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Trailways Bus Tickets
from Windham, NY to Chicago, IL

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Overview

About buses from Windham, NY to Chicago, IL

Buses from Windham, NY to Chicago, IL travel the 0mi (0.00km) journey, taking approximately 1d, 8h, 47m. Usually, there are 6 buses operating per day. While the average ticket price for this journey is around $136.89, you can find the cheapest bus tickets for as low as $131.40.

  • Average bus duration
  • Average bus ticket price
    $136.89
  • Trips per day
    6
  • Top Carriers
    Adirondack Trailways

Bus Station Information for Chicago, IL

Chicago (95th & Dan Ryan)

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

Chicago, IL 60628

Curbside Stop
Address
95th & Dan Ryan 
Chicago, IL 60628
Phone Number
(800) 858-8555
More Detailsabout Chicago (95th & Dan Ryan) Curbside Stop

Chicago (Cumberland Avenue)

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Chicago, IL 60631

Curbside Stop
Address
5800 N Cumberland Ave 
Chicago, IL 60631
Phone Number
(800) 858-8555
More Detailsabout Chicago (Cumberland Avenue) Curbside Stop

Chicago (Bus Station)

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Chicago, IL 60607

24 Hours
Bus Station
Address
630 West Harrison Street 
Chicago, IL 60607
Phone Number
(319) 753-2864/(800) 858-8555
More Detailsabout Chicago (Bus Station) Bus Station

Chicago (Amtrak Union Station)

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

Chicago, IL 60606

Curbside Stop
Address
225 S. Canal St. 
Chicago, IL 60606
Phone Number
(800) 858-8555
More Detailsabout Chicago (Amtrak Union Station) Curbside Stop

City InformationforWindham, NY

Welcome to Windham, NY, a charming Catskill town that promises a refreshing escape from the daily grind. Nestled in stunning natural beauty, Windham offers year-round adventures for outdoor enthusiasts and serenity seekers alike. In the warmer months, explore an extensive network of hiking and biking trails that cater to all skill levels. For those leading a descent down rather than up, the Windham Mountain Bike Park is the place to be. When winter rolls around, hit the slopes at Windham Mountain Resort for some stellar skiing and snowboarding.

Art lovers should swing by the local galleries where rustic charm meets artistic flair. Feeling peckish? The town boasts cozy eateries serving delightful home-cooked meals that make you feel right at home. And let's not forget to raise a glass at one of the local breweries or vineyards.

Whether you hop on a bus to Windham for adventure or relaxation, you're sure to find an oasis that's as lively or laid-back as you wish.

Scenic photo of Windham, NYScenic photo of Windham, NYScenic photo of Windham, NY
Scenic photo of Windham, NY
Scenic photo of Windham, NY
Scenic photo of Windham, NY

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

Frequently Asked Questions about the Bus Ride

Take the bus from Windham to Chicago with ease. There are 6 trip(s) leaving Windham and arriving in Chicago about 1 day(s) 8 hour(s) 47 minute(s) later every day. Take a convenient and affordable bus trip to Chicago today!