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Chicago, IL, USA to Waukesha, WI, USA from $9: 4 ways by bus, train, flight or car

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from
Chicago, United States of America
to
Waukesha, United States of America

How to Get from Chicago to Waukesha: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$9 by trainBest price
169 kmDistance
1h 53m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Waukesha with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
FlixBus
Bus
Average Duration
2h  50m
Estimated price
$13-52
Recommended
Company
Hiawatha Service
Train
Average Duration
3h  13m
Estimated price
$9-95
Cheapest
route map
Distance: 169 km
Duration: 1h 53m

See more options

Company
various
Drive
Average Duration
1h  53m
Estimated price
$19-28
Company
various
Plane
Bus
Average Duration
4h  41m
Estimated price
$88-384

Traveling From Chicago to Waukesha

The journey from the bustling streets of Chicago to the serene charm of Waukesha offers a refreshing contrast, where the vibrant city energy transforms into a peaceful small-town ambiance.

Best Neighbourhoods in Waukesha

Waukesha features diverse neighborhoods, each offering its own distinct charm.

Historic Downtown
• Vibrant shops and eateries line the streets.
• Frequent events and festivals attract locals and visitors.
Les Paul Parkway
• Scenic river views perfect for leisurely walks.
• Rich music history celebrates the city's famous guitarist.
Fox River Sanctuary
• Nature trails offer excellent hiking and wildlife spotting.
• Peaceful atmosphere ideal for relaxation and reflection.

Best Times To Visit Waukesha's Attractions

Planning your trip to Waukesha's attractions can enhance your experience significantly.

Minooka Park
Visit early mornings or weekdays for a quieter atmosphere and stunning views.
Waukesha County Historical Society
Go during weekday afternoons to enjoy a more personalized tour experience.
Fox River Park
Late spring and early fall weekends are ideal for beautiful scenery and fewer visitors.

Waukesha Weather: What to Expect Year-Round

Waukesha experiences four distinct seasons, with warm summers and cold winters that shape your travel plans and activities. Late spring and early fall typically offer the most pleasant conditions, making these periods great times to explore the area's attractions.

Dining Recommendation in Waukesha

For a delightful change from Chicago's urban dining scene, try the locally-sourced fish fry at The Freeman, where the flavors are heightened by fresh, regional ingredients. The welcoming atmosphere, complete with friendly service and a sense of community, offers a lighthearted dining experience that feels distinctly different from the fast-paced restaurants of the city.

Chicago - Waukesha operators

Explore transport companies operating between Chicago and Waukesha, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Bus
Contact phone
+1 (855) 626-8585
Website
flixbus.com

Bus from Chicago Bus Station to Goerke's Corners Park & Ride

Average Duration
2h 50m
Estimated price
$13-52
Train
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Chicago Union Station to Milwaukee

Average Duration
3h 13m
Estimated price
$9-95
Plane
Website
united.com

Plane from Chicago O'Hare (ORD) to Milwaukee (MKE)

Average Duration
55m
Estimated price
$134-135
Website
aa.com

Plane from Chicago O'Hare (ORD) to Milwaukee (MKE)

Average Duration
53m
Estimated price
$134-13290
all-pages.other Show other routes
Contact phone
262-524-3636
Website
waukesha-wi.gov

Other from Goerkes Corners Public Transit Station to E Main Street at N East Avenue

Average Duration
14m
Estimated price
$521-522

Chicago to Waukesha: Overview of Bus, Train, Flight, and Car Trips

Traveling between Chicago and Waukesha offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

Useful tips for train travellers
• On the Amtrak Hiawatha service, which operates between Chicago and Milwaukee (and then connecting to Waukesha), catering services primarily offer light snacks and beverages for purchase onboard. You can enjoy a selection of local wines and beers along with pre-packaged snacks. Make sure to bring your own meals if you prefer a heartier option, as the offering is limited compared to longer routes.
• When booking your trip, consider the seating options available on the Amtrak Hiawatha line. You can choose between Standard Economy seating with seats that recline and have tray tables, Business Class seating which offers a bit more space, and upgraded amenities like extra legroom. Be advised that seating availability can vary, so reserving early ensures you get your preferred option.
• Several train operators serve the Chicago to Waukesha route, primarily Amtrak (www.amtrak.com), as well as the Milwaukee District West Line via Metra (www.metrarail.com). It's advisable to check both websites for schedules and ticketing. You can also refer to Waukesha's local transport site (ci.waukesha.wi.us) for any updates on connecting transport at your destination.

Frequently asked questions

Find out more about the route from Chicago to Waukesha.

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The distance between Chicago and Waukesha is approximately 85 miles or 105 miles by car. Traveling by train, it takes around 3 hours and 19 minutes to reach Waukesha from Chicago. Alternatively, taking the train and then a bus, the travel time increases to about 3 hours and 33 minutes. Driving from Waukesha to Chicago takes approximately 1 hour and 53 minutes, while traveling by bus from Chicago to Waukesha takes around 2 hours and 49 minutes.
The most cost-effective and time-efficient transportation option for traveling from Chicago to Waukesha is to drive. It takes approximately 1 hour and 53 minutes to drive the 85 miles between the two cities, and the cost is about $19-$28 for fuel. This option allows you to have control over your schedule and provides a direct route to your destination.
The prices for traveling from Chicago to Waukesha vary depending on the mode of transportation. By train, the prices range from $9 to $95. On the other hand, if you choose to take the bus, the prices can vary between $13 and $52. It is recommended to compare prices from different providers and book in advance to secure the best deal for your journey.
To travel from Chicago to Waukesha without using public transportation, you can drive your own car. The distance between the two cities is approximately 105 miles, and it takes around 1 hour and 53 minutes to complete the drive. The cost of the trip by car can vary depending on factors such as gas prices and tolls, but it typically ranges between $19 and $28.
The best way to travel from Chicago to Waukesha without a car is by bus. The journey takes approximately 2 hours and 49 minutes, and the cost ranges from $13 to $55. It is a convenient and affordable option for those who do not have access to a car.
There is no direct link between Chicago and Waukesha by bus. However, there are bus services available from Chicago Bus Station to Goerke's Corners Park & Ride station in Waukesha. The journey, including transfers, takes approximately 2 hours and 49 minutes. These bus services are operated by Flixbus USA.
There are plenty of hotels available near Waukesha. With over 67 options to choose from, you will have a variety of accommodations to suit your needs. Prices for hotels in Waukesha start at $57, making it affordable for different budgets. It is recommended to book in advance to secure your preferred hotel and get the best deal.