Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

Relaxing Getaway in Chicago

Saturday, August 26: Explore Millennium Park

Start your trip by visiting the iconic Millennium Park in the morning. Take a leisurely stroll through the park and admire the famous Cloud Gate sculpture, also known as "The Bean." Enjoy the beautiful landscape, serene gardens, and art installations. In the afternoon, have a picnic near Crown Fountain, where you can cool off by splashing in the water. As the evening sets in, attend a concert or movie screening at the Jay Pritzker Pavilion, an outdoor venue offering a relaxing atmosphere.

  • Millennium Park: Free, Time Spent: 2-3 hours
  • Jay Pritzker Pavilion: Free, Time Spent: Varies depending on event
Sunday, August 27: Navy Pier and Lakefront Trail

Start your day by visiting Navy Pier, a popular tourist spot on the shores of Lake Michigan. Enjoy a peaceful morning stroll along the pier, taking in the lake views and browsing through shops. In the afternoon, rent a bike and explore the scenic Lakefront Trail, which stretches for 18 miles along Lake Michigan. Take your time to enjoy the tranquility and natural beauty of the trail. As the evening approaches, relax on a sightseeing cruise departing from Navy Pier, offering stunning views of the city skyline.

  • Navy Pier: Free admission, Time Spent: 2-3 hours
  • Lakefront Trail: Free, Time Spent: Varies depending on activity
  • Sightseeing Cruise: $25-40 per person, Time Spent: 1-2 hours
Monday, August 28: Chicago Botanic Garden and Lincoln Park Conservatory

Start your last day in Chicago by visiting the serene Chicago Botanic Garden. Explore the meticulously manicured gardens, walk along peaceful trails, and discover a wide variety of plant species. In the afternoon, head to Lincoln Park Conservatory, a hidden gem showcasing beautiful tropical plants and flowers. Enjoy the soothing ambience and take your time to unwind. In the evening, indulge in a relaxing spa treatment at one of Chicago's renowned wellness centers, such as the Peninsula Spa or the Waldorf Astoria Spa.

  • Chicago Botanic Garden: Free admission, Time Spent: 3-4 hours
  • Lincoln Park Conservatory: Free admission, Time Spent: 1-2 hours
  • Spa Treatment: $100-200 per person, Time Spent: Varies depending on treatment

Hidden Gems and Local Favorites

For a more off-the-beaten-path experience, consider visiting the Garfield Park Conservatory. This hidden gem is a peaceful oasis with stunning plant displays and a palm house that will transport you to a tropical paradise. Another local favorite is the 606 Trail, an elevated park and trail system built on a former railway track. Enjoy a relaxing walk or bike ride through this urban oasis, surrounded by art installations and lush greenery. These hidden gems offer tranquility and serenity away from the bustling city center.

For hotel and flight bookings, you can check prices on Kayak.

0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version