Instead of dashing through the snow, prepare to dash along the lake on Santa's Fireworks Cocktail Cruises scheduled for December 9th, and the 16th 2023. Celebrate the holidays on the water with DJs, dancing and a full bar on a three-story yacht gliding by the iconic Chicago skyline and harbor. … [Read more...] about Santa’s Fireworks Cocktail Cruise from $20
Holidays
Free Blues Christmas Concert at Navy Pier
Add some blues rhythms to your holiday with a classic Chicago blues showcase by legendary blues label Alligator Records. Music from the "Alligator Records Christmas Collection" and "Genuine Houserockin Christmas" will be performed along with other holiday faves at A Blues Christmas on December 15, … [Read more...] about Free Blues Christmas Concert at Navy Pier
Festival On The Square
Congo Square Theatre Company, one of Chicago's most acclaimed theater groups, will commemorate its 26th anniversary with "Festival on The Square," a popular program of free live theater readings, food and drinks on June 22, 2023, and June 28, 2023. Attend an elevated happy hour and theater … [Read more...] about Festival On The Square
Ravenswood Mother’s Day Gift Market
Your Mother's Day gift shopping just got an exciting dose of creativity thanks to the Ravenswood Mother's Day Gift Market on May 10, 2023, from 4-8 pm. Wander through the open-air market of artisan gifts and hand-crafted goods including flower baskets, artwork, jewelry, beauty … [Read more...] about Ravenswood Mother’s Day Gift Market
Cinco de Mayo and Kentucky Derby Celebrations at Time Out Market
Chicago loves celebrations. especially when there are cocktails and food involved. Enjoy drinks, eats, live music and other entertainment at the Cinco de Mayo and Kentucky Derby celebrations on May 5 and 6, 2023 at Time Out Market Chicago. Honor the Mexican holiday of Cinco de Mayo with … [Read more...] about Cinco de Mayo and Kentucky Derby Celebrations at Time Out Market
Free Lakeview Pet Easter Photos
Celebrate the spirit of Easter with your pets during the grand opening of Bond Vet with free Lakeview Pet Easter Photos on April 8, 2023. Scamper down to the event for goodies, raffles and more. The Easter Bunny will cuddle up with your own furry friend during a photo session from noon to 2 … [Read more...] about Free Lakeview Pet Easter Photos
Free Tuba Christmas at the Palmer House
Enjoy the sounds of the holiday on the biggest scale ever at the 49th annual Tuba Christmas at the historic Palmer House Hotel on December 18, 2022. Tuba players from around the world will descend upon the Grand and State Ballroom in the Plamer House to perform a spirited concert of holiday … [Read more...] about Free Tuba Christmas at the Palmer House
Free Santa Photo at Pet Smart
Make sure your pet joins in on the holiday fun with a free photo with Santa at Pet Smart. Bring your pet in for a heartwarming photo at participating stores through December 18. 2022. During the first three weeks of December, make an appointment at your local Pet Smart and bring your fur … [Read more...] about Free Santa Photo at Pet Smart
Lincoln Park Conservatory Holiday Flower Show
Lincoln Park Conservatory's beloved Winter Flower Show will explore the ethereal beauty of the Nutcracker Ballet with this year's show, "Sugar Plum," which runs from November 25, 2022-January 7, 2023. Roam through the rosy splendor of pink poinsettias and purple heart spiderwort surrounded by … [Read more...] about Lincoln Park Conservatory Holiday Flower Show
Pier Pumpkin Lights
The joys of the Fall season will be on vivid display during Pier Pumpkin Lights at Navy Pier, from October 1-31, 2022. Visitors can experience seven different seasonal installations throughout the pier's 50 acres. Stroll the pier at dusk and gain a striking visual experience with light displays … [Read more...] about Pier Pumpkin Lights
Free Chicago Juneteenth events
This weekend, the city celebrates Juneteenth, a federal holiday that recognizes the oldest nationally celebrated day for the ending of slavery in the U.S. June 19, 2022, is the official holiday but celebrations take place all weekend. Juneteenth is traced back to Galveston, Texas in 1865 when the … [Read more...] about Free Chicago Juneteenth events
1865 Fest Juneteenth Celebration
The annual 1865 Fest brings cultural family activities, live music, educational workshops, food and fun to Garfield Park for three days, June 17-19, 2022. Honoring the Juneteeth holiday that brought freedom to enslaved Americans two years after official emancipation in 1865, the free events connect … [Read more...] about 1865 Fest Juneteenth Celebration