View Current Travel Advisories

Trailways Bus Tickets
from Chicago, IL to Pickering, ON

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 Chicago, IL to Pickering, ON

Buses from Chicago, IL to Pickering, ON travel the 459mi (738.69km) journey, taking approximately 23h, 10m. Usually, there is 1 bus operating per day. While the average ticket price for this journey is around $191.48, you can find the cheapest bus tickets for as low as $191.48.

  • Distance
    459mi (738.69km)
  • Average trip duration
  • Average bus ticket price
    $191.48
  • Trips per day
    1
  • Top Carriers
    FlixBus

Bus Station Information for Pickering, ON

Pickering (Petro-Canada)

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

Pickering, ON L1V 1A8

24 Hours
Curbside Stop
Address
704 Kingston Rd 
Pickering, ON L1V 1A8
Phone Number
(800) 858-8555
More Detailsabout Pickering (Petro-Canada) 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 InformationforPickering, ON

Ready for a delightful escape? Hop on a bus to Pickering, ON, where small-town charm meets lakeside beauty. This Ontario gem offers an inviting mix of nature, history, and leisure activities perfect for any traveler.

Start your journey with a visit to the Pickering Village Museum, where you can wander through a living history experience depicting 19th-century rural life. Next, head to Frenchman’s Bay for a refreshing stroll along the waterfront, where sailboats dot the horizon and the air is crisp with the scent of nature.

If you’re into trails, the Seaton Hiking Trail is a must, meandering through lush forests and scenic views that invigorate the soul. Ready to dive into local culture? Check out the thriving arts scene or pop by café-lined streets for a friendly chat with locals.

Whether you’re looking to unwind by the bay or explore the town's charming streets, Pickering has something for everyone. So grab your tickets, settle into your seat, and let your bus to Pickering open the doors to easygoing adventures and friendly faces.

Frequently Asked Questions about the Bus Ride

Enjoy an effortless bus journey from Chicago to Pickering. There are 1 trip leaving Chicago and arriving in Pickering about 23 hours 10 minutes later every day. Get to Pickering affordably. Buy your bus ticket online.