Most Happening Chicago Festivals 2023: A Guide Curated by a Local

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As the spring season begins and the vibrant colors paint the bustling cityscape, it’s time for Chicago Festivals 2023.

“The greatness of a culture is found in its festivals.”

So, celebrate the weather and explore a remarkable lineup of Chicago festsโ€”a mix of old favorites and exciting new debuts.

From mouth-watering food feasts to artful gatherings, these events are full of heart and promise to leave an impression on every attending soul.ย 

Exploring the Windy City in 2023 will amuse you with its vibrant energy, unique attractions, and community-friendly atmosphere.

So put your shoes on, and let’s dive into a full exploration of Chicago festivals!

1. Lollapalooza

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Every summer, thousands flock to Grant Park in Chicago for the annual music festival known as Lollapalooza. From its humble beginnings in 1991 as a rock show, Lollapalooza has become one of the world’s most renowned festivals. It includes an eclectic mix of genres from all over the globe.ย 

Lollapalooza spans four days and features over 170 artists. As you wander around the grounds, you can find hip-hop and Chicago EDM stages to country and folk music. JHope from BTS performed in the 2022 Lollapalooza Fest (Check it out here!), increasing its popularity. So, expect some big stars to attend the fest this year, too!

Did You Know? Since 2010, Lollapalooza has generated a whopping $2 Billion in revenue for Chicago!

Lollapalooza is unique in its commitment to connecting people through music and culture. The festival is committed to creating an inclusive, safe environment where everyone celebrates music without being marginalized.

From established veterans & new up-and-comers alike โ€“ Lollapalooza features incredible artists. It retains its commitment to inclusion and dedication to incredible musical performances every year. Besides providing great music and experiences for attendees, Lollapalooza helps the community by supporting local musicians and businesses throughout Chicago.ย 

Lollapalooza 2023 Dates: Thu, Aug 3, 2023 – Sun, Aug 6, 2023
Address: Grant Park, 337 E. Randolph St, Chicago, IL 60601

2. Chicago Air and Water Show

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The Chicago Air and Water Show is one of the most anticipated events in the Windy City. Held annually along the city’s lakefront, this exciting event showcases some of the best aerial acrobatics and watercraft maneuvers.

The show starts with a bang โ€“ literally! A U.S. Navy Blue Angels or U.S. Air Force Thunderbirds jet flies above North Avenue Beach. After that, it’s non-stop action as high-flying aircraft perform incredible stunts zooming around the sky.

If you’re looking for something a little more grounded, there are plenty of activities on North Avenue Beach too. This part of the show features speedboat races, jet ski demonstrations, flyboarding exhibitions, and more.

The Chicago Air and Water one-of-a-kind show can be viewed from Fullerton to Oak Street with Free entry. Check out the website to stay updated on the show.

The Chicago Air and Water Show 2023 Dates: August 19, 2023, & August 20, 2023 (9 AM)
Address: North Avenue Beach, 1600 N. Lake Shore Dr., Chicago, IL 60613

3. Chicago Blues Festival

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One event that makes raves in Chicago each year is the Chicago Blues Festival. It is an annual three-day event in Millenium Park, right in the heart of downtown Chicago! It brings together talented musicians from all over the country to celebrate the blues genre.

The festival typically begins on a Thursday afternoon and ends on Saturday night. During these three days, you can enjoy performances by well-known blues artists, both local and international.ย 

There are multiple stages throughout Grant Park. You can hear fantastic Chicago EDM music from all genres, including traditional blues, gospel, soul, and R&B. Head to Millenium Park early to get into the spirit of things.ย 

The Chicago Blues Festival is an exhilarating experience, bringing fans from around the cityโ€”and beyond! You can even participate in one of the many workshops at the festival. These workshops will give you an insider look into different aspects of blues culture. Learn songwriting tips to lessons about instruments like guitar and harmonica, all in one place!

Chicago Blues Festival 2023 Dates: Thu, Jun 8, 2023 – Sun, Jun 11, 2023
Address: Millennium Park 201 E. Randolph St. Chicago, IL 60601

4. Edison Park Fest

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Edison Park Fest is an annual summer festival that takes place in the Edison Park neighborhood of Chicago. The festival features live music from local bands and musicians, as well as food and drink vendors offering a variety of tasty treats and refreshing beverages.

One of the highlights of the festival is its live music. Local bands take to the stage each year to perform classic hits and original songs. In addition to music and food, Edison Park Fest also includes a carnival with rides and games, a classic car show, a craft beer tent, and a kids’ zone with activities and entertainment for young festival-goers. Plus, you’ll find the best food vendors here! Whether you want spicy barbecue sandwiches or sweet funnel cakes, there is a stall to satisfy your cravings.

Whether you’re a music fan, a foodie, or just looking for a fun way to spend a summer weekend in Chicago, Edison Park Fest is definitely an event you won’t want to miss in 2023! Check out more details on dates and hours on the website here!

Edison Park Fest 2023 Dates: Fri, Aug 11, 2023 – Sun, Aug 13, 2023
Address: 6730 N Olmsted Ave, Chicago, IL 60631

5. Taste of Chicago

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The Taste of Chicago, also known as โ€œThe Taste,โ€ is one of the most famous food festivals in the world and is a must-visit event for any food lover visiting Chicago. The festival is typically held in early July and spans several days.

Taste of Chicago started in 1980 when the Taste creator, Arnie Morton, organized Chicago restaurants on Michigan Avenue. Well, the event surpassed everyoneโ€™s expectations! Nearly 250,000 people showed up with over $300,000 in sales!

During the festival, visitors can sample a wide variety of food from some of the city’s best restaurants and food trucks, with over 70 vendors participating each year. You can expect to find everything from classic Chicago-style hot dogs, deep-dish pizza, and vegan sushi to innovative new cuisine.

P.S.: If you’re a deep-dish pizza fan, check out this post: “Where to Get the Best Deep Dish Pizza in Chicago.”

Taste of Chicago offers several unique experiences you won’t find anywhere else. A “Chef du Jour” series occurs each afternoon, where chefs prepare signature dishes right before the audience. A significant highlight is the “Culinary Crossroads,” which pairs up two celebrity chefs for a friendly competition over who can create the best dish using ingredients sourced from a nearby farmers market.

In addition to the food, the Taste of Chicago also features live music performances, cooking demonstrations, and other entertainment. Past performers have included big names like Ariana Grande, The Flaming Lips, and Brandi Carlile.

The Taste of Chicago is held annually in July at Grant Park, one of the most iconic locations in the city. It’s an excellent opportunity to enjoy delicious food while taking in some of the best views of the Chicago skyline.ย If you’re visiting Chicago in 2023, be sure to add the Taste of Chicago to your itinerary for a truly unforgettable foodie experience!

Taste of Chicago 2023 Dates: Fri, Sep 8, 2023 – Sun, Sep 10, 2023
Address: Grant Park, 337 E. Randolph St, Chicago, IL 60601

6. Chicago Jazz Festival

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The Chicago Jazz Festival is one of the world’s longest-running and most prestigious jazz festivals. It has been celebrated since 1978. The event takes place annually over Labor Day weekend and features a lineup of some of the biggest names in jazz and up-and-coming musicians from around the world.

The festival is free and open to the public and takes place across multiple stages in Millennium Park, one of Chicago’s most iconic locations. In addition, to live music performances, the festival also includes workshops, jam sessions, and other interactive events for jazz lovers of all ages.

The Chicago Jazz Festival has been running for over 40 years and has become a beloved tradition for both locals and visitors to the city. It’s a great way to experience Chicago’s rich cultural heritage and enjoy some of the best live jazz music in the world.

If you plan to visit Chicago in 2023, mark your calendar for the Chicago Jazz Festival and experience the vibrant energy of one of the city’s most treasured festivals.

Date of Event: Fri, Sep 1, 2023 – Mon, Sep 4, 2023
Address: Millennium Park, 201 E. Randolph St, Chicago, IL 60601

7. Chicago SummerDance

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This one is for dance lovers! Chicago SummerDance is an annual outdoor dance festival in Grant Park during the summer months. The festival runs for 12 weeks, typically from June to September, and features live music and dance performances every Thursday through Sunday.

It doesnโ€™t matter if youโ€™re not a pro at dance! Just enjoy music or sway your body with the rhythm at this festival. The festival is free and open to the public. Each evening begins with an hour-long dance lesson taught by professional instructors, followed by live music and an open dance floor for attendees to practice their moves. There is a wide variety of dance forms, such as Tango, Waltz, Kizumba, Salsa, Swing, Flamenco, and Cha-Cha.

In addition to the dance lessons and live music, Chicago SummerDance also features food and beverage vendors, providing a festive atmosphere for visitors to enjoy. The festival attracts locals and visitors worldwide, making it a great way to experience the diverse cultural scene in Chicago.

If you’re looking to immerse yourself in the city’s vibrant energy and learn some new dance moves along the way, be sure to check out Chicago SummerDance during your visit to the Windy City in 2023.

Date of Event: Sunday, August 27, July 15โ€“September 10, 2023 (Select Dates)
Address: Grant Park, 337 E Randolph St, Chicago, IL 60601

8. Ravinia Festival

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The Ravinia Festival is a beloved outdoor music festival located in Highland Park, just outside of Chicago. For over 120 years, the festival has taken place annually from June to September and features a lineup of some of the biggest names in classical music, as well as jazz, pop, and rock performers.

The festival takes place on a beautiful 36-acre park surrounded by lush gardens and a tranquil lake. The main stage, known as the Pavilion, is a stunning outdoor amphitheater that can seat up to 3,400 people. In addition to the Pavilion, the festival also features multiple other stages, including the Martin Theatre and the Bennett Gordon Hall.

But that’s not all! In addition to the live music performances, the Ravinia Festival also offers a variety of other cultural experiences, such as art exhibits, film screenings, and culinary events. This event’s venue provides plenty of seating options like lawn chairs and tables with coverings. Food vendors serve almost everything from pizza to ice cream. Visitors can also bring their own picnic baskets or dine at one of the on-site restaurants for an added touch of luxury.

The Ravinia Festival has been a beloved tradition for over 100 years and has become a must-visit destination for both locals and visitors to the Chicago area. If you want to experience world-class music in a picturesque outdoor setting, add the Ravinia Festival to your Chicago Festivals 2023 itinerary.

Check the complete line-up of 100+ shows at their official website! You can get discounted student tickets and free shows for children 12 and under.

Date of Event: Tue, Jun 6, 2023- Sun, Sep 10, 2023
Address: 200 Ravinia Park Rd, Highland Park, IL 60035

9. Taste Of Randolph Street

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CREDIT: RANDOLPH STREET MARKET.COM IMAGES

The Taste of Randolph Street is an annual street festival celebrating the vibrant food and music scene in Chicago’s West Loop neighborhood. The festival typically takes place in June and features an extensive lineup of local and national musicians across multiple stages, as well as a diverse selection of food and drink vendors.

The event begins Friday night with a live rock show produced by the neighborhood’s most popular venues, like Schubas Tavern. Music lovers can check out performances from both local and international artists. Visitors to the festival can also enjoy an array of craft cocktails and locally brewed beer. The Taste of Randolph Street festival is known for its focus on sustainability and eco-friendliness, with a goal to be a zero-waste event.

The highlight of Taste Of Randolph Street is undoubtedly its culinary offerings. From classic American fare to eclectic international cuisines, there’s something for everyone here.ย Food lovers can sample dishes from famous restaurants like Au Cheval and Girl & The Goat or pick up a few treats for home.ย 

Saturdays and Sundays, pack more delicious treats and family-friendly activities. It includes arts for kids, interactive demonstrations from local chefs, and pop-up retail stores featuring unique items from local artisans. The festival attracts a diverse crowd of locals and visitors, making it a true celebration of Chicago’s cultural and culinary diversity.

If you’re looking to immerse yourself in the bustling food and music scene in the heart of the city, the Taste of Randolph Street is not to be missed. Make sure to add it to your list of must-see Chicago Festivals 2023.

Date of Event: Fri, Jun 16, 2023 – Sun, Jun 18, 2023
Address: 900 W. Randolph St, Chicago, IL 60607

10. Pitchfork Music Festival

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The Pitchfork Music Festival is an annual three-day event that takes place in Union Park, in the heart of Chicago. This exciting festival started in 2021 and typically takes place in mid-July. It features a diverse lineup of both established and emerging artists across multiple genres, including indie rock, hip-hop, electronic, and more.

The Pitchfork Festival mainly focuses on the bands and artists of Hip Hop, Alternative Rock, Electronic, and Dance Music. But it has also transitioned into Hardcore Punk and Jazz.

In addition to the lineup of great musicians, the Pitchfork Music Festival also has various on-site food and beverage points. You can find art installations and gig posters throughout the grounds by local and national vendors. CHIRP Radio, a community radio station, also hosts a record fair at the music fest for the attendees.

Unlike many large-scale music festivals, Pitchfork limits its attendance to around 20,000 people daily, creating a more intimate and immersive atmosphere. For fans looking to get closer to their favorite artists, Pitchfork offers several opportunities to meet them throughout the weekend. Witness autograph signings, exclusive Q&As with artists on-site, and curated shows at nearby venues.

The festival has become a must-see destination for music lovers and festival-goers from around the world, thanks to its focus on quality over quantity. If you’re looking to discover your new favorite artist or experience a diverse array of musical styles in an intimate setting, the Pitchfork Music Festival is the place to be in Chicago Festivals 2023.

Keep yourself posted about the fest through their website!

Date of Event: Friday, July 14, 2023 – Sunday, July 16, 2023
Address: Union Park, 1501 W Randolph St, Chicago, IL 60606

11. Riot Fest

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If you adore Chicago EDM, get yourself to Chicago for Riot Fest! It is an annual music festival in Douglas Park that typically takes place in September and features a diverse lineup of punk, rock, and alternative artists from around the world. Riot Fest also features a variety of carnival rides, games, and attractions, making it one of the city’s most happening events.ย 

Riot Fest is an annual punk rock music festival known for booking reunions, full album performances, and guest appearances. The festival was established in Chicago in 2005 but became more famous after 2012.

Every year, the Riot Fest features some of the biggest names in rock, punk, and hip-hop. Spectators witness the live performances for three whole days. Upgrading your ticket is also an option, including VIP access with additional perks. You can have the advantage of private bars, lounges, snacks, and an exclusive viewing area all day.

The lineup at Riot Fest often changes at the last minute, but there’s always something exciting. Last year’s performances included Alkaline Trio, My Chemical Romance, Portugal The Man, The Original Misfits, and the Nine Inch Nails. So, expect similarly epic headliners this year too.ย 

Riot Fest is a must-see Chicago Festival 2023, where you will immerse yourself in the punk and alternative subcultures and experience some of the most legendary acts in the genre. Check out the 2023 lineup and ticketing information on the Riot Fest website!

Dates: Fri, Sep 15, 2023 โ€“ Sun, Sep 17, 2023
Address: Douglass Park, 1401 S Sacramento Dr, Chicago, IL 60623

12. Windy City Smokeout

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CREDIT: URBANMATTER IMAGES

Another thrilling Chicago festival is the Windy City Smokeout! It is a fantastic three-day country music and BBQ festival at the United Center Parking Lot every summer. The festival is a celebration of barbecue, craft beer, and country music and features some of the best pitmasters, brewers, and musicians from around the country. It’s one of the most popular events in the city, attracting thousands of locals and tourists alike.

The festival starts with a vast “Smoke Out Day” event where attendees partake in various outdoor activities like rock climbing. Aside from these, tons of delicious BBQ vendors from around the city serve their best dishes. Of course, plenty of beer and beverages are up for grabs for those looking for something to cool off.

The real highlight of the festival is its live music lineup. Some of country music’s biggest stars play their hits on stage each year. Previous performers have included artists like Luke Bryan, Darius Rucker, and Brett Eldredge, among many others. Attendees can even buy tickets to go backstage and meet their favorite artists before they take the stage. It’s truly an unforgettable experience for every country music fan.

For a unique and immersive festival experience combining the best barbecue, craft beer, and country music, add the Windy City Smokeout to your list of Chicago Festivals 2023 to attend.

Date of Event: Thu, Jul 13, 2023 – Sun, Jul 16, 2023
Address: United Center, 1901 West Madison St, Chicago, IL 60612

13. World Music Festival Chicago

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Chicagoans know it’s the World Music Festivalโ€™s time when the calendar hits late September! Every year, this festival brings together some of the world’s best musicians worldwide to showcase their talents in iconic downtown locations. Over 40 acts from 20 countries are live at the World Music Festival. You can hear every symphony, from traditional African music to contemporary Brazilian beats!ย 

The World Music Festival has been a staple of the Chicago music scene since 1999 and has grown to become one of the largest and most respected world music festivals in the United States. Each year, the festival features over 50 free concerts in various locations throughout the city, including parks, museums, and cultural centers.

It is also a place to explore food from different cultures. And if you’re looking for something more hands-on, plenty of art activities and workshops are available to attend. But what sets this festival apart is its commitment to giving back. A portion of the proceeds from ticket sales goes towards supporting local artists in need. So it’s not just about having a good timeโ€”it’s about making a difference too!

If you’re interested in exploring the rich musical traditions of cultures from around the world and experiencing the vibrant cultural diversity of Chicago, the World Music Festival Chicago is one of the must-see Chicago Festivals 2023 to attend.

Date of Event: Fri, Sep 22โ€“Sun, Oct 1, 2023
Address: Chicago Symphony Center, 220 S Michigan Ave, Chicago, IL 60604

14. Magnificent Mile Lights Festival

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Magnificent Mile Lights Festival has been Chicagolandโ€™s most famous event for thirty-two years. The Lights Festival is an annual holiday event in November and happens all day through the night. It is a celebration to kick off the holiday season officially.

The centerpiece of this festival is its mile-long parade that draws over one million celebrants from all over the US. Led by Mickey and Miney Mouse of Walt Disney, the parade features giant floats, marching bands, helium balloons, and of course, Santa Claus! Michigan Avenue lights up with fireworks, and you can see your favorite celebrities and live music performances. This long extravaganza includes lighting over one million lights on 200+ trees across Michigan Avenue.

The Wintrust Magnificent Mile Lights Festival is broadcast on television throughout the holiday season. You can stream it on the ABC7 Chicago news app.

The Magnificent Mile Lights Festival is the perfect way to get into the holiday spirit and experience the magic of the season in one of the most iconic locations in Chicago. Visitors can also explore the Mag Mile, which is lined with some of the best shopping, dining, and entertainment options in the city.

Visit the Lights Festival website for more details on the spectacular parade! You can check the last yearโ€™s parade on ABC 7 Chicago Online!

Date of Event: Sat, Nov 18, 2023
Date of Broadcast: Sun, Nov 19, 2023
Address: Magnificent Mile, Chicago, IL 60611

15. Ravenswood On Tap Craft Beer Fest

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CREDIT: RAVENSWOOD CHICAGO IMAGES

Chicagoans, listen up! Head to Ravenswood On Tap Craft Beer Fest if you want fresh brews. From food to beer, this Chicago festival in 2023 surely packs a punch of entertainment for all age groups.ย 

The Ravenswood On Tap Craft Beer Fest is an annual event in August in Chicago’s Ravenswood neighborhood. The festival is a celebration of craft beer featuring over 50 different breweries in an exciting outdoor setting. Whether you’re a fan of malt-based beverages or distilled spirits, there’s something for everyone at Ravenswood On Tap.

You can sample tasty brews from Malt Row brewers, KOVAL Distillery cocktails, and flavorful craft beers, including IPAs, stouts, lagers, and more. Moreover, guests can participate in special tappings and axe-throwing activities. Listen to the live music performances from local artists while eating from your favorite food vendors. It’s the perfect opportunity to meet new people and get to know the community better.

The Ravenswood neighborhood is known for its historic architecture, unique shops, and great dining options. The Ravenswood On Tap Craft Beer Fest is a must-attend event for anyone who loves craft beer, whether you’re a seasoned beer connoisseur or simply enjoy a cold one on a hot summer day.

Date of Event: Sat, Jul 22 – Sun, Jul 23, 2023
Address: 4151 N. Ravenswood Avenue, Chicago, IL 60613

In A Word!

Chicago stands out as an inviting destination in 2023!

And while in Chicago, spice up your Insta feeds with these 15 Most Instagrammable Places in Chicago!

Prepare to celebrate and experience unforgettable moments as Chicago is set to put on quite the show this year! All those who venture to Chicago during summer will be delighted by the city’s energy. With exciting food, music, art, and dance festivals, the city promises to be an excellent spot for any festival lover.

So, have the time of your life here in Chicago!

The Windy City awaits!

Have you been to any of these festivals? Which is your all-time favorite Chicago fest? Share your experience in the comments below!

2023-04-18T20:52:30-05:00

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