Pearl's Place

If you're looking for a romantic date spot in Chicago, consider ROOF on theWit. This lounge within the Wit Hotel offers a breathtaking city view from its outdoor patio and hangover space. Whether you're in the mood for steak or pizza, their dinner menu offers a wide range of delicious entrees. ROOF is a luxurious retreat that can be found on the 27th floor, offering unique hand-crafted cocktails, delectable cuisine, stunning views of the skyline, and vibrant design and entertainment. It has been crowned Hotel Bar of the Year by the Nightclub & Bar Awards and recognized by Travel+Leisure as one of the top 3 rooftop bars in the world. Guests can indulge in the finest acoustic music series, world-class DJs, and live runway shows.

If you're a fan of Shakespeare, you should attend the Chicago Shakespeare Theater on Navy Pier. This professional theater company was founded in 1986 by Barbara Gaines and is the third largest in the Midwest. They produce works from the Shakespeare canon and other theatrical performances, with over six hundred performances annually at the Courtyard Theater and the Upstairs space. The theater has won numerous awards, including 36 Joseph Jefferson Awards, three Laurence Olivier Awards, and a Regional Theatre Tony Award. The theater also has a family series for younger audiences and special student pricing.

If you're looking for a great place to catch a show, check out the House of Blues. Located in the heart of Chicago, this popular music venue chain offers a unique and authentic atmosphere. The House of Blues Chicago was established in 1966. It was designed to replicate the famous "Estavovski" Opera House in Prague, with its "Crazy Quilt" and Delta Mississippi mud kept under the stage. Over the years, the House of Blues has hosted countless shows featuring some of the greatest artists ever. From The Who and Al Green to Kanye West and John Mayer, this venue has seen it all. And with a capacity of up to 1,800 people, you will have a great time. So, whether you're a fan of rock, blues, or hip-hop, be sure to check out the House of Blues for an unforgettable experience.