We love a storied past! 1927 building has housed everyone from JFK to The Rolling Stones (and a penthouse floor casino run by Al Capone’s brother).

There’s a reason it’s been voted one of the best hotels in the city – everything is top-notch, from the views, artwork & modern décor to the nostalgic cocktails.

Excellent authentic Italian resto onsite with fab deep dish pizza (natch).

Polished flair throughout, with soaring ceilings and designery touches. Adjacent to the new Wintrust Arena, if that’s where you’re headed.

Magnificent Mile’s within a half-mile (read: minimal toting of your shopping spoils required).

Sophisticated and chic, with just enough quirk to keep things cool.

A historic gem in the heart of Chicago’s downtown Theatre District, this boutique haven boasts lavish theatrics all its own with its elegant hobnobbing and glamour.

Stay fit in the fitness center, or head outside for bocce ball or a game of hoops on the rooftop basketball court.

You’ll find chic galleries, buzz-worthy restaurants and vibrant nightlife in this hub for arts and entertainment.

Se encuentra en una tranquila calle residencial que te dará un respiro del bullicio de la ciudad.

Chicago biggies like the Symphony Center & Willis Tower (skydeck is a must!) are within walking distance.

Relax, early riser. Buffet Breakfast included.

Style in this 20s-era gem is trendy in a laid-back kinda way. And it’s perfectly placed in a venture-worthy boutique-and-gallery-dotted ‘hood.

Diseño alegre e industrial con intensos detalles artísticos y de color.

Las galletas de chocolate recién hechas en el check-in son incluso mejores que las que hacía Mamá (pero no le digas que dijimos eso).

Scores ya an address in the stylish River North 'hood, a few blocks to the endless eateries, shopping & to-dos of the Magnificent Mile.

The former hat factory on the banks of the Chicago River features newly renovated and richly decorated rooms.

Walk to some of the city’s biggest/best museums, plus Soldier Field (home of the Superfans).

Dicen que el desayuno es la comida más importante del día. Y aquí, dicen... que es gratis también.

Head to the rooftop lounge for killer drinks and views (especially if it’s a Navy Pier fireworks night!).

Location (say it two more times) – endless shops, restaurants and bars await just outside the door.

Can’t-be-beat address on the Magnificent Mile (!).

Formerly the Free Methodist Publishing House, it’s no longer free. Or Methodist. Or a Publishing House. (It is, however, a great place for reading, so bring books!)

Free WiFi, so you can brag about your cool trip in real time.

This hip London-based brand transformed 3 meatpacking warehouses into a stylish new hotel inspired by the local architecture and galleries.

Sip signature cocktails at MSC, a stylish bar where guests and locals gather for great conversation and an inviting atmosphere.

Apartment-style living at its finest with updated amenities and space galore.

Imponente e histórico, todo un icono de la arquitectura de Chicago.

Son las 3:14am y soportas tu monstruo de mal humor. No temas, el Candlewood Cupboard tiene acceso 24/7.

Spacious 545 sq ft suite