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Chicago

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 Photo Credit: Michelle Raponi
Photo Credit: Michelle Raponi
 Photo Credit: Michelle Raponi
 Photo Credit: Zander Betterton
Photo Credit: Zander Betterton
 Photo Credit: Zander Betterton
 Photo Credit: Joel Mott
Photo Credit: Joel Mott
 Photo Credit: Joel Mott

Chicago, Illinois, is a vibrant metropolis that combines architectural marvels, rich cultural offerings, and dynamic neighborhoods. Known as the "Windy City," Chicago is home to some of the most iconic landmarks in the United States. The Millennium Park, with its striking Cloud Gate sculpture, popularly known as "The Bean," is a must-see for visitors. The park also hosts various concerts and events throughout the year.

The city's architectural heritage is legendary, with tours available that showcase its remarkable skyline. From the historic Chicago Board of Trade Building to the modern Willis Tower (formerly the Sears Tower), Chicago's architecture tells a story of innovation and resilience (Willis Tower). For a deeper dive into its history, the Chicago History Museum offers engaging exhibits that highlight the city's past, from the Great Chicago Fire to its role in jazz and blues.

Chicago’s culinary scene is another major draw. From the famous deep-dish pizza and Chicago-style hot dogs to world-class dining experiences at establishments like Alinea, the city offers a diverse range of gastronomic delights. The city’s food scene reflects its multicultural heritage and innovative spirit.

A fun fact about Chicago is that it was the birthplace of the modern skyscraper, with the Home Insurance Building, completed in 1885, often considered the first skyscraper due to its steel frame construction.

For those planning a visit, consider exploring the city from May to October, when the weather is pleasant and outdoor activities abound. With its rich blend of culture, architecture, and cuisine, Chicago promises an unforgettable experience for every traveler.

Learn More About Chicago

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61st Street Farmers Market
From 7/26/2025 - 10/30/2027
The 61st Street Farmers Market is an outdoor cornucopia of regional produce and products; fruits, vegetables, bread, eggs, cheese, meats, and assorted other delights are sorcerously offered. Set on amplifying the value of every visit, this farmers market supports Link card holders, enhancing their purchases' worth, hosts demonstrations by local Chefs, provides educational crafts tied to gardening, promotes a sprout station with a suite of children-friendly activities, and offers relaxing yoga sessions.
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Chicago Farmers Market
From 8/7/2025 - 10/28/2027
At Chicago City Markets, attendees have the opportunity to browse and purchase a broad selection of fresh seasonal produce, delightful flowers, delicious prepared foods, and unique items made right in Chicago. The Daley Plaza Farmers Market creates a wholesome tradition every Thursday when locals come together to enjoy meals, drinks, and fresh produce, all in one convenient meeting spot.
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Janna Ireland: A Goff House in Los Angeles Exhibition
From 1/7/2026 - 5/18/2026
Artist Janna Ireland's upcoming exhibition showcases her unique photographic exploration of the Al Struckus House, the last residential project by architect Bruce Goff. Through her lens, attendees can expect to discover the house's unconventional architectural features, including its open volume, dizzying interior space, and diverse material elements such as mesh netting, radial floor joists, rose carpet, and rotating circular closets with rope curtain doors.
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Image for Japanese Prints Exhibit: Bruce Goff
Japanese Prints Exhibit: Bruce Goff
From 1/7/2026 - 4/6/2026
Bruce Goff, an American modernist architect, held a deep admiration for Japanese art and architecture, evident from his early works such as A Japanese Residence and various Asian-themed watercolors from the 1920s. This event will explore Goff's lifelong engagement with Japanese culture, including his print collection and his much-anticipated visit to Japan in 1969.
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American Airlines Global Wine Dinner Series
From 2/19/2026 - 4/17/2026
City Winery and American Airlines are hosting a tantalizing 5-course wine and food experience. Attendees will embark on a gastronomic journey, exploring the world's most exciting wine regions through their taste buds.
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Bob Lark
On 3/25/2026
Bob Lark, an internationally recognized contemporary jazz educator and performer, is known for his innovative pedagogy, ensemble direction, and his award-winning work, recognized by Down Beat magazine. Attendees can expect an evening of exceptional jazz, featuring music from his various albums and collaborations, while also gaining insights from his extensive experience in jazz education and performance.
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Image for Chicago Cubs vs. Washington Nationals
Chicago Cubs vs. Washington Nationals
On 3/26/2026
Baseball is packed with big hits, close plays, and the tension of every pitch. Nothing compares to the live experience — being there in person is way more exciting than watching on TV.
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The Hives
On 3/26/2026
The Hives is an award-winning Swedish alternative rock band, renowned for their energetic live performances and signature musical style blending garage, punk, and post-punk. Formed in 1993, the band consists of Howlin' Pelle Almqvist on vocals, Nicholaus Arson on lead guitar, Vigilante Carlstroem on rhythm guitar, Chris Dangerous on drums, and Dr. Matt Destruction on bass. The Hives has achieved worldwide success, bolstered by their explosive live shows and fame-making albums.
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2026 NCAA Division I Men's Basketball Tournament All-Session
On 3/27/2026
Basketball is fast-paced, high-scoring, and full of highlight-reel moments. Nothing compares to the live experience — being there in person is way more exciting than watching on TV.
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Image for Chicago Comic and Entertainment Expo (C2E2)
Chicago Comic and Entertainment Expo (C2E2)
From 3/27/2026 - 3/29/2026
Prepare for an epic time at the Chicago Comic and Entertainment Expo (C2E2), where you can immerse yourself in a party of comics, pop culture, and cosplay. Your favorite celebrities, comic artists, literary authors, and unique exhibitors will be packed into one place to celebrate the fandoms that you love. The Show Floor is full of panels, screening rooms, the top exhibitors, and autograph sessions. Embrace your nerdy side and create amazing memories with thousands of other fans at the C2E2.
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Moontower
On 3/27/2026
Based in Los Angeles, Moontower is an electro-pop group formed in 2018. Known for their highly-visual live shows and conceptual content, the trio has released noteworthy tracks like "Guess I'm Jaded," "Long Hair," and "Lay With Me."
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Gimme Gimme Disco
On 3/27/2026
Gimme Gimme Disco is a DJ-based disco dance party inspired by ABBA, where plenty of other '70s and '80s hits are also played from artists like Cher, The Bee Gees, and Donna Summer.
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Yo-Yo Ma
On 3/28/2026
Yo-Yo Ma, a world-renowned cellist, is set to deliver an intimate solo recital, featuring three of Bach's iconic cello suites. This event offers attendees a unique opportunity to witness the emotional depth and expressive power of the cello, as demonstrated by one of the world's most respected artists.
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Margaret Cho
On 3/28/2026
Margaret Cho is a comedian and activist who will make you laugh and think. Her daring and thought-provoking stand-up will explore her unique perspective on race, gender, and pop culture.
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Intocable
On 3/28/2026
Intocable is a Texas-based American band that performs regional Mexican and Tex-Mex music, founded in the early 1990s by friends Ricardo Javier Muoz and René Orlando Martnez. Intocable is one of Tejano’s most influential bands, and their intense Tejano/Norteo fusion has influenced scores of Tex-Mex bands.
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Young Dubliners
On 3/28/2026
Formed in 1988, this rock band is also known as Young Dubs. Keith Roberts and Paul O’Toole originally started the group as a duo singing Irish ballads and original compositions. They released their debut album, Alive Alive O, in 1998. Since then, they have released many more studio albums.
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Image for Chase Matthew
Chase Matthew
On 3/25/2026
Chase Matthew is a rising country singer-songwriter known for blending traditional country themes with modern production. His music captures the spirit of small-town life, love, and hard work, appealing to fans of both classic and contemporary country. With a strong social media presence and a loyal fan base, he’s quickly becoming one of country music’s new stars.
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Catieosaurus: Wildly Unprepared
On 3/29/2026
Catieosaurus, a TikTok sensation and ADHD advocate, is set to deliver a unique performance that blends history, comedy, and magic in her show, Wildly Unprepared. The event promises to be a celebration of neurodivergent joy and authentic enthusiasm, featuring audience interaction, improvisation, and a deep dive into cultural oddities.
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Currents
On 3/29/2026
Currents are a metalcore band known for their intense sound, heavy breakdowns, and emotionally charged lyrics. Their music tackles themes of mental health, self-discovery, and resilience, resonating deeply with fans. With powerful live shows and a raw, melodic edge, Currents have made a strong mark in modern heavy music.
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Hanabie
On 3/30/2026
Hanabie is a Japanese metalcore band that fuses elements of J-pop, electronic music, and heavy breakdowns. Their unique sound combines high-energy instrumentals with catchy, melodic vocals, creating an exciting contrast. With a rising global fan base, they are gaining recognition as one of Japan’s most innovative metal acts.
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Image for The Wiz
The Wiz
From 3/31/2026 - 4/5/2026
The Wiz is a musical performance described by critics as a "thrilling" and "hauntingly beautiful" take on "The Wonderful Wizard of Oz." Refreshingly diverse and emotionally driven, the show debuted on Broadway in 1975 and was produced by Motown Records. It scored a total of seven Tony Awards, including Best Musical, and was the first all-black musical to appear on Broadway. The Wiz has made a lasting impression on musical theater, leading to multiple revivals since its debut and even a 1978 film adaptation starring Michael Jackson, Diana Ross, and Richard Pryor.
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Mexico v Belgium
On 3/31/2026
Soccer is nonstop action, with dramatic goals, near misses, and constant energy from the crowd. Nothing compares to the live experience — being there in person is way more exciting than watching on TV.
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Erra
On 3/28/2026
Erra is a progressive metalcore band from Birmingham, Alabama, known for their technical musicianship and intricate, soaring melodies. Their sound combines crushing riffs with atmospheric elements, creating a dynamic and emotionally charged experience. Erra consistently pushes genre boundaries, earning a devoted following in the metal community.
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Image for Ann Hampton Callaway
Ann Hampton Callaway
On 4/1/2026
Ann Hampton Callaway, a multi-talented artist known for her contributions to pop and jazz, will be showcasing her wide array of skills live. Attendees can expect a captivating performance from this Tony-nominated performer, celebrated jazz vocalist, and multi-platinum award-winning songwriter, who has also made her mark as a pianist, composer, lyricist, arranger, actress, educator, TV host, and producer.
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Dvsn
On 4/1/2026
Dvsn is a Canadian R&B duo made up of singer Daniel Daley and producer Nineteen85. They have gained widespread attention for their soulful R&B sound and captivating live performances. They have released multiple hit singles, including "Mood," "In Between," and "Don't Choose." Their debut album, Sept. 5th, was critically acclaimed and helped establish them as a powerful force in the R&B world. Their unique sound and captivating stage presence make them a must-see live act.
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Anchors Away Vacation
Bremerton, WA 98310

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