Chicago on the Cheap

Deals, discounts and free events in Chicago

Holidays

Book Your Santa Photos in Chicago – Free Photo

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  Celebrate the magic of the season with an unforgettable photo experience. With a jolly, authentic Santa and a friendly team that knows how to make families feel at home, you can skip the long lines and stress. The company behind the photos, Cherry Hill Programs, has been taking … [Read more...] about Book Your Santa Photos in Chicago – Free Photo

Posted by Tech Aide Filed Under: Holidays

Halloween House Music Party

Halloween just got more spirited with a special Haunted House Music Halloween Party on October 31, 2024. Chicago's homegrown sound will pump through a night of ferocious beats and non-stop dancing. The legendary Farley Jackmaster  Funk and Gene Hunt will spin records featuring some of their … [Read more...] about Halloween House Music Party

Autumn Fest at Gallagher Way

The pleasures of the season will fill the field around Wrigley Stadium in celebration of the cooler temperatures and bright foliage, Autumn Fest at Gallagher Way will run from October to November 2024. The Autumn Fest includes activities and offerings like seasonally themed food and drinks, … [Read more...] about Autumn Fest at Gallagher Way

Free Lincoln Park Spooktacular

  Join the haunted fun tradition of celebrating Halloween along Clark Street and Lincoln Avenue at the annual Lincoln Park Spooktacular on October 26 -27, 2024. Participating businesses on Clark Street and Lincoln Avenue will transform into trick-or-treat stops featuring candy and … [Read more...] about Free Lincoln Park Spooktacular

Easter Vintage Eggstravaganza

Hunt for Easter eggs as well as one-of-a-kind vintage finds at the free Easter Vintage Eggstravanganza Fest hosted by Windy City Market on March 30-31, 2024, in the Portage Park neighborhood. Celebrate the Easter holiday by browsing through 100 vendors displaying vintage clothes, housewares, … [Read more...] about Easter Vintage Eggstravaganza

Family Easter Cruise

There's nothing like ushering in Easter and the spring season on the blue waves of Lake Michigan. Climb aboard the 140 ft, three-story yacht Anita Dee II, on March 30, 2024, for an Easter celebration on the water. The Family Easter Cruise supplies bunny ears, crafts and the chance to dance … [Read more...] about Family Easter Cruise

Free Lunar New Year Concert

Experience the beauty and dynamic rhythms of Mongolian music during the Lunar New Year Concert at the Chicago Cultural Center on February 11, 2024.   This free event features the world premiere of Lei-Liang's Mongolian Suite for Violin. Listen to the beautiful melodies of acclaimed … [Read more...] about Free Lunar New Year Concert

Moe’s Cantina Holiday Pop Up

  Travel to Whoville, sip themed cocktails and grab photos with the Grinch himself during a high-spirited holiday pop-up, The Grinch Who Stole Christmas at Moe's Cantina in the Wrigleyville neighborhood. The festivities run through December 30, 2023. Get ready for a jolly time that … [Read more...] about Moe’s Cantina Holiday Pop Up

Santa’s Fireworks Cocktail Cruise from $20

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

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

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