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Trailways Bus Tickets
from Portland, ME to Chicago, IL

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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)

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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 InformationforPortland, ME

Ready for a coastal escape without breaking the bank? Book your bus to Portland, ME, and dive into a charming town that blends maritime heritage with modern flair. Portland boasts a vibrant arts and culture scene, delectable dining options, and picturesque scenery. Start with a leisurely wander through the historic Old Port district, where cobblestone streets lead you to unique boutiques and craft breweries.

If you're seeking a splash of nature, the Eastern Promenade offers stunning waterfront views and trails perfect for a brisk walk or a casual bike ride. Don’t skip the Portland Museum of Art, where you’ll find an impressive collection ranging from local masterpieces to international works. For seafood lovers, the town’s renowned lobster rolls are a must-try - where fresh catches are the star on every menu.

With so much culture, cuisine, and coastline to explore, Portland awaits with its unique blend of small-town charm and lively spirit. Hop on a bus to Portland, ME, and get ready to create unforgettable memories!

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