Enjoy a quintessential Chicago dining experience with lakefront views, a menu of Chicago classics & Route 66 favorites, and an extensive collection of sports and pop culture memorabilia. Located near the main entrance to Navy Pier and just steps from the new Route 66 Starting Point sign, Harry Caray’s is proud to be the official first stop on Route 66. It’s the perfect place to fuel up whether you
’re kicking off a road trip, exploring Chicago, or simply enjoying a day at the Pier. Harry Caray’s delivers a quintessential Chicago dining experience with waterfront views of Lake Michigan, a menu of Chicago classics and Route 66 favorites, and an extensive collection of sports and pop culture memorabilia. Throughout the space, guests will find unique photo opportunities—from the iconic giant baseball glove and the Route 66 Starting Point sign outside to the vibrant Route 66 mural inside. Mahogany-paneled walls and display cases showcase a rotating collection of treasures, including artifacts, photos, and vintage newspapers celebrating Chicago sports legends and cultural icons, creating a setting that’s as memorable as the meal itself. Harry Caray’s Navy Pier offers something for every season. Soak up the best of “summertime Chi” on the dog-friendly patio, complete with a walk-up bar, spacious outdoor seating, scenic lakefront views, and a front-row seat to Navy Pier’s vibrant atmosphere. In winter, the seasonal Lakefront Lodge pop-up brings cozy charm, with heated igloos, a private curling rink, and outdoor fire pits overlooking Lake Michigan. With HDTVs throughout the restaurant and bar, including a massive 98-inch screen, Harry’s is an ideal spot to catch major sporting events. A roster of partners including sports legends Patrick Kane, Aramis Ramirez, Geovany Soto, and Richard Dent adds to its iconic Chicago appeal. Whether you’re visiting with a group or planning a special occasion, Harry Caray’s Navy Pier also offers a variety of private event spaces, perfect for corporate outings, celebrations, holiday parties, and everything in between.