View Current Travel Advisories

Trailways Bus Tickets
from Chicago, IL to Stroudsburg, PA

Choose one way or round trip:
(*) indicates a required field
Type the date in date format 2 digit month slash 2 digit day slash 4 digit year or press tab to use the date picker pop up calendar

Travel made simple with Trailways

Unbeatable Prices

One of the best inventories of bus tickets in one place - with exclusive fares you won't find elsewhere.

Proven Reliability

On-time travel services - trust our reputation for reliable bus transportation.

Comfort and Convenience

Numerous upgraded buses with large leather recliners, free wi-fi, and power outlets for each seat.

Bus Station Information for Stroudsburg, PA

Stroudsburg (Delaware Water Gap)

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

Stroudsburg, PA 18360

Bus Station
Address
1082 Foxtown Hill Road 1082 FOXTOWN HILL RD
Stroudsburg, PA 18360
Phone Number
(800) 858-8555
More Detailsabout Stroudsburg (Delaware Water Gap) Bus Station

Stroudsburg (Park-N-Ride)

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

Stroudsburg, PA 18301

Curbside Stop
Address
Independence Rd at US-209 
Stroudsburg, PA 18301
Phone Number
(800) 858-8555
More Detailsabout Stroudsburg (Park-N-Ride) 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 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