Winery Tours Transportation Service in Chicago

Wine tasting bus tours are the perfect way to enjoy a delicious glass of wine, or three, with friends and family. Call us for your wine tour transportation rental in Chicago, IL.

Comfortable Winery Tour Bus Rental Near You

With Infinity Transportation, your next winery tour doesn’t need to include a designated driver or ridesharing apps. We offer comfortable and convenient transportation for wine tours so everyone can participate in the fun, and our professional, experienced drivers will ensure your group arrives safely at every stop on the tour.

white busBus driver

Our Safe Buses for Winery Tours

Our first priority is your safety and satisfaction on every trip you take. Infinity Transportation makes winery tour bus rental in the Chicagoland area easy, so you can sit back and relax.

57 Passenger Motorcoach

New comfortable bus Freightliner M2-106 before leaving
  • USB Outlets
  • Bluetooth
  • TV/DVD/CD Player

54 Passenger Bus Rental

Infinity Transportation's big bus with no hood
  • TV/DVD/CD Player
  • PA/Microphone System
  • Private Restroom

35 to 44 Passenger Bus Rental

Freightliner M2-106 middle size bus for small groups
  • Laminate Wood Flooring
  • Large Storage
  • Central AC & Heating

24 Passenger Bus Rental

Ford Berkshire hooded mini bus
  • PA/Microphone System
  • Central AC & Heating
  • USB Outlets
Bus Tour Trips to the Best Wineries Near Chicago

Bus Tour Trips to the Best Wineries Near Chicago

If you’re in Chicago and looking to try a wide array of delicious wines, there’s no need to fly cross country to find some. At Infinity Transportation, we offer wine tasting tours that will appeal to everyone, from wine connoisseurs to friends just looking to enjoy a weekend together. The Chicago area has many beautiful wineries like Lynfred Winery, Fox Valley Winery, Prairie State Winery, and more!

Planning Your Wine Tour

Just give us your itinerary for your winery bus tour and leave the rest to us. Infinity Transportation will provide you with unmatched service and drivers to make it happen. With over 20 years of experience, we can help you get the most out of your day, so you can remember this trip for years to come.

Planning Your Wine Tour

Wine Tour Transportation Services You Can Rely On

Whichever wineries on your itinerary, we’ll get you there, so sit back and enjoy your glass of wine.


Bus tours to Michigan wineries from Chicago allow your group time to relax and bond on the way.

Northwest Indiana Wine Trail Tours

From Anderson’s Winery to 219 Taproom to Running Vines Winery, a south shore winery trail will appeal to everyone.

Galena, IL Wine Tasting Bus Tours

Galena, IL has beautiful wineries to choose from including Galena Cellars Vineyard and Winery, Massbach Ridge Winery, and more!

Wild Blossom Meadery and Winery

If you’re looking for a luxury wine experience and an artisanal brewery, Wild Blossom Meadery and Winery is the perfect choice for you.

Lynfred Winery

Lynfred Winery, with its elegant decor and beautiful views, offers an unmatched wine tasting experience.

Fox Valley Winery

Local artisans are responsible for Fox Valley Winery’s modern and inviting decor to make you feel cozy as you sip by the fireplace.

Why Choose Us for Winery Tour Transportation

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Safe, Insured, and Reliable

Our transportation for a wine tour is safe and insured, so you can ditch the designated driver role.

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Trusted Local Professionals

With 10 years of experience and thorough knowledge of the region, our drivers will know the best routes for wine-tasting trails.

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Great Customer Service

Our dedicated team will work hard to make your wine tour enjoyable and stress-free.

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All the Amenities You Need

We want you to be comfortable on your tour, so our buses are equipped with plug sockets, reclining seats, and more.


Jonathon B was our designated driver for the day and he provided 5 Star service for our group. We completed a mini-tour of Chicago and he was very knowledgable and had a great repore with our group. I would definitely use Infinity Transportation again !!!

Joann Taylor

On time and professional. Bus was comfortable and clean!

Felician Services

The driver, Akia McKee, arrived on time the morning of our trip, she was courteous and kind, the bus was very clean and warm. Upon pick-up she contacted me to let me know she was there and where/how we should meet her to board the bus back home. There was a lot of pick-up traffic at the event and she parked about 1/2 block away which was very convenient. Everything worked out perfectly!

Remona Gavin
Book a Bus for Your Winery Tour Today
With Infinity Transportation, booking a bus for your next winery tour doesn’t have to be difficult.
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Illinois Areas We Provide Charter Bus Rentals For

We serve businesses, organizations, and private parties across Chicago and surrounding areas, from Glencoe and Northbrook to Joilet, Rosemont, Lake Forest, and beyond.

Discover the vibrant charm of Arlington Heights, where modern meets tradition. Indulge in diverse culinary delights, explore renowned museums, and cheer for your favorite team at Arlington International Racecourse. Unforgettable memories await your group adventure!

Experience the magic of Aurora, where history intersects with the present. Marvel at the grand architecture, enjoy riveting performances at the Paramount Theatre, and engage in vibrant local festivals. Your group journey begins here!

Embark on an adventure in Bolingbrook! Relish family fun at The Promenade, revel in the natural beauty of Hidden Lakes Historic Trout Farm, or tee off at Boughton Ridge Golf Course. Explore Bolingbrook today!

Cicero awaits, blending historic charm with urban convenience. Explore the bustling local markets, savor authentic Mexican cuisine, and immerse in the lively local festivals. Cicero - a treasure trove of unique experiences!

Unearth the gem that is Des Plaines! Witness the birthplace of McDonald’s, relax by the tranquil Lake Opeka, and learn something new at the Des Plaines History Center. The perfect destination for your group!

Explore Elmhurst, where tradition and innovation intertwine. Visit the iconic Elmhurst Art Museum, shop in charming boutiques, and taste unique brews at local breweries. Get ready for your next bus trip to Elmhurst!

Discover Elgin, where the Fox River brings people together. Visit the Grand Victoria Casino, immerse yourself in Elgin Symphony Orchestra's melodies, and engage with nature at the Hawthorne Hill Nature Center.

Evanston is ready for you with its lakeside charm and vibrant intellectual life. Stroll around Northwestern University's campus, enjoy the arts at Noyes Cultural Arts Center, or unwind at Evanston’s scenic beaches. A must-visit destination for any group!

Hoffman Estates

Hoffman Estates is an enticing destination for your next trip. Infinity Transportation’s impeccable charter buses, including deluxe coaches and minibus rentals, serve both small groups and larger parties.

Mount Prospect

Discover reliable group transportation in Mount Prospect, IL with Infinity Transportation. Our charter bus rentals are tailored to suit your needs, whether it's for corporate events, sporting events, weddings, or airport transfers. While on board, you can enjoy comfortable seating, climate control, and professional drivers as you explore Mount Prospect and its surroundings.

Experience Naperville, where modern living meets rich history. Visit the iconic Naperville Riverwalk, explore interactive exhibits at the DuPage Children's Museum, or try shopping downtown. Grab a charter and make your memories here!

Welcome to Northbrook, a haven of natural beauty and recreation. Experience the thrill of speed at the velodrome, explore the scenic Botanic Garden, or shop at Northbrook Court. Your adventure starts here!

Oak Lawn

Embark on a delightful journey through Oak Lawn, IL, with Infinity Transportation's diverse charter bus services. Proudly serving major markets, our luxury coaches and minibus rentals are perfect for small groups and larger gatherings.

Orland Park

Discover a wide array of bus rental options in Orland Park with Infinity Transportation. Our fleet of charter buses is designed to accommodate groups of all sizes and cater to various travel needs.


With a keen understanding of Palatine and its surroundings, our bus rental services are tailored to offer the ultimate in local transportation excellence. Our charter buses and motorcoaches are equipped for all your travel needs, ensuring you reach your destination safely and in comfort.

Dive into an urban playground teeming with shopping, entertainment, and cultural experiences. The possibilities for your group are endless, from the renowned Woodfield Mall to the Schaumburg Convention Center. Schaumburg invites you to indulge in excitement and adventure.


Experience the convenience and reliability of our bus rental services in Skokie, providing you with ample luggage space and essential amenities for a comfortable journey regardless of your destination.

Tinley Park

Tinley Park is a gem waiting to be explored. With our charter bus and party bus rental options, your group can travel comfortably and conveniently to various attractions and events in this vibrant city.

Unleash your inner explorer in Vernon Hills, a hub of outdoor adventures and shopping escapades. Explore miles of scenic trails, shop at premier outlets, and revel in thrilling attractions. Unforgettable memories await your group in Vernon Hills.

Unveil the splendor of Waukegan, a harbor city with a rich cultural tapestry. Visit the Genesee Theatre, enjoy Lake Michigan's serene vistas, or dive into history at the local museums. Waukegan is ready for your next bus trip!


Experience the premium transportation services tailored for Wheaton, IL, by Infinity Transportation.


How to plan a group wine tour?

To plan a group wine tasting tour, you’ll need to make a few key decisions besides the wineries themselves. First decide on dates and times that best suit your group, then you can set group pick up and drop off points. Establish a budget that includes tasting fees, meals, and transportation fees.

How many wineries can we visit in one day?

In order to have a relaxing and enjoyable experience, we recommend visiting about 3-5 wineries on the tour. If your group does not mind spending a shorter amount of time at each winery, you can fit a few more in, but keep travel time in mind while planning.

How much time do we spend at a winery?

How much time you spend is up to you! We recommend you spend about 30-45 minutes at each winery. Spending less time at each winery means you will get to go to more wineries during your tour. Discuss your preferences with your group.

Can you drink wine on the bus?

Though by law buses do allow open containers of alcohol, we ask that you only drink at the wineries, and not onboard the bus. We want to make sure the trip is safe and pleasant for everyone.