October 3rd – 6th: AfroBang Block Party, Swap O’ Rama and More Things to Do in Chicago

The fall activities along, with the cold weather, take over the city this weekend in Chicago. This weekend, find something eccentric for the new season at Swap O’ Rama on the South Side. Enjoy a fresh harvest of food and drinks at Patio at Café Brauer in Lincoln Park. Walk, run, or jog for Breast Cancer Awareness on the North Side. Experience non-stop music with the entire neighborhood at the AfroBang Block Party. Just a few things to check out this weekend. Be sure to read the whole list for more fun ways to spend a weekend in Chicago.


Made-To-Measure By Gitman Bros.

Saturday – Sunday | October 5th – 6th | 11:00 a.m.

Independence | 920 W Randolph St. | Free

Image | Gitman Bros.

Fellas, get a made to measure shirt that is perfect for work or play this weekend. Gitman Bros, a manufacturer creating high-quality shirts and ties since the 1970s in the U.S. along with Independence Chicago, will host a special made-to-measure event. Get professionally measured and choose from dozens of options to design your custom shirting – from collar to cuff. Or choose from one of Gitman Bros.’ classic styles and select your fabric and color. Get creative and custom this fall—for more details, event page.

Celebrating 50 at Swap-O-Rama

Sunday | October 6th | 7:00 a.m. – 4:00 p.m.

Swap-O-Rama | 4200 S Ashland Ave. | Free

Swap till you drop this weekend in Chicago. Make your way to Swap O’ Rama, a legacy flea market located on the South Side. The flea market will be celebrating 50 years of swapping. In addition to a myriad of vendors, there will be entertainment, food, and drinks, and more. Get more details on the event here.

Food + Drink: 

2019 Culinary Fight Fest + The Final Plate

Sunday | October 6th | 4:00 p.m. – 9:00 p.m.

Lacuna Lofts | 2150 S Canalport Ave. | $75 – $125

Watch 25 chefs, representing 14 different states chefs battle it out in Pilsen this weekend. Culinary Fight Fest invites a guest to enjoy samples from Sam Adams Beers, spirits, wine and varieties of beverages. There will be food-related products bites, music, entertainment, and more. Help crown the ultimate culinary champion at this unique food event in Chicago. For tickets, visit the website.

Fall Harvest Dinner at the Patio at Café Brauer

Friday | October 4th | 6:00 p.m. – 8:30 p.m.

The Patio at Cafe Brauer | 2021 N. Stockton Ave. | $65

Enjoy a dinner under the stars this weekend at the Lincoln Park Zoo this weekend. Experience an extraordinary harvest feast at The Patio at Café Brauer. The event features the best locally sourced ingredients, seasonal vegetables, fruits, whole roasts and wine all while you dine under the great harvest moon. For tickets to this fall food event, visit the event page.


Great Pink Run Chicago

Saturday | October 5th | 8:30 a.m.

Diversey Harbor | 2601 N Cannon Dr. | Pricing Varies

Run, jog, or, walk for Breast Cancer Awareness this weekend in Chicago. In conjunction with Breast Cancer Awareness month, Great Pink Run invites everyone to support the cause for awareness and research of this life-changing disease. Funds raised from this family-friendly event will support international breast cancer research collaboration between leading experts at the University of Chicago Ludwig Center for Metastasis Research and global researchers at the Royal College of Surgeons in Ireland. All monies raised from this event will stay in Illinois. To participate in the Great Pink Run as well as more event details, visit the website here.

Arts + Culture:

AfroBang Block Party

Saturday | October 5th | 2:00 p.m. – 10:00 p.m.

1018 W Fry St. | Free

The AfroBang Block Party takes over the River West neighborhood this weekend. Experience free food, music, games, and more as you vibe with a diverse crowd, to the sounds of music from local artists and DJs. This event takes place from 2:00 p.m. until 10:00 p.m. and will feature various types of music—from Hip Hop and Afrobeat to Soul, House, and more. To register for this event, visit the event page here.

Celebrating Day of the Dead: Workshop Series

Saturday | October 5th | 12:00 p.m.

Casa Michoacán | 1638 S. Blue Island Ave. | $10

Image | Casa Michoacán

Join Inherit Chicago this month for a special workshop celebrating the Day of the Dead. Lead by a Mexican artisan, guests will learn about why Mexicans commemorate the death in this way. This weekend’s art workshop consists of decorating sugar skulls. To learn more about this unique cultural event and how you get involved, visit Inherit Chicago.org.

Find the best things to do this October by checking out this month’s events guide. Need more ideas on this go do? Check out 32 of the best fall events happening in Chicago.

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