Business and pleasure: The Best of Chicago for a corporate group holiday

We like spotting a city’s hidden gems when we travel, but sometimes it’s nice to mix business with pleasure on a group trip. That’s why we put together this list of the best things to do in Chicago for a corporate group holiday.

From Michelin-starred restaurants to world-class museums, there’s plenty to keep everyone entertained in the Windy City. And with a range of accommodation options to suit all budgets, you’re sure to find the perfect base for your group.

If you’re planning a corporate group holiday to Chicago, here are some of the best things to do in the city:

  1. Dine at Alinea

One of the most popular restaurants in Chicago, Alinea is perfect for a group dinner. The Michelin-starred restaurant offers a unique dining experience with inventive dishes and an impressive wine list. Make sure to book in advance, as tables fill up fast!

After a day of business meetings, what better way to relax than with a luxurious dinner? Alinea is the perfect place to treat your clients or colleagues to an unforgettable meal.

  1. Visit the Art Institute of Chicago

No trip to Chicago would be complete without a visit to the Art Institute of Chicago. One of the largest and most renowned art museums in the world, it’s home to an impressive collection of paintings, sculptures, and other works of art.

Your business guests will be impressed by the museum’s grandeur, and they’ll appreciate being able to view some of the world’s most famous works of art up close. If you have time, take a guided tour of the museum to learn more about its history and collection.

  1. Go shopping on the Magnificent Mile

The Magnificent Mile is one of the most popular shopping districts in Chicago. With a range of high-end shops and department stores, it’s the perfect place to pick up some new clothes or souvenirs.

From designer labels to high-street brands, there’s something for everyone on the Magnificent Mile. And if your guests need a break from shopping, they can enjoy a bite to eat at one of the many restaurants and cafes in the area.

  1. Take a river cruise

See Chicago from a different perspective with a river cruise. These sightseeing tours offer great views of the city’s skyline and iconic buildings and landmarks.

Many river cruises also include commentary from a tour guide, so your guests will learn more about Chicago’s history and culture. And if you want to extend the cruise into an evening activity, there are a number of dinner cruises available.

  1. Attend a sporting event

Chicago is home to some of the best sports teams in the US, so attending a game is a great way to experience the city’s passion for sports. Catch a baseball game at Wrigley Field, or see the Chicago Bulls play at the United Center.

What better way to unwind after a busy day of meetings than with a fun-filled evening at a sporting event? Your guests will love cheering on their team, and they’ll appreciate being able to experience a quintessential part of Chicago culture.

  1. Visit Millennium Park

One of the most popular tourist attractions in Chicago, Millennium Park is perfect for a group outing. Its spectacular gardens and public artworks make it a great place to relax and soak up the city’s atmosphere.

You can also take a walk or cycle along the park’s scenic path or visit the Art Institute of Chicago and the Field Museum, which are both located within the park.

  1. Explore the Field Museum

Families will love spending a day at the Field Museum. One of the largest natural history museums in the world, it’s home to an impressive collection of dinosaur bones and other fossils.

Who doesn’t love dinosaurs? Your guests will be amazed by the size of the museum’s dinosaur skeletons, and they’ll learn all about these fascinating creatures. The Field Museum is also a great place to escape the hustle and bustle of the city, and it’s sure to be a hit with kids and adults alike.

  1. See a show at the Chicago Theatre

For a night of entertainment, head to the Chicago Theatre. This historic venue hosts a range of live shows, including musicals, comedy acts, and concerts.

A good bonding activity, seeing a show together, is a great way for your guests to relax and have fun. And if you’re looking for something truly memorable, why not treat your guests to a VIP experience with front-row seats and backstage access?

  1. Go on an architectural tour

Chicago is renowned for its architecture, so it’s well worth taking a guided tour to see some of the city’s most iconic buildings. These tours usually include a visit to the Willis Tower and other famous skyscrapers.

  1. Organize a meeting at the Willis Tower

For a corporate group trip with a difference, why not hold your meeting at the top of the Willis Tower? The iconic skyscraper offers a range of meeting and event spaces, with stunning views of the city. After the meeting, a Chicago charter bus can take your guests on a tour of the city’s other architectural highlights.

Whether you’re looking to wine and dine with your clients or entertain your employees, Chicago is the perfect city for a corporate group holiday. With its impressive restaurants, world-class museums, and iconic skyline, it’s sure to impress everyone in your group.