View Current Travel Advisories

Trailways Bus Tickets
from Naperville, IL to Chicago, IL

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.
Overview

About buses from Naperville, IL to Chicago, IL

Buses from Naperville, IL to Chicago, IL travel the 22mi (35.41km) journey, taking approximately 45m. Usually, there are 2 buses operating per day including direct routes. While the average ticket price for this journey is around $11.25, you can find the cheapest bus tickets for as low as $11.25.

  • Distance
    22mi (35.41km)
  • Average trip duration
  • Average bus ticket price
    $11.25
  • Trips per day
    2
  • Direct routes
    2
  • Top Carriers
    Greyhound Lines

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)

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

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
(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 InformationforNaperville, IL

Hop on a bus to Naperville, IL, and discover a hidden gem that delivers a perfect mix of charm and excitement. This bustling town radiates a welcoming atmosphere, where tree-lined streets, friendly faces, and local attractions await your exploration. History buffs can start at the Naper Settlement, an outdoor museum that brings the 19th century to life. Feel like a kid again at the DuPage Children’s Museum, which promises fun for all ages with its interactive exhibits.

For nature lovers, the Riverwalk is unmissable—its serene trails offer a scenic backdrop for a leisurely stroll or a quick jog. After working up an appetite, dive into Naperville's diverse dining scene, where you can savor everything from casual bites to global flavors. You might just find your next favorite dish.

Art aficionados shouldn’t skip the mesmerizing sculptures sprinkled throughout town, and if you’re lucky enough to catch one of Naperville's lively events, you’ll see how this town truly comes alive. Ready to experience all Naperville has to offer? Jump on that bus and get going!

Scenic photo of Naperville, ILScenic photo of Naperville, ILScenic photo of Naperville, IL
Scenic photo of Naperville, IL
Scenic photo of Naperville, IL
Scenic photo of Naperville, IL

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

Getting ready for a bus trip from Naperville to Chicago? There are 2 trips leaving Naperville and arriving in Chicago about 45 minutes later every day. Take a convenient and affordable bus trip to Chicago today!