2 Best Nightlife in The Loop, including the West Loop and South Loop, Chicago

For a walk into history, stop by the Blues Heaven Foundation, which occupies the former home of the legendary Chess Records. Breathe the same rarefied air as blues (and rock-and-roll) legends Muddy Waters, Howlin' Wolf, Chuck Berry, and the Rolling Stones, all of whom recorded here. Check out the Chess brothers' private offices, the recording studio, and the back stairway used only by signed musicians. Be sure to see the eerie "Life Cast Portraits" wall showcasing the plaster heads of the Chess recording artists. Tour hours are 12–4 Monday through Saturday.

Despite being hidden away underneath the El tracks in a spooky stretch west of downtown, Transit is wildly popular with young clubgoers. Inside, the multiroom space has a crisp design and sumptuous VIP area. Don't miss the glowing black-and-white bar between the oval and chandelier rooms, or the mezzanine with its minimalist furniture and oversize mahogany table.