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

It is absolutely sacrilegious to ask for ketchup on a Chicago-style hot dog.


Talk Like A Local

Know the slang of the city


/mərCH/ verb.
To offer proof.
I saw Dave at the movies with another woman and I have the photos to merch it.

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. Bronzeville

Known as the “Black Metropolis” in the early 20th century, this historic neighborhood is central to Chicago’s storied Blues & Jazz scenes and served as home to some of that period’s greatest African-American actors, actresses, poets, and musicians.

2. Pilsen

This colorful, vibrant, multicultural neighborhood is home to some of the city’s best street art, drenched in the Latinx history of the majority of its residents.

3. Logan Square

This thriving, artsy community is the city’s central hub for everything local, lined with dive bars serving local craft beers, music venues & galleries showcasing local artists, and local restaurants.

4. River North

Party central! You’ll find some of the hottest nightclubs and swankest restaurants the city has to offer in this bustling neighborhood.

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.


DeJuan Evans / 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.


DeJuan Evans / 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.


DeJuan Evans / 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.


DeJuan Evans / Insider

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

Either / Or

Left Coast Food + Juice


Left Coast Food + Juice

717 N Wells St

From their amazing açai bowl to their assortment of delicious smoothies, this spot will provide you with the fuel to push through that 9am meeting or rough morning-after.

Prysm Nightclub


Prysm Nightclub

1543 N Kingsbury

Gather the gang and party the night away to the sounds of some of the world's most notable DJ's, at one of Chicago's hottest nightclubs.

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.