Chicago Wine Tour Charter Busses

Premium wine tour transportation in Chicago

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Wine Tour Transportation

Explore the wide variety of Chicago winery tours. Bus Connection offers wine tasting bus tours for wine lovers in smaller or larger groups. With multiple exquisite downtown wine spots and nearby picturesque vineyards, there’s so much to explore and so many wine varieties to try. If you’re planning on going on a wine tasting tour in Chicago, we at Bus Connection are ready to make your trip smooth and enjoyable, just like the fine and quality wines you’ll get to enjoy.

Our Wine Tour Busses Available to Rent

Full-Size Luxury SUV

6 passengers

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Mercedes Sprinter

14 passengers

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Executive Mini Bus

24 passengers

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Executive Coach Bus

39 passengers

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Full-Size Motor Coach

56 passengers

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Full-Size Luxury SUV

6 passengers

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Mercedes Sprinter

14 passengers

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Executive Mini Bus

24 passengers

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Executive Coach Bus

39 passengers

View Details

Full-Size Motor Coach

56 passengers

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Experience the ultimate wine tour in Chicago with our premium wine tour bus rentals, offering luxurious transportation tailored to your group’s size and comfort. Choose from our fleet of high-end vehicles, including a Full-Size Luxury SUV for intimate outings of up to six guests, a sleek Mercedes Sprinter for groups of 14, or an Executive Mini Bus that accommodates 24 passengers. For larger groups of wine lovers, our Executive Coach Bus (39 passengers) and Full-Size Motor Coach (56 passengers) provide spacious, elegant interiors perfect for unwinding between wine tastings. Each vehicle features plush leather seating, panoramic windows for stunning city and vineyard views, and on-demand Wi-Fi to keep you connected. With optional TV screens and DVD players, your journey will be as enjoyable as the destinations you visit.

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a row of wine glasses filled with different types of wine

Comfortable Wine Tour Transportation Services

As wine enthusiasts exploring the sheer variety of top-quality vineyards and tasting rooms that Chicago and the neighboring areas offer, you need expert and hassle-free wine trip transportation services. We at Bus Connection offer specialized solutions to cater to every aspect of your wine-touring experience:

Downtown Chicago Mini Bus Rental for Wine Tours: Smooth rides to the heart of Chicago for those intimate and rich wine tasting sessions.
Michigan Vineyard Minibus and Charter Bus Tours: Direct and comfortable Michigan wine tours from Chicago with our charter buses in Michigan.
City Winery Chicago Bus Tours: Exclusive trips to experience the fusion of wine, music, and mouth-watering cuisine at City Winery.
Group Wine Tour Charter Bus Rental: Customizable bus options for groups, ensuring a collective and memorable wine tasting journey.
Private Wine Tours by Bus: Tailored for individuals or couples seeking a more intimate wine experience.
Wine Event Transfers: Reliable transportation to wine events, festivals, and launches in and around Chicago.
Extended Wine Tours: Multi-day trips to explore both Illinois and Michigan wineries in depth.

Fancy exploring the winery destinations beyond Chicago? Book our charter buses to Indianapolis and count on Bus Connection as a reliable Wisconsin charter bus company to provide you with a smooth and enjoyable wine tasting experience no matter the destination. Whether you’re indulging in a private tasting or celebrating a special occasion with a group of people, our vehicles offer the perfect setting for a refined, stress-free adventure. Sit back, relax, and let us handle the transportation while you enjoy the best wines Chicago has to offer.

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Best Wineries to Visit in Chicago

Chicago and its surrounding areas boast a vibrant wine scene, with a mix of historic estates, urban wineries, and picturesque vineyard retreats. Whether you’re a seasoned wine connoisseur or simply looking for a relaxing escape, these top-rated wineries offer exquisite tastings, stunning settings, and a variety of experiences. With our wine trip minibus rental service, you can enjoy a stress-free wine tour, indulging in the finest wines without worrying about transportation.

City Winery Chicago (Chicago, IL)

Nestled in the heart of the West Loop, City Winery is the perfect urban escape for wine lovers. This fully operational winery offers locally made wines, intimate live music performances, and a sophisticated ambiance. Rent our comfortable wine tours transportation for a relaxing afternoon or a special night out.

Cooper’s Hawk Winery & Restaurant

Cooper’s Hawk is a household name in the Midwest wine scene, blending an upscale dining experience with an extensive selection of handcrafted wines. With locations throughout the Chicagoland area, including Naperville and Oak Park, this winery offers curated tastings, exclusive wine club memberships, and gourmet pairings. With Bus Connection’s wine tour busses you’ll have the perfect way to visit multiple locations and enjoy their signature wines without any hassle.

Lynfred Winery (Roselle, IL)

As Illinois’ oldest and most renowned winery, Lynfred Winery offers a charming escape just outside Chicago. Known for its diverse selection of handcrafted wines, Lynfred provides a cozy tasting room and a beautiful bed-and-breakfast for those looking to extend their stay. Whether you’re sampling their award-winning blends or exploring their cellar, our wine tour transportation will ensure your trip is as seamless and enjoyable as the experience itself.

Acquaviva Winery (Maple Park, IL)

This stunning, family-owned estate winery transports visitors to the Italian countryside with its vineyard views, Tuscan-style architecture, and full-production winery. Acquaviva is known for its estate-grown wines and authentic Italian cuisine. With our wine bus tours, you can enjoy a peaceful getaway without worrying about the long drive back.

August Hill Winery & Illinois Sparkling Co. (Utica, IL)

Specializing in artisanal wines and elegant sparkling selections, August Hill Winery offers a boutique tasting experience in the charming town of Utica. Whether you’re looking for a classic red or a crisp, bubbly option, their handcrafted wines are sure to impress. Let us take care of your travel arrangements with our wine tour bus rentals so you can enjoy a relaxed and scenic wine country adventure.

Valentino Vineyards (Long Grove, IL)

A hidden gem in the northwest suburbs, Valentino Vineyards is a picturesque 20-acre vineyard producing high-quality Illinois wines. Visitors can tour the vineyard, learn about winemaking, and enjoy tastings in a serene countryside setting. We’ll get you there in comfort and style with our winery tour bus rentals so you could travel in comfort and style.

Why Choose Our Wine Tour Charter Buses in Chicago

Bus Connection has over 15 years of experience in winery tour transportation in Chicago and the nearby areas. With our wine tour transportation services, you’re always guaranteed:

Timely pickups and drop-offs

Our professional chauffeurs work with precision and will always be on time to pick you up or drop you off from your chosen location.

Professional chauffeurs

Our chauffeurs undergo extensive training, are always uniformed, and can offer useful suggestions to make your trip even more comfortable.

Clean and well-maintained vehicles

We take cleanliness and hygiene seriously, meaning that when you board our vehicles, they will always be spotless.

Competitive pricing

Are you worried about the cost of hiring a vehicle for you or your wine group? We offer highly competitive pricing options for our wide range of vehicles.

Customer support

Whether you have a question or need some assistance, you can always count on our friendly and helpful customer support service to assist in any way we can to make your journey as comfortable as possible.

FAQs About Our Wine Tour Transport Service

Absolutely! We work with you to create a wine tour experience tailored to your preferences.

This depends on the locations and your preferences. Typically, three to four wineries make for a relaxed day trip.

While our primary focus is on wine tasting tours in Chicago, we can accommodate requests for extended trips to other areas. Please contact us for more details.

Yes, our vehicles are equipped with storage facilities to ensure your wine remains in perfect condition.

We do have a cancellation policy for already-booked buses. You will need to give us seven days’ written notice for local and 14 days for Over The Road trips. In addition, your deposit of 20% for Local and 30% for Over the Road trips is non-refundable. Any cancelations within 7 or 14 days prior to service date are subject to full charge.

What Our Customers Say

					We had a great exerience with Bus Connection and our bus driver ""Max".  He was professional, on time and very easy to work with.  Highly recommend the company and the driver!
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Robin Skoog
2/20/2025
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Robin Skoog
2/20/2025

We had a great exerience with Bus Connection and our bus driver ""Max".  He was professional, on time and very easy to work with.  Highly recommend the company and the driver!
					This company is constantly excellent, the cars/SUV the drivers and the ease of setting reservations all are above and beyond any other car company!! There is no other company for me, demand the best and you’ll get it here!!
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Mary Miller
1/27/2025
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Mary Miller
1/27/2025

This company is constantly excellent, the cars/SUV the drivers and the ease of setting reservations all are above and beyond any other car company!! There is no other company for me, demand the best and you’ll get it here!!
					Driver was great, bus was clean, and we had the best time
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Jonathan Savage
11/27/2024
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Jonathan Savage
11/27/2024

Driver was great, bus was clean, and we had the best time
					Bus Connection was incredible to work with. They were speedy, clean and my group of 200 was on time round trip. I will definitely use them again, excellent service.
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Monique Tyson
10/27/2024
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Monique Tyson
10/27/2024

Bus Connection was incredible to work with. They were speedy, clean and my group of 200 was on time round trip. I will definitely use them again, excellent service.
					Thank you for the great service for our company event. Our driver was ahead of schedule and also was so patient when our group got stuck during our event.  We ended up being delayed and the driver was so professional and gracious.  Excellent service!
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SUNSHINE ALVAREZ
10/27/2024
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SUNSHINE ALVAREZ
10/27/2024

Thank you for the great service for our company event. Our driver was ahead of schedule and also was so patient when our group got stuck during our event.  We ended up being delayed and the driver was so professional and gracious.  Excellent service!
					The Customer Service was excellent. The patience and kindness was outstanding. I will definitely refer this company to anyone traveling with a group in Chicago. Thank you.
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Erica Rogers
9/23/2024
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Erica Rogers
9/23/2024

The Customer Service was excellent. The patience and kindness was outstanding. I will definitely refer this company to anyone traveling with a group in Chicago. Thank you.
					Bus Connection was fantastic! The perfect transportation around the city for my daughter’s wedding day. Their communication throughout the entire process was amazing. The bus was immaculate & our driver Ron was the best! Thank you for such great service - I highly recommend!! -Julie
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RSAgymMom
9/23/2024
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RSAgymMom
9/23/2024

Bus Connection was fantastic! The perfect transportation around the city for my daughter’s wedding day. Their communication throughout the entire process was amazing. The bus was immaculate & our driver Ron was the best! Thank you for such great service - I highly recommend!! -Julie
					Our driver was very patient and kind. It was amazing experience. I will definitely book again.
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Fidelia Nnanabu
9/04/2024
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Fidelia Nnanabu
9/04/2024

Our driver was very patient and kind. It was amazing experience. I will definitely book again.
					The team at Bus Connection was amazing. They worked with me to adjust the fleet requirements based on our needs as our conference dates approached.  We used three sizes of buses, the motor coach, executive coach-bus and the Mercedes sprinter. Each was well maintained and clean for our boarding.  The drivers were safe, friendly and accommodating. The communication I received from Bus Connection, to help facilitate travel, was very helpful. Clear communication was received from driver dispatch through rider drop off.  I would recommend Bus Connection with no hesitation and will definitely reach out if we are in need of your services in the future.
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Joy Saultzman
8/18/2024
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Joy Saultzman
8/18/2024

The team at Bus Connection was amazing. They worked with me to adjust the fleet requirements based on our needs as our conference dates approached.  We used three sizes of buses, the motor coach, executive coach-bus and the Mercedes sprinter. Each was well maintained and clean for our boarding.  The drivers were safe, friendly and accommodating. The communication I received from Bus Connection, to help facilitate travel, was very helpful. Clear communication was received from driver dispatch through rider drop off.  I would recommend Bus Connection with no hesitation and will definitely reach out if we are in need of your services in the future.
					Bus Connection knock it out of the park! I could not have been happier. They showed up early and worked with us on our trip. We had a bus load to go from the suburbs to Graceland Cemetary in Chicago and back to Schaumburg. David, our driver, was great and very patient with getting all of us old people to the chappal and then to the site. Chris, at the company, worked with us all way along and made this one more part of our day go just as planned. I could not be happier with Bus Connection.
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Clifford Peterson
8/18/2024
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Clifford Peterson
8/18/2024

Bus Connection knock it out of the park! I could not have been happier. They showed up early and worked with us on our trip. We had a bus load to go from the suburbs to Graceland Cemetary in Chicago and back to Schaumburg. David, our driver, was great and very patient with getting all of us old people to the chappal and then to the site. Chris, at the company, worked with us all way along and made this one more part of our day go just as planned. I could not be happier with Bus Connection.
					We had the best experience with Bus Connection. I had to cancel the bus tour for non-profit organization one day before the trip, which happened to be on a Sunday,  and still got the best service. Bus Connection  kindly rebooked another trip for August and service exceeded all expectations. The company kept excellent communication - I got a text message a day before the trip, another one when driver Jimmy arrived at location 20 minutes early, and a personal call from Jimmy to confirm the departure time. The bus was very comfortable as well. I highly recommend the company!
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Maria Dziuma
8/18/2024
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Maria Dziuma
8/18/2024

We had the best experience with Bus Connection. I had to cancel the bus tour for non-profit organization one day before the trip, which happened to be on a Sunday,  and still got the best service. Bus Connection  kindly rebooked another trip for August and service exceeded all expectations. The company kept excellent communication - I got a text message a day before the trip, another one when driver Jimmy arrived at location 20 minutes early, and a personal call from Jimmy to confirm the departure time. The bus was very comfortable as well. I highly recommend the company!
					Dispatch was responsive. Driver called me ahead of time and showed up early. No complaints.
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William Terry
7/18/2024
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William Terry
7/18/2024

Dispatch was responsive. Driver called me ahead of time and showed up early. No complaints.
					We used Bus Connection for my daughter’s wedding in Chicago this past weekend. From my initial contact with Chris, we knew we were going to be in great hands. The buses were on time and the drivers were so kind, patient and flexible. My husband forgot his speech and they had to circle back to hotel and they were so accommodating. I would highly recommend this company for your wedding transportation.
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Glenda Boecher
7/03/2024
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Glenda Boecher
7/03/2024

We used Bus Connection for my daughter’s wedding in Chicago this past weekend. From my initial contact with Chris, we knew we were going to be in great hands. The buses were on time and the drivers were so kind, patient and flexible. My husband forgot his speech and they had to circle back to hotel and they were so accommodating. I would highly recommend this company for your wedding transportation.
					Very professional and very clean. Driver was very patient and nice.
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Alyssa Trujillo
6/26/2024
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Alyssa Trujillo
6/26/2024

Very professional and very clean. Driver was very patient and nice.
					The service provided by Bus Connection was outstanding in every way! The staff was very responsive, courtesy, and professional.  They arrived early and communicated very well. They made transportation for a 250 person wedding easy! I highly recommend!
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Rita Burns Senseman
6/04/2024
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Rita Burns Senseman
6/04/2024

The service provided by Bus Connection was outstanding in every way! The staff was very responsive, courtesy, and professional.  They arrived early and communicated very well. They made transportation for a 250 person wedding easy! I highly recommend!
					I was very satisfied with the service I received fron Bus Connection. They were professional and courteous as well as economical compared to the competition. I would highly recommend them who needs to transport people for special occasions.
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Kenneth Ward
6/03/2024
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Kenneth Ward
6/03/2024

I was very satisfied with the service I received fron Bus Connection. They were professional and courteous as well as economical compared to the competition. I would highly recommend them who needs to transport people for special occasions.
					I highly recommend The Bus Connection Chris was amazing  with communication. The bus driver was early, and the bus was spotless. I will definitely be using them again.
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Dirk LaBorne
5/27/2024
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Dirk LaBorne
5/27/2024

I highly recommend The Bus Connection Chris was amazing  with communication. The bus driver was early, and the bus was spotless. I will definitely be using them again.
					We used this company for transportation to and from our wedding venue and hotel. They were incredibly easy to work with, timely responses, and our driver for the event was very kind and an excellent driver. We could not be happier with this company. Highly recommend to others, and we will be using this company again if any other events arise in the future.
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Kyle Reed
5/27/2024
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Kyle Reed
5/27/2024

We used this company for transportation to and from our wedding venue and hotel. They were incredibly easy to work with, timely responses, and our driver for the event was very kind and an excellent driver. We could not be happier with this company. Highly recommend to others, and we will be using this company again if any other events arise in the future.

Areas in Illinois and the Surrounding Areas That We Cover

Bus Connection offers a premium charter bus service in Chicago and the nearby locations. Some of the areas we cover include:

Bus rental in Detroit
Bus rental in Naperville
Bus rental in Peoria
Bus rental in Bloomington
Bus rental in Rockford

Bus rental in Schaumburg
Bus rental in Elgin
Bus rental in Aurora
Bus rental in Evanston
Bus rental in Highland Park

Bus rental in Northbrook
Bus rental in Winnetka
Bus rental in Bolingbrook
Bus rental in St. Charles
Bus rental in Palatine

Bus rental in Glenview
Bus rental in Rosemond
Bus rental in Skokie
Bus rental in Oak Brook