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

You can expect an average travel time of 22 hours 15 minutes on the bus from Olean to Chicago. However, road conditions, weather, and seasonality can extend your travel time to Chicago. We want you to have a relaxing, enjoyable trip, so book early to allow for unplanned events.

How many buses are there from Olean to Chicago?

Choose from 2 daily trips to Chicago from Olean. The average travel time for this route is 22 hours 15 minutes. Your experience may differ based on traffic patterns. Check our website for your daily departure times to Chicago.

How early should I arrive at Olean?

You should get to the Olean bus station 30 minutes before your trip to Chicago. There will be a special check-in link in your email two hours before your departure time. Your Trailways driver will check your mobile boarding pass as you get on your bus to Chicago

What is the average cost of the trip?

Our lowest price Chicago tickets cost $217.98. You can usually find tickets from Olean for about $217.98. Get the price that you want. Book your trip today.

What bus companies offer services?

Trailways helps our passengers find the most convenient trips between Chicago and Olean with these partner bus companies: Fullington Trailways. Ticket prices start from $217.98 to $310.00.

How long does it take?

Trailways buses can usually reach Chicago from Olean in about 22 hours 15 minutes. It's important to remember that conditions on the road may cause the trip to take longer. If you have a tight travel schedule, consider scheduling an earlier departure.

What if my question isn't listed?

To learn more about the Olean to Chicago route, contact our customer support. For your convenience, the Trailways Customer Care Center is open seven days a week from 7 AM to 10 PM. We are also happy to respond to your messages.

View Current Travel Advisories

Trailways Bus Tickets
from Olean, NY 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 Olean, NY to Chicago, IL

Buses from Olean, NY to Chicago, IL travel the 482mi (775.70km) journey, taking approximately 22h, 15m. Usually, there are 2 buses operating per day. While the average ticket price for this journey is around $217.98, you can find the cheapest bus tickets for as low as $217.98.

Distance
482mi (775.70km)
Average trip duration
22 hours 15 minutes
Average bus ticket price
$217.98
Trips per day
2
Top Carriers
Fullington Trailways

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 InformationforOlean, NY

Set your sights on Olean, NY, a town that delivers charm in spades and won't deplete your travel fund. A bus to Olean offers you entry to an unhurried retreat where friendliness and small-town warmth reign supreme. Would you rather experience nature or soak up local culture? In Olean, you can do both.

Nature enthusiasts will love exploring the stunning Enchanted Mountains, rich with hiking trails and scenic views. Up for a cultural quest? The town's Cattaraugus County Arts Council showcases local artists and is a haven for creativity. If you're a history buff, don't miss out on the lush alleys of the Bartlett House and its Victorian elegance.

And when it comes to culinary offerings, Olean doesn’t shy away. Savor a hearty meal at one of the town’s many local diners, where hospitality is the main course.

Ready for a heartwarming getaway? Book that bus to Olean, NY and discover the perfect mix of relaxation and recreation, you’ll leave with stories to share and memories that last.

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

Getting ready for a bus trip from Olean to Chicago? Trailways gives you the cheap, fast fares you need when you're traveling. Buy your Olean to Chicago bus ticket today.

How long does it take to get from Olean to Chicago?
How many buses are there from Olean to Chicago?
How early should I arrive at Olean?
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 Olean, NY to Chicago, IL