Explore popular bus trips to Chicago, IL
Find unbeatable deals on bus tickets to Chicago, IL
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.
Find Your Way to Chicago with These Popular Bus Trips
Looking for the best way to get to Chicago? We've rounded up the most frequently traveled bus trips and stations to help you plan your trip with ease. Find reliable departures and book a hassle-free ride.
Iowa City toChicago
Starting from $66.18
Des Moines toChicago
Starting from $129.58
Cedar Rapids toChicago
Starting from $65.51
Davenport toChicago
Starting from $49.28
Waterloo toChicago
Starting from $87.31
Rock Island toChicago
New York toChicago
Starting from $190.13
Minneapolis toChicago
Starting from $108.44
Detroit toChicago
Starting from $74.63
How to Buy a Trailways Bus Ticket to Chicago
Booking affordable bus travel with Trailways is easy.You can book in three ways:
Online
By phone: (800) 858-8555
In-person at a Trailways bus station
Experience Chicago’s Skyscrapers and Blues
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.
Bus Stations and Stops in Chicago
Finding bus stations in Chicago is easier than ever and will help you start your journey. You can get around Chicago with convenient transportation options available from Trailways.Chicago (95th & Dan Ryan)
Chicago, IL 60628
Curbside Stop
Curbside Stop
- Address
- 95th & Dan Ryan
Chicago, IL 60628
Phone Number
(800) 858-8555
Chicago (Cumberland Avenue)
Chicago, IL 60631
Curbside Stop
Curbside Stop
- Address
- 5800 N Cumberland Ave
Chicago, IL 60631
Phone Number
(800) 858-8555
Chicago (Bus Station)
Chicago, IL 60607
24 Hours
Bus Station
Bus Station
- Address
- 630 West Harrison Street
Chicago, IL 60607
Phone Number
(800) 858-8555
Chicago (Amtrak Union Station)
Chicago, IL 60606
Curbside Stop
Curbside Stop
- Address
- 225 S. Canal St.
Chicago, IL 60606
Phone Number
(800) 858-8555
What amenities are on my Trailways bus?
We want you to have the best experience on our buses – so get comfy. Our awesome amenities are designed to make it easy to relax and enjoy some me-time. So put those earbuds in and binge, game, or catch up on some much-needed sleep!
Free 4G/LTE Wi-Fi on board
120V and USB electrical outlets at each seat
Sanitized buses for a safe and worry free trip
Reclining comfortable leather seats*Wi-Fi availability may be limited in some locations.
Frequently Asked Questions about the Bus Ride
Planning on taking the bus to Chicago? If you want a fast and cheap way to get to Chicago, or need an alternative to rail or airfare, Trailways helps you get there. Find the best bus tickets to Chicago.
How early should I arrive before my bus trip?
We recommend arriving at the station at least 30 minutes before departure to allow time for check-in, boarding, and any last-minute updates.Are Trailways buses equipped with Wi-Fi and power outlets?
Most Trailways coaches offer complimentary Wi-Fi, power outlets, and USB ports at every seat so you can stay connected and charged throughout your trip.Can I change or cancel my Trailways ticket?
Yes. Flex fares allow free changes or cancellations up to 24 hours before departure. Saver fares require a change fee. Be sure to review fare details when booking.Do Trailways buses run on holidays?
Yes. Trailways operates 365 days a year, including weekends and major holidays. Schedules may vary, so we recommend booking in advance for peak dates.