Chicago Pride Fest (June 21-22, 2025) – Each year, more than 100,000 revelers flock to the historic LGBTQ+ neighborhood of Northalsted to take part in the festivities, including three stages with live music, more than 100 arts and crafts vendors, food from local restaurants, drag shows, dance performances, a high-heel race, and more. This year’s headlining artists include Natasha Bedingfield, JoJo Siwa, Sapphira Cristál, Bob the Drag Queen, Amber Riley, and more across two stages.
Photo courtesy of the Chicago Pride Festival
Argyle Night Market (Every Thursday from July 3 – August 28, 2025) – Started in 2013 by Uptown United, the Argyle Night Market is an annual event that features food from local Argyle restaurants plus live cultural and musical performances on Thursday evenings each summer. This vibrant and award-winning event is located on Argyle, the city’s first shared street, which prioritizes pedestrians, celebrates green infrastructure, and encourages community engagement.
Windy City Smokeout (July 10-13, 2025) – The nation’s premier outdoor country music and BBQ festival returns to Chicago’s iconic United Center for its 12th year. The star-studded weekend will feature country music’s biggest names, including Kane Brown, Old Dominion, Jon Pardi, Bailey Zimmerman, and Megan Moroney, along with an impressive roster of up-and-coming talent and over 25 of the best BBQ teams from across the country. In addition to the top performer in country music, the festival offers a selection of curated events, such as the “Biggest Happy Hour of the Summer” on Friday, July 11 and an epic “BBQ Brunch” on Sunday, July 13 from 11:30 a.m. to 1 p.m. The bottomless BBQ Brunch will include a variety of dishes from the Windy City Smokeout’s Pitmaster Buffet, featuring a special Bacon Bar. Guests can also sip on mimosas and build their own Bloody Marys with all the fixings at the Bloody Mary Bar.
Photo courtesy of Windy City Smokeout
Chinatown Summer Fair(July 26-27, 2025) – This iconic event is one of the most ethnically unique outdoor events in Chicago and the Midwest. Attracting more than 50,000 people from throughout the region, Chinatown Summer Fair is a true celebration of Far East beauty and culture including food, art, and music. This neighborhood street festival will open with a lion dance procession, followed by Asian performances; kung fu demonstrations; samplings from Chinatown’s restaurants and unique gift shops; arts & crafts exhibits; street vendors with an array of merchandise; and a children’s area.
Photo courtesy of Choose Chicago
Lollapalooza (July 31 – August 3, 2025) – One of Chicago’s most highly anticipated summer events, this genre-defying lineup is packed with the music industry’s biggest names, along with local favorites and emerging artists.The full Lollapalooza lineup features more than 170 musical acts across nine stages, with headliners such as Olivia Rodrigo, Tyler, the Creator, Sabrina Carpenter, Rüfüs du Sol, Luke Combs, A$AP Rocky, Gracie Abrams and Doechii
Photo courtesy of Lollapalooza
Chicago Air and Water Show(August 16-17, 2025) – The Chicago Air and Water Show has been an iconic Chicago event since 1959. The annual summer spectacle is the largest and oldest free-admission air and water exhibition in the United States. The two-day event draws an audience of over one million to the city’s stunning lakefront to see pilots perform astonishing stunts above the waters of Lake Michigan.
Photo courtesy of Choose Chicago
Chicago House Music Festival and Conference (August 22-23, 2025) – The Chicago House Music Festival is an annual celebration of the Chicago-born genre that has revolutionized dance music globally. Held in Millennium Park every summer, this joyous event attracts house fans from across the globe to hear today’s top DJs and up-and-coming talent.
Chicago Jazz Festival (August 28-31, 2025) – The Chicago Jazz Festival is a Labor Day weekend tradition that promotes all forms of jazz through free, high-quality music programming at Chicago Cultural Center and Millennium Park. The festival showcases Chicago’s local talent alongside national and international artists to raise awareness and appreciation for one of the city’s most beloved art forms.
CHOOSE CHICAGO’S TRAVEL SERIES “THE 77: A CITY OF NEIGHBORHOODS” WINS THIRTEEN TELLY AWARDS
Choose Chicago is proud to announce that its new travel series, “The 77: A City of Neighborhoods,” has received multiple honors at the prestigious Telly Awards, a globally-recognized awards platform that honors excellence in television and video across all screens.
Pullman Historic District in the Pullman Neighborhood. Photo courtesy of the Pullman Historic Foundation.
Choose Chicago created this series in partnership with Chicago-based Skalawag Productions to showcase the rich diversity and history of our neighborhoods. “The 77: A City of Neighborhoods” garnered thirteen accolades at the Telly Awards, including five Gold and eight Silver Awards.
The Chicago River flows through several of the city’s neighborhoods including River North. Photo courtesy of Choose Chicago.
Choose Chicago works to position Chicago’s neighborhoods as premier travel destinations by collaborating with local creatives, community leaders, and chambers of commerce, and by supporting community events, infrastructure development, and placemaking projects.
Saints Volodymyr and Olha Ukrainian Catholic Church. Ukrainian Village. Photo courtesy of Eric Allix Rogers.
Rich Gamble, Interim President and CEO of Choose Chicago, expressed his excitement about the series’ success: “We are thrilled that ‘The 77: A City of Neighborhoods’ has been recognized with such prestigious awards. This series is a testament to the rich cultural tapestry of Chicago’s neighborhoods and the talented team behind its creation. We hope these stories inspire viewers to further explore and experience all that our city and its neighborhoods have to offer.”
The Auditorium Theater of Roosevelt University. Photo courtesy of Choose Chicago.
“The 77: A City of Neighborhoods” celebrates the vibrant and distinct communities that make Chicago a world-class destination. The first five episodes of the series have resonated with audiences and judges alike, earning recognition across multiple categories. The awards underscore the series’ exceptional storytelling, cinematography, and creative direction.
“Chicago is a city of neighborhoods, and we took a new marketing approach that acknowledges the realties and complexities of a constantly changing urban landscape,” said Rob Fojtik, Vice President of Neighborhood Strategy at Choose Chicago. “‘The 77: A City of Neighborhoods’ series is part of our organization’s commitment to position the city’s communities as premier cultural destinations and to promote economic activity beyond the central business district.”
Aerial view of Wrigley Field. Photo courtesy of Choose Chicago.
“Working on ‘The 77: A City of Neighborhoods’ with Choose Chicago has been an incredibly rewarding experience,” said Mark Skala, Founder of Skalawag Productions. “This series allowed us to delve into the heart of Chicago’s neighborhoods and showcase their unique stories. The collaboration with the community and the talented team at Choose Chicago made this project truly special, and we hope it inspires people to explore every corner of this beautiful city.”
Rockefeller Chapel in Chicago’s Hyde Park Neighborhood. Eric Allix Rogers photography.
“It has been wonderful to see Bronzeville featured in ‘The 77: A City of Neighborhoods,’” said Cecilia Cuff, Owner of Bronzville Winery. “This recognition goes beyond just our restaurant; it highlights the legacy and spirit of the Bronzeville community. Through this series, viewers get a glimpse into how the history and culture of our neighborhood are instrumental in revitalizing and fostering a sense of pride and unity. I am proud to be part of this celebration of Chicago’s neighborhoods and look forward to welcoming more visitors to experience all that my community has to offer.”
Legacy Walk in Chicago’s Lakeview neighborhood. Photo courtesy of Choose Chicago.
Gold Awards:
Food & Beverage — Online
Travel & Tourism — Online
History — Online
Documentary — Online
Writing — Online (Humboldt Park)
The Skydeck at Willis Tower. Photo credit Ranvestal Photography.
Garfield Park Conservatory in Chicago’s Garfield Park Neighborhood. Adam Alexander Photography.
Funding for production of “The 77: A City of Neighborhoods” was provided by the Chicago Department of Cultural Affairs and Special Events (DCASE) as part of a grant from the American Rescue Plan Act (ARPA).
The series can be viewed on Choose Chicago’s YouTube channel where visitors can immerse themselves in the unique stories and vibrant cultures of our city’s neighborhoods.
Chicago Skyline along the city’s Magnificent Mile. Photo courtesy of Choose Chicago.
About Choose Chicago
Choose Chicago is the official sales and marketing organization responsible for promoting Chicago as a global visitor and meetings destination, leveraging the city’s unmatched assets to ensure the economic vitality of the city, its residents and our partner business community.
The Bean in Millennium Park in Chicago’s Loop. Photo courtesy of Choose Chicago.