When it comes to exploring Chicago, many travelers opt for crowded buses or self-guided walking tours. But what if you could enjoy the city’s highlights comfortably seated in a private, stylish vehicle? The Chicago Exotic Auto Experience offers just that—a personalized, flexible ride through some of the city’s most famous neighborhoods and sights. While I haven’t personally taken this tour, based on the details available, it seems like a fantastic option for visitors wanting a relaxed yet engaging introduction to the Windy City.
What really catches our eye are the luxury transportation aspect combined with local insight—a rare combo that makes sightseeing both comfortable and informative. Plus, the ability to tailor stops at your own pace makes this tour stand out from more cookie-cutter options. The only potential drawback? The price of $1,800 per group might seem steep for some, especially if you’re traveling solo or as a couple. But if you’re in a group of up to five, that cost can be quite reasonable, considering the private experience and the convenience of door-to-door pickup.
This tour would suit first-time visitors, those with limited time, or travelers who prefer a relaxed, luxurious way of seeing Chicago’s highlights without the hassle of public transportation or large tour buses. It’s especially appealing if your group values privacy and flexibility, and if you’re keen to avoid the crowds while still capturing the essence of the city’s most photogenic spots.
Key Points

- Private, personalized experience tailored to your pace and interests
- Luxury transportation with WiFi included, ensuring comfort and connectivity
- Flexible stops at iconic sites like Millennium Park, Navy Pier, and the Magnificent Mile
- Ideal for groups up to five, making it a good value for a small party
- No meals included, so plan accordingly for food
- Suitable for most travelers, with pickup offered from a central location
The Comfort and Style of Private Transportation
Starting your tour from 323 E Wacker Dr., you’ll be welcomed into a luxury vehicle that promises both comfort and style. The inclusion of WiFi means you can share photos, check messages, or just relax comfortably without being disconnected. The fact that this is a private tour means only your group will participate, allowing for a more relaxed, intimate experience—no need to listen to a guide’s monotone spiel when you can ask questions or steer the conversation.
The ride itself is a key part of the experience. Traveling through Chicago’s neighborhoods in a sleek, private vehicle offers a different perspective—more akin to a friend showing you around rather than a faceless tour bus. This setup is especially valuable if you want to avoid the crowds and enjoy the city at your own pace.
You can also read our reviews of more tours and experiences in Chicago.
Itinerary Breakdown: What You’ll See and Experience

Stop 1: The Magnificent Mile
Our journey begins with a drive along Chicago’s most famous shopping street, the Magnificent Mile. Known for its high-end stores, historic buildings, and impressive architecture, it’s a magnet for visitors seeking both luxury and history. The guided drive includes about an hour of sightseeing—an ideal introduction to the city’s architectural diversity.
While you won’t necessarily get out for a long walk, the tour promises stunning views from the vehicle, and possibly some brief stops. The experience here is about soaking in the atmosphere—glimpsing the towering skyscrapers, historic facades, and maybe catching some shoppers and street performers. The included admission ticket hints at some level of guided commentary, though the emphasis is on comfort and flexibility.
Stop 2: Millennium Park
Next, your private ride will take you to Millennium Park, one of Chicago’s most recognizable spots. Home to Cloud Gate (the Bean), this park is perfect for photos and wandering through gardens and public art installations. You’ll get about an hour here, giving you ample time for photos and a quick stroll.
Visitors often mention the iconic sculpture as a must-see, and since this stop is included with admission, you can expect some commentary or insights about the park’s design and history. Keep in mind that Millennium Park can be crowded, but being in a private vehicle allows you to relax and plan your visit on your own timeline.
The final stop is Navy Pier, a lively lakeside destination with restaurants, entertainment, and fantastic views of Lake Michigan. An hour here lets you enjoy scenic lakeshore views, take some photos, or browse the shops and attractions at your leisure.
Navy Pier is a hub of activity, and being driven there in a private vehicle means you avoid the hassle of parking or navigating public transit. The tour’s flexibility might allow for brief extra stops if desired, making it a perfect place to soak in Chicago’s lively lakeside atmosphere.
What We Like About the Experience

The combination of luxury transportation and personalized stops makes this tour appealing. It’s perfect for those who prefer a more relaxed, tailored approach to sightseeing. Plus, the private setting means you can focus on what interests you most—whether it’s architecture, photography, or just soaking in the city’s vibe.
Plus, the inclusion of WiFi and door-to-door pickup adds convenience, especially if you’re arriving from the airport or staying nearby. The flexibility of duration—from 3 to 7 hours—lets you customize your experience depending on your schedule and energy levels.
Authentic Traveler Insights
Although the reviews are limited, some quotes highlight the views as particularly stunning, which makes sense given Chicago’s dramatic skyline. The ability to enjoy sights without feeling rushed or cramped is a key advantage, especially in a city known for its architecture.
Value and Pricing

At $1,800 for up to five people, you’re paying for a luxury, private experience that combines transportation, access to major sights, and the chance to learn about Chicago from your own perspective. While it might seem expensive compared to group tours, the cost is comparable when split among five—making it a more personalized, comfortable alternative to standard sightseeing buses.
The inclusion of admission tickets for Millennium Park, the Bean, and Navy Pier adds value, as these are often additional costs on other tours. Plus, the on-board WiFi and flexible timing make this a convenient choice for travelers who prioritize comfort and control.
Considerations Before Booking

Since the experience is non-refundable and cannot be rescheduled, it’s best to confirm good weather beforehand. Chicago is known for sudden showers, so a clear forecast is advisable. If canceled due to weather, you’ll have options for a different date or a full refund.
Also, note that meals are not included, so plan accordingly if you want to extend your day with food stops. The tour is designed to be a sightseeing experience, not a dining tour.
Who Should Consider This Tour?

This private auto experience is ideal for small groups looking for a luxurious, flexible, and personalized way to see Chicago. It’s perfect for first-time visitors, families, or friends who want a relaxed day without the hassles of navigating on their own. If you value comfort, privacy, and customization, this tour could be a great fit.
If you’re seeking a stress-free way to see Chicago’s highlights with a touch of luxury, this private auto tour offers genuine value. The ability to customize stops, enjoy stunning views from a comfortable vehicle, and avoid the crowds makes it stand out among typical city tours.
While the price might seem high at first glance, consider the convenience, privacy, and included attractions—especially if you’re traveling with a small group. It’s a way to experience Chicago more like a local, with the flexibility to explore at your own pace.
This tour suits those who want a comfortable, private, and insightful way to get acquainted with Chicago’s most iconic sights without feeling rushed or overwhelmed. It’s an experience that combines luxury with practicality, making your visit memorable for all the right reasons.
How many people can participate in this tour?
The tour is designed for groups of up to five people, making it ideal for small parties or families seeking a private experience.
What is included in the price?
The price covers the private vehicle, WiFi on board, and admission tickets to the Magnificent Mile, Millennium Park (including The Bean), and Navy Pier.
Can I customize the stops or duration?
Yes, the tour duration ranges from about 3 to 7 hours, and you can tailor the stops to suit your interests, within the available itinerary.
Is this suitable for all travelers?
Most travelers can participate, and service animals are allowed. However, check the weather forecast if you plan to be outdoors at the stops.
Where does the tour start and end?
The tour begins at 323 E Wacker Dr and ends back at the same meeting point, offering maximum convenience.
What if the weather is bad?
The experience requires good weather. If canceled due to poor weather, you’ll be offered a different date or a full refund.
This private Chicago auto tour offers a relaxed, stylish way to see the city’s top sights at your own pace. Whether you’re a first-timer or simply prefer a more comfortable and personalized approach, it’s worth considering for your visit.
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