Comments icon Comments

Love is in the air! Don’t miss spots for singles, friends, or lovers in Chicagoland to celebrate Valentine’s Day.

Celebrate Valentine’s Day at the Division Street Entertainment District

Head over to the Gold Coast’s famed Division Street Entertainment District this Valentine’s Day! Five legacy bars are celebrating in naughty and nice ways.

The Festivities Start on Saturday Night at the Original Mother’s with the Third Annual Naught Night

Original Mother’s will host two shows of the Naughty Little Cabaret, Chicago’s first-ever burlesque-inspired variety show. The shows will take place on the Saturday before Valentine’s Day (February 11) at 9 p.m. and on Tuesday February 14 at 8 p.m. Guests will experience some of the top names in Burlesque along with surprise guest performers, including drag divas, belly dancers and fire-twirling acrobats. Drink specials include $6 Fireball shots and $6 Burnt City Beers.

She-Nannigans Turns Up The Fire for Singles

She-Nanigans invites singles to enhance their dating profile pics! The Division Street mainstay is offering revelers boudoir photo sessions on a bearskin rug in front a fireplace. Models and lookers-on can enjoy $8 domestic pitchers, $5 Jameson and $6 Fireball shots.

The Playboy Key Club is Being Reincarnated at The Lodge

With their 60th anniversary approaching, Division Street’s flagship bar, The Lodge, is turning back time to the 1960s with a Playboy Key Club party on Valentine’s Night. Upon arrival, Bunny-eared hostesses, and none other than “Hef” himself will greet guests. , “Keys” (raffle tickets) will be distributed, two of which will unlock two pairs of VIP tickets to two iconic events: Chicago’s 18th Annual Wingfest at UIC Pavilion on March 5 and The Lodge’s Anniversary Party on February 27th. Valentine’s drink specials include $5 domestic drafts, $5 Jack Honey shots, $6 Fireball shots and $6 Burnt City beers.     

Live Acoustic Music at Mother’s Too

Mother’s Too is hosting a romantic evening featuring live acoustic music accompanied by drink specials including $5 Jameson shots, $6 Fireball shots and $6 Burnt City beers.

Kink Out at The Hangge-Uppe

The Hangge-Uppe, Chicago’s favorite dance club, is hosting a fuzzy handcuff party! Guests could be handcuffed to friends, lovers or total strangers and forced to enjoy one another’s company for ten minutes. Drinking is encouraged! Specials include  $6 Fireball shots and $6 Burnt City beers.

Division Entertainment Street District Between State Street and Dearborn in Chicago’s Gold Coast |

Bring Your Best Friends To River Shannon For The Puppy Kiss Cam

River Shannon is celebrating Valentine’s Day in a charitable and fun way with pups and pints. Revelers are encouraged to bring their four-legged friends who can pose with their human companions at the bar’s Puppy Kiss Cam. Photos are free and any donations will go directly to PAWS, Chicago’s premier no-kill shelter, who will be on-site sharing stories of pets looking for new homes. $1 of every Burnt City beer, Stoli cocktail and Fireball shot bought will be donated to PAWS. To top it off, Chicago’s luxury pet boutique, Tails in the City, is spreading puppy love with door prize gift baskets.

River Shannon | 425 W. Armitage Ave, Chicago | 312-944-5087 |

Freddies Makes Valentine’s Day Kid Friendly with Babysitter Fab Feast

This Valentine’s Day, Fabulous Freddies offers up traditional comfort food for the kids and babysitter, so the parents can have a romantic evening for two.

The $25 Babysitter Fab Feast includes a large pizza, six boneless wings, fries & frots, a dozen donuts and a liter of pop. For those looking for a romance-themed deal at home, Freddies offers heart-shaped pizza available in deep-dish, thin-crust, or stuffed crust for $10, the best price in town.

Fabulous Freddies Italian Eatery

701 W. 31st St. | Chicago, Ill. | 312.808.0147 |

The Chocolate Sanctuary Defends Romantic Title with Indulgent Valentine’s Day Menu   

Named one of the most romantic spots in the area by WGN TV, The Chocolate Sanctuary defends its romantic chops with an indulgent Valentine’s Day menu. The special menu will be served February 10-12 and February 14. Featured menu items include Surf and Turf with filet mignon and jumbo crab meat, Wild Striped Bass served with a cocoa cranberry sauce and a special Valentine's Day dessert for two. A limited regular menu will also be available. Make a reservation on OpenTable or call 224.944.0808.  

The Chocolate Sanctuary

5101 Washington St. | Gurnee, Ill. | 224.944.0808 |

Carlucci Treats Diners to a Special Valentine’s Day Menu and Dessert

Carlucci Restaurant & Bar in Downers Grove is celebrating the most romantic day of the year with a special menu. Executive Chef David Oland has crafted a stylish, 3-course Tuscan inspired wine-pairing menu for $58 per person. Plus, guests can enjoy Chocolate Covered Long Stem Strawberries. The regular menu will also be available for diners who prefer to enjoy classic Italian cuisine. Diners between February 10 and 14 will also receive a $25 dining card for a future visit. Make a reservation on OpenTable or call 630.512.0990.

Carlucci Restaurant & Bar

1801 Butterfield Rd. | Downers Grove, Ill. | 630.512.0990 |

STK Chicago Celebrates Valentine’s Day with Roses

STK Chicago, River North’s vibe dining steakhouse experience, is romancing its female clientele with classic red roses on February 14. Whether enjoying a chic night out with a special someone or sharing perfectly cooked Filet Medallion or Hokkaido Scallops with friends, anyone can enjoy traditional Valentine’s Day treats. Make reservations by calling 312.340.5636 or on OpenTable.

STK Chicago

9 W. Kinzie St. | Chicago | 312.340.5636 |

Enjoy a Taste of Tuscany in River North

Enjoy a taste of Tuscany at River North’s iconic Italian restaurant, Coco Pazzo, who is celebrating its 25th Anniversary. Guests can enjoy a special Valentine’s Day dessert, Strawberry macaroon, moscato mousse & raspberries. Make a reservation by calling 312.836.0900.

Coco Pazzo

300 W. Hubbard St. | Chicago, Ill. | 312.836.0900 |

Celebrate Valentine’s Day in the South Loop

Chop, everyman’s steakhouse is celebrating Valentine’s Day with a 4-course dinner with choice of appetizer, soup or salad, entrée and dessert. Menu highlights include East Coast Oysters, Steak Poutine, Kale & Quinoa Salad, Cajun Fettuccine, Krabby St. Patty and a special Valentine’s Day Bread Pudding. Make a reservation by calling 312.461.9333.

Chop Steakhouse

Next to the ShowPlace ICON Theatre at Roosevelt Collection, 150 W. Roosevelt Rd. | #chopchicago | 312.461.9333 |


View Comments (0)