Map 5 • The Loop image

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The Loop

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Map 5

The Loop derives its moniker from the L tracks that lasso the city’s heart. This here is the bustling financial and business district, where banks are plentiful and parking is pricey. The intersection of State and Madison is literally ground zero (0 east, 0 west, 0 north, 0 south) for Chicago’s easy-to-follow street numbering grid. Watching over it all is the Sears Tower—no wait, the Willis Tower, but don’t ever call it that in public.

image Landmarks

Chagall’s Four Seasons • 10 S Dearborn St

Mosaic by Marc Chagall—you know, the one who did all those flying people.

Chicago Board of Trade • 141 W Jackson Blvd

312-435-3590

The goddess Ceres tops this deco monolith.

Chicago Board Options Exchange •

400 S LaSalle St

312-786-5600

The world’s largest options market.

Chicago Cultural Center • 78 E Washington St

312-744-6630

The spot for free lectures, exhibits, concerts, and movies.

Chicago Mercantile Exchange • 20 S Wacker Dr

312-930-1000

Economics at work in polyester jackets.

Chicago Stock Exchange • 440 S La Salle St

312-663-2222

The second-largest stock exchange in the country.

City Hall Green Roof • 121 N La Salle St

First green roof on a municipal building. Cool.

Daley Plaza • 50 W Washington St

Home of a Picasso sculpture, a Christmas tree ceremony, and many alfresco lunches.

Flamingo • 230 S Dearborn St

Alexander Calder’s fabulous red flamingo.

Harold Washington Library Center •

400 S State St

312-747-4300

The world’s largest public library building; nearly 100 works of art on every floor.

James R. Thompson Center • 100 W Randolph St

312-346-0777

Lots of glass combined with the colors red, silver, and blue. Ghastly!

Macy’s • 111 N State St

312-781-4483

Folks are still mourning the passing of Marshall Fields. Luckily the clock and Tiffany dome remain.

Miro’s Chicago • 69 W Washington St

Part of the Loop’s outdoor public artwork program.

Monadnock Building • 53 W Jackson Blvd

312-922-1890

Claim to fame: world’s largest office building when completed in 1893.

Monument with Standing Beast •

100 W Randolph St

Jean DuBuffet sculpture. Looks like melted snow.

Quincy L Station • 220 S Wells St

Restored to its original glory.

The Rookery • 209 S La Salle St

312-553-6100

Take a peek inside at Frank Lloyd Wright’s spectacular remodelled interior.

Willis Tower (Sears Tower) • 233 S Wacker Dr

312-875-9696

Until recently the tallest building in the US, with a cool skydeck.

image Nightlife

Brando’s Speakeasy • 343 S Dearborn St

773-216-3213

Karaoke to “Free Bird” drunk on fancy martinis or cheap beer.

Ceres Cafe • 141 W Jackson Blvd

312-427-3443

The epitome of a stiff drink.

Exchequer • 226 S Wabash Ave

312-939-5633

Loop location for the working class.

Miller’s Pub • 134 S Wabash Ave

312-263-4988

A Loop tradition.

Monk’s Pub • 205 W Lake St

312-357-6665

Wall of books. And beer.

Petterino’s • 150 N Dearborn St

312-422-0150

Go to church on Sunday, then cabaret here on Monday.

Potter’s Lounge • 17 E Monroe St

312-917-4933

Posh cocktails in the Palmer House Hilton.

Roof on The Wit • 201 N State St

312-239-9501

A rooftop playground for those who want to be seen.

South Branch Tavern & Grille • 100 S Wacker Dr

312-546-6177

Sip martinis on the patio.

Stocks and Blondes • 40 N Wells St

312-372-3725

Happy hour dive stocked with blond (and brunette) waitresses.

image Restaurants

Atwood Café • 1 W Washington St

312-368-1900 • $$$

High tea with contemporary flair.

Billy Goat Tavern • 330 S Wells St

312-554-0297 • $

Grubby cheezboiga joint made famous by John Belushi.

Caffe Rom • 71 S Wacker Dr

312-379-0291 • $$

A slice of modern Milan in the Loop.

Everest • 440 S La Salle St

312-663-8920 • $$$$$

Classic fine dining experience with a knock-out view.

Frontera Fresco • 111 N State St

312-781-2955 • $$

Popular Mexican joint.

Gold Coast Dogs • 159 N Wabash Ave

312-917-1677 • $

Classic dog joint.

Hannah’s Bretzel • 180 W Washington St

312-621-1111 • $

Homemade pretzels and organic lunch fare.

Heaven on Seven • 111 N Wabash Ave

312-263-6443 • $$

Cajun Chicago classic. Closed for dinner.

Jaffa Bakery • 186 W Van Buren St

312-322-9007 • $

Best fresh turkey you will ever taste.

La Cantina Enoteca • 71 W Monroe St

312-332-7005 • $$

Casual Italian with seafood specialty.

La Cocina • 45 N Wells St

312-346-1638 • $

Cinco de Mayo. All year long.

Oasis Café • 21 N Wabash Ave

312-443-9534 • $$

Middle Eastern hideout inside of a jewelry store.

The post-work crowd hangs here just long enough to forget that they have to return to the office the next morning. From stomping on a floor covered in peanut shells at Monk’s Pub to sipping martinis at South Branch, drinking environments range from dive to high-dollar. If you’re here past happy hour, head to “Broadway in Chicago” for proof that, yes, you are cultured. Make your mom proud and your wallet happy with a free history lesson at the Chicago Cultural Center.

Plymouth Restaurant • 327 S Plymouth Ct

312-362-1212 • $

24-hour diner with bar and grill.

Protein Bar • 235 S Franklin St

312-346-7300 • $

On-the-go meals for eaters avoiding grease.

Russian Tea Time • 77 E Adams St

312-360-0000 • $$$

Rich food. Richer interior. Copious amounts of vodka.

Toni Patisserie & Cafe • 65 E Washington St

312-726-2020 • $

Fin-de-siecle ambiance, French pastries, and light fare.

Trattoria No. 10 • 10 N Dearborn St

312-984-1718 • $$$

Popular pre-theater food.

The Village • 71 W Monroe St

312-332-7005 • $$

Quaint, casual Italian looks; like a village.

Vivere • 71 W Monroe St

312-332-4040 • $$$

Dated Italian luxury.

Wow Bao • 175 W Jackson Blvd

312-334-6395 • $

Nice buns.

image Shopping

A New Leaf • 312 S Dearborn St

312-427-9097

Florists of paradise. Minus the price.

After School Matters Retail Store • 66 E Randolph St

312-702-8975

Specialty gifts & art made by local teens.

Arts & Artisans • 35 E Wacker Dr

312-578-0126

Art Gallery.

Ashley Stewart • 7 W Madison St

312-920-0646

Clothes for your curves.

Barbara’s • 233 S Wacker Dr

312-466-0223

Branch of local book chain in Willis Tower.

Barbara’s • 111 N State St

312-781-3033

Branch of local book chain in Macy’s.

Blick Art Materials • 42 S State St

312-920-0300

Get creative here.

Block 37 • 108 N State St

312-261-4700

All the mall’s greatest hits right here in the Loop.

Central Camera Company • 230 S Wabash Ave

312-427-5580

Family-owned camera shop.

Florodora • 330 S Dearborn St

312-212-8860

Vintage-inspired, wildly-priced.

Garrett Popcorn • 26 W Randolph St

312-201-0511

The caramel cheddar mix is their signature.

Kramer’s Health Food Center • 230 S Wabash Ave

312-922-0077

Healthy hippie haven.

Macy’s • 111 N State St

312-781-1000

The former home of Chicago establishment Marshall Field’s.

Pastoral • 53 E Lake St

312-658-1250

One of Chicago’s favorite cheese shops. Start your picnic here.

Reckless Records • 26 E Madison St

312-795-0878

Instant satisfaction for the vinyl-hungry masses.

Selected Works Used Books • 410 S Michigan Ave

312-447-0068

Quirky, junky used book store.

Ulta • 114 S State St

312-279-5081

Four-story beauty emporium.

Urban Outfitters • 20 S State St

312-269-9919

Retro-fun clothing, nifty gifts, and silly T-shirts.