The Hancock Observatory at The John Hancock Building

Sears Tower

”A skyscraper, city park, baseball stadium, hotel, museum, parking garage, restaurant, and more—all of them iconic, all of them green...” More

The Art Institute of Chicago

The Bar at The Peninsula

The Drawing Room at Le Passage

The Green Mill

Le Bar at The Sofitel

The Signature Lounge

Violet Hour

2nd Fridays Gallery Walk

”...36 galleries around 18th Street and Wolcott Avenue...” More

The Pumping Station

The Water Tower

The Field Museum

House of Blues

Greektown, Chicago

”The Ionic columns on Halsted Street are a nod to its settlers, who helped build the 1893 World's Fair. ...” More

Millennium Park

ArchiCenter

”For years, the Chicago Architecture Foundation's tours have been the easiest way to see the city's most important buildings. Led...” More

Arts Club of Chicago

”The main-floor gallery, a quiet retreat just off Michigan Avenue, is open to the public. Take a look at the...” More

Chicago Cultural Center

”Site of the city's official Visitor Information Center, this 1897 building, originally the main library, is a perfect place to...” More

Frederick C. Robie House

”Just down the street is a Frank Lloyd Wright masterpiece, the 1910 Prairie-style Frederick C. Robie House. Currently being restored...” More

Museum of Science & Industry

”If you have kids in tow, the Museum of Science & Industry is a sure hit....” More

Music Box Theatre

”Live organ music is a prelude to the independent and foreign films screened at the 1929 Music Box Theatre....” More

Oriental Institute

”Otherwise, head for the Oriental Institute, where the recently reopened Assyria and Megiddo galleries display an extraordinary array of decorative...” More

Rainbow Lobby of Adler Planetarium

”Stop in when the sun is bright in the west and you'll see tiny rainbows dancing around the room, thanks...” More

Smith Museum of Stained Glass Windows

”Slip into the serene recesses of this museum, along the lower-level terraces of Festival Hall, to admire more than 175...” More

Swedish American Museum Center

”Andersonville is the city's traditionally Swedish enclave; the Swedish American Museum Center is a great place to acquaint yourself with...” More

North Avenue Beach House

The Baha'i House of Worship

Hilton O'Hare Athletic Club

”You'll get all the facilities of a big-city gym—cardio equipment, weights, lap pool, and a steam room. There are even...” More

The Organic Gardener

”...also maintains the kitchen garden at North Pond restaurant for F&W Best New Chef 2003 Bruce Sherman...” More

57th Street Books

”Bibliophiles will love the packed shelves at 57th Street Books....” More

Alphabetique

”Carries everything from letterpress to Japanese silk-screen sheets....” More

Alternatives

Apartment Number 9

”Moving farther north there's Apartment Number 9, for men; and custom T-shirts at the T-Shirt Deli....” More

Beansprout

”Beansprout has gear for kids....” More

Belly Dance Maternity

”Belly Dance Maternity stocks supremely flattering clothes for pregnant women....” More

Book Cellar

”There are several new shops on Lincoln that are also well worth a look: Traipse, for playful Mary Janes and...” More

Caffè De Luca

”Stop for lunch at Caffè De Luca, a casual place with good sandwiches and salads....” More

CB2

”Also worth a peek is hometown retailer Crate & Barrel's newer spin-off, CB2, where the snappy, colorful housewares entice a...” More

Cece

”Other style-driven boutiques worth checking out are She One, Flirt, Freesia, Shane, and Cece....” More

Chopping Block

”There are several new shops on Lincoln that are also well worth a look: Traipse, for playful Mary Janes and...” More

Clever Alice

”There's lots to love at this bright, cheerful shop: artist-painted T-shirts, chunky necklaces, and tailored but funky blazers from designers...” More

Clothes Minded

”Moving north, there's Tangerine and Clothes Minded, for eclectic selections of clothes and clutches....” More

Embelezar

”For the house, you'll find exotic furniture and ornamented pillows at Embelezar....” More

Erickson's

”Just up Clark there are also two atmospheric Swedish delis, Erickson's and Wikström's; their fiercely loyal customers tend to patronize...” More

Flirt

”Other style-driven boutiques worth checking out are She One, Flirt, Freesia, Shane, and Crece....” More

Fourth World Artisans

”Fourth World Artisans stocks a global selection of art and jewelry....” More

Freesia

”Other style-driven boutiques worth checking out are She One, Flirt, Freesia, Shane, and Cece....” More

Garrett Popcorn

Gem

Goddess and Grocer

Graff

”Oak Street and North Michigan Avenue are still the places to go for big-name luxury goods and jewels. Among the...” More

Guise | Chic

Helen Yi

”Start at Jolie Joli, which sells fashion-forward clothes for both sexes, then move on to p.45 and Helen Yi for...” More

Henry Beguelin

”Mingle with the city's most stylish and get a heady whiff of leather while browsing Beguelin's line of luxurious, beautifully...” More

His Stuff

”Andersonville even has pockets of style now: find cool men's shirts and jeans at Laundré and His Stuff....” More

Jake

”Named for the hearththrob in the eighties cult classic Sixteen Candles, Jake is a paean to emerging clothing designers such...” More

Jolie Joli

”Start at Jolie Joli, which sells fashion-forward clothes for both sexes....” More

Josephine

”A dizzying range of enviable women's shoes and bags (Christian Louboutin, Sigerson Morrison, Pucci) is given an opulent, glamorous backdrop...” More

Julius Meinl

”For a pick-me-up, try Julius Meinl, the only American outpost of the Viennese coffee company....” More

Krista K

”Denim addicts get their fix at Krista K, a shop with velvet curtains and more than 20 brands of jeans—from...” More

Kuhlman

”Kuhlman sells bold men's shirts and ties....” More

Laundré

”Andersonville even has pockets of style now: find cool men's shirts and jeans at Laundré....” More

LuxeHome

”And don't miss a stroll through LuxeHome, a new paradise of high-end kitchen and bath showrooms....” More

The Magnificent Mile

Marshall Field's

”Chicago wouldn't be Chicago without Marshall Field's, which is looking better than ever in its 112th year. The grande dame...” More

Merz Apothecary

”This stretch is home, most famously, to Merz Apothecary, established in 1875, which sells European bath and beauty products....” More

O'Gara & Wilson, Ltd.

”O'Gara & Wilson, Ltd., the city's oldest bookseller, is known for rare books....” More

One O Six

”One of the city's top outposts for women's shoes is this temple to the needle-nose stiletto, with a well-edited selection...” More

Orange Skin

”Orange Skin is the place to go for European minimalism, from aerodynamic kettles and salad sets to streamlined seating....” More

p.45

”Start at Jolie Joli, which sells fashion-forward clothes for both sexes, then move on to p.45....” More

Pagoda Red

”For the house, you'll find exotic furniture and ornamented pillows at Embelezar; modern furniture and rugs at Stitch; and Chinese...” More

P.O.S.H.

”Find replated silver coffeepots and flatware from old hotels at P.O.S.H., an early tenant in the refurbished 19th-century Tree Studios...” More

Powell's

”Powell's has less-rarefied used volumes....” More

Psycho Baby

”Psycho Baby has stylish togs for kids....” More

Red Head Boutique

”Of-the-moment shops for women include Red Head Boutique....” More

Robin Richman

Scout

”Andersonville even has pockets of style now: find cool men's shirts and jeans at Laundré and His Stuff, vintage furniture...” More

Seminary Co-op Bookstore

”One of the few commodities in great supply here is books. Bibliophiles will love the packed shelves at 57th Street...” More

Shane

”Other style-driven boutiques worth checking out are She One, Flirt, Freesia, Shane, and Cece....” More

She One

”Other style-driven boutiques worth checking out are She One, Flirt, Freesia, Shane, and Cece....” More

Sprout Home

”At this East Coast outpost of the Chicago favorite, cotton candy ferns and ornamental bamboo sit side by side next...” More

Stitch

”For the house, you'll find exotic furniture and ornamented pillows at Embelezar; modern furniture and rugs at Stitch; and Chinese...” More

Sugar Magnolia

Svenska Möbler

”Svenska Möbler sells handsome Swedish furniture that dates from 1840 to 1940....” More

The Swedish Bakery

”The popular Swedish Bakery is known for its cakes, butter cookies, and cardamom breads....” More

Tangerine

”Moving north there's Tangerine and Clothes Minded, for eclectic selections of clothes and clutches....” More

Traipse

”There are several new shops on Lincoln that are also well worth a look: Traipse for playful Mary Janes and...” More

Trousseau

”Stop in Trousseau for deliciously impractical lingerie....” More

T-Shirt Deli

”Moving north, there's Apartment Number 9, for men; and custom T-shirts at the T-Shirt Deli....” More

Veruca Salt Fancy

Veruca Salt Fun

White Attic

”Andersonville even has pockets of style now: find cool men's shirts and jeans at Laundré and His Stuff, vintage furniture...” More

Wikström's

”Just up Clark there are also two atmospheric Swedish delis, Erickson's and Wikström's; their fiercely loyal customers tend to patronize...” More

Women & Children First Bookstore

”A beloved fixture on Clark Street is the Women & Children First Bookstore, an independent shop that covers all the...” More

Yu-Me

”This tiny spot sells one-of-a-kind women's accessories, most by local designers. Look for offbeat jewelry and great handbags (a design...” More

The Second City

Chicago Architecture Foundation

”The best way to keep up with Chicago's architectural changes: a river-boat tour with the Chicago Architecture Foundation, which takes...” More

Windy City Vespa