The Windy City is the ideal location for a girls getaway. Conveniently situated between your BFF’s on the coasts, Chicago is the perfect spot to get together, catch-up and make memories that will last a lifetime. Our team of local experts have put together a sampling of great things to do, eat and experience. Now grab the girls, get out and enjoy.



Buddy Guys Legends music

DQ luxury

You and your besties will enjoy relaxing massages and nail treatments at this Michigan Avenue spa

Buddy Guys Legends music

aire ancient baths

A unique expereince for the body and mind awaits through ancient Roman and Ottoman baths

Game Night Out Chicago Entertainment

polish and pour

A full service nail salon offering extraordinary services from talented pro’s

Meli Café Chicago Breakfast/Brunch Dining Restaurant


This salon proudly focuses on one thing, the very best blowouts possible 



chicago museum of illusions small chair (1)

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Voted Best Comedy for Couples, this raucous and interactive comedy hits the Greenhouse Theater Center stage

Buddy Guys Legends music


A glamorous spot in the South Loop featuring the ultimate in raucous drag queen shows

kayak chicago river tour

kayak chicago

You and your besties looking for a truly unique experience? Paddling down the river will give you a whole new perspective of the city

Game Night Out Chicago Entertainment

steve's segway tours

Grab the girls and glide through Chicago experiencing iconic points of interest on a fun segway tour


AOT Transportation

A weekend with your BFF’s is even better when you have a private chauffeur to safely drive you around the Windy City

Buddy Guys Legends music

island party boat

What could be better than sipping on a margarita while enjoying a leisurely lake or river cruise with your girlfriends

10-pin bowling chicago


A hip bowling alley and lounge located along the river under the famed Marina City Towers


Hanig's Shoes Chicago shopping


Family-owned for over 75 years and featuring high quality and fashionable footwear and accessories for women and men

POSH Chicago Home Goods Shopping


Housewares shop carrying vintage goods from auction houses & European markets

chicago store Lover's lane

Lover's Lane

Featuring the largest selection of intimate apparel and accessories in Chicago

Merchandise Mart point of interest

Krista K

This long-standing lakeview gem features contemporary clothing and accessories

Eataly Chicago Shopping


This cool marketplace is culinary exploration of Italy’s epicurean culture


Signature Room Au Cheval, Chicago Food

the bristol

This trendy Lincoln Park hot-spot pays homage to California’s laid back style and cuisine 

Arbella Chicago Dining


Hip, lofty lounge where intricate, globally inspired cocktails pair with eclectic small plates

Girl and the Goat Chicago Food


This Fulton Market hot-spot features dishes steeped from traditional family recipes – Nonna would be proud!

Beatnik Chicago Dining Restaurant


A culinary journey playing with flavors and ingredients from around the wold

Girl and the Goat Chicago Food

Girl and the Goat

Celebrity chef Stephanie Izard’s popular West Loop spot known for small plates

Hampton Social Chicago Dining Restaurant

Hampton Social

This trendy spot evokes an East Coast sense of style and atmosphere in every sense


Eris Cider House Chicago Brewery

Eris Cider House

This women owned hip spot offers house-brewed cider and beer in an historic Masonic Temple

Gilt Bar Chicago Drink

Gilt Bar

This popular, dimly lit cocktail sanctuary is set amidst a book-filled vintage library

Hubbard Inn Chicago Drink


Grab your besties and head to this lively spot just off the Mag-Mile for unique drinks, tasty bites and late-nite dancing

Headquarters Beercade Chicago Drink


From the disco to the rooftop and everywhere in bewteen this place hits the mark for a great time

Three Dots and a Dash Chicago Food

Three Dots and a Dash

A Speakeasy tiki bar with 200+ rums & luau bites in a retro Polynesian-island setting

The Aviary Chicago Food

Hampton Social

This trendy spot evokes an East Coast sense of style and atmosphere in every sense

su casa margarita

Su casa

After a day of power shopping on the Mag- Mile, This cantina is the perfect spot to relax with a fresh-made margarita, or two