Solo Female Traveler's Chicago Adventure Itinerary

Indulge in a gourmet brunch on a river cruise with Chicago Gourmet Brunch, Lunch, or Dinner River Cruise. Enjoy the views of the city's architecture while dining.

After the cruise, take a walk along the Chicago Riverwalk and explore the vibrant riverfront. For a late lunch, try the award-winning burgers at Au Cheval.

Experience the city from a different perspective with the Chicago River Guided Sunset Cocktail & Architecture Tour. After the cruise, have a memorable dinner at Alinea, a three-Michelin-star restaurant.

Start your day with a hearty breakfast at Wildberry Pancakes and Cafe, known for its delicious pancakes. Then, visit the Field Museum to explore natural history and anthropology.

For lunch, enjoy the vibrant Mexican cuisine at Xoco by Rick Bayless. Afterward, take a relaxing Chicago Lake Michigan Skyline Cruise to appreciate the city's architecture from the water.

Head to the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for a sunset view of the city. For dinner, try the contemporary American dishes at Girl & the Goat.

Explore the trendy Wicker Park neighborhood. Start with a coffee at Asado Coffee Co. and then take a walk to see the street art and unique shops.

For lunch, enjoy the laid-back atmosphere and tacos at Big Star. Afterward, visit the nearby Ukrainian Village and stop by the historic Holy Trinity Orthodox Cathedral.

Have a memorable dinner at Giant, known for its innovative and seasonal menu. Afterward, experience the vibrant nightlife in the Logan Square neighborhood.

Spend your last morning in Chicago with a peaceful visit to the Lincoln Park Conservatory and Lincoln Park Zoo. Afterward, have a relaxed brunch at The Bongo Room in the Wicker Park area.

Take a leisurely bike ride along the Chicago Lakefront Trail, enjoying the scenic views of Lake Michigan. For a late lunch, try the gourmet sandwiches at Hannah's Bretzel.

End your Chicago adventure with a special dinner at Alinea, a three-Michelin-star restaurant known for its innovative and immersive dining experience. Afterward, take a stroll along the riverwalk to savor the city's lights at night.