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Trailways Bus Tickets
from Stamford, NY to Chicago, IL

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Overview

About buses from Stamford, NY to Chicago, IL

Buses from Stamford, NY to Chicago, IL travel the 676mi (1087.91km) journey, taking approximately 1d, 17h, 55m. Usually, there is 1 bus operating per day. While the average ticket price for this journey is around $221.48, you can find the cheapest bus tickets for as low as $221.48.

  • Distance
    676mi (1087.91km)
  • Average trip duration
  • Average bus ticket price
    $221.48
  • Trips per day
    1
  • Top Carriers
    Adirondack Trailways

Bus Station Information for Chicago, IL

Chicago (95th & Dan Ryan)

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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
(800) 858-8555
More Detailsabout Chicago (Bus Station) Bus Station

Chicago (Amtrak Union Station)

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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 InformationforStamford, NY

Tucked away in the Catskills, Stamford, NY, is a hidden gem that invites you to unwind and explore its charming landscapes. If you're booking a bus to Stamford, you're in for a treat of fresh air, stunning mountain views, and a peaceful escape from the city's noise. Known for its small-town warmth and natural beauty, Stamford offers up scenic hiking trails like the Catskill Scenic Trail, perfect for a rejuvenating day outdoors. Keep your camera ready for some picturesque views!

Strolling through the town, you'll find friendly locals and delightful local shops that give Stamford its unique character. Make sure to stop by the Delaware & Ulster Railroad for a nostalgic train ride and see the countryside in style. And foodies, don’t worry, you’re covered too. Dig into a hearty meal at one of the cozy eateries scattered throughout the town.

Whether you're there to hike, relax, or simply enjoy a slower pace, Stamford's low-key allure will have you booking your next visit before you know it.

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

Reach Chicago easily by bus from Stamford. Trailways gives you the cheap, fast fares you need when you're traveling. Find the best bus tickets for you from Stamford to Chicago.