Chicago Fall Festival

5 Best Chicago Fall Festivals in 2015

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Get Ready for Autumn with These Great Chicago Festivals

It might be hard to believe, but autumn is right around the corner, and with it comes changing leaves, chilly weather, and all kinds of harvest-related festivities. For families and fall enthusiasts, Chicago is the place to be during this time of year, with a number of fall festivals and events on the city’s agenda for the coming months.

Here are 5 of the best fall events in the Windy City this year, with a mixture of both family-friendly and adult-centered festivals in the mix, to give everyone ideas.

Scarecrow Fest

October 9-11, 2015

St. Charles, IL

Considered the “Original Illinois Scarecrow Festival,” the St. Charles Scarecrow Fest is in its 26th year and remains a favorite fall family activity for Chicagoans and visitors to Illinois.

The main attraction of the Scarecrow Fest is the hand-crafted Scarecrow competition, which boasts over 150 entrants each year, with festival attendees voting on their favorites in a total of six categories.

In addition to the Scarecrow competition, there’s a carnival, a huge arts and crafts display, an array of foods, and plenty of live entertainment. You can turn this autumn weekend into a getaway and book a room in one of St. Charles’ many charming inns and other accommodations.

Oktoberfest in Naperville

October 2-3, 2015

Naperville, IL

Naperville is home to this popular autumn event, which celebrates the local community’s proud German heritage and traditions.

In addition to the incredible German dishes and craft beers, which are the main draws for many Oktoberfest attendees, you can enjoy a variety of live music, ranging from traditional German Oompa to contemporary covers.

The Great Highwood Pumpkin Festival

October 9-11, 2015

Highwood, IL

The Autism Society of Illinois and the City of Highwood have converged once again to create a groundbreaking event to support the Autism Society and to raise money and awareness for autism initiatives in the state of Illinois.

The Pumpkin Festival coordinators are looking to break a Guinness World Record for most pumpkins carved in one place, with a goal of 52,000 pumpkins carved, one for each individual affected by autism in Illinois.

In addition to the pumpkin carving extravaganza, festival goers can enjoy a 5K Pumpkin Run, trick-or-treating, a pumpkin maze, hay rides, a pet costume contest, a petting zoo, craft beer tasting, and seasonal food and beverage vendors.


October 24, 2015

Batavia, IL

This Halloween-themed event in Batavia is the perfect spot for costume dress-ups and a family day out. The event includes trick-or-treating around downtown, a parade, a pumpkin roll, an art contest, and games for kids of all ages.

There will also be Riverwalk views and seasonal shopping at the local Batavia Farmers’ Market.

Wine Riot

October 16-17, 2015

Great Hall at Union Station, Chicago, IL

Wine Riot in Chicago is the perfect opportunity for wine lovers to get in touch with their palates this fall.

For a limited time, you can get an early access pass to the Riot for just $55.00; with this pass, you’ll enjoy an experience that is interspersed with more than just sampling an exquisite selection of nearly 250 wines. You’ll also enjoy the opportunity to learn about wines from all over the globe, with certified wine experts and interactive booths that will help you get the most out of your experience.

Helping to create the atmosphere of the event is a live DJ, a photo booth, and great wine-related activities for you and your friends. Keep track of your favorite wines from the Riot with their special mobile app.

Travel Safely and Comfortably To Each Fall Event

One element of planning your fall festival experience that shouldn’t be forgotten is transportation. If you’re coming in from out of town, or are unfamiliar with the area, having a professional chauffeur on hand can make the trip effortless.

OML Worldwide has been providing Chicago with luxury late-model vehicles and top-tier customer service for over 50 years. We can guarantee an efficient and enjoyable trip to any fall festival of your choice, freeing you from the hassle of navigating and parking throughout your big day.

Here’s to a great fall festival in Chicago this year, whichever one you choose; we hope your experience helps shape your season and provides you with some great memories.

Photo Credit: Mt. Hood Territory

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Dale Schahczinski
Goal driven team leader, with industry experience spanning all aspects of operations and administration.