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Chicago Dine-Around Private Tours

Website: chicagodinearound.com

Phone: (312) 437-3463

Cross Streets: Between N Clark St/S Clark St and N Dearborn St/S Dearborn St

Closed now

  • Mon 10:00 AM - 10:00 PM

70 W. Madison St. Chicago, IL 60602 ·509.70 mi

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Amenities

  • Family friendly
5.0
489 reviews
5 star
416 4 star
55 3 star
5 2 star
7 1 star
6
Tripadvisor traveler Resort23916981021 09/29/26

We had a wonderful experience with Chicago Dine Around for our summer outing. The Ultimate Tour was well organized, engaging, and such a fun way to experience the city as a group.The team did a great job coordinating the details and keeping everything moving smoothly, which allowed us to simply enjoy the experience. The mix of food, atmosphere, and time together made it feel special without feeling overly structured.It was a great fit for our group, and I would absolutely recommend Chicago Dine Around to anyone looking for a unique and memorable group experience in Chicago.

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Tripadvisor traveler Isabella C 07/09/26

We've had a great experience working with Dine-Around, having used them for two separate events: a progressive food tour in 2023 and a taco making challenge in 2026. The booking process was easy and straightforward, and their wide range of customizable event options meant we could find an offering that worked well for our group, including accommodating allergies. Their day-of staff were consistently high-energy and engaging, contributing to two well-received events. Brandon, in particular, was incredibly accommodating, always had answers to our questions, and made the entire process easy by taking the work out of our hands. We would definitely use Dine-Around again in the future!

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Tripadvisor traveler Libby A 06/12/26

We hosted our Toronto team in Chicago for the first time and used Chicago Dine Around to help plan our team event. Working with Brandon was absolutely fantastic from start to finish. He made the entire process incredibly easy and stress-free.We chose the Private Architectural Boat Tour, and the Chicago Dine Around team went above and beyond to ensure everything was perfect. They even arranged for us to tour the boat beforehand so we could confidently select the right experience for our group.For lunch, they seamlessly accommodated all dietary restrictions and preferences, making coordination effortless. Every detail was handled professionally, allowing us to focus on enjoying the event.The feedback from our team was overwhelmingly positive. Many team members said it was one of the best company events we've had to date. Even our Chicago-based employees, who are very familiar with the city, thoroughly enjoyed the tour and experience.I highly recommend Chicago Dine Around for anyone planning a corporate event or group outing. Their attention to detail, outstanding customer service, and local expertise made our event a huge success.

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Tripadvisor traveler Resort23916981021 01/30/26

Chicago Dine Around was an awesome experience from start to finish. I worked with the group for a 2025 Holiday party, mid-winter in Chicago. I opted for the Scavenger Hunt, as we had to stay indoors. The format kept the experience interactive and engaging. Everything was well organized, the clues were easy to follow, and the overall vibe was energetic and social. A creative and delicious way to experience downtown. I look forward to hosting a different adventure this summer—highly recommend!

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Tripadvisor traveler Vjachicago 12/08/25

As part of our recent All-Employee Meeting, we wanted to have one evening together with the Team whereby we would be in a less formal environment, however, one that encouraged and accommodated a good deal of engagement, discussion and interaction. We chose the Casino evening experience with Brandon and the Chicago Dine-Around Team, and we had a wonderful evening of food and drink in an informal casino-like setting. Everyone on the Dine-Around team was excellent, most importantly those individuals that ran the games. They were instructional, informative and even comedic at times. In all, it was a satisfying and successful evening, and I'd recommend it highly. The food and setting at the Weber Grill proved to be perfect.

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