Destination Guide


Get swept up in the windy city full of culture, fun and food.

Destination Guide Chicago

When In Chicago You Must

Know Before You Go

Anish Kapor's giant reflective bean sculpture is actually called "Cloud Gate." But everyone still calls it "The Bean."


Talk Like A Local

Know the slang of the city


dēs(ə)nt adj.
Another word to use for "good." Because "good" is so played out.
Man, I'm decent... I mean come on.

Neighborhoods to explore

Chicago's neighborhoods are each like a character of their own. Get to know all of the best places to explore.

1. River North

Discover Fine Art and Design in the area most sought after for its fine dining and perfect cocktails.


A creative zone that's a one stop shop for live music, nightlife, chef-driven restaurants, fashion and countless art galleries.

3. West Loop

Best know as Restaurant Row, here you can indulge in endless new and sleek restaurants from The Girl and the Goat to Ronero.

4. Gold Coast

Explore all things affluent from historic architecture to upscale shopping in a hood known for its hot spots and high energy happenings.

W Chicago - Lakeshore
644 North Lake Shore Drive
Chicago, IL, 60611
W Chicago - City Center
172 W Adams Street
Chicago, IL 60603

Ultimate Access to Chicago

Seasons change but we’ve got you covered on the hottest spots in the city.




This rustic, chic spot offers cuisine that will carry your taste buds from the Caribbean into Central and South America. Stay a little longer and join the party upstairs at Esco Bar Thursdays – Saturdays from 9PM - 3AM.


Barbara Lady Agyeman / Insider

Start with the Ropa Vieja and the Ceviche Mixta.


Vol. 39


Vol. 39 is known as the businessman lounge and offers the perfect ambiance for after work cocktails. This lobby lounge features a bar-cart service, small plates in a posh library setting decor, complete with law books and sofas.


Barbara Lady Agyeman / Insider

It’s all about the Old Fashioned here.


Flamingo Rum Club

601 N. Wells St

This swanky colorful spot offers Cuban eats and a rum bar, plus live entertainment with cabaret seating.


Barbara Lady Agyeman / Insider



Rider For Life

1115 W. Lake St

Know no boundaries and make it a one stop shop at Rider. This innovative space showcases everything from vintage and refurbished furniture to clothing, art and apothecary items.


Barbara Lady Agyeman / Insider

Check out their look book for the most up to date styles.

Spotted in Chicago



1827 South Halsted St

Artpentry is an independent wood shop and gallery space selling The Gentleman’s Boombox, an object d’art that will remix the way you play music.

Millenium Park

Millenium Park

201 E. Randolph St

Located next to the Art Institute of Chicago, this 25-acre, art-filled park is a Chicago must-see.



15 East Huron St

This celebrated boutique has couture pieces and cult brands rare to even more renowned shopping destinations like New York and L.A.

Peter Field

Peter Field

330 S. Wells St

Take a look around at the fine tailored menswear or delve into the leather accessories and bowties.

Brooklyn Boulders

Brooklyn Boulders

100 South Morgan St

Get out of your comfort zone with a whopping 23,000 square feet of climbing terrain located just minutes away in the West Loop.

Current Chicago


W Chicago – Lakeshore

A fresh, modern take on seasonal Italian cuisine showcasing simple and soulful dishes alongside hand-crafted Italian cocktails, a boutique wine list, wines on tap, and an array of local microbrews.

Reggies Live

Reggies Live

2105 South State St

One part rock club, one part restaurant and another part old school record store.

The Mid

The Mid

306 N Halsted St

Headliners such A-Track, The Magician, Tiesto and more won’t pass through Chicago without a stop at The Mid.