- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price
Kč398
Average price
Kč398
Fastest journey
2 h 40 m
Average duration
2 h 40 m
Buses per day
1
Distance
138 km
The best way to find a cheap bus ticket from Waukesha, 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 Waukesha, WI to Chicago, IL will cost around Kč398 if you buy it on the day, but the cheapest tickets can be found for only Kč398.
Of the 1 buses that leave Waukesha, WI for Chicago, IL on Tue, Aug 25, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Tue, Aug 25 the direct buses cover the 138 km distance in an average of 2 h 40 m but if you time it right, some buses will get you there in just 2 h 40 m .
On Tue, Aug 25 the slowest buses will take 2 h 40 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.


Omio recommends booking the train as it is the most popular option from Waukesha, WI to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from Kč489. For those with little time consider booking a train which can get you there in 1h 33m. The ticket price range depends on the travel mode: a train costs an average of Kč489, and a bus costs an average of Kč385.
Distance: 85 miles (138 km)
| Bus | Most popular Train | Driving |
|---|---|---|
Kč631 Average price | Kč539 Average price Cheapest | Kč528 Average price (fuel + tolls) |
2h 43m Average total duration 2h 13m Onboard + 30m Additional time* | 2h 3m Average total duration Fastest 1h 33m Onboard + 30m Additional time* | 1h 45m 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 Waukesha, WI to Chicago, IL:
A train is Kč91 less than a bus for this route with tickets for a bus from Waukesha, WI to Chicago, IL costing on average Kč631.
Other travel options to Chicago, IL take longer:
Bus takes on average 2h 13m.
You'll arrive about -1h -28m sooner (2h 13m by bus vs 1h 45m by car) and save roughly Kč-102.23 compared to fuel and tolls (Kč631 vs Kč528). 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 FlixBus.
Driving is still worth considering if you're travelling with bulky luggage, need flexibility on departure times, or plan to stop along the way.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 12:55AM | Arrival Time 02:40AM | Duration 1h45 | Departure days Mon, Thu, Fri | Cheapest price Kč410 |
Operator FlixBus | Departure Time 01:45AM | Arrival Time 03:35AM | Duration 1h50 | Departure days Sun | Cheapest price Kč436 |
Operator Greyhound | Departure Time 01:55AM | Arrival Time 03:40AM | Duration 1h45 | Departure days Fri, Sat | Cheapest price Kč436 |
Operator FlixBus | Departure Time 02:20PM | Arrival Time 04:15PM | Duration 1h55 | Departure days Fri | Cheapest price Kč590 |
Operator FlixBus | Departure Time 03:20PM | Arrival Time 05:15PM | Duration 1h55 | Departure days Thu | Cheapest price Kč547 |
Operator FlixBus | Departure Time 05:10PM | Arrival Time 07:00PM | Duration 1h50 | Departure days Fri, Sat | Cheapest price Kč531 |
Operator FlixBus | Departure Time 06:00PM | Arrival Time 07:45PM | Duration 1h45 | Departure days Mon | Cheapest price Kč449 |
Operator FlixBus | Departure Time 06:25PM | Arrival Time 09:05PM | Duration 2h40 | Departure days Tue | Cheapest price Kč398 |
Operator FlixBus | Departure Time 08:40PM | Arrival Time 10:35PM | Duration 1h55 | Departure days Wed | Cheapest price Kč612 |
Operator FlixBus | Departure Time 09:40PM | Arrival Time 11:35PM | Duration 1h55 | Departure days Mon, Wed | Cheapest price Kč398 |
The table below shows live departures for Waukesha, WI to Chicago, IL buses for today, Monday, August 24. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 6:00 PM Waukesha, WI | 1h45 | 7:45 PM Chicago, IL | 0 transfersDirect | |
![]() | 9:40 PM Waukesha, WI | 1h55 | 11:35 PM Chicago, IL | 0 transfersDirect | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare bus and train 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.
Buses from Waukesha, WI to Chicago, IL run on average 12 times per day, taking around 2h 13m. Cheap bus tickets for this journey start at Kč385 if you book in advance.
There are 12 buses per day. The earliest bus runs at 00:35, the last at 23:50. The fastest bus covers the 85 miles (138 km) distance in 1h 50m.
Distance 85 miles (138 km) |
Average bus duration 2h 13m |
Cheapest ticket price Kč385 |
Buses per day 12 |
Direct buses 12 |
Fastest bus 1h 50m |
First bus 12:35 AM |
Last bus 11:50 PM |
Cheapest Month Mar |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Oct - Dec |
Busiest Day Thu |
Least Busy Day Sun |
Best time to book 3 days |
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 Waukesha, 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 Waukesha, WI to Chicago, IL buses use the Milwaukee, Intermodal Station to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago. Use this guide to compare Waukesha, 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 is 3 km from Chicago city centre. Public transport options include:
Chicago has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Fast food outlets are available.
Free Wi-Fi available in the waiting area. ATMs are aTM located near the main entrance.
Ticket office support is available at Chicago.
Available at Chicago: Parking, Taxis, WC.
Accessibility facilities are available at Chicago: Wheelchair accessible with ramps and elevators.
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.
Here are some other resources that might have the information you need