–$318.46
Plane from Chicago O'Hare International Airport to Laguardia
Ave. Duration:
2h 12m
Frequency:
Every day
Estimated price:
$127.39–$292.99
Plane from Chicago O'Hare International Airport to John
Ave. Duration:
2h 22m
Frequency:
Every day
Estimated price:
$121.02–$254.77
Plane from Chicago O'Hare International Airport to Westchester
Ave. Duration:
4h 18m
Frequency:
Every day
Estimated price:
$127.39–$280.25

United Airlines

Website:
united.com/
Plane from Chicago O'Hare International Airport to Bradley
Ave. Duration:
2h 12m
Frequency:
Every day
Estimated price:
$191.08–$624.19
Plane from Chicago O'Hare International Airport to Laguardia
Ave. Duration:
2h 14m
Frequency:
Every day
Estimated price:
$121.02–$433.11
Plane from Chicago O'Hare International Airport to Newark
Ave. Duration:
2h 12m
Frequency:
Every day
Estimated price:
$121.02–$382.16

Southwest Airlines

Website:
southwest.com/
Plane from Midway International Airport to Bradley
Ave. Duration:
2h 1m
Frequency:
Every day
Estimated price:
$152.86–$509.54
Plane from Chicago O'Hare International Airport to Bradley
Ave. Duration:
4h 55m
Frequency:
Tuesday and Wednesday
Estimated price:
$152.86–$484.07
Plane from Midway International Airport to Laguardia
Ave. Duration:
2h 1m
Frequency:
Every day
Estimated price:
$127.39–$598.71

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Chicago Union Station to Springfield
Ave. Duration:
19h 19m
Frequency:
Once daily
Estimated price:
$89.17–$305.73
Train from Springfield to Meriden
Ave. Duration:
54 min
Frequency:
Every 4 hours
Estimated price:
$8.28–$76.43
Train from Stamford to Bridgeport
Ave. Duration:
27 min
Frequency:
Once daily
Estimated price:
$5.73–$70.06
Train from Chicago Union Station to Ny
Ave. Duration:
20h 12m
Frequency:
Once daily
Estimated price:
$95.54–$318.46
Train from Ny Moynihan Train Hall At Penn Station to Bridgeport
Ave. Duration:
1h 12m
Frequency:
Once daily
Estimated price:
$9.55–$76.43

Amtrak Northeast Regional

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Springfield to Meriden
Ave. Duration:
1h 3m
Frequency:
Twice daily
Estimated price:
$16.56–$229.29
Train from Newark Liberty International Airport to Bridgeport
Ave. Duration:
2h
Frequency:
Every 4 hours
Estimated price:
$20.38–$229.29
Train from Stamford to Bridgeport
Ave. Duration:
27 min
Frequency:
Every 2 hours
Estimated price:
$15.29–$229.29
Train from Ny Moynihan Train Hall At Penn Station to Bridgeport
Ave. Duration:
1h 20m
Frequency:
Every 2 hours
Estimated price:
$19.11–$229.29

Metro-North Railroad (MNR)

Phone:
877.690.5114
Website:
mta.info/agency/metro-north-railroad
Train from Grand Central Terminal to Bridgeport
Ave. Duration:
1h 38m
Frequency:
Every 30 minutes
Estimated price:
$16.56–$25.48
Train from Bridgeport to Waterbury
Ave. Duration:
1h 5m
Frequency:
Every 3 hours
Estimated price:
$12.10–$19.11
Train from Stamford to Bridgeport
Ave. Duration:
46 min
Frequency:
Every 30 minutes
Estimated price:
$10.19–$16.56

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from Port Authority Bus Terminal to New
Ave. Duration:
2h 20m
Frequency:
5 times a day
Estimated price:
$5.73–$82.80

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:
$82.80–$254.77

Peter Pan Bus Lines

Phone:
1-800-343-9999
Website:
peterpanbus.com
Bus from Port Authority Bus Terminal to New
Ave. Duration:
2h
Frequency:
4 times a day
Estimated price:
$6.24–$34.39

CT Transit

Phone:
+1 860-525-9181
Website:
cttransit.com
Bus from Main St @ Atheneum Sq to E
Ave. Duration:
1h 5m
Frequency:
Hourly
Estimated price:
$1.96–$5.73
Bus from Main St @ South Broadway to Stamford
Ave. Duration:
25 min
Frequency:
Hourly
Estimated price:
$1.96–$4.08
Bus from W Main St @ Central Ave to Village
Ave. Duration:
19 min
Frequency:
Once daily
Estimated price:
$1.96–$3.18

Questions and Answers

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

The cheapest way to get from Chicago to Middlebury is to bus which costs $76.09 - $293.48 and takes 27h 9m.

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

The fastest way to get from Chicago to Middlebury is to fly and bus which takes 7h 22m and costs $130.43 - $347.83 .

Is there a direct bus between Chicago and Middlebury?

No, there is no direct bus from Chicago station to Middlebury. However, there are services departing from Chicago Bus Station and arriving at Village Green @ North St via Port Authority Bus Terminal, Church St @ Chapel St and W Main St @ Central Ave. The journey, including transfers, takes approximately 27h 9m.

How far is it from Chicago to Middlebury?

The distance between Chicago and Middlebury is 1348 km. The road distance is 1378.5 km.

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

The best way to get from Chicago to Middlebury without a car is to train which takes 23h 34m and costs $86.96 - $467.39 .

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

It takes approximately 7h 22m to get from Chicago to Middlebury, including transfers.

Where do I catch the Chicago to Middlebury bus from?

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

Train or bus from Chicago to Middlebury?

The best way to get from Chicago to Middlebury is to train which takes 23h 34m and costs $86.96 - $467.39 . Alternatively, you can bus, which costs $76.09 - $293.48 and takes 27h 9m.

Where does the Chicago to Middlebury bus arrive?

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

What is the time difference between Chicago and Middlebury?

Middlebury is 1h ahead of Chicago. It is currently 04:01 in Chicago and 05:01 in Middlebury.

Can I drive from Chicago to Middlebury?

Yes, the driving distance between Chicago to Middlebury is 1378 km. It takes approximately 14h 13m to drive from Chicago to Middlebury.

Where can I stay near Middlebury?

There are 72+ hotels available in Middlebury. Prices start at $52.37 per night.
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