Wine Tours

Are you planning an exquisite wine tasting trip in Windy City? If that is the case, visiting the 5-star wineries that the city has to offer is a must! The Midwest is renowned for housing some of the world’s best vineyards, and here at Pontarelli, you will find a dedicated Chicago wine tour service that caters to all your needs. Our premium transportation services are always in high demand by clients who are traveling to the winery regions of Chicago to taste the world’s best wines. This is thanks to the fact that we provide full access to a modern and sophisticated fleet that is accompanied by professional chauffeurs. Let us transform your next wine tasting tour into an unforgettable experience, and we promise that you will not regret it.

Chicago Wine Tours

Chicago is renowned for housing some of the country’s best wine yards that provide an intense tasting experience. We are talking about 5-star wineries that have long-lasting legacies, such as Lynfred Winery, Valentino Vineyards, or the Prairie State Winery, for example. What all these venues have in common is that they are situated close to Chicago and that they all offer an intense wine tasting experience. Our professional chauffeurs are familiar with all the hotspots in Chicago, and they will be more than happy to do all the heavy lifting so that you can sit back and relax. We can help you find the best wines in the area and discover some of the “hidden gems” that Chicago has to offer.

There’s nothing more annoying than being the designated driver on a wine tour. Fortunately, this will not be something that you need to worry about anymore if you choose to book our Chicago wine tours. Right from the moment you get in touch with us, our friendly customer support team will make it their highest priority to create a tailor-made transportation plan that meets all your requests. You just have to tell us what you need, and we will take care of everything else. Reward yourself for working hard all year-long and enjoy a premium wine tour.

The fleet is an essential element of a premium Chicago wine tour, and there is no doubt about that. Therefore, it shouldn’t come as a surprise to find out that we have invested in an extensive range of premium vehicles. Are you planning to visit the local wineries with a small group of friends? Our Chicago limo service is all you need! We put a wide range of luxury sedans, SUVs, and vans at your disposal. Are you in charge of planning a wine tasting event with a large group? Our vans, buses, and coaches are available 24/7.

Popular Wineries in the Chicago Area

Wine lovers will have a blast in Chicago and the surrounding areas. There are dozens of 5-star venues to choose from, and by choosing to ride with us, you can visit them all. Since we are veterans of the transportation industry and our Chicago wine tours are always in high demand, we have gathered a list of the most renowned vineyards you and your party can visit.

Do you enjoy artisanal brewery? We highly recommend checking out the Wild Blossom Meadery and Winery, where you will find an exciting tasting room. The winery is located in Washington Heights, and our professional chauffeurs know the best routes.

If you are looking for a winery that will help you relax and forget all about the office life, you don’t need to search any further than the Lynfred Winery. The winery is located 45-minutes northwest of Chicago, and it offers a jaw-dropping scenic background. Stop stressing about finding good parking spots, dealing with traffic, not tasting the wine, and let us do all the heavy lifting for you.

Fox Valley Winery was established back in 2000, and it has won many international awards ever since. Therefore, you are guaranteed to receive a delicious wine tasting experience if you choose to book our Chicago wine tours and visit Fox Valley Winery. You can also choose to dine on food pairings that will make the tasting experience that much better!

Tabor Hill takes pride in using locally sourced organic resources and unfiltered/treated water to create the highest quality beverages. This includes delicious wines, hand-craft beer, and even aged bourbon barrels. A rich tasting experience is exactly what you can expect from the Tabor Hill Winery.

The 12 Corners Vineyards Benton Harbor is one of the largest wineries in the state of Michigan, boasting over 30 acres of vineyards located next to a hilltop. The scenery is fantastic! While the views at this winery are excellent, what makes it a top-rated venue is the incredible wine tasting experience that it offers. The tasting room is guaranteed to leave you wanting more.

Get in Touch with Us

If you are ready to book our premium ground transportation services, you can do so by getting in touch with us via phone at 312-361-4111. Our friendly customer support is available 24/7 and will answer all your questions. We are also available via email at

The fastest method to book our services is to use our online system. Click on the “Book Now” button below, and you will be redirected to our online booking system. Here is where you can fill in all the required information to receive a quick quote or book a ride with us.

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