5-Day Chicago Adventure with Iconic Landmarks and Culinary Delights Itinerary

Fuel up for the day with a hearty breakfast at Hopsmith Chicago, a popular spot for its brunch menu and lively ambiance. After breakfast, make your way to the Art Institute of Chicago for an early access visit to one of the oldest and largest art museums in the United States.

Enjoy a diverse lunch at First Draft, a gastropub with an extensive beer selection and a menu to match. Post-lunch, head to the Chicago Museum of Science and Industry Ticket to explore the interactive exhibits and learn about science and industry in a fun and engaging way.

Conclude your day with a visit to the iconic Navy Pier. Dine at The Red Lion Pub for a taste of British pub fare before taking a spin on the Chicago Navy Pier Centennial Wheel Regular & Express Ticket to enjoy panoramic views of the city and Lake Michigan.

Start your day with a classic Chicago breakfast at Miller's Pub, a historic restaurant known for its steaks and pub atmosphere. After breakfast, take a leisurely walk along The Magnificent Mile, exploring the upscale shops and iconic landmarks.

For lunch, head to Scofflaw, a gin-focused bar with a menu that's sure to impress. Afterward, indulge in a sweet treat at the Museum of Ice Cream Entry Ticket, where you can explore a colorful and interactive world of ice cream-themed exhibits.

Dine at The Beetle Bar and Grill, a quirky spot with a menu to match, before embarking on the Chicago Gangsters and Ghosts Guided Walking Tour. Explore the city's darker history and mysterious past as you walk through the streets of Chicago with a knowledgeable guide.

Enjoy a breakfast with a view at Vintage Bar, known for its stylish ambiance and delicious menu. After breakfast, visit the Wrigley Field for a guided tour of the historic ballpark, home of the Chicago Cubs.

For lunch, head to Half Sour, a modern deli with a twist, before taking a thrilling Skydeck Chicago at Willis Tower (Sears Tower) experience. Step out onto the glass-floored Ledge and feel on top of the world as you admire the city from 1,353 feet in the air.

Dine at Cleos Bar and Grill, a sophisticated spot with a menu that's sure to please, before catching a live performance at the Chicago Theatre, an iconic venue known for its stunning architecture and top-notch entertainment.

Start your final day with breakfast at Mother Hubbard's Sports Pub, a casual spot with a menu that's perfect for a morning meal. After breakfast, spend the morning at Lincoln Park & Zoo, one of the oldest zoos in the country, where you can enjoy a variety of animal exhibits and beautiful parkland.

For lunch, head to Timothy O'Toole's Pub Chicago, a lively pub with a menu that's sure to satisfy. Afterward, take a leisurely walk through Grant Park, known as Chicago's "front yard," and visit the serene Buckingham Fountain.

Conclude your Chicago adventure with a farewell dinner at Emerald Loop Bar & Grill, offering a relaxed atmosphere and a menu with something for everyone. Raise a glass to the memories made in the Windy City and the experiences that will stay with you long after you've left.