Guidebook for Chicago

Sierra
Guidebook for Chicago

Food Scene

HUGE doughnuts. HUGE and very yummy. They don't specialize in crazy flavors so much as they specialize in making the classics very well!
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Firecakes Donuts
68 W Hubbard St
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HUGE doughnuts. HUGE and very yummy. They don't specialize in crazy flavors so much as they specialize in making the classics very well!
Chicago deep dish pizza!
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Giordano's
5311 S Blackstone Ave
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Chicago deep dish pizza!
Chicago deep dish pizza!
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Gino’s East - South Loop
521 S Dearborn St
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Chicago deep dish pizza!
Sushi! Best eel I have tasted!
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Kamehachi
1531 N Wells St
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Sushi! Best eel I have tasted!
Romantic and local. Fondue.
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Geja's Cafe
340 W Armitage Ave
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Romantic and local. Fondue.
Chicago style hot dog's and Italian Beef samwich's, yes SAMwich, not sandwich ;) Mike Ditka liked his Beef's with sweet and hot peppers and wet!
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Al's Beef
1079 W Taylor St
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Chicago style hot dog's and Italian Beef samwich's, yes SAMwich, not sandwich ;) Mike Ditka liked his Beef's with sweet and hot peppers and wet!
The picturesque view of Millennium Park and Lake Michigan makes an ideal backdrop for some daytime drinking, or stop by in the evening and huddle around the fire pits outside. Either way, it’s hard to find a more awe-inspiring terrace.
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Cindy's
12 S Michigan Ave
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The picturesque view of Millennium Park and Lake Michigan makes an ideal backdrop for some daytime drinking, or stop by in the evening and huddle around the fire pits outside. Either way, it’s hard to find a more awe-inspiring terrace.
An Indonesian restaurant group's first foray to America, Imperial Lamian's soup dumplings, hand-pulled noodles and more are a new draw on the Hubbard Street strip.
Imperial Lamian
6 W Hubbard St
An Indonesian restaurant group's first foray to America, Imperial Lamian's soup dumplings, hand-pulled noodles and more are a new draw on the Hubbard Street strip.
Superchef Stephanie Izard's third restaurant brings her take on Chinatown fare from across the land to Fulton Market. Just like her previous restaurants, reservations are at a premium.
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Duck Duck Goat
857 W Fulton Market
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Superchef Stephanie Izard's third restaurant brings her take on Chinatown fare from across the land to Fulton Market. Just like her previous restaurants, reservations are at a premium.
Italian cuisine in sleek space with a show kitchen behind the bar on a less saturated stretch of the West Loop. Do not miss the pastas.
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Monteverde Restaurant & Pastificio
1020 W Madison St
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Italian cuisine in sleek space with a show kitchen behind the bar on a less saturated stretch of the West Loop. Do not miss the pastas.
But Maple & Ash is a seriously swanky spot in the Gold Coast with an all-star staff (including new chef Danny Grant) excellent people-watching, and standout wine and cocktails.
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Maple & Ash
8 W Maple St
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But Maple & Ash is a seriously swanky spot in the Gold Coast with an all-star staff (including new chef Danny Grant) excellent people-watching, and standout wine and cocktails.
Low-key coffeehouse serving espresso & light fare in rustic digs with floor-to-ceiling windows.
Cafe Press Chicago
800 S Clark St
Low-key coffeehouse serving espresso & light fare in rustic digs with floor-to-ceiling windows.
Coffee shop with pour-over java drinks & farm-to-table sandwiches in a funky setting.
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HERO Coffee Bar
439 S Dearborn St
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Coffee shop with pour-over java drinks & farm-to-table sandwiches in a funky setting.
Coffee drinks, sandwiches, local pies & pastries in a cozy space with bookshelves & free WiFi.
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Dollop Coffee Co.
4181 N Clarendon Ave
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Coffee drinks, sandwiches, local pies & pastries in a cozy space with bookshelves & free WiFi.
A taste of Cuba in the heart of the Loop. Cafecito offers a fantastic variety of Cuban and American coffee, and gourmet pressed sandwiches.
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Cafecito
7 N Wells St
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A taste of Cuba in the heart of the Loop. Cafecito offers a fantastic variety of Cuban and American coffee, and gourmet pressed sandwiches.

Drinks & Nightlife

Chicago's second oldest tavern.
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Kasey's Tavern
701 S Dearborn St
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Chicago's second oldest tavern.
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Wrigleyville
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Parks & Nature

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Parco del Millennio
201 E Randolph St
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BEST kids playground in the city!
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Parco Maggie Daley
337 E Randolph St
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BEST kids playground in the city!

Sightseeing

Used to be the tallest building in the world, but still pretty darn tall for us Chicagoan's! Also, ask any true Chicagoan if they now call it the Willis Tower or call it the Sears Tower still?
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Willis Tower Skydeck
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Used to be the tallest building in the world, but still pretty darn tall for us Chicagoan's! Also, ask any true Chicagoan if they now call it the Willis Tower or call it the Sears Tower still?
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Cloud Gate
201 E Randolph St
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Getting Around

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Grand
502 N Milwaukee Ave
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CTA Blue Line station

Essentials

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Trader Joe's
1528 E 55th St
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Jewel-Osco
1224 S Wabash Ave
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Whole Foods Market
3640 N Halsted St
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Shopping

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Roosevelt Collection Shops
150 W Roosevelt Rd
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