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Below are a few trusted suggestions from the Courtyard’s guest service staff that will help you explore the Windy City like a local. 



chicago restaurant the dearborn

the dearborn

This Loop stand-out is known for its classic American fare and gracious hospitality

chicago fine dining restaurant smyth


This West Loop spot is the recipient of two Michelin stars

chicago restaurant the dawson oysters

the dawson

A gathering place in the River West neighborhood celebrating the craft of food, drinks and hospitality

Girl and the Goat Chicago Food

girl and the goat

Celebrity chef Stephanie Izard’s popular West Loop spot known for small plates

Portillos Chicago Restaurant


Providing locals and visitors alike quick serve burgers, hot-dogs, ribs and pasta for over 50 years

The Publican Chicago restaurant Food

the publican

Simple yet elevated farmhouse fare in a communal setting reminiscent of a European beer hall


chicago restaurant Tao sushi


This 7000 square-foot restaurant and nightclub  is set in a 100+ year-old gothic building

chicago asian restaurant Sunda Asian


A trendy spot for creative Asian fusion fare, sushi and specialty cocktails in a chic modern space

nobu table top


Set in the West Loop’s Nobu Hotel, this spot brings the heavy hitters

nobu table top

chi cafe

Looking for a late-nite munchie fix? This Chinatown spot has you covered

chicago asian restaurant momotaro


Fine Japanese cuisine combined with traditional techniques in a contemporary setting


chicago bbq restaurant bub city

bub city

A destination for BBQ, whiskey and live country music, this little slice of the South really shines

chicago bbq restaurant green street smoked meats

green street smoked meats

A West Loop favorite serving award-winning Texas-style BBQ

chicago restaurant carsons bbq


Long-standing steakhouse serving slow-smoked American barbecue like its signature babyback ribs


Wildberry Chicago American Family Dining Restaurant

uncle mikes place

A cozy no-frills place that is home to the  famous Filipino breakfast

Eggys Chicago Breakfast/Brunch Dining Restaurant

lou mitchells

This iconic Loop diner has been serving hearty breakfasts & lunches since 1923

chicago restaurant ann sather cinnamon rolls

ann sather

The city’s best cinnamon rolls, even though the place is owned by an Alderman

chicago restaurant yolk breakfast


A low-key gathering spot offering delicious breakfast, lunch and dinner dishes

Wildberry Chicago American Family Dining Restaurant


This welcoming Uptown spot will nourish your body and soul

chicago restaurant little goat diner burger

little goat diner

Head to Randolph St. for chef Stephanie Izard’s nostalgic take on a modern diner serving elevated comfort food classics


Au Cheval, burger instagram Chicago Food

au cheval

Considered the gold-standard of Chicago burgers, this place has the lines to prove it

chicago burger restaurant butcher and the burger

butcher and the burger

With a complete butcher shop in-house, you know the burgers will be out of this world

chicago restaurant M Burger

M burger

Fresh-ground, all-natural, black angus griddle cooked burgers, fries and thick milkshakes

shake shack burger

shake shack

Smashed burgers, crinkle-cut fries and decadent shakes, this place hits the spot


Chicago restaurant firecakes donuts coffee


This locally owned spot specializes in small-batch artisanal donuts

Goddess Baker Chicago Breakfast/Brunch Dining Restaurant

goddess and the baker

A welcoming spot with inspired food selections from around the globe

chicago donut vault

donut vault

Get to this intimate bakery first thing in the morning because they sell out of their delectable treats fast


chicago restaurant ed debevic's server

ed debevic's

This legendary 50’s style diner has returned with the same snarky waiters and delicious burgers, shakes and fries

CHicago restaurant elephant and castle food

elephant and castle

This English influenced casual pub is the perfect place to bring the whole family

CHicago restaurant elephant and castle food

state and lake tavern

The Wit Hotel’s take on elevated American comfort food in a cool urban setting


chicago restaurant bistronomic dover sole

le bouchon

This Bucktown bistro with a quaint decor and classic French cuisine will transport you to Paris

Chicago french restaurant taureaux tavern

tureaux Tavern

A trusted Loop sport for French cuisine

Les Nomades Chicago Dining Restaurant

les nomades

High-end French cuisine & a highly regarded wine list in a flower-filled brownstone


chicago greek restaurant Athena 2


This Greektown favorite features delicious classics and great city views from the patio


chicago restaurant Nico Osteria

nico osteria

Head to the Thompson Hotel for chic and trendy Italian specialties

chicago restaurant rpm italian

rpm italian

Modern in approach and Italian in spirit, featuring contemporary dishes meant to be shared

chicago restaurant Victory Italian

victory tap

Be sure to order Proprietor/Chef Joe Farina’s famous, award-winning “Mama’s Meatballs”

chicago restaurant quartino pasta


This bustling restaurant and wine bar is noted for its distinctive small-plates and accessible wines

chicago restaurant Nico Osteria

Gioia Ristorante e pastificio

This relative newcomer to Chicago’s  Restaurant Row has been attracting trendy foodies from day one


chicago restaurant broken english food 2

dos urban cantina

This family-owned taqueria features a unique take on modern Mexican cuisine

chicago restaurant frontera grill food

frontera grill

Features popular Mexican dishes inspired by the eclectic flavors of Mexico’s authentic small markets

chicago restaurant xoco


A quick-service cafe from Rick Bayless proffers contemporary expressions of Mexican street food

chicago restaurant Topolobombo


Award-winning Mexican fine dining from celebrated chef Rick Bayless going on 30+ years


Lou Malnatis Chicago food

lou malnati's

Using the freshest ingredients possible is what makes their pies truly memorable

chicago italian restaurant spacca napoli pizza

spacca napoli

A favorite with locals who cherish thin-crust Neopolitan pies

chicago restaurant pats pizza

pat's pizza

A Chicago icon know for their thin-crust tavern-style pizzas 

chicago victory italian restaurant pizza

victory tap

This South Loop standout hits it out of the park with their handmade pizzas and pastas

chicago restaurant pequods peperoni


One of the original deep-dish landmarks known for its caramelized crusts


chicago restaurant rpm seafood


A fashionable spot with a nod to the fishing villages of Portugal and Spain

chicago restaurant gt fish

gt fish

This oyster bar and seafood-centric eatery really hits the mark with foodies

chicago restaurant Joe's Seafood

joe's seafood

Classic seafood & steak fare, including signature stone crab claws

Shaw's Chicago Seafood Dining Restaurant

shaw's crab house

Part fine dining, part lively oyster bar, this long-standing spot is a sure hit on both fronts


chicago restaurant bavettes ribeye


Embracing French flair without the formality while indulging in timeless steakhouse fare

chicago steakhouse gibsons


Chicago’s classic Steakhouse that comes with a generous side of people-watching

chicago restaurant rpm steak

rpm steak

An updated and trendy take on a steakhouse with cuts sourced from butchers around the world

steak 48 wine

steak 48

Serving the finest steaks and high-quality seafood in an intimate and vibrant setting


chicago restaurant Niu Fusion

niu japanese fusion Lounge

Sushi, noodles & other Asian dishes served in a minimalist yet luxurious setting

chicago restaurant sushi san

sushi san

Expert sushi and binchotan meats with a side of old-school hip-hop and ice-cold beer

chicago restaurant momotaro sushi


Fine Japanese cuisine and sushi combined with traditional techniques in a contemporary setting

mako sushi sashimi


Specializing in seasonal sushi presentations in a sleek setting

chicago restaurant union sushi

union sushi

Head to the River North Gallery District for a creative take on Japanese dining


Eataly Chicago Shopping


A massive food emporium with anything and everything from the old country

michael jordans steakhouse tomahawk


A stylish spot inside Saks Fifth Avenue serving healthy chef-driven vegan fare

chicago restaurant volare-Gnocchi-alla-Vodka


Traditional, homestyle Italian cooking in a bustling dining room with an old-world feel


Sports Bars

chicago bar mother hubbards

mother hubbard's

A gathering place for locals and tourists alike for sporting events for over 20 years

chicago restaurant emerald loop sports bar

cubby bear

One of Wrigley’s most beloved watering holes and a perfect place to pre-game before a Cubs game

chicago bar theory


This lively spot elevates the sports bar on every level

Cocktail Lounge

Three Dots and a Dash Chicago Food

three dots and a dash

A Speakeasy tiki bar with 200+ rums & luau bites in a retro Polynesian-island setting

Untitled Chicago Cocktail Lounge

untitled supper club

A glamorous subterranean speakeasy and restaurant with a focus on whiskey

Untitled Chicago Cocktail Lounge

tortoise supper club

A modern American supper club with live jazz on the weekends

chicago bar celeste


Swanky hangout with a downstairs bar plus a lounge and art deco American supper-club upstairs

Brewpub/Beer Centric

chicago bar O'Callaghan's


A cozy, old-school neighborhood Irish bar and tavern in the heart of the River North Entertainment District

chicago bar O'Callaghan's

elephant and castle

This English influenced pub is the perfect place to watch a match with mates while drinking a few pints

Chicago brewery adams street brewery

the berghoff - adams street brewery

With roots dating back over 120 years and its sister company holding liquor license #1, you know the beer is top-notch

Chicago brewery adams street brewery

state and lake tavern

The Wit Hotel’s take on an elevated American tavern in a cool urban setting

Dance Club

chicago club the underground dancing

the underground

People watching and late-nite dancing to club tunes take center stage here

chicago nightclub prysm crowd shot


A lively and fun crowd can be found at this club located in the Clybourn corridor


smart bar

A lively and hip Lakeview nightclub that showcases new and exciting dance music and cutting edge DJ’s from around the world

chicago hotel wit roof

roof on the wit

For one of the best and trendiest drinking and dining spots, head upstairs to the place that pioneered Chicago’s rooftop experience

Live Music

chicago jazz club andy's

andy's jazz

A favorite with locals and visitors alike, this lively spot has been showcasing top jazz acts for decades

chicago restaurant tao chicago


This 7000 square-foot nightclub and restaurant is set in a 100+ year-old gothic building

chicago the green mill jazz

green mill

This legendary Uptown spot features live jazz from local and national artists

Buddy Guys Legends music

buddy guy's legends

Live blues and Cajun grub in the South Loop, and who knows maybe Buddy will stop by for a set

chicago blues bar kingston mines

kingston mines

Head to Lincoln Park for the city’s oldest and largest continuously running blues club with two stages


chicago bar sidetracks


One of Chicago’s LGBTQ+ pioneering clubs and a great time for all

chicago bar hydrate


This is the spot for dancing, music and the best late-nite party in the city

chicago club tunnel


This nightclub was inspired by London’s infamous urban tunnels


chicago hotel wit roof

roof on the wit

For one of the best and trendiest drinking and dining spots, head upstairs to the place that pioneered Chicago’s rooftop experience

chicago bar joy district drink

joy district

A multi-level nightclub and restaurant featuring new American cuisine, creative cocktails and a lively hip scene

Virgin hotel cerise rooftop night


Set atop the Virgin hotel, this trendy place offers glorious views and creative cocktails

London House Chicago Outdoor/Rooftop Dining Restaurants

london house

Three chic levels of drinking & dining with indoor/outdoor seating & spectacular sweeping views

chicago restaurant trump hotel terrace 16

terrace on 16

Love him or hate him, the swanky spot features some of the best views and drinks in the city

Nobu rooftop night


Set in the West Loop’s Nobu Hotel, this spot brings the heavy hitters

Wine Bar

chicago city winery wine pour

city winery

Restaurant Row is where you will find this restaurant and live music venue that also produces its own wine

chicago the pressroom wine

the press room

An intimate subterranean spot in the West Loop that is a favorite with the locals




Field Museum Chicago Sights Museums

Field Museum

Situated on the Museum Campus this natural history institution is also home to a T-Rex named Sue

Shedd Aquarium Chicago Point of Interest

Shedd Aquarium

Situated on the Museum Campus and home to thousands of species of beautiful fish and marine life

art institute Chicago Attractions

art institute

Founded in 1879, this Chicago treasure is one of the nation’s oldest and largest art museums

chicago children's museum climbing

chicago children's museum

Family fun and education is priority #1 at this Navy Pier institution

Museum of Contemporary Art Chicago

museum of contemporary art

Championing the new and unexpected in contemporary art and culture


Points of Interest

chicago maggie daley park

maggie daley park

Named in honor of Mayor Daley’s wife, this dynamic park, adjacent to Millennium Park, a must-do for families

chicago millennium park

millennium park

Chicago’s motto, urbs in horto “city in a garden” is personified at this lakefront crown jewel

Chicago willis tower exterior ledge

willis tower - skydeck chicago

Featuring spectacular views spanning up to four states and The Ledge for those who dare

Boat Tours

chicago tour boat shoreline sightseeing

shoreline sightseeing

Head out for informative Lake Michigan and architecture river tours departing daily from Michigan Ave. and Navy Pier

chicago boat chicago line

chicago line

Informative architectural tours plus free Starbucks coffee

Specialty Tours


big bus

A hop-on, hop-off sightseeing bus tour showcasing the best of Chicago and its attractions


Malls/Dept. Stores

new water tower place exterior

water tower place

An iconic Mag-Mile shopping destination with over 100 specialty stores including American Girl

art institute Chicago Attractions

the shops at north bridge

Home to famous national brands like Nordstrom and Hugo Boss as well as several leading restaurants

chicago mall fashion outlets of chicago

fashion outlets

It’s worth the trip considering customers can browse shops like Gucci, Prada and Tory Burch

Women’s Clothing

chicago store nordstrom rack

nordstrom rack

Incredible deals on top luxury brands from the nation’s leading retailer

art institute Chicago Attractions


Bringing top womenswear labels and brands to you at prices that will leave you smiling

chicago macy's women's wear


Specializing in brand-name clothing, accessories, home furnishings & housewares

chicago akira clothing store


Fashion-forward clothing, shoes and accessories located in the Loop’s Block 37 Mall

Zara Chicago Shopping


Fashion-forward designs that will not break the bank

Men’s Clothing

chicago store nordstrom rack mens

nordstrom rack

Incredible deals on top luxury brands from the nation’s leading retailer

art institute Chicago Attractions


Bringing top menswear labels and brands to you at prices that will leave you smiling

macys state street chicago interior


Specializing in brand-name clothing, accessories, home furnishings & housewares


chicago dsw shoe store


An iconic Mag-Mile shopping destination with over 100 specialty stores including American Girl

art institute Chicago Attractions

ecco shoes

This Water Tower spot is the ideal place for footwear for adventurous travelers looking for comfort

macys state street chicago interior


Specializing in brand-name clothing, accessories, home furnishings & housewares


chicago store tiffany


Nothing says luxury like the little blue box

chicago store cartier


Classic contemporary jewelry with a Parisian flair

chicago jewlery store new york jewelers

new york jewelers

This family-owned jeweler, set in the heart of the Jewelry District features luxurious pieces at great prices

chicago jewlery store new york jewelers

david yurman

The designer’s Flagship store is situated directly on the Magnificent Mile


Bye Bye Chicago store

bye bye chicago

This Michigan Avenue spot carries hundreds of Chicago centric items

chicago store cartier


Looking for a piece of Chicago along with filling your prescription – this is the place


Hair & Nail Salon

divvy spa

tivvy nail and spa

This River North salon pampers guests who want a little self-care

chicago renee day spa

digits nails

A Northside salon where guest satisfaction is priority #1

chicago renee day spa

spoil me hair salon

This women-owned salon promotes the latest styles and trends

chicago renee day spa

volar hair salon

Head to Chinatown for a luxurious services 


chicago reggies live ticket

spa at the peninsula

Revitalize your mind, body and spirit at this full service spa

chicago stub hub

spa at the four seasons

A magnificent massage and complete relaxation are in-store directly on the Mag-Mile

chicago stub hub

spa at the wit

Escape to the ultimate retreat for a day of luxurious pampering