View Current Travel Advisories

Trailways Bus Tickets
from Collingwood, ON 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 Collingwood, ON to Chicago, IL

Buses from Collingwood, ON to Chicago, IL travel the 388mi (624.42km) journey, taking approximately 19h, 45m. Usually, there is 1 bus operating per day. While the average ticket price for this journey is around $147.13, you can find the cheapest bus tickets for as low as $147.13.

  • Distance
    388mi (624.42km)
  • Average trip duration
  • Average bus ticket price
    $147.13
  • Trips per day
    1
  • Top Carriers
    FlixBus

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 InformationforCollingwood, ON

Nestled on the southern shores of Georgian Bay, Collingwood, ON, beckons with a blend of small-town charm and outdoor adventure that's hard to resist. Whether you're an adrenaline junkie or a laid-back explorer, getting a bus to Collingwood could be your ticket to an unforgettable experience.

Hit the slopes in the winter or hike the trails that traverse the stunning Blue Mountain when the snow melts away. Keen on something less outdoorsy? Discover Collingwood’s vibrant cultural side at local art galleries or swing by the historic downtown for charming boutiques and delightful cafés. The town’s culinary scene is a pleasant surprise too, where restaurants focus on fresh, local ingredients to keep your taste buds intrigued.

As the sun sets, why not settle down by the serene waterfront with an ice cream in hand? It’s moments like these that'll make you want to book another bus ticket back. Trust us, Collingwood is just the kind of retreat that will rejuvenate your spirit and have you planning your next visit in no time!

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

Looking to catch a bus from Collingwood 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. Buy your bus ticket to Chicago on our website.