Winery Tour & Pub Crawl Transportation in Chicago, Illinois
Chicago's craft beverage scene runs from the barrel-aged stouts of the West Loop to the vineyards tucked into the Illinois Wine Country corridor two hours south. Getting your group across the city or out to the countryside without a designated driver headache is where Party Buses Chicago comes in. Book a 15-passenger minibus for a tight-knit taproom crawl through Logan Square, or a 40-56 passenger charter bus for a full company outing to a Shawnee Hills winery.
Call 224-307-8900 or use our 30-second online quote tool today to lock in your Chicago winery and brewery tour transportation!
Providing Winery & Brewery Tour Transportation Since 2011
Since 2011, Party Buses Chicago has coordinated hundreds of Chicago-area craft beverage tours — from Sunday afternoon brewery hops along Milwaukee Avenue in Wicker Park to full-day winery excursions down I-55 to the Shawnee Hills American Viticultural Area. We know that Goose Island's Fulton Street taproom fills up fast on weekend afternoons, that parking on Randolph Street during Restaurant Week turns a simple brewery stop into a 30-minute ordeal, and that the stretch of I-90 heading out toward Galena on a holiday Friday is nobody's idea of a relaxing drive. That hands-on experience is why groups keep calling us back.
Every tour your group wants to take — we've run something like it, and we know how to keep it moving.
What Booking Winery & Brewery Tour Transportation With Party Buses Chicago Looks Like
Bus Options Perfect for Any Winery or Brewery Tour in Chicago, Illinois
The right vehicle depends on your headcount and how far you're going. A 15- to 35-passenger minibus handles Logan Square taproom crawls, private brewery tastings in Pilsen, or North Shore wine bar circuits with ease — plush reclining seats and powerful A/C so nobody arrives sticky in the July heat. Step up to a 40- to 56-passenger charter bus when the itinerary stretches out toward Galena or Shawnee Hills: undercarriage bays hold the cases of bottles your group picks up along the way, and the onboard restroom cuts out roadside stops on the 3-hour drive back.
For a smaller celebration group, a 14-passenger Sprinter limo adds the party atmosphere without committing to a full bus. We offer a massive variety of vehicles — you never have to pay for seats you don't actually need. Call 224-307-8900 for an all-inclusive quote!
14 Passenger Sprinter Limo
Sprinter Van Rental with Driver
15 Passenger Party Bus
18 Passenger Party Bus
20 Passenger Party Bus
25 Passenger Party Bus
28 Passenger Party Bus
30 Passenger Party Bus
40 Passenger Party Bus
50 Passenger Party Bus
40-56 Passenger Charter Bus
Winery & Brewery Tour Transportation Services Available in Chicago, Illinois and the Following Cities
Party Buses Chicago covers Chicago and the entire greater metro area — from Evanston and Naperville to Joliet and Kenosha, Wisconsin. Groups heading south toward Bloomington, Springfield, and the Shawnee Hills wineries book through us constantly, as do groups going north to Lake Geneva, Wisconsin, which has developed its own tight cluster of boutique wineries and craft breweries. Whether your tour starts at a Bucktown apartment, a Schaumburg hotel, or a Wheaton church social hall, we handle the pickup and get your group moving.
Any group, any place — call 224-307-8900 and tell us where you want to go.
Chicago Brewery Tours: Taprooms, Craft Beer Crawls, and the City's Best Pint Stops
Chicago is one of the country's most celebrated craft beer cities, and the taproom density in neighborhoods like Logan Square, Pilsen, and the West Loop makes for a genuinely walkable crawl — except for the parking. Revolution Brewing (2323 N Milwaukee Ave, Chicago, IL 60647) and their massive brewpub nearby are Logan Square staples. Half Acre Beer Company (4257 N Lincoln Ave, Chicago, IL 60618) packs out every Friday evening, and the lot on Lincoln fills by 6 p.m.
Maplewood Brewery & Distillery (2717 N Maplewood Ave) and Hopewell Brewing (2760 N Milwaukee Ave) keep the Avondale stops coming. A Chicago brewery bus rental drops your group at each door and waits around the corner — no one is hunting for street parking on Milwaukee Avenue at 8 p.m., and no one draws straws over who drives home. Call 224-307-8900 to build your crawl route.
Chicago Winery Tours: Illinois Wine Country and Day Trips Worth the Drive
Illinois Wine Country doesn't get the press of Napa, but the Shawnee Hills AVA in far southern Illinois — about 5.5 hours south of Chicago via I-57 — produces serious wines at wineries like Shawnee Hills Wine Trail members Alto Vineyards (8515 IL-127, Alto Pass, IL 62905) and Owl Creek Vineyard (2655 Owl Creek Rd, Cobden, IL 62920). Closer to Chicago, the Galena wine region in the northwest corner of the state offers Stone Cliff Winery (600 Dying Street, Dubuque) and options across the Iowa border — all reachable via US-20 West in about 3 hours. A charter bus from Chicago handles the mileage while your group enjoys the scenery instead of navigating two-lane highways in the dark on the way back.
Undercarriage bays carry every bottle you decide to bring home. Call 224-307-8900 for a free winery day-trip quote.
Chicago Distillery Tours: Craft Spirits and Urban Distillery Crawls
Chicago's distillery scene is younger than its brewery neighbors but just as compelling. KOVAL Distillery (5121 N Ravenswood Ave, Chicago, IL 60640) in Ravenswood was one of the country's first urban craft distilleries and still runs some of the best public tours in the city on Saturdays. Letherbee Distillers (2475 N Milwaukee Ave) keeps things rooted in Logan Square with a gin and amaro lineup that earns its own fan base.
North Shore Distillery (755 Frontage Rd, Lake Bluff, IL 60044) sits 35 miles north in Lake Bluff — a clean 45-minute run up I-94 — and offers tours by appointment for private groups. Combining two or three of these into a single Saturday circuit is exactly the kind of itinerary a 20-passenger minibus was built for: everyone tastes freely, the route is taken care of for you, and the group stays together from the first pour to the last Uber-avoidance moment. Call 224-307-8900 to set up your Chicago distillery tour.
Chicago Beer and Wine Festivals: IllinoisCraft, Windy City Wine Festival, and Beyond
Chicago's craft beverage festival calendar fills up fast. The Windy City Wine Festival draws thousands of guests to Grant Park each summer, turning Columbus Drive into a parking nightmare from the first shuttle run to the last cab out. The Illinois Craft Brewers Guild runs the Illinois Craft Beer Week each May, with participating taprooms across the metro hosting special pours and release events simultaneously — which means your group can't be in three places at once without a bus.
The Chicago Beer Classic at Navy Pier fills Lakeshore Drive's metered lots before noon and leaves rideshare surge pricing running well into the evening hours. A Chicago party bus rental to any of these festivals means one vehicle, one pickup, one flat rate — and everyone drinks freely from the first sample to the post-festival recap on the ride home. Book well in advance: festival weekends in Chicago move vehicle availability fast.
Call 224-307-8900 to lock in your date.
Custom Chicago Winery and Brewery Tour Itineraries: We Build the Route, You Enjoy the Pour
The best tours aren't the ones pulled from a listicle — they're the ones your group actually wants to take. Maybe that means starting with a barrel tour at Empirical Brewery (1801 W Foster Ave, Chicago, IL 60640) in Andersonville, swinging south to Whiner Beer Company (1400 W 46th St) in the Back of the Yards neighborhood, and finishing with a private tasting at a Pilsen wine bar. Or it means loading a 56-passenger charter bus in the Loop at 9 a.m. and being at the first Shawnee Hills tasting room by 2 p.m.
Tell us the stops you want, the time you want to leave, and the size of your group — our reservation team builds the logistics around you. Once you've got an idea of your Chicago itinerary, call 224-307-8900 and we'll make the route work.
How Much Does Winery & Brewery Tour Transportation in Chicago Cost?
| Type of Bus | Cost Per Hour Weekdays | Cost Per Hour Weekends | Cost Per Day |
|---|---|---|---|
| 14 Passenger Sprinter Limo | $170 – $318+ | $219 – $344+ | $1,526 – $3,113+ |
| Sprinter Van Rental | $187 – $273+ | $218 – $366+ | $1,395 – $2,748+ |
| 15 Passenger Party Bus | $204 – $330+ | $241 – $312+ | $1,396 – $2,817+ |
| 18 Passenger Party Bus | $266 – $330+ | $268 – $378+ | $2,121 – $2,563+ |
| 20 Passenger Party Bus | $244 – $338+ | $268 – $340+ | $1,939 – $2,796+ |
| 25 Passenger Party Bus | $248 – $326+ | $265 – $360+ | $1,827 – $2,854+ |
| 28 Passenger Party Bus | $255 – $337+ | $279 – $351+ | $2,147 – $2,653+ |
| 30 Passenger Party Bus | $297 – $374+ | $318 – $414+ | $2,331 – $3,021+ |
| 40 Passenger Party Bus | $297 – $338+ | $321 – $478+ | $2,297 – $3,473+ |
| 50 Passenger Party Bus | $294 – $441+ | $337 – $490+ | $2,173 – $4,043+ |
| 15–35 Passenger Minibus | $113 – $246+ | $147 – $261+ | $1,098 – $2,105+ |
| 40–56 Passenger Charter Bus | $158 – $327+ | $162 – $348+ | $1,331 – $2,841+ |
| Rates vary by trip length, travel dates, passenger count, amenities, and availability. Use our online quote form or call 224-307-8900 for exact pricing. | |||
Client Reviews of Our Winery & Brewery Tour Transportation in Chicago
A group of us did a pub crawl around Chicago and this bus was the perfect way to do it. Nobody had to worry about driving between spots, the ride was comfortable, and the music kept the mood going the whole time. The booking was flexible and they helped us map out a route that hit everywhere we wanted. It turned a fun afternoon into an amazing all-day adventure. Will definitely book again.
Delphine A.
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RK★★★★★
Roland K.
We planned a tour with a dozen friends and rented this to get us around safely. Best decision of the trip. The bus was clean and roomy, and having it wait for us at each stop meant we never had to rush or coordinate cars. The team made reserving it simple and the price was fair for the whole day. We could just relax and enjoy ourselves. Highly recommend for any group outing.
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SM★★★★★
Saoirse M.
Did a crawl with my friends for a birthday and this bus made it unforgettable. We hit several stops without anyone having to drive, and the ride between them was half the fun with the lights and good music. The office was great about helping us plan the route and timing. Everyone could fully relax and enjoy the day. It was the perfect way to celebrate together and stay safe.
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FH★★★★★
Foster H.
Booked this for a day touring around with a big group and it was fantastic. The bus was comfortable, the sound was great, and rolling between spots together kept the whole group's energy up. Not having to figure out rides or worry about driving made the entire day stress-free. Setting it up through their office was quick and clear on price. We made a whole day of it and loved every minute.
Frequently Asked Questions About our Chicago Winery & Brewery Tour Transportation Services
How many breweries or wineries can our group realistically visit in one day?
For a Chicago-area taproom crawl, most groups comfortably hit 3 to 5 stops in a 5- to 6-hour window — enough time for a flight or a pint at each without rushing. A day trip to Shawnee Hills realistically fits 2 to 3 wineries given the drive time. We build in travel buffer between each stop when we put your route together, so nobody's sprinting through a tasting to catch the bus.
Can the bus wait for us while we're inside a brewery or winery?
Yes. The bus is booked as a block of hours, so it stays with your group through every stop on the itinerary. There's no pressure to rush through a tasting room because the bus waits nearby and is ready when you walk out.
Just confirm the total hours when you book so the quote reflects your full stop count and any extra time you want at a favorite spot.
What size bus works best for a small group of 10 to 15 people doing a Chicago brewery crawl?
A 15-passenger minibus is the right fit — nimble enough to park on side streets near taprooms in Logan Square or Avondale, while still offering reclining seats, A/C, and overhead storage for bags and purchases. For a group under 14, a Sprinter van or 14-passenger Sprinter limo gives you the same mobility with a bit more intimacy. Call 224-307-8900 and we'll match the vehicle to your headcount.
Can a full-size charter bus handle the roads going down to Shawnee Hills wineries?
Yes. The primary route — I-55 South to I-57 South, then IL-13 West into the Union County area — is highway-grade the entire way and fully accessible for full-size charter buses. Once you're in the hills near Alto Pass and Cobden, some winery approach roads are narrower, but they accommodate tour buses regularly.
We confirm road access for your specific stops before departure so there are no surprises 300 miles from home.
What's the best way to handle a large corporate group doing a Chicago brewery outing?
A 40- to 56-passenger charter bus keeps the entire team together, which matters when you've got 40 colleagues trying to regroup after a tasting. We handle pickup from your office or hotel, drop the group at each venue's entrance, and manage the timing between stops. Undercarriage bays hold any bottles, swag, or equipment.
For multi-day corporate retreats with a brewery component, we handle the transit leg while you focus on the team-building agenda. Call 224-307-8900 to discuss group rates.
How far in advance should we book for a winery or brewery tour bus in Chicago?
For a standard weekend taproom crawl, two to four weeks of lead time is workable most of the year. For festival weekends — the Windy City Wine Festival in summer, Illinois Craft Beer Week in May, or any major Grant Park event weekend — book 6 to 8 weeks out at minimum. Vehicles committed to festival logistics disappear quickly, and last-minute bookings during peak summer weekends often mean fewer vehicle options and higher rates.
Lock in your date early at 224-307-8900.