It’s that time of year in Chicago when the sidewalks are lined with crunchy leaves and a crisp breeze signals the arrival of fall. With autumn in full swing, it’s time to dive into the seasonal events we’ve been anticipating all year. From Halloween thrills to cozy afternoon outings, we’ve rounded up the top things to do in Chicago and the suburbs this October.
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All Month
Natasha, Pierre & the Great Comet of 1812 at Writers Theatre
This innovative musical took Broadway by storm with its “electropop opera” score, receiving two Tony Awards and 12 nominations. Katie Spelman and Matt Deitchman, the inspired creative team behind WT’s hit production of Once, reunite to bring this modern spin on a literary classic to Chicago for the first time — running through October 27. Check out the Writers Theatre online for more information.
Sonny Acres Farm All-Ages Festival
Sonny Acres Farm is proud to announce the return of their Fall Festival, open to the public beginning September 14th through October 30th. Chicagoland’s premier destination for all-ages fun will return offering endless entertainment including amusement rides, a full petting zoo, hayrides, seasonal eats, full bar, train rides and more.
DESTINOS: 7th Chicago International Latino Theater Festival
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7th Chicago International Latino Theater Festival returns to Chicago again this year as the citywide festival showcasing local, national and international Latino theater artists and companies. The fest has an impressive run that lasts until November 17, so you’ve got plenty of time to join in the celebration this month. The festival lineup includes various productions that are new to the city and remains a “cultural high point of Chicago’s Latino Heritage Month.” Find more details on the Chicago International Latino Theater Festival site.
Chicago Humanities Fall Festival
Through a stellar lineup of artists, creatives, innovators and more, the Chicago Humanities Fall Festival “connects people to the ideas that shape and define us.” By bringing in a lineup of speakers who are “leading figures from across disciplines and professions” the fest takes audiences beyond the surface level. The festival runs from now through November, which means all October long you can enjoy the curated acts they have in store, such as: Connie Chung, Anna Marie Tendler, John Green, and more. Tickets and details are available online at the Chicago Humanities Fall Festival.
Jack’s Pumpkin Patch Pop-Up
For many Chicagoans, fall means sweet treats and autumn-colored photo-ops. And luckily for us, Jack’s Pumpkin Patch Pop-Up is the annual opportunity to do all of that and more. On Goose Island, the seasonal festivities go from now until early November. Here, Jack’s opens its doors to millennials looking for fun, parents seeking a family night out and anyone else who loves this season. Whether you plan on winding through the corn maze, having an inspired cocktail or just enjoying the fall air, you’ll want to head over to Jack’s Pumpkin Patch Pop-Up to grab your tickets first.
1265 West Le Moyne
Movies at the Parks
The beautiful Chicago Parks system is in full use this summer with a number of outdoor events all over the city. But none bring in a more steady crowd than the Movies in the Parks series, a part of the city’s larger Night Out in the Parks initiative. Enjoy family-friendly movies that range from newer releases to kid favorites, all while reclining on the lawn of your local park — now through October 30. Head over to the Chicago Park District online for dates, locations and movie lineups.
007 Science: Inventing the World of James Bond
Through October 27, Griffin Museum of Science and Industry wants to welcome guests to the first-ever “official exhibition to focus on the science and technology behind the world’s longest-running movie franchise” — 007 Science: Inventing the World of James Bond. From iconic cars and gadgets to props from the James Bond film series, this exhibit has it all. Go behind the scenes to learn how the production team pulled off the marvel that is the James Bond series. All exhibit logistics and tickets can be found online at 007 Science: Inventing the World of James Bond.
5700 South Lake Shore Dr.
Chicago Haunted River Tour
Set sail for an evening of mystery and macabre on the Chicago Haunted River Tour aboard the Seadog. On select days every week through the end of October, join your costumed tour guide for a 75-minute architecture and history tour. Costumes and curiosity are encouraged! Bring the family or BYOB — both are welcome aboard. Tickets for you next adventure are on the Chicago Haunted River Tour online.
October 1-6: Catch The Great Wave at the Art Institute
If not the most famous artwork in the world, it is certainly one of the most recognizable. The Great Wave, created by legendary Japanese artist Katsushika Hokusai nearly 200 years ago, has inspired countless artists across decades. The work will be on view until January 6.
October 4: S&C Electric Manufacturing Day Celebration
Join us for Manufacturing Day at S&C Electric Company! Learn about careers in manufacturing, tour our facility, and network with industry leaders.
October 4-6: The Great Highwood Pumpkin Festival 2024
The 14th annual Great Highwood Pumpkin Fest delivers all the trademarks of the Halloween season — pumpkin carving, delicious fall treats, decorations, costume contests and more. There will also be a pie-eating contest, live music, trick-or-treating, a carnival and other activities for a family-friendly weekend of fall fun. More details can be found on the Highwood community website.
Downtown Highwood
October 4-6: Lincoln Park Wine Fest 2024
Sip, sip, hooray! The Lincoln Park Wine Fest returns for its 9th year in Jonquil Park, ready to greet all wine lovers, both new and returning. This year’s fest features an open air market in the park, perfect for locals to wind through as they sample from wine and food vendors. The biggest draw of all to the fest, of course, being the ticketed wine tastings attendees can enjoy. Make your reservation now on the Lincoln Park Wine Fest website.
1001 W. Wrightwood Ave.
October 5: A Cosmic Adventure: The Planets & Star Wars with the Elmhurst Symphony
Experience iconic music! Elmhurst Symphony Orchestra plays Holst’s “The Planets” & John Williams’ “Star Wars Suite” on October 5.
October 5: Chicago Beer Fest
A cold beer is nice, but what might make it even better is having that beer in the middle of one of Chicago’s favorite museums. This month, head over to the Field Museum where they are hosting the Chicago Beer Festival — a sampling event with tons of breweries who have brought out their best fall seasonal brews. While there, guests will have access to select exhibits and the opportunity to purchase food. If that sounds like a good time, you better head over to the Chicago Beer Festival for tickets and details.
The Field Museum, 1400 S Lake Shore Dr
October 5-6: Lincoln Square Ravenswood Apple Fest
Returning for a delicious 37th year, the Lincoln Square Ravenswood Apple Fest always marks the beginning of the fall harvest season. Where else can you find a festival devoted to apples, and all the delicious treats local vendors whip up with this year’s supply? More information can be found on the Lincoln Square Ravenswood Chamber of Commerce website.
Lincoln Avenue between Lawrence and Wilson
October 9: Film Night Fundraiser for the Illinois Coalition Against Domestic Violence
Get empowered with an eye-opening film night and inspiring insights into Relationship Safety, while learning to spot the signs of abuse and make a real impact for Domestic Violence Awareness Month 2024. Guest speakers include Governor Pritzker, Senator Durbin, former Lt. Gov. Simon, Miss Kansas 2024 Alexis Smith, and more.
October 9-10: Shop for Schools 2024
In its 17th year, and for a limited time only, Shop For Schools at a participating store in Lakeview Roscoe Village and they will donate 10% of their sales to a participating school of your choosing. Get a little something for yourself and give a lot back while you’re at it! And to top it off, the LRV Chamber of Commerce will donate $6,000 to schools as well. For a full lineup of businesses and schools in partnership with the program, visit the Lakeview Roscoe Village website.
October 10: Illinois Action for Children’s Annual Benefit
You’re invited to Illinois Action for Children’s annual benefit, celebrating 55 years of championing children and changing lives. Join fellow community members, corporate partners, advocates, and civic leaders for an evening of delicious food, meaningful conversation, and powerful stories of impact. Get your tickets now!
October 13: Bank of America Chicago Marathon
Runners of Chicago and beyond unite! The annual Bank of America Chicago Marathon is here again, meaning the city will be crawling with athletes and countless spectators ready to share in the heart-pumping excitement. If you aren’t up for the 26.2 miles but are looking for free entertainment, head down to the Loop to join in the fun anyway. Who said spectators can’t have just as much fun? However, officials recommend taking the CTA in order to limit car traffic downtown. Visit the Bank of America Chicago Marathon website for details.
October 16-20 & 23-27: Night of 1,000 Jack-o’-Lanterns
Photo courtesy of the Chicago Botanic Gardens
From frightening to friendly to down right fascinating, the Night of 1,000 Jack-o’-Lanterns returns to the Chicago Botanic Garden this fall to enthrall guests who weave through the outdoor exhibit. As you make your way through the grounds, take in the endless rows of artistically carved pumpkins, all while costumed entertainers walk among the grounds and a live pumpkin carving takes place. Guests come from near and far each year to take in the splendor, and you can be one of them by checking out tickets and logistics on the Chicago Botanic Garden site.
1000 Lake Cook Rd., Glencoe
October 16-27: The 60th Chicago International Film Festival
Returning for an outstanding 60th year, the Chicago International Film Festival promises a film lineup that is as entertaining as ever. This year, as always, the schedule includes films from around the world and from varying perspectives — all of which evoke thought and passion from both filmmakers and audiences. As is tradition with the CIFF, the screenings will take place at different venues across the city; this year from October 16-27. Curious audience members can find more information and register at Cinema/Chicago online.
Various locations
October 17: Family Service Center (FSC) to Host Annual Chrysalis Luncheon
Family Service Center (FSC) invites you to attend the third annual Chrysalis Luncheon. The program will shine a spotlight on the urgent need for enhanced mental health support and services in our communities while honoring those who are making a lasting impact in this critical area.
October 18: Cornelia Arts Building Open Studios
For two dates explore two floors of working art studios at one of the largest artist studio buildings on Chicago’s North side, meet over 35 talented artists in person, and purchase art and crafts directly from their makers. With juried guest artist Karen Remsen, showing gorgeous oil and mixed-media paintings.
October 19: Scarecrow Fest & Walk
Watch as downtown Highland Park is transformed into an autumn wonderland this month, complete with a variety of festive scarecrows decorated by local businesses. Enjoy a stroll downtown, visit the local businesses, and then cast your vote for “Best in Show Scarecrow.” The day also includes scarecrow-themed family fun, kids’ activities, live music, food, decorations, and more. Check out Enjoy Highland Park for more details.
The Lot, 525 Central Ave.
October 19: Spooky Zoo
As is tradition in October, The Lincoln Park Zoo invites people of all ages to join them for Spooky Zoo. The event will lead costumed participants through the zoo grounds as they trick-or-treat from 10am – 1pm and enjoy live entertainment along the way. Looking for a family-friendly way to spend the spookiest holiday, consider checking out the LPZ website for more information.
2001 N. Clark St.
October 19: Lakeview Halloween Pup Crawl
Dress up your pup and trick-or-treat along North Halsted. Enjoy dog treats, prizes, and a fun-filled day. Register your dog now, visit Lakeview Halloween Pup Crawl online.
October 19: Chefs, Cocktails & Dreams
Please join Chef Courtney Storer, Co-Executive Producer and Culinary Producer of the Emmy, Golden Globe and Screen Actors Guild award-winning FX television show, The Bear, alongside Executive Chef Michael Ponzio of the Park Ridge Country Club, for Chefs, Cocktails & Dreams, a first-of-its kind event to benefit Have Dreams.
October 19: Arts in the Dark
Welcome the 10th Annual Arts in the Dark Halloween Parade — which is held from 6-8pm on State Street in the Loop. The beauty and grandeur of this parade is brought to attendees in thanks to artists and participants who “bring performance and creativity to the streets.” Thousands of visitors “will be dazzled by music, dance, spectacle puppets, creative floats and more!” This free, family-friendly parade is open to all who want to share in the wonder of a Halloween-inspired parade that has been dubbed, the “artist’s holiday.” More details at Arts in the Dark.
State Street, south from Lake to Van Buren
October 19: Rosehill Cemetery ‘Crypt’ 5K Run/Walk
Head up north to Rosehill Cemetery where you’re in for a ghoulishly-fun time at their annual “Crypt” 5K Run/Walk. All glow stick-covered athletes will make their way through the candle lit course in order to reach the finish line, once there, you’ll be treated to an after party with some complimentary drinks. A devilishly good time awaits you — sign up on the Rosehill Cemetery “Crypt” 5K Run/Walk website, and find more information there, too.
October 19-20: Open House Chicago
Many of Chicago’s greatest wonders are its architectural gems. Annually, the Chicago Architecture Center holds their Open House Chicago series, which features well over 100 sites across 22 neighborhoods — and this year is no exception to the fun. While in-person tours are available on October 19-20, opportunities for behind-the-scenes info and virtual programming can be found on their app. Pictures, locations, logistics and more can be located on the Chicago Architecture Center website.
Various locations
October 26-27: Meditations | Chicago Master Singers
Looking for an hour-long escape from the increasingly loud and busy world and for an opportunity to breathe in beauty? Experience Chicago Master Singers’ Fall Concert, “Meditations.” The program invites us to “clear the chaos … be at peace” and explore faith, joy, and comfort. Featuring Martin’s Mass for Double Choir.
October 27: The Elements with Music of the Baroque
Music of the Baroque’s season continues as Laurence Cummings, music director of the Academy of Ancient Music, explores nature’s building blocks — earth, air, fire, and water. Cummings will narrate Rebel’s shockingly imaginative ballet Les Elémens alongside Rameau’s Suite from Naïs, Telemann’s “Ebb and Flow,” and Vivaldi’s “Autumn” from The Four Seasons.
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Margaret Smith is a Chicago-based writer and editor with a passion for socio-political storytelling about their community. They are a graduate of Columbia College Chicago.