Solo Female Traveler's Chicago Adventure Itinerary

Enjoy a delicious brunch at Little Goat Diner, a favorite spot for comfort food with a creative twist. Afterward, take a walk to the The Magnificent Mile for some shopping and sightseeing.

For a unique experience, have a late lunch at Au Cheval, known for its famous cheeseburger. Afterward, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for stunning views of the city.

Indulge in a dinner at Girl & the Goat, a renowned restaurant offering a variety of bold flavors. Afterward, if you're up for it, explore the city's nightlife in the River North area.

Start your day with a hearty breakfast at Wildberry Pancakes and Cafe, known for its delicious pancakes. Afterward, visit the Willis Tower Skydeck and The Ledge for a thrilling experience on the glass floor.

For lunch, enjoy a deep-dish pizza at Lou Malnati's Pizzeria, a Chicago classic. Afterward, spend the afternoon at the Field Museum exploring natural history and culture.

Have a relaxed dinner at Giordano's, another popular spot for deep-dish pizza. Afterward, take a leisurely walk along the Chicago Riverwalk and enjoy the city lights.

Start your day with a scenic run or walk along the Lakefront Trail, a perfect way to enjoy the beauty of Lake Michigan. Afterward, have a refreshing breakfast at Yolk, known for its delicious breakfast options.

For lunch, try the famous Chicago-style hot dogs at Portillo's Hot Dogs. Afterward, spend the afternoon at Navy Pier and take a ride on the Centennial Wheel.

Enjoy a dinner at Gibsons Bar & Steakhouse, a classic Chicago steakhouse. Afterward, you can explore the entertainment options at Navy Pier or simply take a relaxing evening stroll.

On your last day, treat yourself to a special breakfast at The Bongo Room, known for its creative brunch dishes. Afterward, take a walk in the historic Wicker Park neighborhood, known for its unique shops and street art.

For lunch, enjoy a meal at Big Star, a popular spot for tacos and margaritas. Afterward, spend the afternoon at the Lincoln Park Zoo, one of the oldest zoos in the country.

Conclude your trip with a memorable dinner at Alinea, a three-Michelin-star restaurant offering a multi-sensory dining experience. Afterward, take a leisurely walk along the Chicago Riverwalk to reflect on your adventures in the Windy City.