How long does it take to get from Pickering to Chicago?

Typical travel time for the Pickering - Chicago trip is approximately 20 hours 30 minutes. Road conditions, weather patterns, and a number of other factors can extend travel time to Chicago. Plan ahead and book early to avoid a later-than-anticipated arrival.

How many buses are there from Pickering to Chicago?

For your convenience, Trailways offers 1 daily trip between Pickering and Chicago. On average, the time for this trip is 20 hours 30 minutes, but that can vary based on road conditions. You can buy your ticket to Chicago on your website.

How early should I arrive at Pickering?

Passengers traveling from Pickering to Chicago should show up 30 minutes before their departure. Two hours before your departure, we will send you a special check-in link. For smooth boarding, have your mobile pass ready to show your driver as you enter the bus to Chicago.

What is the average cost of the trip?

You can find tickets to Chicago for as little as $147.13. Passengers from Pickering usually pay $147.13. Compare different routes to find the time and fare that works for you.

What bus companies offer services?

This carrier - FlixBus - helps us ensure that our passengers have the best options when buying bus tickets from Pickering to Chicago. Passengers can anticipate prices between $147.13 and $147.13.

How long does it take?

Our average travel time from Pickering to Chicago is about 20 hours 30 minutes. Conditions on the road can cause travel time to extend. Consider the possibility of unexpected delays when making your travel plans.

What if my question isn't listed?

You can find out additional details about your trip from Pickering to Chicago by talking to a Trailways representative. Our Customer Care Center is happy to help. Call between 7 AM to 10 PM weekdays and weekends. Or, if you prefer, go to our Customer Care page to send us a message.

View Current Travel Advisories

Trailways Bus Tickets
from Pickering, ON 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.

Overview

About buses from Pickering, ON to Chicago, IL

Buses from Pickering, ON to Chicago, IL travel the 459mi (738.69km) journey, taking approximately 20h, 30m. 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
459mi (738.69km)
Average trip duration
20 hours 30 minutes
Average bus ticket price
$147.13
Trips per day
1
Top Carriers
FlixBus

Bus Station Information for Chicago, IL

Chicago (95th & Dan Ryan)

Chicago, IL 60628

Curbside Stop

Address: 95th & Dan Ryan
Chicago, IL 60628

Phone Number

(800) 858-8555

More Details

Chicago (Cumberland Avenue)

Chicago, IL 60631

Curbside Stop

Address: 5800 N Cumberland Ave
Chicago, IL 60631

Phone Number

(800) 858-8555

More Details

Chicago (Bus Station)

Chicago, IL 60607

24 Hours

Bus Station

Address: 630 West Harrison Street
Chicago, IL 60607

Phone Number

(800) 858-8555

More Details

Chicago (Amtrak Union Station)

Chicago, IL 60606

Curbside Stop

Address: 225 S. Canal St.
Chicago, IL 60606

Phone Number

(800) 858-8555

More Details

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.

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.

Frequently Asked Questions about the Bus Ride

Take the bus from Pickering to Chicago with ease. Buses depart from Pickering to Chicago 1 time per day. Prices start at $147.13. Find the best bus tickets for you from Pickering to Chicago.

How long does it take to get from Pickering to Chicago?
How many buses are there from Pickering to Chicago?
How early should I arrive at Pickering?
What is the average cost of the trip?
What bus companies offer services?
How long does it take?
What if my question isn't listed?

Trailways Bus Tickets
from Pickering, ON to Chicago, IL