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You better be-LEAF it: autumn is officially here. From pumpkin spice-filled drag queen performances on Mag Mile and fall-themed vegan dining experiences to a Fall Harvest Festival pop-up event with Parks and Recreation’s Li’l Sebastian and more, we are rounding up fun fall events, dining options and activities in Chicago for local foodies!

ENO Wine Room

ENO Wine Room is officially extending its Pour Decisions drag brunch series through the end of the year. Every Sunday, guests will be offered bottomless mimosas, an entrée from the new brunch menu created by Executive Chef Craig Couper and appearances by drag entertainers. Hosted by Chicago’s own Fox E. Kim, ENO Wine Room’s Pour Decisions will feature weekly themed performances by Alex Kay and Mikki Miraj, with pop-in performances by several RuPaul’s Drag Race alumni. Autumn themes include: Pumpkin Spiced Ladies, It’s Britney, Witch, Scream Queens, Harry Pocus, Monster Mash Halloween Bash, Canadian Thanksgiving, Hashtag Squash Goals and 50 Shades of Gravy. Doors open at 12 p.m. and the Drag show runs through 2 p.m. Walk-ins are welcome, though guests are encouraged to purchase tickets in advance online for $45.

Geja's Cafe

Geja's Cafe has debuted its three-month wine festival Giro d’Italia, going on now through Saturday, November 30. Throughout these three months, wine enthusiasts of all calibers will be offered selections from the largest boot on Earth, complemented with Geja’s 3 course Premier Fondue Dinners. Geja’s wine list will be available by the glass and the bottle at  promotional prices. 

Replay Lincoln Park 

Replay Lincoln Park recently transformed into the town of Pawnee, Indiana for a Parks and Recreation pop-up experience! Guests are invited to celebrate like a Pawneean at several themed events including The Harvest Festival, a Glitter Factory Breakfast Buffet, a Mouserat Concert, trivia, bingo and more. The Harvest Festival will occur on Friday, October 4 with a special appearance by Li’l Sebastian at 6 p.m.. The pop-up will feature custom artwork and several photo opportunities at Pawnee destinations including the Department of Parks and Recreation, Shoe Shine Stand, Li’l Sebastian’s Stable, Eagleton Fence, the Pit and the World’s Smallest Park, plus bites inspired by JJ’s Diner and Sweetums and specialty cocktails like Galentine’s Day, The Ron Swanson and Snake Juice


Chef Christian Fantoni of Casati’s has challenged Master Pinsa Chef Daniele Papa to fly in from Rome for a Pinsa Pizza Showdown on October 8 – and guests are invited to witness  Chef Papa will go head to head with Chef Fantoni to determine whose Pinsa, an take on traditional pizza which offers 90% less carbs, fat and gluten. All day, diners will be offered a four-course meal handcrafted by both Chefs, featuring two entrée Pinsas and two dessert Pinsas, for just $24 per person. Each guest will have the chance to vote to determine which Chef takes the crown. 

ROOH Chicago 

ROOH Chicago is celebrating Diwali with a four-course tasting menu available Sunday, October 27. This special menu has been crafted for guests to have a Diwali experience, courtesy of Executive Chef Sujan Sarkar and Chef de Cuisine Sahil Sethi, and features dishes like Dahi Puri, Tuna Tostada, Tandoori Chicken, Chocolate Rum Ball and so many more. The ticketed experience is $85 per person, including taxes and gratuity. 

In partnership with Master Sommelier Roger Bissell, ROOH Chicago will host UNWINED, a curated social experience, on Tuesday, October 15. This event will include a Happy Hour from 5PM-7PM, as well as a seated four-course dinner from 7:30PM-9:30PM. Patrons can choose to attend one or both events. Happy Hour will include passed hors d'oeuvres prepared by Executive Chef Sujan Sarkar and Chef de Cuisine Sahil Sethi and wine hand selected by Roger Bissell. To purchase tickets to the event, please visit Eventbrite.

Kouzina at The National Hellenic Museum

Kouzina will be hosted by and held at The National Hellenic Museum on November 7 at 6:30 p.m. Chicago chefs and restaurants will come together to create dishes that feature “a twist on the classics,” highlighting each restaurant’s cuisine, with a hint of Greek inspiration. Over 700 guests will attend to eat, drink and celebrate. Proceeds from Kouzina benefit the museum’s vast efforts to offer rich and diverse programming including new exhibits, educational classes, activities and programs. Tickets to Kouzina can be purchased for $100 in advance by visiting their website or for $125 at the door.


A new American cuisine dining destination, Harbor, is sailing into the heart of the South Loop, opening Fall 2019. Located in the former Gioco space at 1312 South Wabash, Harbor reinvents traditional American fare with a locally sourced menu and beverage program, both influenced by the Great Lakes and the founders’ personal passion for sailing. The menu will feature savory dishes prepared on a rotisserie, grill and hearth oven in an open view kitchen for guests to enjoy and watch as chefs prepare their plates. 

Michael Jordan's Steak House 

In honor of the release of Michael Jordan’s proprietary blend, 2016 Barrel 23, Michael Jordan’s Steak House, located inside the InterContinental Magnificent Mile at 505 N. Michigan Ave, will offer guests a three-course Domaine Serene pre-fixe dinner menu complete with wine pairings Friday, October 18 through Sunday, October 20. Barrel 23 is a rare blend of Pinot Noir, crafted to unique specifications and made exclusively for Michael Jordan’s personal cellar and steakhouse in collaboration with Domaine Serene. The wine will be first tasted at a wine dinner on Thursday, October 10. Tickets to the Domaine Serene wine dinner are available for purchase online.

The Michael Jordan’s Steak House Domaine Serene pre-fixe dinner menu features three courses for $125 per person, beginning with Crab Bisque with Ginger, Lemongrass and Coconut paired with Domaine Serene Multi-Vintage r Rose v. XI. The second course includes Waygu Carpaccio with Calabrian Chili Oil, Pecorino Romano, Mint and Arugula, which perfectly pairs with Domaine Serene’s 2016 Evenstad Reserve Chardonnay. The experience concludes with the third course of Dry-Aged Ribeye with Aligot Potatoes, Glace De Viande Aged Balsamic and offers guests the chance to taste the 2016 Barrel 23 Pinot Noir.

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Courtesy of ROOH

River Roast

Kick-off weekends in October with a whole fried chicken ($42) from River Roast on Fridays. 

River Roast will also be donating a portion of the proceeds from the $50 Oyster & Rose lunch and dinner combo to the Lynn Sage Foundation. 

Blues & Brunch Saturdays & Sundays at River Roast from 12pm - 3pm plus after work sets on Thursdays.

Jake Melnick's Corner Tap

Jake Melnick's Corner Tap will be donating a portion of the proceeds from the Virtue Rose on draft ($6) and Virtue Cherry & Virtue Michigan Apple Cans ($7.50). Plus, pink koozie for $1 purchase will 100% go towards the Lynn Sage Foundation. 

Additonally, October is National Pizza Month and Jake's has got you covered with a variety of Detroit Pan Pizza. Starting at $15.95, grab a pie or two to share including Classic Cheese, Pepperoni, BBQ, or Spicy Chi-City Pie From the (313) to the (312). 

Bar Bingo at Jake Melnick's Tuesday, October 8th and Trivia Night on Tuesday, October 22nd

Patio at Cafe Brauer

Fridays in October beginning 10/4,  a season feast presented by the Patio at Cafe Brauer. Reserve your spot today at

Experience a harvest feast at Lincoln Park Zoo's Patio at Cafe Brauer featuring locally sourced ingredients, seasonal vegetables, fruits, whole roasts, and wine all while dining under the great harvest moon. Tickets are $65 and guest must be 21+ to attend. Lincoln Park Zoo members get a special 10% discount!  

The Harvest Dinner will be Fridays in October (4th, 11th, 18th, and 25th). Tickets are available at  

River Roast 19
Courtesy of River Roast

Koval Distillery

Cocktails & Vinyl Cocktail Class – Thursday, October 3rd at 7pm

Each drink will feature a curated album, ranging from funky jazz to rock. This is a partnership with Saturday Audio Exchange. Reserve your place at

The Old Fashioned Cocktail Class – Friday, October 11th at 7pm

Learn new ways to fashion this classic, while paying homage to the rich history behind this cocktail. Learn how to incorporate fruit infused syrups, an array of spiced and savory bitters, as well as a variety of fresh herbs. For gin lovers, we will also be exploring a tasty version with the KOVAL Barreled Gin. Reserve your place at

Artifact Events

8th Annual I Am Your Neighbor Benefiting Common Pantry – Friday, October 4th at 7pm

Common Pantry, Chicago’s oldest continually operating food pantry, not only continues to provide food for our neighbors in need but also helps individuals and families address the root causes of food insecurity. Support Common Pantry with a night featuring food from local chefs, wine and craft beer and live music by Things That Fly, Sausalito and The Simpletones. Tickets are $125 and available at

Ravenswood Community Services

Spirits of Ravenswood – Friday, October 25th from 7pm – 11pm

The Spirits of Ravenswood will feature tasting portions of local, craft beverages served alongside a specially designed, gourmet menu of small bites from the catering staff at the Ravenswood Event Center. Proceeds from the evening benefit the Food Pantry and Community Kitchen at Ravenswood Community Services. Early bird tickets are $100 and available through Oct. 11th. Purchase them at

Koval Old Fashioned
Courtesy of Koval Distillery

Fannie May Michigan Ave

Fannie May will be holding a Pumpkin Pie Spice Pixie event from 1 pm-3 pm Thursday October 3rd at their flagship store on Michigan Avenue 

At the event, master chocolatier Elliot Callahan will be making fresh Pumpkin Pie Spice Pixies for all to enjoy. Additionally, Elliott will be unveiling a huge chocolate sculpture he created himself.

Fm 2581 Ppsp Social Post
Courtesy of Fannie May


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