Chicago, IL, USA to Greencastle, IN, USA from $30: 5 ways by bus, train, flight or car

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Greencastle with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company

Amtrak

Train

Taxi

Average Duration

4h  14m

Estimated price

$91-199

Recommended

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Company

various

Drive

Average Duration

3h  23m

Estimated price

$30-50

Cheapest

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Distance: 284 km

Duration: 3h 23m

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Company

Palmland

Bus

Taxi

Average Duration

5h  1m

Estimated price

$154-197

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Company

various

Plane

Taxi

Average Duration

3h  28m

Estimated price

$182-395

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Company

various

Plane

Drive

Average Duration

4h  50m

Estimated price

$272-404

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Traveling From Chicago to Greencastle

The journey from Chicago's vibrant urban landscape to Greencastle's charming small-town atmosphere offers a delightful contrast, showcasing the best of both bustling city life and serene country living.

Best Neighbourhoods in Greencastle

Greencastle boasts several neighborhoods, each with its own charm and character.

Downtown Greencastle

• Vibrant local shops and restaurants abound.

• Historical architecture adds unique character.

Eastside

• Family-friendly parks and recreation spaces.

• Close-knit community feel with welcoming residents.

West Greencastle

• Scenic views and quiet, tree-lined streets.

• Easy access to hiking and outdoor activities.

Best Times To Visit Greencastle's Attractions

Timing your visits can greatly enhance your experience of Greencastle's attractions.

DePauw University

Visit during weekdays for a quieter campus and less traffic.

Putnam County Museum

Mornings early in the week offer a more relaxed visit.

Big Walnut Sports Park

Early mornings or late afternoons provide cooler temperatures and fewer crowds.

Greencastle Weather: What to Expect Year-Round

Greencastle experiences a humid continental climate, with hot summers and cold winters, making spring and fall the most pleasant times to visit. Weather influences outdoor activities, so pack accordingly to enjoy everything this charming town has to offer.

Dining Recommendation in Greencastle

Try the homemade biscuits and gravy at the local diner, a comforting dish that showcases the heartiness of traditional American cuisine. This experience offers a cozy atmosphere and a focus on fresh, locally-sourced ingredients that stands in stark contrast to Chicago's fast-paced dining scene.