Crush Fest | Vin312 Winery | October 17

Oktoberfest Nation | Fulton Market | Ongoing

Lincoln Park Wine Fest | Jonquil Park | October 9 - 11

Lincoln Square Ravenswood Apple Fest | N. Lincoln Ave | October 2-4

Tacos and Tequila Festival | Northwestern Medicine Field | September 26

Chicago Gourmet 2026 | Millenium Park | September 24 - 27

Old Town Oktoberfest | Old town | September 18-20

Retro on Roscoe | Roscoe Village | September 18-20

Chicago German-American Oktoberfest | Lincoln Square | September 11 -13