5-Day Chicago Highlights and Culinary Delights Itinerary

Enjoy a hearty breakfast at Emerald Loop Bar & Grill before immersing yourself in the scientific wonders of the Adler Planetarium. Take a morning stroll in the nearby Grant Park to appreciate the greenery and the park's famous Buckingham Fountain.

For lunch, head to Bub City for some mouthwatering barbecue. Spend your afternoon exploring the marine life at the Shedd Aquarium and then test your courage on the glass-floored Skydeck Chicago at Willis Tower (Sears Tower), also known as The Ledge.

Indulge in a dinner at Plymouth Restaurant & Rooftop Bar, offering a mix of American and international flavors. Afterward, take a leisurely stroll at Navy Pier, enjoying the evening breeze and the entertainment options the pier has to offer.

Start your day with a breakfast at LUXBAR, a neighborhood bar and restaurant with a laid-back, yet lively atmosphere. Afterward, explore the impressive collection at the Art Institute of Chicago with a Fast-Pass ticket, allowing you to make the most of your time.

For lunch, visit FireLake Grill House and Cocktail Bar for a modern Midwestern meal. Post-lunch, take a guided Chicago River 1.5-Hour Guided Architecture Cruise to learn about the city's renowned architecture from a unique vantage point.

Dine at The Beetle Bar and Grill, a local favorite known for its diverse menu and vibrant ambiance. Cap off the evening with a Gourmet Dinner River Cruise, enjoying the city's skyline as you savor a delicious meal on the water.

Enjoy a breakfast at First Draft, a gastropub offering a wide selection of craft beers and a creative menu. Kick off your day with a guided Chicago Gangsters and Ghosts Guided Walking Tour, delving into the city's intriguing history.

For lunch, head to Scofflaw, a gin-focused cocktail bar with a menu of elevated bar bites. Afterward, take a break from the city buzz and explore the Lincoln Park & Zoo, a serene oasis with a variety of wildlife and beautiful gardens.

Dine at Reclaimed Bar & Restaurant, where the focus is on sustainability and locally-sourced ingredients. Conclude your day with a visit to the historic The Chicago Theatre for a guided tour, gaining insight into its glamorous past and architectural significance.

Enjoy a delightful breakfast at Hopsmith Chicago, a vibrant spot with a rooftop option if the weather permits. After breakfast, take a morning stroll at the serene Marina City, also known as the "Corn Cob Towers," and then explore the nearby Tribune Tower with its impressive collection of building fragments from around the world.

For lunch, visit Bar Louie - Printers Row for a casual yet satisfying meal. Spend your afternoon at 360 Chicago Observation Deck with a Skip-the-Line ticket, enjoying the breathtaking views of the city and Lake Michigan from the 94th floor of the John Hancock Center.

Conclude your Chicago journey with a dinner at Elephant & Castle, offering a mix of British and American pub favorites. Afterward, take a relaxing walk at Windy City Ghosts Hauntings of Chicago to hear some of the city's spookiest stories and legends, providing a different perspective on the vibrant metropolis.