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Trailways Bus Tickets
from Stroudsburg, PA to Chicago, IL

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Overview

About buses from Stroudsburg, PA to Chicago, IL

Buses from Stroudsburg, PA to Chicago, IL travel the 1633mi (2628.05km) journey, taking approximately 1d, 22h, 40m. Usually, there is 1 bus operating per day. While the average ticket price for this journey is around $398, you can find the cheapest bus tickets for as low as $398.

  • Distance
    1633mi (2628.05km)
  • Average bus duration
  • Average bus ticket price
    $398
  • Trips per day
    1
  • Top Carriers
    Fullington 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)

Bus Station, use arrow keys or tab to explore more about this bus station

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 InformationforStroudsburg, PA

Feel like stepping into America’s quaint charm on your next journey? Hop on a bus to Stroudsburg, PA, and uncover this delightful town nestled in the heart of the Pocono Mountains. With its rich blend of natural beauty and small-town warmth, Stroudsburg welcomes travelers seeking a memorable escape.

Start your exploration at the Sherman Theater, famous for live performances ranging from local talents to big-name acts. Art lovers will appreciate the town’s creative streak at the Andrei Art Gallery, featuring works from both regional and international artists. For a walk on the wild side, the nearby Delaware Water Gap offers hiking trails with breathtaking views and outdoor adventures for every skill level.

As you wander downtown, you’ll find boutique shops and cozy cafés that make Stroudsburg’s streets feel like a home away from home. Foodies, your taste buds are in for a treat with a variety of delicious dining options, from American classics to international delights. So buckle up and let the Trailways bus ride lead you to the charms of Stroudsburg, PA. Your next adventure is just a ticket away!

Scenic photo of Stroudsburg, PA
Scenic photo of Stroudsburg, PA

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

Need information on buses from Stroudsburg to Chicago? We have daily departures from Stroudsburg to Chicago starting as low as $398.00. Get your bus ticket to Chicago today!