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 Winona, MN to Chicago, IL
Buses from Winona, MN to Chicago, IL travel the 740mi (1190.91km) journey, taking approximately 16h,. Usually, there is 1 bus operating per day. While the average ticket price for this journey is around $179, you can find the cheapest bus tickets for as low as $179.
- Distance740mi (1190.91km)
- Average bus duration
- Average bus ticket price$179
- Trips per day1
- Top CarriersJefferson Lines
Bus Station Information for Chicago, IL
Chicago (95th & Dan Ryan)
Chicago, IL 60628
- Address
- 95th & Dan Ryan
Chicago, IL 60628
Phone Number
(800) 858-8555
Chicago (Cumberland Avenue)
Chicago, IL 60631
- Address
- 5800 N Cumberland Ave
Chicago, IL 60631
Phone Number
(800) 858-8555
Chicago (Bus Station)
Chicago, IL 60607
- Address
- 630 West Harrison Street
Chicago, IL 60607
Phone Number
(319) 753-2864/(800) 858-8555
Chicago (Amtrak Union Station)
Chicago, IL 60606
- Address
- 225 S. Canal St.
Chicago, IL 60606
Phone Number
(800) 858-8555
City InformationforWinona, MN
If small-town charm with a side of adventure sounds like your ideal trip, then hop on a bus to Winona, MN. It’s where the Mississippi River meets Midwest hospitality, serving up a delightful mix of nature, culture, and a touch of history. Embrace the outdoors with a visit to the stunning Sugar Loaf, offering spectacular views of the town and river below. Art enthusiasts will find a gem in the Minnesota Marine Art Museum, with its surprising collection of masterpieces tucked away in this unassuming locale. Trail lovers can wander through the scenic Garvin Heights Park or stroll along the riverfront Levee Park for a leisurely experience.
After a day of exploration, the town’s vibrant local scene awaits, with shops, cafes, and eateries that echo Winona’s unique spirit. Music fans should time their visit with the town’s famed Mid West Music Fest to catch live performances across various genres. Ready for a getaway that surprises and delights? Book your bus tickets to Winona and discover a place where river breezes and friendly smiles welcome you.
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
Make it easy to get from Winona to Chicago by taking a bus. We have 1 trips starting at $179.00 with an average travel time of 16 hour(s). Get to Chicago affordably. Buy your bus ticket online.How long does it take to get from Winona to Chicago?
How many buses are there from Winona to Chicago?
How early should I arrive at Winona?
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?
