Festivals + Celebrations
Festival season doesn’t stop in the Windy City.
Discover vibrant food, music, culture, and more all year long at one of Chicago's acclaimed festivals. Immerse yourself in the festivities, then retreat to the comfort of your room, where our premier accommodations and convenient location create an unforgettable stay in the heart of the city.
Chicago Event Highlights
Ice Skating at Millennium Park | November 2025 - February 2026
Grab your skates and enjoy some classic winter fun in Chicago’s famous Millennium Park. Check out the two pop-up ice rinks offering scenic views of the snowy skyline.
Chicago Auto Show | February 7-16
One of the largest auto shows in North America and has been held more times than any other auto exposition on the continent.
Chicago Craft Beer Festival | February 28
The Chicago Beer Festival will take over the Field Museum on Feb 28th from 7pm to 11pm. The event will feature over 65 breweries, sampling their fall seasonal beers, with attendees having access to a select number of the museum’s exhibits open to attendees.
WWE Elimination Chamber (with United Airlines) | February 28
Major WWE pay-per-view event featuring elite wrestling matches.
Chicago St. Patrick's Day Parade | March 14
Large celebration with floats, bands, and festivities along the streets of downtown Chicago.
C2E2 | March 27-29
Pop-culture convention celebrating comics, TV, gaming, and cosplay.
Contemporary Art Fair | April 9-12
This leading international art fair brings more than 170 exhibitors from around the world to Navy Pier, plus programming and events throughout the city.
Chicago Latino Film Festival | April 16-27
Catch movie screenings with a focus on breaking stereotypes and celebrating Latino heritage and culture.
International Jazz Day All-Star Global Concert | April 30
Jazz Day All-Star Global Concert is taking place at the Lyric Opera of Chicago.
Chicago Humanities Festival | April 18, May 9, May 17
This celebration of ideas features the most interesting thinkers, artists, and creators from all over the world.
Mayfest | May 15-17
Kick off summer in the heart of historic Lincoln Park, with two stages of live music, drinks, an art show, and local vendors.
Windy City Hot Dog Festival | May 29-31
Celebrate one of Chicago’s most iconic bites at this annual festival in Portage Park, which will award the local hot dog stand with the best frankfurter.
Beyond Wonderland | June 6 & 7
An electronic dance festival themed around Alice in Wonderland.
Chicago Pride Fest | June 20 & 21
Celebrate Pride in the country’s oldest official gay neighborhood at this lively fest, featuring live music, dance queens, local food, and more.
Grant Park Music Festival | June 10 - August 15
This 80-year tradition brings free classical music to Millennium Park all summer long.
Logan Square Arts Fest | June
Held in the heart of Logan Square, this art-focused fest also includes live music, food, and drinks.
Millennium Art Festival | June
This juried art showcase also brings live music and food to Michigan Avenue in Chicago’s Loop.
African/Caribbean International Festival Of Life | July 3-5
Reggae music is at the heart of this Washington Park festival, along with the lifestyle and culture of various African and Caribbean nations.
Windy City Smokeout | July 8-12
It’s like a weekend-long tailgate at this popular country music festival, known for drawing in the industry’s top names.
Lollapalooza | July 30 - August 2
One of the largest and most iconic music festivals in the world, Lollapalooza brings top artists and local bands to Lakefront Grant Park.
Chicago House Music Festival and Conference | August 27-30
Hear house music in the city where it was born at this day-long dance music event, held in Millennium Park.
The Great American Lobster Fest | August
Live lobsters are flown in from the East Coast for the Midwest’s largest seafood festival, held at Navy Pier.
Jeff Festival | August
Also known as the Jefferson Park Arts & Music Festival, this neighborhood park takes over idyllic Jefferson Memorial Park.
Sangria Festival | August
Sip sangria while enjoying Latin American food and music at this Humboldt Park festival.
