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Chicago, IL, USA to Oconomowoc, WI, USA from $22: 4 ways by bus, train, flight or car

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

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

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$22 - DriveBest price
196 kmDistance
2h 8m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Oconomowoc 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  41m
Estimated price
$66-118
Recommended
Company
Various
Train
Taxi
Average Duration
3h  8m
Estimated price
$62-161
Cheapest
route map
Distance: 196 km
Duration: 2h 8m

See more options

Company
N/A
Drive
Average Duration
2h  8m
Estimated price
$22-35
Company
Various
Plane
Taxi
Average Duration
4h  33m
Estimated price
$142-450

Traveling From Chicago to Oconomowoc

The journey from the bustling streets of Chicago to the tranquil charm of Oconomowoc offers a refreshing contrast between urban energy and serene landscapes.

Best Neighbourhoods in Oconomowoc

Oconomowoc features inviting neighborhoods that blend charm and community spirit.

Downtown Oconomowoc
• Vibrant shops and restaurants line the streets.
• Scenic waterfront views along the lake.
Lake Country
• Picturesque lakes ideal for recreation and relaxation.
• Nature trails perfect for hiking and exploring.
Northeast Oconomowoc
• Family-friendly parks and amenities abound.
• Quiet streets create a peaceful atmosphere.

Best Times To Visit Oconomowoc's Attractions

Timing your visit can enhance your experience of Oconomowoc's highlights.

Oconomowoc Lake
Visiting in early morning offers a peaceful atmosphere and stunning reflections.
Imagination Station Park
Late afternoons on weekdays provide fewer crowds and more space to play.
Oconomowoc Historical Society Museum
Timing visits during midweek ensures a quieter experience with personal attention.

Oconomowoc Weather: What to Expect Year-Round

Oconomowoc experiences a continental climate with cold winters and warm summers, making late spring and early fall ideal for outdoor activities. Understanding how the weather varies throughout the year can significantly enhance your travel plans and enjoyment of the city.

Dining Recommendation in Oconomowoc

You shouldn't miss the fresh lake perch served at a local favorite, The Five O'Clock Club, where the cozy, laid-back atmosphere contrasts with Chicago's fast-paced dining scene. This dish showcases the flavors of the region, featuring locally sourced ingredients that highlight the area's culinary roots.

Chicago - Oconomowoc operators

Explore transport companies operating between Chicago and Oconomowoc, 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 20m
Estimated price
$663-6620
Train
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Chicago Union Station to Milwaukee

Average Duration
1h 29m
Estimated price
$667-668
Plane
Website
aa.com

Plane from Chicago O'Hare Airport to Milwaukee Airport

Average Duration
53m
Estimated price
$664-666
Website
united.com

Plane from Chicago O'Hare Airport to Milwaukee Airport

Average Duration
55m
Estimated price
$664-665
Other Show other routes
Contact phone
+1 414-271-1800
Website
ycmilwaukee.com

Other from Waukesha, WI - Goerkes Corners to Oconomowoc

Average Duration
21m
Estimated price
$625-1184

Frequently asked questions

Find out more about the route from Chicago to Oconomowoc.

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The distance between Chicago and Oconomowoc is approximately 65 miles northwest. By car, the typical travel time is around 1 to 1.5 hours, depending on traffic conditions. If you opt for public transportation, such as a train or bus, the journey may take about 2 to 3 hours due to transfers and waiting times. Traveling by air is generally not practical for this short distance, as it would include additional time for check-in and airport procedures.
The most cost-effective and time-efficient option for traveling from Chicago to Oconomowoc is typically to drive, as it allows for flexible departure times and can take about 1 to 1.5 hours. If you prefer public transportation, taking an express bus can be a good alternative, generally costing less than a train ticket and taking around 2 hours. Although a train may be slightly more comfortable, it usually takes longer due to transfer times and schedules. Ultimately, driving is often the best choice in terms of both cost and time efficiency for this route.
Traveling from Chicago to Oconomowoc by car incurs costs primarily for gas, which can range from $10 to $15 depending on current fuel prices and the vehicle's efficiency. If you choose to take a bus, ticket prices range from approximately $20 to $30 one-way, while train fares can vary but generally fall within the $25 to $50 range, depending on the service. Additionally, if you decide to carpool or share a ride, those costs could be lower, dependent on arrangements made with fellow travelers. Overall, prices can vary based on the mode of transport and advance booking.
To get from Chicago to Oconomowoc without using public transportation, you can drive your own vehicle, which allows for flexibility and convenience. Alternatively, you might consider carpooling with friends or family to share the travel costs and make the trip more enjoyable. Rideshare services like Uber or Lyft are also options, although they may be more expensive for such a distance. If you're looking for a unique experience, renting a car could provide a fun road trip atmosphere while still allowing you to avoid public transit.
Traveling from Chicago to Oconomowoc without a car can be accomplished by taking a combination of rideshare and taxi services. Start by using a rideshare app to get to a nearby bus station or train terminal serving suburban areas. From there, you can book a rideshare or taxi for the final leg of your journey to Oconomowoc. Alternatively, consider using a shuttle service that operates between Chicago and Wisconsin locations, though this may require advance planning and scheduling.
There is no direct public transportation link between Chicago and Oconomowoc. However, you can take a train from Chicago to nearby cities like Milwaukee or Waukesha and then transfer to a bus or rideshare service to reach Oconomowoc. Alternatively, some bus services may connect to nearby areas, but this often requires multiple transfers. If direct access is essential, consider using rideshare or shuttle services for a more straightforward journey.
There is no commercial airport in Oconomowoc making a direct flight from Chicago unnecessary and impractical. The nearest major airport to Oconomowoc is Milwaukee's General Mitchell International Airport, which is about 40 miles away. If you were to fly from Chicago to Milwaukee, the flight would take roughly 40 minutes, but when factoring in travel to and from airports, it's more time-consuming than other methods of transportation. Flight costs for this short distance can vary widely, typically ranging from $100 to $250, not including additional transportation to Oconomowoc.
Near Oconomowoc you can find several accommodation options, including hotels, bed and breakfasts, and vacation rentals. Popular choices include the Olympia Resort & Conference Center and the Holiday Inn Express, which offer comfortable amenities and convenient access to local attractions. Additionally, there are charming inns and B&Bs in the area that provide a more personalized experience. For those looking for a home-like environment, platforms like Airbnb offer a variety of vacation rentals near the lakes and attractions of Oconomowoc.