June 3-7, 2026
Second City? Not this weekend! Join The History Chicks for a weekend adventure through Chicago, where history takes center stage. From the Gilded Age to the Progressive Era—and, of course, the legendary World’s Fair—we’ll uncover the stories that shaped the city. Along the way, we’ll savor modern classics like deep-dish pizza, celebrate Chicago icons like the Cubs, and share it all with a group of like-minded travelers.
- Four Nights Accommodations at the historic Palmer House Hotel
- Full Hot Breakfast Each Day
- Welcome Party
- Double Decker Bus City Tour
- Guided Tour of Glessner House
- Lunch at Glessner House
- Prairie Avenue Walking Tour
- Visit to Jane Addam's Hull House
- 1893 World's Fair Walking Tour
- Visit to Chicago History Museum
- Deep Dish pizza lunch at Lou Malnati's
- VIsit to Museum of Science and Industry
- Visit to the Art Institute of Chicago
- Dinner Cruise on the River
- Private Motor Coach Transportation
- The History Chicks Swag
Day One: Welcome to Chicago
Welcome to the Windy City!
We kick off our Chicago adventure with drinks and appetizers at an iconic rooftop bar, complete with stunning lake and city views. Meet your fellow travelers, soak in the skyline, and toast to the weekend ahead. Then, hop on our double-decker sightseeing bus to explore the city’s most famous landmarks and iconic spots.
Day Two: Glessner House to Hull House
We begin our day at Glessner House, touring the home of forensics pioneer Frances Glessner Lee. After exploring the house, enjoy a docent-led walk down Prairie Avenue, ending at the Second Presbyterian Church, home to stunning stained glass by Louis C. Tiffany. We’ll return to Glessner House for a group lunch before heading to Hull House, Jane Addams’ famous safe haven where women worked to improve their lives and communities.
Day Three: 1893 Chicago World's Fair
Spend the day immersed in the 1893 World’s Fair, a favorite topic in many The History Chicks episodes. Begin with a walking tour of the fairgrounds to bring history to life, then explore the Chicago History Center before visiting the Museum of Science and Industry- the only remaining building from the World’s Fair. We’ll break up the day by paying homage to another Chicago legend over deep-dish pizza at Lou Malnati’s for lunch!
Day Four: Art and Architecture
Chicago is a city of art and architecture. We begin our day at the world-renowned Art Institute of Chicago, exploring masterpieces—including works connected to former The History Chicks subjects. After your museum visit, enjoy some free time to embark on a personal side quest through the city.
We’ll come together one last time for a farewell dinner cruise along the Chicago River, admiring the skyline and iconic architecture as we toast to new friendships and unforgettable memories.
Day Five: Good Bye
Enjoy one last breakfast before checking out of the hotel. Safe travels and see you on another adventure!
Tour Price:
The package price for a single room is $3,750 per person. The package price for a shared room is $3,150 per person. A $800 deposit is required at the time of registration and is non-refundable. The final balance will be due on April 3, 2026 and will be paid by invoice to Like Minds Travel and is non-refundable at that time.
If you are registering with a roommate, but want to be billed separately, fill out the form individually and place each others name in the space indicated. You will be paired in the same room. Like Minds Travel does not pair solo travelers with a roommate.
Extra night are available at the host hotel. The cost for a single room is $385 and double is $423 and include breakfast. Email extranights@likemindstravel.com and state your desired dates and what tour you are on in the email. Like Minds Travel will add the nights to your final invoice.
Airfare and airport transfers are not included in the package price. Like Minds Travel recommends flying into Chicago O’Hare (ORD).
This tour is for guests 16 and older and requires a lot of walking. Group size is capped at 50 people.
Completed registration is acceptance of our terms and conditions. Please read our terms and conditions.
