Ultimate Chicago Experience: Architecture, Food & Culture Itinerary

Enjoy a delightful breakfast at Lula Cafe, known for its farm-to-table dishes. Then, embark on the Chicago Architecture Center Cruise on Chicago's First Lady to learn about the city's iconic architecture.

For lunch, savor the flavors of Mexico at Xoco, a restaurant by award-winning chef Rick Bayless. Afterward, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views.

Dine at The Signature Room at the 95th and enjoy a gourmet meal with a view. End the night with a Chicago River Guided Sunset Cocktail & Architecture Tour.

Start your day with a hearty breakfast at Little Goat Diner, a popular spot for comfort food. Then, visit the Field Museum to explore natural history and anthropology.

For lunch, head to Girl & the Goat and experience the bold flavors of Top Chef winner Stephanie Izard. Afterward, continue to the Shedd Aquarium to see a variety of marine life.

Indulge in a steak dinner at Gibsons Bar & Steakhouse, a Chicago institution. After dinner, take a leisurely walk along the Navy Pier.

Enjoy a classic Chicago-style hot dog for breakfast at Portillo's Hot Dogs. Then, go on the Chicago Gangsters and Ghosts Guided Walking Tour to learn about the city's dark history.

For lunch, try the award-winning barbecue at Smoque BBQ. Afterward, take a break at Wrigley Field and explore the surrounding area.

Have a casual dinner at Big Star and enjoy their famous tacos. Then, experience Chicago's craft beer scene at Wrigley Building.

For your last morning in Chicago, have a leisurely breakfast at Cafe Ba-Ba-Reeba!, known for its Spanish tapas. Then, take a relaxing walk in Lincoln Park & Zoo.

Enjoy a farewell lunch at Au Cheval and savor their renowned burger. Afterward, visit the United Center to see the home of the Chicago Bulls and Blackhawks.

Conclude your trip with a memorable dinner at Alinea, a three-Michelin-star restaurant. After dinner, take a night stroll along The Magnificent Mile for some last-minute shopping and sightseeing.