guides

It's Fall Y'all! Your 2025 Chicagoland Guide to Fall Fun

Apple picking, pumpkin picking, all your fall fun events in and around Chicago, and more!

By Debra Flanagan, Publisher September 9, 2025

This guide is generously sponsored by Bridge Family Health.
Bridge Family Health is redefining primary care in Evanston and the greater Chicagoland area by bringing back the old-school family doctor. Using a direct primary care model, we put the doctor–patient relationship front and center. Led by Dr. Jeff Panzer, a family physician with over 15 years of experience, we offer affordable, relationship-based care for a low monthly fee with no hidden costs. Patients get unlimited access to same-day visits, telehealth, and direct communication with their doctor.
847-474-9559/Gulianna@bridgefamilyhealth.com




It's time for fall family fun in Chicagoland and we can hardly wait! We are lucky to have so many fall attractions and events in Chicagoland where families have been making fall memories for years. From picking apples and pumpkins, to Halloween fun ... Macaroni KID is busy collecting all the details for you and your family to make the most of autumn. Here is a preliminary look at some fun events coming our way, so you can get a head start on all the action. Check back often as this list will continue to grow with updated dates and links.

Fall attractions open all season long:

EXP Rosemont
Opening September 26
EXP will be the Midwest's largest virtual reality destination — it's a 26,000 square foot venue!  EXP will launch with two celebrated large-scale immersive expeditions—Horizon of Khufu and Life Chronicles. Horizon of Khufu visitors will journey through a historically accurate depiction of Egypt’s 4,500-year-old architectural prowess, the Great Pyramid of Khufu. Guests will enter restricted chambers, ascend to the pyramid’s summit and sail along the Nile during King Khufu’s funerary rites. Life Chronicles invites guests on a family-friendly immersive journey spanning 3.5 billion years of evolution. The adventure begins with the earliest microbes before it moves through the explosion of marine life and towering prehistoric forests and transports visitors into the Jurassic era to encounter giant marine reptiles and a family of dinosaurs from 67 million years ago.

Fall Fest - Lincoln Park Zoo
September 26 - October 26
Dive into the wonderful world of autumn, from picking the perfect pumpkin to sipping festive drinks, with Lincoln Park Zoo’s annual Fall Fest. This free, family-friendly celebration is full of harvest days fun this October. Fest guests can enjoy a pumpkin walk, live pumpkin carvers, a festive pop-up bar, animal chats, musical entertainment and more!  
Festive Activities:

  • Live professional pumpkin carvers 
  • Patch’s Bar & Grill, a festive fall food pop-up
  • Pumpkin Patch
  • Animal Viewing
  • Stilt Walkers, and more...

Ticketed experiences:

  • AT&T Endangered Species Carousel
  • Lionel Train Adventure
  • Rides

Jack's Pumpkin Pop-Up
September 18 - November 2
Jack’s Pumpkin Pop-Up is located on over 2 acres in Goose Island. Experience a larger than life, outdoor, multi-sensory adventure in the heart of Chicago. Spend an autumn night outside making memories without having to travel to the suburbs while you get lost in Chicago’s largest corn maze, mine for gems, binge on apple cider donuts, and try your luck at carnival games! All ages are welcome. Under 18 must be accompanied by an adult after 7pm. 18 and up can also try their hand at axe throwing.



Pumpkin Pie in the Sky
Through November
Skydeck Chicago has partnered with Giordano’s and Brown Sugar Bakery to offer a Fall inspired Pie in the Sky experience. Starting this October through November, the public can reserve a table on the 99th floor or 103rd floor on select Thursdays–Saturdays, for just $125 and enjoy a delicious three-course meal blending Chicago’s love for pizza, stunning city views, and a traditional fall favorite. Whether you’re treating out-of-town guests or planning a special date night, this is must-have experience you and your guests won’t soon forget. (Pumpkin) Pie in the Sky is offered on weekly basis by special reservation and will be available to book by calling 312-875-9447 or emailing sales@theskydeck.com

Santa's Village Pumpkin Patch and Fall Festival
September 6 - October 26
Enjoy the Amusement Park and Petting Zoo plus special fall-only attractions including the Pumpkin Patch, Corn Play Pit, Spooky Houses, Harvest Menu, and more!

Sawyer's Harrowing Halloween Adventure
October 4 - October 26

A one-of-a-kind event every Saturday and Sunday this October for kids ages 3-10. Join us on the Lower Quarry Shelf for an unforgettable interactive storytelling adventure with character meet-and-greets, photo ops and a Kids Adventure Pass (access to the Kids Adventure Zone, Kids Jump Zone and Kids Discovery Zone)! Get tickets now!

Six Flags Great America Kids Boo Fest
September 13 - November 2
We visit Great America every fall. It's the perfect time to go. The temperature is usually a little cooler, the lines are shorter, and the changing colors of all the leaves, really make it quite picturesque. Add to that all the fun Fall, Halloween decorations, and seasonal menu items, and it is an enjoyable day even for non-riders. The park has three different kids' areas for the less daring, and everyone can enjoy the live shows, including the new Monster Bash, an interactive Halloween party for tiny goblins. On Saturdays and Sundays, kids can get in costume too and join characters on a Trick or Treat Trail. At 5:45pm, The Uprising Parade: Nightly Call of the Dead begins. This is the cue for kids 13 and under to make their way to the park exit or dare to be scared by Fright Fest.

River Walk Fall Fest
September 20 - October 25
Every Saturday you will find live music, access to hayrides on the river, pumpkin patch, games for all ages, fall cocktails, beer, apple cider donuts, photo ops and more at the Island Party Hut. Fun for all ages. 

 

Apple Orchards

It's a bit of a drive to get to the best Apple Orchards from Chicago, but the memories are worth it.

All Seasons Orchard
August 30 – October 26
All Seasons has long been one of our favorites, not just for all the fun, but also their excellent customer service. In addition to a wagon ride to go apple picking among 15,000 apple and pear trees, including Honeycrisp apples, spend the day exploring the 30+ Fall family friendly activities in the barnyard including the corn maze, petting zoo, pumpkin patch and more! Pony rides, lives shows and apple cannon available on weekends. Our favorite activities are the zip lines, the cow train, and unlimited access to the jumping pillow (as opposed to some popular pumpkin farms that charge for each three minute jumping session) Don't leave without trying an apple cider slushie!  

14510 IL Route 176
Woodstock, IL 60098
815-338-5637

Apple Holler
Open Mon-Thurs 9:00AM-4:00PM – Last bags and admissions at 3:00PM
Open Fri-Sun 9:00AM-6:00PM – Last bags and admissions at 5:00PM
Now picking Paula Red, Summerset, Gala, Sweet MAIA, Blondee, Golden Supreme, McIntosh, and Honeycrisp Apples. In addition to apple picking, Farm Park Fun is open every day! Enjoy activities such as a Corn Maze, Little Red Haybarn, Giant Slide, Corn Palace Corn Box, Straw Mountain, and visit the Goats at the Golden Goat Bridge, PLUS Pony Rides for kids and Peddle Cart Rides on the weekends! This is another top choice. And let's face it, I'm all about the seasonal food. Check out the Red Barn Cafe!

5006 South Sylvania Ave
Sturtevant, WI 53177
262-884-7100

Lincoln Square Ravenswood Apple Fest
October 3 - October 5
Don't want to drive too far, usher in the Fall with the Lincoln Square Ravenswood Chamber of Commerce's 38th Annual Apple Fest! Apple Fest is a long standing tradition in Lincoln Square, bringing community together to celebrate the beginning of autumn.  

Lincoln Avenue between Lawrence and Wilson

Pumpkin Picking

Get a jump start on pumpkin picking.  

Goebbert's Farm & Garden Center
September 6 - October 31
There is a ton of stuff to do. Admission price includes access to the farm as well as admission to Animal Land, Little Farmer’s Play Yard and Haunted House, Wagon Ride & Magic Show. Goebbert's is probably most famous for the Pumpkin Eating Dinosaur, which is located in Animal Land. Get up close and personal while feeding giraffes at eye level too. That's my favorite attracion! Advance purchase is recommended. Pony ride, camel ride, jumping pillow, and gem mining are all additional fees.  

40 W. Higgins Rd.
South Barrington, IL, 60010
847-428-6727

Happy Times Pumpkinfest 
September 18 - October 26
There is no admission fee, but all activities and rides require individual tickets. They have many mechanical kiddie rides, camel rides, pony rides, Animal Land Zoo with Pig Races, Pumpkin Playland, and more!

Didier Farms
16678 W. Aptakisic Rd.
Lincolnshire, IL 60069
847-634-3291

Johansen Farms Children's Zoo & Pumpkin Patch
September 14 - October 31
Admission is $17.95 on the weekdays, and $21.95 on the weekends in September and $24.95 on the weekends in October, with children under two always free. All rides and attractions are free and unlimited with paid zoo admissionincluding Pony Rides (offered Saturday and Sunday from 11am-5pm in October), animals & baby chicks to hold, Giant Air Slides, Hay Rides, Train Rides, Corn Maze, Sports Zone Inflatables, Toddler Pooh Bear Park, and Noah’s Miniature Golf Course! Johansen Farms is really pretty and great for younger kids. 

710 W Boughton Rd.
Bolingbrook, IL 60440
630-759-8711

Leaf Peeping

The Illinois Fall Color Report projects that autumn colors will peak in the Chicago area mid-October.  Just another great reason to visit the Chicago Lakeshore, Millenium Park, Lincoln Park, The Morton Arboretum, Chicago Botanic Garden, Garfield Conservatory, The Forest Preserves, or take a drive out to Galena or Starved Rock for a real foliage show!

The crisp autumn breeze is rolling in and Lake Geneva’s Grand Geneva Resort and Spa is offering a variety of ways for guests to get outside and enjoy the upcoming fresh fall air, incredible Midwest fall foliage, and traditional seasonal offerings and treats. Of course, guests can simply walk around the resort’s stunning glacier-carved 1,300-acre campus to enjoy the Midwest’s magical autumn colors. Keep an eye on the Wisconsin Fall Color Report for optimal leaf-looking opportunities. 

Halloween Activities

Check out our Halloween Happenings 2025 Guide

Do you know of a 2025 family-friendly Fall event or attraction that isn't listed here? email us at debraf@macaronikid.com