Chicago Festivals 2023, 2024 - Fairs, Craft Shows, Music Festivals in Chicago

Clark Street Spooktacular 2023

Clark Street Spooktacular

October, 2023

Clark Street in Lincoln Park, N Clark St & W Montrose Ave Chicago, IL, Chicago, Illinois

CoffeeCon 2023

CoffeeCon

October, 2023

Revel Space, 1402 N Western Ave Chicago, Chicago, Illinois

Parade 2023

Parade

October, 2023

Theatre Wit, Chicago, Illinois

The Whisky Extravaganza 2023

The Whisky Extravaganza

October, 2023

Union League Club, 65 W Jackson Blvd Chicago, IL, Chicago, Illinois

The Shops at Roosevelt Collection Pumpkins on the Plaza 2023

The Shops at Roosevelt Collection Pumpkins on the Plaza

October, 2023

The Shops at Roosevelt Collection, 150 W Roosevelt Rd Chicago, IL, Chicago, Illinois

Craft Art Spree 2023

Craft Art Spree

October, 2023

James R. Thompson Center Atrium , Chicago, Illinois

St. Viator Haunted House - Stairway to Insanity 2023

St. Viator Haunted House - Stairway to Insanity

October, 2023

St. Viator School, Chicago, Illinois

Chicago ArtOberfest 2023

Chicago ArtOberfest

October, 2023

The Shops at Roosevelt Collection, 150 W Roosevelt Rd Chicago, IL, Chicago, Illinois

AceBounce Stranger Pings 2023

AceBounce Stranger Pings

October, 2023

AceBounce Chicago, 230 N Clark St Chicago, IL, Chicago, Illinois

Wrigleyville Halloween Crawl 2023

Wrigleyville Halloween Crawl

October, 2023

Deuce's & The Diamond Club, Chicago, Illinois

Festival del Merengue & Bachata Chicago 2023

Festival del Merengue & Bachata Chicago

October, 2023

Armitage and Hamlin , 3800 to 3900 west Armitage Ave Chicago, Chicago, Illinois

Haunted Booze Cruise on Halloween 2023

Haunted Booze Cruise on Halloween

October, 2023

Anita Dee II, Chicago, Illinois

River North Halloween Crawl 2023

River North Halloween Crawl

October, 2023

Moe's Cantina River North, Chicago, Illinois

Wine Riot 2023

Wine Riot

October, 2023

Wine Riot is a food festival that takes place at Revel Fulton Market., Chicago, Illinois

St. Viator Haunted House - Stairway to Insanity 2023

St. Viator Haunted House - Stairway to Insanity

October, 2023

St. Viator School, Chicago, Illinois

A Taste of Theatre Festival 2023

A Taste of Theatre Festival

October, 2023

Carver Military Academy, Chicago, Illinois

Chicago Dessert Fest 2023

Chicago Dessert Fest

October, 2023

Moe's Cantina River North, Chicago, Illinois

A Taste of Theatre 2023

A Taste of Theatre

October, 2023

Gwendolyn Brooks College Prep , Chicago, Illinois

The Backward River Festival 2023

The Backward River Festival

October, 2023

Eleanor Boathouse at Park 571, Chicago, Illinois

Lincoln Park Spooky Zoo Spectacular 2023

Lincoln Park Spooky Zoo Spectacular

October, 2023

Lincoln Park Zoo, 2001 N Clark St Chicago, IL, Chicago, Illinois

Kaskade 2023

Kaskade

October, 2023

Skyline Stage At Navy Pier, Chicago, Illinois

Freaky Deaky Halloween Costume Party 2023

Freaky Deaky Halloween Costume Party

October, 2023

Toyota Park, 7000 Harlem Ave Chicago, IL, Chicago, Illinois

Chicago Book Expo 2023

Chicago Book Expo

October, 2023

Columbia College Chicago, 1104 S. Wabash Ave. Chicago, Chicago, Illinois

Chicago International Children's Film Festival 2023

Chicago International Children's Film Festival

October, 2023

Facets Cinema, 1517 W Fullerton Ave Chicago, IL, Chicago, Illinois

Rocktober Beerfest 2023

Rocktober Beerfest

October, 2023

West Loop at W Randolph St & Ada St, 1361 West Randolph Street Chicago, IL, Chicago, Illinois

About Festivals, Craft Shows and Fairs in Chicago

The Windy City of Chicago offers a broad selection of attractions for travellers of all types and ages, from beautiful architecture, lip-smacking offerings of food and drink and loads of sports events. Every year, it also holds a number of exciting festivals to celebrate food, drink, music, films and more.

Perhaps Chicago’s most famous festival is Lollapalooza, a massive music event which spans the genres of alt-rock, heavy metal, rock, hip hop, punk and more, and hosts more than 150,000 people every year. If you’re a music fan of any description, it’ll have something tuneful to fill your ears, and previous artists have included the likes of Eminem, Muse, The Smashing Pumpkins, The Cure, Arcade Fire, Pearl Jam, The Killers, The National and a whole lot more. If they’re a big name, you’ll find them here. It’s one of the biggest and most prestigious music festivals in the whole of the states and it comes with good vibes and a chilled-out atmosphere.

Chicago Underground Film Festival is a rather more leftfield affair, and showcases a range of alternative cinema, including short films, independent films, documentaries, foreign cinema and more. The event also screens shocking and controversial films for those who like something provocative. If you’re keen to discover strange, unusual and interesting cinema, this is the event for you, with a firm focus on celebrating the artistic and aesthetic aspects of filmmaking and screening radical and challenging content.

Chicago also plays host to loads of big parades throughout the year, including the St Patrick’s Day Parade, Chicago Gay Pride Parade, and the Chinese New Year Parade. All of these offer floats, bands, entertainment, food and drinks, with a variety of themed happenings depending on the particular event.

Chicago’s biggest festival is Taste of Chicago, a tastebud-tingling smorgasbord of foods and drinks from around the world. In what is probably the biggest outdoor food festival in the whole of the states, you can get your lips around plenty of tasty morsels and meals, from gourmet banquets to street food and everything in between. There are also cookery demonstrations, top chefs, samples, restaurants and food booths, with music and other entertainment for those looking to give their bellies a break.