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Trailways Bus Tickets
from Chicago, IL to Brookline, MA

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Overview

About buses from Chicago, IL to Brookline, MA

Buses from Chicago, IL to Brookline, MA travel the 854mi (1374.38km) journey, taking approximately 1d, 8h, 38m. Usually, there are 2 buses operating per day. While the average ticket price for this journey is around $330.60, you can find the cheapest bus tickets for as low as $313.34.

  • Distance
    854mi (1374.38km)
  • Average trip duration
  • Average bus ticket price
    $330.60
  • Trips per day
    2
  • Top Carriers
    FlixBus, Greyhound Lines

Bus Station Information for Brookline, MA

Brookline (Coolidge Corner)

Curbside Stop, use arrow keys or tab to explore more about this bus station

Brookline, MA 02446

Curbside Stop
Address
278 Harvard St 
Brookline, MA 02446
Phone Number
(858) 800-8898
More Detailsabout Brookline (Coolidge Corner) Curbside Stop

City InformationforChicago, IL

There’s so much to see in the Windy City, you’ll be booking your next bus to Chicago before your trip is over. No matter the season, there’s plenty to do, from lounging on lakeside beaches in the summer to ice skating in Millennium Park.

Chicago’s famous for its dogs and its deep dish, if you’re looking for eats. Museums dot the map, including The Art Institute of Chicago, Field Museum, and Griffin Museum of Science and Industry. Catch a game if your sport’s in season – Bulls or Bears, Cubs or White Sox.

If you ask a local – which we always do – an Architecture Tour is on the don’t miss list. And if you’re on a budget, just go for a stroll on the Riverwalk, Navy Pier, or by “the bean” - Millennium Park’s famed Cloud Gate sculpture.

Whatever mood strikes you, Chi-town's got something to keep you busy.

Scenic photo of Chicago, ILScenic photo of Chicago, ILScenic photo of Chicago, IL
Scenic photo of Chicago, IL
Scenic photo of Chicago, IL
Scenic photo of Chicago, IL

City InformationforBrookline, MA

Thinking about a quaint New England escape? Brookline, MA, is calling your name. Just a stone's throw from Boston, this charming town brims with history, culture, and a unique local spirit that makes it worth the trip.

Start your adventure at the John F. Kennedy National Historic Site, where the storied past of a beloved president comes to life. If the arts are your passion, Brookline Booksmith offers a literary haven, along with an endless selection of titles to pique your interest. Your inner cinephile will rejoice at the Coolidge Corner Theatre, a treasured hub for independent films with a touch of vintage flair.

As you roam the streets, the vibrant hum of local cafes and eclectic eateries provides the perfect backdrop. Ethnic flavors blend seamlessly with classic New England charm, promising a feast for every palate.

So why wait? Book a bus to Brookline, MA, and immerse yourself in this delightful town that promises both discovery and charm around every corner. Secure your spot on a Trailways bus and let the adventure begin!

Frequently Asked Questions about the Bus Ride

Make it easy to get from Chicago to Brookline by taking a bus. Buses depart from Chicago to Brookline 2 times per day. Prices start at $313.34. Find the best bus tickets for you from Chicago to Brookline.