
Buses from Chicago, IL to Ashland, NY travel the 691mi (1112.05km) journey, taking approximately 1d, 11h, 31m. Usually, there are 4 buses operating per day. While the average ticket price for this journey is around $177.62, you can find the cheapest bus tickets for as low as $177.62.
Ashland, NY 12407
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.






Ready to dive into a charming corner of the Catskills? Hop on a bus to Ashland, NY, and prepare for a delightful detour into nature and small-town hospitality. Ashland might be cozy, but this town is brimming with adventure and unique experiences. Begin your scenic day at the Windham Mountain Resort. Whether you’re skiing in winter wonderland conditions or hiking through vibrant fall foliage, the views here are impressive.
Creativity flows in Ashland's artisan community, so take a moment to explore local galleries showcasing regional talent. If you're a fan of sipping something spirited, stop by one of the nearby craft breweries for a taste of the area's finest brews.
Outdoor enthusiasts will love traversing the serene trails of Catskill Park, perfect for a peaceful escape into nature. After a day of exploration, settle into one of Ashland’s charming eateries, where farm-fresh dishes are a local specialty. This town offers a mix of laid-back allure and lively escapades. Isn't it time to pack a bag and discover what makes Ashland your next must-see destination?
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