The city is packed with exciting events and activities to enjoy as the leaves change and the weather cools. From outdoor festivals and farmers’ markets to cozy fall treats and pumpkin patches, there’s no shortage of ways to experience the season. Take a look at these five events to plan your weekend!
Explore SAUCED Night Market
Celebrate a decade of pop-ups at the SAUCED Night Market’s 10 Year Anniversary. With over 50 vendors offering everything from upcycled clothing to small-batch spice blends, this market promises a unique shopping experience. Also enjoy limited-edition collaborations like Half Acre’s pomegranate kölsch and The Vulgar Vegan’s pomegranate cupcakes.
Date: November 1-2
Time: 5PM-10PM
Cost: Free with RSVP
Location: Half Acre Beer Co, 2050 W Balmoral Ave
More Info: ticketleap.events
Warm Up at Hot Chocolate Run
Indulge in America’s sweetest run! Participants receive an exclusive jacket, a commemorative finisher’s medal, and a famous hot chocolate finisher’s mug filled with fondue and dippables. Celebrate your achievement at the post-run party in Grant Park with live music, vendors, and even more chocolate.
Date: November 3
Time: 7:30AM
Cost: $64+
Location: Grant Park, 301 S Columbus Dr
More Info: hotchocolate15k.com
Challenge Yourself at SkyRise Chicago
Take on the ultimate challenge at SkyRise Chicago by climbing 2,149 stairs to the top of Willis Tower. Can’t make it in person? Register for their virtual option and climb the same amount of stairs, walk or run 6,327 steps, step up 105 times, or cycle 3.2 miles. No matter how you do it, show your support and make an impact.
Date: November 3
Time: 7AM-1PM
Cost: $50 Registration Fee, $200 Minimum Fundraising Requirement
Location: Willis Tower, 233 S Wacker Dr
More Info: skyrisechicago.org
Embrace Culture at Día de los Muertos de la Riza
Honor the Day of the Dead at Día de los Muertos de la Riza. Enjoy face painting, performances, music, and refreshments, culminating in a community procession. Dress in your muertos-inspired attire and bring your own mobile ofrenda for a memorable celebration of life and tradition.
Date: November 1
Time: 3PM-6PM
Cost: Free
Location: Dvorak Park, 1119 W Cullerton St
More Info: allevents.in
Get Spooked at Nightmare on the Express
Watch Ogilvie transform into a spooky venue, featuring three dance floors and over 20 DJs. Experience the NÜTRL Lounge, immersive activations, dancers, and performers. Compete in best-dressed competitions, enjoy giveaways, and capture memories at the 360-photo booth. There’s plenty to do while supporting the Beat The Streets Chicago charity.
Date: November 2
Time: 7:30PM-3AM
Cost: $20+
Location: Ogilvie Transportation Center, 120 N Canal St
More Info: eventbrite.com
