Chicago Winery Tour Sprinter Van Rentals

Chicago Sprinter Van Rental provides the city’s premier private shuttle service for groups looking to explore the local wine and beer scene without the logistics headache. Whether you are planning a vineyard day trip to Southwest Michigan’s Shoreline or a high-energy pub crawl through Logan Square, our fleet of 8 to 20-passenger sprinter vans is ready to roll. Call us at 464-245-9100 to speak with a specialist or use our online quote tool to receive custom pricing in under 30 seconds. We eliminate the need for multiple rideshares, unpredictable surge pricing, and the stress of navigating Chicago’s gridlock. From the Gold Coast to the suburbs, we make sure your group stays together and moves on your specific schedule.

Get 30 Second Online Quote
464-245-9100

A few of the thousands of companies that trust Chicago Sprinter Van Rental

Chicago Bears University of Chicago University of Chicago Medicine McDonald’s Corporation The Drake Hotel The Ivy Room

Providing Chicago Winery Tour Transportation Since 2011

For over 15 years, Chicago Sprinter Van Rental has specialized in coordinating seamless group outings across Chicagoland. We know that a successful winery tour requires more than just a ride; it requires a vehicle that handles the stop-and-go patterns of I-94 and the Kennedy Expressway while keeping your group in total comfort. Since 2011, we have helped thousands of groups escape the city for the afternoon or stay local for a night on the town. Our deep familiarity with the region means we anticipate the Friday afternoon backup on Lake Shore Drive and the weekend congestion near the Clark Street entertainment corridor.

We’ve handled everything from intimate 8-passenger birthday outings to massive corporate pub crawls involving a full fleet of 20-passenger sprinters. Our reservation team works with you to build an itinerary that maximizes your time at the venues and minimizes your time in traffic. We serve the entire Chicago metro area, including Evanston, Naperville, Arlington Heights, and Oak Park. When you book with us, you are choosing a partner that understands the nuances of Chicago logistics—from the height clearances of downtown loading zones to the best staging areas near the West Loop’s busiest distilleries. Skip the frustration of carpooling and let us handle the Windy City roads for you.

Call Us: 464-245-9100

Sprinter Vans Perfect For Any Winery Tour Transportation Need in Chicago, Illinois

Chicago Sprinter Van Rental offers a versatile fleet of vehicles designed to fit the specific needs of your group. For smaller gatherings or high-end corporate retreats, our 8 and 10-passenger sprinters offer a sleek, professional environment. If you’re planning a larger celebration, our 15, 18, and 20-passenger models provide ample legroom and dedicated space for any bottles or souvenirs you pick up along the way. Every sprinter in our Chicago network features cold climate control to combat the humid Midwestern summers and powerful heating for winter brewery hops. You can also opt for a Sprinter Limo, which features wrap-around leather seating, fiber optic lighting, and premium sound systems to keep the party moving between stops.

Your vehicle can be equipped with the exact features your group needs to make the journey as enjoyable as the destination. Request a van with onboard WiFi to share photos of your wine tasting in real-time, or use the power outlets to keep everyone’s devices charged throughout a 10-hour day trip. For those heading out to the Michigan or Indiana wine trails, our full-size sprinters offer overhead racks for personal items and enough cabin space to stretch out comfortably during the two-hour drive. We handle all the navigation through the Jane Byrne Interchange and down the Skyway, so your only job is to enjoy the company of your group.

Enjoy Modern, Premium
Sprinter Van Amenities

  • Fiber-Optic/LED lighting
  • Bluetooth/AUX sound connectivity
  • Wraparound or premium comfortable seating
  • On-board entertainment system
  • Climate control (air conditioning/heat)
  • Tinted windows for privacy and style
  • Dropdown cooler/bar area
  • Privacy divider
  • WiFi connectivity

What Groups Say About Our Chicago Wine Tour Transportation

Took the kids and grandparents up to Wisconsin for a week. Having all that legroom made a 4-hour drive actually enjoyable. The van had plenty of USB ports for the kids' iPads, which was a lifesaver. If you need a Sprinter, don't go anywhere else.
Stephen E.
We used this service for our executive team's site visits last week. The vehicle was pristine and professional. It’s hard to find reliable high-end transport in the city, but these guys nailed it. Will be our go-to for future corporate events.
Jerry S.
Booked a 12-passenger Sprinter for a bachelorette weekend to Galena. The interior felt like a private jet! Our driver was professional, and the Bluetooth sound system kept the energy up the whole way. Worth every penny.
Melissa H.

Custom Rides to Illinois and Michigan Wine Country

Trade the skyline for the vines with a private day trip to the region’s best vineyards. We frequently coordinate trips from Chicago to the Southwest Michigan Shoreline, where your sprinter van can drop your group off at the front gates of Round Barn Winery (10983 Hills Rd, Baroda, MI 49101) or Tabor Hill Winery & Restaurant (185 Mt Tabor Rd, Buchanan, MI 49107). Instead of dealing with the 90-minute drive yourself, relax in a 12-passenger sprinter while your driver navigates the I-94 corridor. We also serve local Illinois favorites like Lynfred Winery (15 S Roselle Rd, Roselle, IL 60172), providing curbside service that bypasses the limited parking at their historic Roselle location.

Call Us: 464-245-9100
Get 30-Second Online Quote
chicago 15 passenger sprinter van

Chicago Brewery Tours, Bar Hops, and West Loop Pub Crawls

Chicago is a world-class hub for craft beer, and there is no better way to experience it than with a built-in DD. Avoid the misery of trying to find parking in the West Loop or North Center—neighborhoods where spaces are non-existent and valet fees are sky-high. Your 15-passenger sprinter van can provide direct access to "Malt Row," dropping your group off right in front of Half Acre Beer Co (2050 W Balmoral Ave, Chicago, IL 60625) before staging nearby. If your crawl takes you to the busy Fulton Market district, we can coordinate a quick loading process near Goose Island Brewhouse (1800 W Fulton St, Chicago, IL 60612) so you don't have to walk blocks in the unpredictable Chicago weather.

For those looking to hit multiple neighborhoods in one night, a sprinter van is the only way to go. We can move your crew from a rooftop bar in River North to a dive bar in Wicker Park without the group getting separated in different Ubers. With a Sprinter Limo rental, you can enjoy high-end sound systems and club lighting while you bypass the congestion on Milwaukee Avenue. Whether you’re celebrating a 21st birthday or a bachelor party, we make sure you spend your time at the bar, not waiting on the curb for a ride to show up.

Call Us: 464-245-9100
Get 30-Second Online Quote
chicago 8 passenger sprinter van interior

Direct Access to Chicago’s Best Nightlife and Distillery Districts

We serve every major entertainment hub in the city, from the historic bars of Old Town to the modern distilleries of the Near West Side. Navigating areas like Wrigleyville on a game day or the Randolph Street corridor on a Saturday night is a nightmare for personal cars, but our sprinters use optimized routes to get you as close to the entrance as possible. We provide door-to-door service for venues like CH Distillery (564 W Randolph St, Chicago, IL 60661) and the Rhine Hall Distillery (2010 W Fulton St, Chicago, IL 60612), ensuring your group stays together through the busiest parts of the city. The drivers know exactly where to load and unload to avoid blocking traffic on busy streets like Division or Wells, making your arrival smooth and professional.

Call Us: 464-245-9100
Get 30-Second Online Quote
chicago employee shuttle van service

Sprinter Van Options for Every Chicago Group Size

Our fleet is built to handle anything from a small family outing to a massive corporate event. The 8 and 10-passenger sprinters are the top choice for executive groups who want a private, quiet ride to a tasting. For wedding parties and larger social groups, our 12 and 15-passenger vans offer the perfect balance of maneuverability and cabin space. If you are moving a large crowd, our 18 and 20-passenger sprinter vans provide the maximum capacity allowed in a sprinter-style vehicle, complete with high ceilings that allow guests to move around easily. Whether you need a single van for a few hours or a fleet for a multi-day tour, we have the resources to accommodate you.

Call Us: 464-245-9100
Get 30-Second Online Quote
chicago 12 passenger sprinter van

Regional Service from the Loop to the Suburbs and Beyond

Our service area extends far beyond the Chicago Loop. We provide reliable pickups and drop-offs throughout the entire metropolitan area, including suburbs like Wilmette, Hinsdale, Glenview, and Lake Forest. If your winery tour takes you across state lines to the Indiana Dunes or further into the Michigan fruit belt, we handle all the interstate logistics. We also provide long-distance rides to destinations like the Galena territory or the Shawnee Hills wine trail in Southern Illinois. No matter where your journey starts or ends, Chicago Sprinter Van Rental ensures a consistent, high-quality ride across the entire Midwest. We navigate the tollways and state highways so you can focus on the scenery.

Call Us: 464-245-9100
Get 30-Second Online Quote
chicago 10 passenger sprinter van interior

Chicago’s Best Prices for Group Winery and Brewery Tours

We believe in straightforward, transparent pricing that allows you to plan your budget with confidence. At Chicago Sprinter Van Rental, the price you are quoted is what you pay. Our rates are built around the specific details of your Chicago itinerary—including the number of passengers, the duration of your rental, and your specific stops. For example, a weekday afternoon brewery hop in an 8-passenger sprinter can range from $130 to $230 per hour, while a full 10-hour weekend day trip to Michigan in a 15-passenger van ranges between $2,400 and $2,500. These prices include the vehicle and the service, allowing your group to split the cost and often pay less per person than multiple high-end rideshares.

We offer specialized packages for all-day winery tours, typically involving a 10-hour block that gives you ample time for three or four stops and a relaxed lunch. For night-out pub crawls, our hourly rates allow you to keep the van for as long as the party lasts. Keep in mind that peak season, such as the summer months and holiday weekends, sees higher demand, so we recommend booking early to lock in the best available rate. You won't have to deal with additional service fees or surprise "fuel surcharges" at the end of the night. Our 24/7 team is always available to walk you through the cost breakdown and help you find the most efficient vehicle for your budget.

Call Us: 464-245-9100
Get 30-Second Online Quote
chicago 20 passenger sprinter van

Book Your Chicago Sprinter Van Rental Today

Don't let the stress of driving ruin your next winery or brewery tour. Whether you are a local Chicagoan looking for a fun weekend or a visitor wanting to see the best of the Midwest, Chicago Sprinter Van Rental is your top choice for group travel. Our reservation specialists are available 24/7 to help you choose the right sprinter van, plan your route through the city, and secure your booking. Call 464-245-9100 today to get your free, no-obligation quote in minutes. You can also use our online tool for instant pricing and to see pictures of our available fleet. Your private sprinter van is ready to take you on a world-class tour of Chicago’s best sips—book your ride now and leave the logistics to us.

Call Us: 464-245-9100
Get 30-Second Online Quote
chicago corporate sprinter van service

Book your Wine Tour Transportation Today!

Get 30-Second Online Quote
Call 464-245-9100

Chicago Wine Tour Transportation Pricing & Packages

Sprinter van rental prices in Chicago cost between $150 and $320+ per hour, or roughly $880 to $2,560+ per day. Exact rates will vary, and to get the best deals and exact rates for your trip, just call or use our online quote form!
Vehicle Type Per Hour Weekday Per Hour Weekend Per Day Weekday Per Day Weekend
8 Passenger Sprinter Van $110 - $130 $130 - $155 $880 - $1040 $1040 - $1240
10 Passenger Sprinter Van $130 - $155 $150 - $175 $1040 - $1240 $1200 - $1400
12 Passenger Sprinter Van $140 - $165 $160 - $190 $1120 - $1320 $1280 - $1520
15 Passenger Sprinter Van $150 - $175 $170 - $200 $1200 - $1400 $1360 - $1600
18 Passenger Sprinter Van $165 - $195 $185 - $220 $1320 - $1560 $1480 - $1760
20 Passenger Sprinter Van $180 - $210 $200 - $240 $1440 - $1680 $1600 - $1920
Sprinter Limousine $220 - $260 $260 - $320 $1760 - $2080 $2080 - $2560

* The prices above are current as of 2026. Your final rate will depend on your specific itinerary, passenger count, and any seasonal demand surcharges. Contact the Chicago Sprinter Van Rental team at 464-245-9100 for sprinter van pricing in Chicago for your exact trip.

Frequently Asked Questions About Our Wine Tour Transportation Services in Chicago

How much does winery tour transportation cost in Chicago?

Prices depend on the van size and how long you need it. An 8-passenger sprinter for a weekday afternoon starts around $130–$230 per hour, while a full-day weekend trip for a 15-passenger group to Michigan usually costs between $2,400 and $2,500. Call 464-245-9100 for a custom quote that includes a full breakdown of your specific itinerary costs.

How many wineries can we visit in one day?

For most day trips from Chicago to Southwest Michigan or Roselle, we recommend scheduling three to four stops. This allows for a relaxed 60 to 90-minute tasting at each location plus a break for lunch. Your sprinter van will be waiting at the curb of each venue, ensuring you stay on schedule without waiting for rides to arrive.

How many passengers can your Sprinter Vans accommodate for a winery tour?

We offer a wide range of sizes to fit any group. You can choose from 8, 10, 12, 15, 18, and 20-passenger sprinter vans. If you want a more festive atmosphere, our Sprinter Limos are available for groups who want wrap-around seating and party lighting while they travel through the city or out to the vineyards.

Can we create our own custom winery tour itinerary?

Yes. You have total control over the stops, the timing, and the route. Whether you want to hit the big-name vineyards in Michigan or the small craft breweries in the North Center neighborhood, we follow your lead. Just provide your list of addresses when booking, and we will handle all the navigation through Chicago’s traffic for you.

How long should we book transportation for a winery tour?

Most groups find that a 10-hour daily rental is perfect for out-of-state trips to Michigan or Indiana, accounting for drive time and multiple tastings. For local Chicago brewery tours or bar hops, a 5 or 6-hour hourly booking is usually sufficient. We offer both hourly and daily rates to match the length of your specific event.

Can we play our own music during the winery tour?

Absolutely. Every sprinter van in our Chicago fleet comes equipped with Bluetooth or AUX connectivity so you can play your own curated playlists. Our Sprinter Limos also feature upgraded sound systems and subwoofers, perfect for keeping the energy high as you move between different bars, breweries, or wineries across the city and state.

Do you provide round-trip pickup from our home, hotel, or Airbnb?

Yes. We provide door-to-door service from any location in the Chicago area. We can pick up your entire group at a downtown hotel like the Palmer House (17 E Monroe St, Chicago, IL 60603) or make multiple stops at private residences in the suburbs before heading out to the wineries or breweries on your list.

How far in advance should we book winery tour transportation in Chicago?

We recommend booking at least one to three months in advance, especially for weekend trips during the summer and fall "harvest" season. These are the busiest times for winery tours in the Midwest. However, if you have a last-minute request, call 464-245-9100 and we will do our best to find an available sprinter for you.

Call Us: 464-245-9100