- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price
$54
Average price
$56
Fastest journey
3 h 55 m
Average duration
4 h 23 m
Buses per day
2
Distance
249 km
The best way to find a cheap bus ticket from Baraboo, WI to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Baraboo, WI to Chicago, IL will cost around $56 if you buy it on the day, but the cheapest tickets can be found for only $54.
Of the 2 buses that leave Baraboo, WI for Chicago, IL on Mon, Aug 24, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Mon, Aug 24 the direct buses cover the 249 km distance in an average of 4 h 23 m but if you time it right, some buses will get you there in just 3 h 55 m .
On Mon, Aug 24 the slowest buses will take 4 h 50 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.




| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 06:20AM | Arrival Time 10:15AM | Duration 3h55 | Departure days Mon, Sun | Cheapest price $36 |
Operator FlixBus | Departure Time 06:15PM | Arrival Time 11:35PM | Duration 5h20 | Departure days Fri | Cheapest price $105 |
Operator FlixBus | Departure Time 09:45PM | Arrival Time 02:35AM | Duration 4h50 | Departure days Mon, Thu | Cheapest price $53 |
The table below shows live departures for Baraboo, WI to Chicago, IL buses for tomorrow, Monday, August 24. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 6:20 AM Baraboo, WI | 3h55 | 10:15 AM Chicago, IL | 0 transfersDirect | |
![]() | 9:45 PM Baraboo, WI | 4h50 | 2:35 AM Chicago, IL | 0 transfersDirect | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare bus prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Take a bus from Baraboo, WI to Chicago, IL and enjoy the approximately 154 miles (249 km) long journey. Find schedules and pricing options for a convenient and affordable trip.
There are 4 buses per day. The earliest bus runs at 00:35, the last at 23:50.
Distance 154 miles (249 km) |
Average bus duration 3h 55m |
Buses per day 4 |
Direct buses 4 |
First bus 12:35 AM |
Last bus 11:50 PM |
Cheapest Month Jan |
Cheapest Day Tue |
High Season Apr - Jun |
Low Season Oct - Dec |
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Find answers to the most common questions about traveling from Baraboo, WI to Chicago, IL by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

Most Baraboo, WI to Chicago, IL buses use the Wisconsin Dells, Commerce St (McDonald's) to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago, 95th Red Line Station. Use this guide to compare Baraboo, WI and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Snack shop and vending machines available
Free Wi-Fi in waiting area. ATMs are located near entrance.
Ticket office support is available at Chicago, Greyhound Bus Station.
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Chicago, 95th Red Line Station is 14 km from Chicago city centre. Public transport options include:
Chicago, 95th Red Line Station has practical services for this route, including Wifi, Parking, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Wi-Fi is available at Chicago, 95th Red Line Station. ATMs are available at Chicago, 95th Red Line Station.
Ticket office support is available at Chicago, 95th Red Line Station.
Available at Chicago, 95th Red Line Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, 95th Red Line Station: Wheelchair accessible entrances available.
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