- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Omio recommends booking the train as it is the most popular option from Caledonia, WI to Chicago, IL among Omio's users. If you are prioritising price, take the train, with an average ticket price of $22 For those with little time, consider booking a train, which has an average total journey time of 1h 49m. Average ticket prices depend on the travel mode: a train costs an average of $22, while a bus costs an average of $63.
Distance: 67 miles (109 km)
| Bus | Most popular Train | Driving |
|---|---|---|
$63 Average price | $22 Average price Cheapest | $16 Average price (fuel + tolls) |
2h 45m Average total duration 2h 15m Onboard + 30m Additional time* | 1h 49m Average total duration Fastest 1h 19m Onboard + 30m Additional time* | 1h 14m Average total duration (door-to-door) |
![]() Most popular bus company | ![]() Most popular train company | Your own car or car rental |
Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Caledonia, WI to Chicago, IL:
A train is $41 (€33) less than a bus for this route with tickets for a bus from Caledonia, WI to Chicago, IL costing on average $63 (€51).
Other travel options to Chicago, IL take longer:
Bus takes on average 2h 15m.
You'll arrive about -2h -1m sooner (2h 15m by bus vs 1h 14m by car) and save roughly $-47.21 (€-38.05) compared to fuel and tolls ($63 (€51) vs $16 (€13)). You also skip the drive itself — no traffic stress, no parking, and you can use the time to work, nap, or catch up on a series with the onboard Wi-Fi.
Direct coaches are operated by Greyhound.
Driving is still worth considering if you're travelling with bulky luggage, need flexibility on departure times, or plan to stop along the way.
Buses from Caledonia, WI to Chicago, IL run on average 12 times per day, taking around 2h 15m. Cheap bus tickets for this journey start at $28 (€23) but you can travel from only $22 (€18) by train.
There are 12 buses per day. The earliest bus runs at 00:35, the last at 22:00. The fastest bus covers the 67 miles (109 km) distance in 1h 45m.
Distance 67 miles (109 km) |
Average bus duration 2h 15m |
Cheapest ticket price $28 (€23) |
Buses per day 12 |
Direct buses 12 |
Fastest bus 1h 45m |
First bus 12:35 AM |
Last bus 10:00 PM |
Cheapest Month Sep |
Cheapest Day Thu |
High Season Jul - Sep |
Low Season Jan - Mar |
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 Caledonia, 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 Caledonia, WI to Chicago, IL buses use the Milwaukee, Intermodal Station to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago, Cumberland Blue Line Station. Use this guide to compare Caledonia, 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, Cumberland Blue Line Station is 21 km from Chicago city centre. Public transport options include:
Chicago, Cumberland Blue 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, Cumberland Blue Line Station. ATMs are available at Chicago, Cumberland Blue Line Station.
Ticket office support is available at Chicago, Cumberland Blue Line Station.
Available at Chicago, Cumberland Blue Line Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Cumberland Blue Line Station: Wheelchair accessible with elevator service.
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