Baseball season in Chicago isn’t just a pastime—it’s a tradition. Whether you’re heading to the Friendly Confines of Wrigley Field or the South Side stomping grounds of Rate Field, there’s nothing quite like rallying your group and riding to the game together. And what better way to do it than aboard a vintage trolley?
At The Trolley Car & Bus Company, we’re here to make your game day experience something to talk about long after the final out. Our Chicago trolley rentals offer a unique way to celebrate your love for baseball—with the added perks of comfort, convenience, and a touch of nostalgia.
Why Rent a Trolley for Game Day?
Let’s face it—parking at the ballpark can be a headache. Between traffic, finding a spot, and coordinating meeting points, it’s easy for the fun to get lost in the logistics. Renting a trolley solves all of that. You’ll ride together, arrive together, and keep the energy high from the first pitch to the last inning.
Our trolleys are spacious, open-air, and full of vintage charm—making them ideal for groups of all sizes. Whether you’re organizing a corporate outing, hosting a family reunion, or planning a birthday bash around the game, a trolley makes the whole event feel special.
Cubs or Sox? Either Way, We’ve Got You Covered.
Chicago is a city divided when it comes to baseball loyalties—but one thing we can all agree on is the need for good transportation. Our drivers know the ins and outs of getting around town, whether we’re headed north to Wrigleyville or cruising down to Bridgeport.
Want to grab a few pre-game photos with the skyline as your backdrop? No problem. Prefer to make a quick stop at your favorite bar near the stadium before first pitch? We can work that in. With a Chicago trolley rental, you’re not just getting from Point A to Point B—you’re building in memories along the way.
Features That Make a Difference
Our vintage trolleys aren’t just easy on the eyes—they’re comfortable and functional, too. With roomy seating, large windows, and open-air options, the ride becomes part of the experience. You’ll enjoy:
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Plenty of space for coolers, gear, and fans of all ages
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Professional drivers who know Chicago traffic better than most
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Custom options like signage or decorations to show your team spirit
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A private ride, so your group sticks together, rain or shine
And if the weather takes a turn (we all know Chicago can be unpredictable), we’ve got enclosed options to keep everyone comfortable.
Perfect for All Kinds of Fans
Game day transportation isn’t just for die-hard fans—our trolleys are a great fit for:
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Corporate groups hosting client outings or team-building events
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Wedding parties looking to catch a game during a weekend celebration
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Birthday groups planning a unique celebration at the ballpark
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Alumni gatherings or reunion weekends in the city
With room for large parties and options to personalize your ride, it’s a fun and flexible way to travel—without the stress of ride-shares or splitting up in multiple cars.
Make It a Home Run
Baseball is about more than just the game. It’s about the experience—cheering with friends, sharing stories, and soaking up the city. Renting a trolley from The Trolley Car & Bus Company turns a regular ride into part of the tradition.
Whether you’re planning ahead for a big group outing or pulling together a last-minute ride to catch a weekend series, our team is ready to help you lock it in. With decades of experience in Chicago trolley rentals, we’ll make sure your trip to the ballpark is one to remember.
Reserve Your Trolley Today
Don’t wait until the seventh inning stretch to start planning. Give us a call at (630) 350-7433 or contact us online to reserve your trolley rental for baseball season in Chicago.