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 Portland, IN
Buses from Chicago, IL to Portland, IN travel the 241mi (387.85km) journey, taking approximately 5h, 25m. Usually, there is 1 bus operating per day including direct routes. While the average ticket price for this journey is around $67, you can find the cheapest bus tickets for as low as $67.
- Distance241mi (387.85km)
- Average trip duration
- Average bus ticket price$67
- Trips per day1
- Direct routes1
- Top CarriersBarons Bus Lines
Bus Station Information for Portland, IN
Portland
Portland, IN 47371
- Address
- 618 North Meridian Street
Portland, IN 47371
Phone Number
(800) 858-8555
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.
City InformationforPortland, IN
Hitch a ride on a bus to Portland, IN, and uncover the charm of this quaint Midwestern town. Known as the home of the annual Jay County Fair and the world-renowned Vintage Motorbike Show, Portland invites you to feast your eyes and ears on its local flavor. Whether you’re an enthusiast of all things motor-powered or you just love a good slice of fair pie, there's something here to tickle your fancy.
Start your exploration at the Glass Museum, a dazzling tribute to Indiana’s glass-making legacy. If you’re looking to stretch your legs while savoring some fresh air, the Hudson Family Park offers a scenic spot for a leisurely stroll. For those with an artistic inclination, the Jay County Historical Society holds fascinating exhibitions that paint the town’s rich history in vibrant hues.
As you wander through the welcoming streets filled with friendly faces, let Portland’s down-home vibe captivate you. When you book a bus to Portland, IN, you’re in for a delightful escape that’s as sweet as Indiana corn.
Frequently Asked Questions about the Bus Ride
Experience a smooth bus ride from Chicago to Portland. We have daily departures from Chicago to Portland starting as low as $67.00. Get to Portland affordably. Buy your bus ticket online.How long does it take to get from Chicago to Portland?
How many buses are there from Chicago to Portland?
How early should I arrive at Chicago?
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?
