Richmond is bringing back Round-Up Days to celebrate the country's 250th birthday, the centenaries of two local entities and the village's historic roots.

The annual free event with have a 300-aircraft drone show, expanded beer garden, brilliant fireworks display, music by Sixteen Candles, Whiskey Friends and more.

Pizzarelli is a world-renowned guitarist and vocalist whose jazz guitar interpretations of the Great American Songbook have been credited with renewing the popularity of jazz.

Concerts run on select dates through Aug. 29.

The long-time Short Stacks diner in downtown Algonquin reopened after a year of being closed with new owners but the same classic menu.

Blaustein has built a massive following across social media with more than five million followers and has performed to sold-out audiences worldwide on his comedy tour.

Missed your chance to drink to world peace on Groundhog Day in February? This year, you'll be another chance at the halfway point to Woodstock's favorite holiday.

These eclectic concerts will be held from 7 to 8:30 p.m. and will feature music for all ages.

With a packed weekend of vendors, live music, races, a parade, kids activities, food and family traditions, organizers of a long running Lanark festival hope this year’s fun helps create memories for a new generation while honoring America’s 250th.

Carol Montag is a performing singer, songwriter, recording artist and educator who has always had music at the heart of her life journey.

Blues on the Fox is set for Saturday, June 20 at RiverEdge Park, located along the Fox River in downtown Aurora.

The McHenry County Juneteenth organization will host its fourth annual Juneteenth Freedom Day Saturday, June 20, in Woodstock.

Known for recreating Queen’s iconic harmonies and Mercury’s legendary stage presence, Killer Queen is widely regarded as one of the most authentic Queen tribute acts in the world.

Scenes from the 2026 Woodstock PrideFest Parade on Sunday, June 14, 2026, around the historic Woodstock Square.

This weekend full of music and creativity will offer free concerts in parks, shops and more, inviting the community to celebrate the arts in Wheaton.

The Mt. Morris Jamboree recently announced the return of Howard and the White Boys to its bandshell on June 19 for a free concert starting at 7 p.m.

Don’t miss Cheap Trick’s signature blend of hard rock and power-pop sensibilities, live at the newly expanded RiverEdge Park on Thursday, Sept. 10. This is rescheduled date from June 25.

Featuring the 17-member Glen Ellyn Jazz Ensemble, the series offers family-friendly entertainment from 7 to 9 p.m. on select summer evenings.

Flatbed Fords plays the best of the Eagles, with a blend of harmonies and intricate guitar leads, recreating the music of one of the biggest bands of all time.

Local favorites Johnny Russler & the Beach Bum Band will perform from 5-7 p.m. Friday, June 12 as part of the city’s inaugural Friday Night Music Series.

Cantigny's annual Jazz Fest is Father's Day Sunday, June 21.

The free concerts are Thursdays at 7:30 p.m. at Memorial Park in Wheaton.

The screening will include a live shadow cast of "Irrational Masters."

Enjoy live music and wine, beer and more at Wine Down Wednesdays in East Dundee, beginning June 9.

Events happening in May and June include Revolutionary War Weekend June 13-14, Red Oaks Farm Table dinners and more.

The Quarry at Three Oaks Recreation Area in Crystal Lake is celebrating its 10th anniversary with a free event Sunday.

Summer is here and the historic Mt. Morris Campus will again be coming alive with free concerts on Wednesday and Friday nights.

The special dinner and comedy night package is set for Tuesday, June 16 in downtown Wheaton.

The City of Lockport will once again host its Old Canal Days summer festival from June 11-14. The drone show will kick off the festival on Thursday night at 10 p.m.

The Kishwaukee Valley Art League’s annual Northern Illinois Art Show returns this weekend, June 6-7, to Sycamore.

The Sterling Municipal Band's “Music Under the Stars” summer concert series will take place at Grandon Civic Center in Central Memorial Park in downtown Sterling.

Check out the lineup for June at The Comedy Vault in downtown Batavia.

Kable Band concerts begin Wednesday, June 10, and continue each Wednesday night through the summer in Mt. Morris.

Guests will explore the theatre by flashlight while hearing eerie stories, haunted legends and fascinating history from one of DeKalb’s most iconic landmarks.

The free live music series kicks off Wednesday, June 3 with two live performances.

Check all the fun events happening this month in Joliet!

Chicago Snowballs vs. Rocket Squirrels will perform sports entertainment at Northwestern Medicine Stadium in Geneva on Saturday, June 6.

Nostalgia overload: Wind through the hills of northwest Illinois and southwest Wisconsin, from Scales Mound to Lead Mine, and there are scenic views and a time warp back to life – in the form of old-time stores and taverns – from many decades ago.

Enjoy four free monthly concerts at the Lost Valley Visitor Center patio in Ringwood.

Provecho, a new spot in downtown DeKalb, is serving up homemade Venezuelan food that fuses ingredients and flavors for a unique experience its chef hopes patrons will enjoy.

The Dixon: Historic Theatre has announced that country music hitmaker Skip Ewing and special guest Casey Chesnutt will perform as a free general admission community concert Saturday, June 6.

Artists of all ages are invited to showcase their creativity on the sidewalks surrounding the Old Lee County Courthouse on July 3 during the Dixon Petunia Festival’s Brush & Bloom.

The dining area of Algonquin restaurant The Chick and the Pig is now open and ready to serve guests with a spacious bar and game room.

Find out why this beloved haven for creativity is thriving in St. Charles.

Food Trucks, Kite Fest and Air Show Return

“Laughing For All The Wrong Reasons” features classic sketch comedy and songs from the company’s rich history, fresh new favorites, and the signature brand of irreverent improv that The Second City is famous for.

Timber Lake Playhouse opens its 65th main stage season with "Godspell," playing May 29 through June 7.

15 popular eateries between Morris and Spring Valley

Sidecar Supper Club prides itself on its high-end pub fare made from scratch using many locally sourced ingredients, along with a large variety of craft beer.

Running from May 29 through June 7, the production is inspired by the iconic music of Alanis Morissette.