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

The cheapest way to get from Chicago to Berkshires is to drive which costs $150 - $230 and takes 15h 11m.

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

The fastest way to get from Chicago to Berkshires is to fly and taxi which takes 4h 54m and costs $280 - $950.

Is there a direct bus between Chicago and Berkshires?

No, there is no direct bus from Chicago station to Berkshires. However, there are services departing from Chicago Bus Station and arriving at Williamstown via Newark Penn Station and New York. The journey, including transfers, takes approximately 23h 31m.

Is there a direct train between Chicago and Berkshires?

No, there is no direct train from Chicago station to Berkshires station. However, there are services departing from Chicago Union Station and arriving at Pittsfield Amtrak Station via . The journey, including transfers, takes approximately 18h 43m.

How far is it from Chicago to Berkshires?

The distance between Chicago and Berkshires is 778 miles. The road distance is 858.3 miles.

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

The best way to get from Chicago to Berkshires without a car is to train which takes 18h 43m and costs $290 - $600.

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

It takes approximately 4h 54m to get from Chicago to Berkshires, including transfers.

Where do I catch the Chicago to Berkshires bus from?

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

Where do I catch the Chicago to Berkshires train from?

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

Train or bus from Chicago to Berkshires?

The best way to get from Chicago to Berkshires is to train which takes 18h 43m and costs $290 - $600. Alternatively, you can bus, which costs $190 - $350 and takes 23h 31m.

Where does the Chicago to Berkshires bus arrive?

Chicago to Berkshires bus services, operated by Flixbus USA, arrive at Newark Penn Station.

Where does the Chicago to Berkshires train arrive?

Chicago to Berkshires train services, operated by Amtrak, arrive at Pittsfield Amtrak Station.

Can I drive from Chicago to Berkshires?

Yes, the driving distance between Chicago to Berkshires is 858 miles. It takes approximately 15h 11m to drive from Chicago to Berkshires.

Where can I stay near Berkshires?

There are 159+ hotels available in Berkshires.

Chicago to Berkshires - 5 ways to travel via train, plane, taxi, bus, and car

How to get fromChicago to Berkshires

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There are 5 ways to get from Chicago to Berkshires by plane, taxi, train (Amtrak), bus (Flixbus, Greyhound), or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Fly from Chicago Midway International Airport, taxi
best
1. Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)plane MDW - ALB
2. Take the taxi from Albany-Airport-ALB to Berkshirestaxi
4h 54m
$282–935
Drive 853.3 mi
cheapest
1. Drive from Chicago to Berkshirescar 853.3 mi
15h 11m
$156–225
Train (Amtrak)
1. Take the train from Chicago Union Station to Pittsfield Amtrak Stationtrain Lake Shore Limited
18h 43m
$294–592
Bus
1. Take the bus from Chicago Bus Station to Newark Penn Stationbus
2. Take the bus from Newark Penn Station to Port Authority Bus Terminalbus 108
3. Take the bus from New York to Williamstownbus
23h 31m
$190–350
Fly from Chicago O'Hare International Airport, taxi
1. Fly from Chicago O'Hare International Airport (ORD) to Albany County Airport (ALB)plane ORD - ALB
2. Take the taxi from Albany-Airport-ALB to Berkshirestaxi
5h 21m
$252–785

Chicago Midway International Airport (MDW) to Albany County Airport (ALB) flights

37Weekly Planes

3h 9mAverage Duration

$145Cheapest Price

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Questions & Answers

Map of how to get from Chicago to Berkshires.

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Distance: 773.3 mi
Duration: 4h 54m

What companies run services between Chicago, IL, USA and Berkshires, MA, USA?

Amtrak operates a train from Chicago Union Station to Pittsfield Amtrak Station once daily. Tickets cost $240–550 and the journey takes 18h. Alternatively, you can take a bus from Chicago Bus Station to Berkshires via Newark Penn Station, Port Authority Bus Terminal, New York, and Williamstown in around 23h 31m.

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