Chicago

โ€œChicagoโ€™s skyline, a stunning silhouette against Lake Michigan, tells tales of architectural prowess and urban grit. From the jazz notes echoing in dimly lit bars to the aromatic delight of deep-dish pizza, the Windy City promises an adventure that transcends the ordinary.โ€

๐Ÿ‡บ๐Ÿ‡ธ

Currency

US Dollar (USD) $

Best Time

April to October

Population

2.7 million

Weather ยฐC

10.4

Chicago is a city of contrasts, where the old and new coexist. Its towering skyscrapers, like the Willis Tower, offer panoramic views of the city. In contrast, the rich blues and jazz culture continues to thrive, with legendary clubs that have hosted the likes of Muddy Waters and Buddy Guy. The city's food culture is just as diverse, from its signature deep-dish pizza to the internationally recognized Chicago-style hot dog. Whether you're visiting for its architectural wonders, live music, or culinary delights, Chicago promises an experience like no other.
State

Illinois

Year

1833

Airport

O'Hare International Airport (ORD)

Cost of Living (10)

8

Minimal List TL;DR

๐ŸŽจ
Museum/Art
The Art Institute of Chicago
Renowned art museum holding nearly 300,000 works from all over the world, spanning many centuries.
๐Ÿ“น
Museum/Natural History
Field Museum
State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.
๐ŸŒณ
Park/Sculpture
Millennium Park & Cloud Gate (โ€œThe Beanโ€)
A public park located in the center of the city hosting outdoor moving screenings and festivals in the summer, and ice skating in the winter
๐Ÿด
Food & Drink
West Loop
known for restaurants, brunch, bars, coffee shops, murals
๐Ÿ•น๏ธ
Museum/Science
Museum of Science and Industry
Sprawling, hands-on museum full of informative, child-friendly scientific & industrial exhibits.
๐Ÿƒ
Park/Trail
The 606
A 2.7-mile elevated pedestrian path that connects Logan Square, Humboldt Park
๐ŸŒ†
Waterfront
Chicago Riverwalk
A walk way through the city for skyline and waterfront view
๐Ÿ™๏ธ
Tour/Experience
Chicago Architecture Tou
Awarded as one of the most popular tours in America, the tour is a must-do for those interested in the history of Chicago and how the city unfolded
๐ŸŒƒ
Beach
North Avenue โ€œBeachโ€
stunning skyline views in front of the beach; in the summertime, watch fireworks on Wednesday at 9:30pm and Saturday at 10:15pm.
๐Ÿ™๏ธ
Arts & Culture
Pilsen
a historically Mexican neighborhood with a variety of food options, murals, shops and museums
๐Ÿง†
Arts & Culture
Wicker Park & Logan Square
dubbed for itโ€™s artistic influences and experimental restaurants, independent boutiques, coffee shops & bars
๐ŸŒณ
Neighborhood
Wicker Park
Great for an evening stroll, jog or bike ride
๐Ÿฝ๏ธ
Art & Culture
River North
great for fine dining, mainstream clubs, bars & lounges
๐Ÿ–ผ๏ธ
Museum/Art
Museum Of Contemporary Art Chicago
Downtown museum showcasing post-World War II paintings, sculptures, photos, videos & performances.
๐ŸŒ‡
Observation Deck
Skydeck Chicago on Willis Tower
photo opportunities of the skyline on a glass balcony extending four feet outside the 103rd floor
๐ŸŒณ
Nature & Recreation
Lincoln Park
a residential neighborhood featuring a free Zoo, the famous Lincoln Park and Chicagoโ€™s โ€œbeachโ€
๐Ÿ˜๏ธ
Sports & Entertainment
Wrigleyville
a neighborhood built around its baseball stadium featuring many sports bars
๐Ÿ›๏ธ
Shopping/Dining
Magnificent Mile
the largest shopping district with various mid-range and high-end shops lined on Michigan Avenue.
๐ŸŽก
Entertainment
Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
๐Ÿง†
Dining/Fine Dining
Girl & The Goat ($$$)
small plates with adventurous ingredients, family style, 2-3 months prior reservations recommended.

Places to See

๐ŸŽจ
The Art Institute of Chicago
Museum/Art
111 S Michigan Ave, Chicago, IL 60603, United States
4.9
โ‚ฌ-โ‚ฌโ‚ฌ
Temporarily closed
Home to the famous painting "A Sunday on La Grande Jatte" by Georges Seurat.
Vibe:
Impressionist paintings, Iconic sculptures
Tip:
Cultural, Inspiring
Get To:
Adams/Wells station (0.5 miles)
Renowned art museum holding nearly 300,000 works from all over the world, spanning many centuries.
http://www.artic.edu/
๐Ÿ“น
Field Museum
Museum/Natural History
1400 S Lake Shore Dr, Chicago, IL 60605, United States
4.8
โ‚ฌ-โ‚ฌโ‚ฌ
Temporarily closed
Hosts the largest dinosaur fossil ever discovered.
Vibe:
Sue the T. rex, Ancient Egyptian artifacts
Tip:
Educational, Engaging
Get To:
Roosevelt station (0.6 miles)
State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.
https://www.fieldmuseum.org/
201 E Randolph St, Chicago, IL 60602, United States
4.8
โ‚ฌ-โ‚ฌโ‚ฌ
6AM to 11PM
Hosts various public art installations and concerts.
Vibe:
Cloud Gate photo opportunity, Jay Pritzker Pavilion concerts
Tip:
Lively, Artistic
Get To:
Millennium Park station (0.2 miles)
A public park located in the center of the city hosting outdoor moving screenings and festivals in the summer, and ice skating in the winter
https://www.cityofchicago.org/city/en/depts/dca/supp_info/chicago_s_publicartcloudgateinmillenniumpark.html
๐Ÿด
West Loop
Food & Drink
West Loop, Chicago, IL, USA
4.7
โ‚ฌ-โ‚ฌโ‚ฌ
6AM to 11PM
Hosts the famous "Chicago Food Truck Festival" and has a lively arts scene
Vibe:
Gourmet food, craft cocktails
Tip:
Hip and Energetic
Get To:
Accessible via Pink Line, Green Line
known for restaurants, brunch, bars, coffee shops, murals
https://www.hotspotrentals.com/the-ultimate-guide-to-chicagos-west-loop-neighborhood/
๐Ÿ•น๏ธ
Museum of Science and Industry
Museum/Science
5700 S Lake Shore Dr, Chicago, IL 60637, United States
4.7
โ‚ฌ-โ‚ฌโ‚ฌ
Temporarily closed
Offers interactive experiences for all ages.
Vibe:
U-505 submarine, Science exhibits
Tip:
Interactive, Educational
Get To:
57th St. station (0.7 miles)
Sprawling, hands-on museum full of informative, child-friendly scientific & industrial exhibits.
http://www.msichicago.org/
๐Ÿƒ
The 606
Park/Trail
1805 N Ridgeway Ave, Chicago, IL 60647, United States
4.7
โ‚ฌ-โ‚ฌโ‚ฌ
6AM to 7PM
A unique linear park that connects multiple neighborhoods.
Vibe:
Biking, Art installations
Tip:
Urban, Lively
Get To:
Western Ave station (0.3 miles)
A 2.7-mile elevated pedestrian path that connects Logan Square, Humboldt Park
http://the606.org/
๐ŸŒ†
Chicago Riverwalk
Waterfront
Chicago Loop, IL, USA
4.7
โ‚ฌ-โ‚ฌโ‚ฌ
10AM to 4PM
Features floating gardens and public art installations.
Vibe:
Waterfront dining, Kayaking rentals
Tip:
Scenic, Relaxed
Get To:
State/Lake station (0.4 miles)
A walk way through the city for skyline and waterfront view
https://www.chicago.gov/city/en/depts/dca/supp_info/chicago_s_publicartcloudgateinmillenniumpark.html
๐Ÿ™๏ธ
Chicago Architecture Tou
Tour/Experience
111 E Wacker Dr, Chicago, IL 60601, United States
4.6
โ‚ฌ-โ‚ฌโ‚ฌ
10AM to 4PM
Learn about Chicagoโ€™s architectural history from experts.
Vibe:
Architectural insights, Scenic views
Tip:
Educational, Informative
Get To:
Various docks available
Awarded as one of the most popular tours in America, the tour is a must-do for those interested in the history of Chicago and how the city unfolded
1600 N Lake Shore Dr, Chicago, IL 60613, United States
4.6
โ‚ฌ-โ‚ฌโ‚ฌ
Wednesday at 9:30pm | Saturday at 10:15pm.
Offers beautiful views of the city and the lake.
Vibe:
Beach volleyball, Scenic views
Tip:
Relaxed, Family-friendly
Get To:
Diverse public transport options
stunning skyline views in front of the beach; in the summertime, watch fireworks on Wednesday at 9:30pm and Saturday at 10:15pm.
๐Ÿ™๏ธ
Pilsen
Arts & Culture
1831 S Halsted St, Chicago, IL 60608-3455
4.6
โ‚ฌ-โ‚ฌโ‚ฌ
6AM to 11PM
Home to the "National Museum of Mexican Art" and vibrant street art
Vibe:
Tacos, art galleries
Tip:
Cultural and Colorful
Get To:
Accessible via Pink Line
a historically Mexican neighborhood with a variety of food options, murals, shops and museums
https://ru.hotels.com/go/usa/pilsen-chicago
Must Visit:

Millennium Park, Art Institute of Chicago

Chicagoโ€™s skyline is home to 1,100 high-rises, and the city has played a pivotal role in the development of jazz and blues music, with artists like Muddy Waters and Benny Goodman.

Places to Eat

๐Ÿง†
Girl & The Goat ($$$)
Dining/Fine Dining
809 W Randolph St, Chicago, IL 60607, United States
4.9
โ‚ฌ-โ‚ฌโ‚ฌ
4:30 to 9:30PM
Known for its innovative approach to shared dining.
Vibe:
Goat empanadas, Seasonal dishes
Get To:
Damen station (0.3 miles)
Tip:
Energetic, Chic
small plates with adventurous ingredients, family style, 2-3 months prior reservations recommended.
http://www.girlandthegoat.com/
๐Ÿ•
Lou Malnatiโ€™s Pizza ($$)
Dining/Pizza
439 N Wells St, Chicago, IL 60654, United States
4.8
โ‚ฌ-โ‚ฌโ‚ฌ
10:30AM to 10PM
Known for its iconic deep-dish pizza.
Vibe:
Deep-dish pizza, Malnati's salad
Get To:
Diverse public transport options
Tip:
Cozy, Family-friendly
Chicagoโ€™s famous deep dish pizza can be found in this local favorite; be wary of long lines and expect at least a 40 minute wait
https://www.loumalnatis.com/chicago-river-north
๐ŸฅŸ
Qing Xiang Yuan Dumplings ($$
Casual Dining, Chinese
2002 S Wentworth Ave #103, Chicago, IL 60616, United States
4.8
โ‚ฌ-โ‚ฌโ‚ฌ
11:30AM to 9PM
West Loop
Vibe:
Accessible via CTA bus 8, 65
Get To:
Specializes in hand-made dumplings and noodles
Tip:
Dumplings, Noodles
housemade dumplings with various choices for fillings.
http://qxydumplings.com/
๐Ÿง‡
Roister (brunch $$; dinner $$$$)
Dining/Fine Dining
951 W Fulton Market, Chicago, IL 60607, United States
4.7
โ‚ฌ-โ‚ฌโ‚ฌ
10AM to 3PM | 4 to 9PM
Known for its innovative approach to wood-fired cooking.
Vibe:
Wood-fired meats, Seasonal dishes
Get To:
Damen station (0.5 miles)
Tip:
Lively, Rustic
amazing brunch alert; the BEST chicken and waffles Iโ€™ve ever had.
https://www.roisterrestaurant.com/
๐Ÿ”
Au Cheval ($$)
Dining/Burger
800 W Randolph St, Chicago, IL 60607, United States
4.7
โ‚ฌ-โ‚ฌโ‚ฌ
12 to 9PM
Known for its elevated burger experience.
Vibe:
Cheeseburger, Duck fries
Get To:
Damen station (0.5 miles)
Tip:
Trendy, Casual
the best burger in townโ€ infamous for 2-5 hour waits; no reservations; Small Cheval ($) is a similar chain that offers the casual version of Au Cheval
http://auchevalchicago.com/
๐Ÿฅ™
90 Miles Cuban Cafe ($$
Casual Dining, Cuban
2540 W Armitage Ave, Chicago, IL 60647, United States
4.7
โ‚ฌ-โ‚ฌโ‚ฌ
10AM to 9PM
Wicker Park & Logan Square
Vibe:
Accessible via CTA bus 74, 49
Get To:
Offers authentic Cuban dishes and vibrant decor
Tip:
Cuban Sandwich, Empanadas
Great Cuban food with nice outdoor seatings.
http://www.90milescubancafe.com/
๐ŸฅŸ
Duck Duck Goat ($$-$$$)
Dining/Asian Fusion
857 W Fulton Market, Chicago, IL 60607, United States
4.6
โ‚ฌ-โ‚ฌโ‚ฌ
4:30 to 11PM
A unique take on Asian cuisine with a sharing concept.
Vibe:
Peking duck, Dumplings
Get To:
Damen station (0.5 miles)
Tip:
Lively, Colorful
Chinese fusion small plates; same chef as above; truly 10/10 creative and delicious.
https://duckduckgoatchicago.com/
Must Try:

Deep-Dish Pizza, Italian Beef, Chicago-Style Hot Dogs, Popcorn, Tacos

Places to Drink

๐Ÿท
The Violet Hour
Cocktail Bar, American
1520 N Damen Ave., Chicago, IL 60622, United States
4.9
โ‚ฌ-โ‚ฌโ‚ฌ
4 to 8PM
Wicker Park
Vibe:
Accessible via CTA bus 56, 70
Get To:
Speakeasy vibe with artisanal cocktails
Tip:
Cocktails, Small Plates
Creative cocktails & small bites define this sophisticated, stylish bar.
http://www.theviolethour.com/
๐ŸŒ†
Cindyโ€™s
Casual Dining, American
12 S Michigan Ave, Chicago, IL 60603, United States
4.5
โ‚ฌ-โ‚ฌโ‚ฌ
Temporarily closed
Hip, stylish rooftop bar/eatery at the Chicago Athletic Association Hotel with choice seasonal fare.
http://www.cindysrooftop.com/
Music / Dance:

Jazz, Blues, House Music, Soul, Gospel

Places to Network

We'll be updating more places soon!
Key Industries:

Finance, Manufacturing, Tech

Chicago

โ€œChicago is the home of the blues and the truth of jazz, the heart of comedy and the idea of the skyscraper. With a wealth of iconic sights and neighborhoods to explore, thereโ€™s enough to fill a visit of days, weeks, or even months without ever seeing the end.โ€

Places to Shop

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Luxury

For More Tips Read Further

Local Chicago

Deep-dish pizza, jazz music, and Millennium Park.

Chicago has the worldโ€™s first skyscraper, the Home Insurance Building, built in 1885, shaping modern architecture.

Chicago is a bustling metropolis on the shores of Lake Michigan, known for its skyline, history, and cultural richness. As the birthplace of jazz and blues, Chicagoโ€™s music scene is legendary, influencing global genres. The cityโ€™s architectural landscape is as iconic as its musical roots, with a blend of historic landmarks and modern skyscrapers. Chicago's diverse neighborhoods offer unique experiences, and its food scene is equally diverse, from deep-dish pizza to international cuisines.

Watch Out

Watch out for Crowded Areas
Skip Super Touristic Places

Off the beaten path places in

Chicago

Transportation

Efficient metro, buses

City Overview

Chicago blends a rich architectural heritage with vibrant neighborhoods, an innovative food scene, and Lake Michiganโ€™s stunning backdrop. Known for its skyscrapers and deep-dish pizza, the city offers much more than meets the eye.

Chicago

3 Day City Guide

- Day 1: Morning: Millennium Park and Cloud Gate (The Bean). Afternoon: Chicago Architecture Boat Tour. Evening: Dinner at a deep-dish pizza spot like Lou Malnatiโ€™s. - Day 2: Morning: Field Museum or Art Institute of Chicago. Afternoon: Navy Pier and Ferris wheel. Evening: Jazz clubs in the South Loop. - Day 3: Morning: Explore Wicker Park. Afternoon: Lincoln Park Zoo. Evening: Sunset drinks at the Signature Room in the John Hancock Tower.

Current Trends

- West Loop restaurants: Known for its trendy food scene, home to celebrity chefs and Michelin-star restaurants like The Girl and The Goat. - Craft breweries: Chicago is a hub for craft beer lovers, with spots like Revolution Brewing and Half Acre leading the way. - Rooftop bars: Popular spots like Cindyโ€™s Rooftop offer skyline views and craft cocktails.

Local Events Guide

- Chicago Blues Festival (June): The largest free blues festival in the world. - Lollapalooza (August): One of the largest music festivals in the US. - Chicago Air and Water Show (August): Stunning aerial displays over Lake Michigan.

Local Insider Tips

- Logan Square for local breweries and quirky vintage shops. - Riverwalk for waterside views and cafรฉs. - Pilsen for colorful murals and authentic Mexican food.

Sustainable Travel

- Divvy Bike Sharing: Eco-friendly bike rentals around the city. - Urban parks: Visit Lincoln Park or Garfield Park Conservatory. - Public transportation: The CTA (Chicago Transit Authority) operates electric buses and trains. - Sustainable dining: Uncommon Ground restaurant is a leader in eco-friendly dining, with a rooftop farm.

Chicago

Explore the Best Off-the-Beaten-Path Experiences:
โ€
Ready to see through a localโ€™s eyes?
Our curated guide unveils top hidden gems, secret spots, and local favorites that you wonโ€™t find in typical travel guides.
Whether itโ€™s a cozy cafรฉ tucked away in a historic neighborhood, a scenic trail only known to insiders, or unique cultural sites, has so much more to offer beyond the tourist hotspots.
Dive into our off-the-beaten-path guide and discover the true heart โ€”perfect for adventurous travelers, culture enthusiasts, and anyone looking for an authentic journey

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Unlock the Hidden Side:
โ€
Each spot in our City guide is handpicked to help you experience the city like a local, avoiding the crowds and discovering the best-kept secrets.
From charming local eateries and breathtaking viewpoints to tucked-away art galleries and vibrant local markets, this guide lets you explore beyond the surface.
Follow our recommendations for an unforgettable adventure and see why these places stand out as favorites among locals.
For more unique experiences like these, explore our full collection of off-the-beaten-path city guides and make every trip a journey of discovery.

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Essaouira
Windy
18ยฐC
Low
Moroccan Dirham (MAD) ุฏ.ู…
Windy
Vibe:
UNESCO World Heritage Site
Tip:
Essaouira is a tranquil and artistic destination, with its UNESCO-listed Medina, vibrant street life, and coastal charm. Known for its vibrant arts scene and excellent seafood, it offers visitors a unique and relaxing experience by the sea.
๐Ÿ‡ฉ๐Ÿ‡ช
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Berlin Hidden Gems
9.9
7
Euro (EUR) โ‚ฌ
Berlin Hidden Gems
Vibe:
Berlin is home to over 1,700 parks, including the sprawling Tiergarten, and is a city that blends history and modernity effortlessly.
Tip:
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๐Ÿš—
Detroit
Resilient Detroit
11
Medium
US Dollar (USD) $
Resilient Detroit
Vibe:
Home of Motown Records and Ford Motor Company.
Tip:
Detroit's historical significance in the auto industry and its rich musical heritage make it a unique city full of innovation, creativity, and culture. The Motown Museum is a must-visit for music lovers, and the city's neighborhoods are thriving with arts, music, and food scenes. Visitors can experience the best of Detroit by exploring its historic landmarks, trying its diverse cuisine, and attending live music events. The city is a testament to resilience, constantly reinventing itself while maintaining a strong sense of pride in its heritage.
๐Ÿ‡บ๐Ÿ‡ธ
San Francisco
SF Hidden Spots
15.1
10
US Dollar (USD) $
SF Hidden Spots
Vibe:
The city has more than 200 parks, including the sprawling Golden Gate Park, larger than New York's Central Park.
Tip:
San Francisco stands out as a city of contrasts and diversity. From the iconic Golden Gate Bridge to the eclectic mix of Victorian houses, the city is full of surprises. Known for its progressive spirit, San Francisco is also a cultural and culinary mecca, with each neighborhood offering its own unique charm. Whether you're exploring the city's many hills, visiting Alcatraz Island, or enjoying a concert at the Fillmore, San Francisco offers something for everyone.
๐Ÿ‡บ๐Ÿ‡ธ
San Francisco
SF Hidden Spots
15.1
10
US Dollar (USD) $
SF Hidden Spots
Vibe:
The city has more than 200 parks, including the sprawling Golden Gate Park, larger than New York's Central Park.
Tip:
San Francisco stands out as a city of contrasts and diversity. From the iconic Golden Gate Bridge to the eclectic mix of Victorian houses, the city is full of surprises. Known for its progressive spirit, San Francisco is also a cultural and culinary mecca, with each neighborhood offering its own unique charm. Whether you're exploring the city's many hills, visiting Alcatraz Island, or enjoying a concert at the Fillmore, San Francisco offers something for everyone.
๐ŸŒŠ
Essaouira
Windy
18ยฐC
Low
Moroccan Dirham (MAD) ุฏ.ู…
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Vibe:
UNESCO World Heritage Site
Tip:
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