Chicago, Illinois Travel Guide

Discover Chicago: A dynamic city where architectural wonders, cultural treasures, and culinary delights await you on the shores of Lake Michigan.

Chicago, nestled along the shores of Lake Michigan, is a vibrant metropolis known for its impressive skyline, rich history, and diverse cultural landscape. The city is a blend of modern innovation and historical charm, making it an ideal destination for tourists seeking both adventure and relaxation. Begin your journey at Millennium Park, where you can marvel at the iconic Cloud Gate sculpture, affectionately known as 'The Bean.' This public park is a hub of activity, offering free events, concerts, and art installations. Just a short walk away, you'll find the Art Institute of Chicago, home to an extensive collection of artwork spanning centuries. For a breathtaking view of the city, head to Willis Tower's Skydeck. Standing at 1,353 feet, the Skydeck offers an unparalleled perspective of Chicago's architectural beauty. If you're brave enough, step onto The Ledge, a glass balcony extending four feet outside the building. Chicago's culinary scene is another highlight. From deep-dish pizza to world-class fine dining, the city's restaurants cater to all tastes and budgets. Don't miss a visit to Navy Pier, a bustling waterfront area with shops, restaurants, and entertainment options. Sports enthusiasts will find plenty to cheer about, with iconic teams like the Chicago Cubs and Chicago Bulls calling the city home. Catch a game at Wrigley Field or the United Center to experience the electric atmosphere of a live sporting event. End your day with a leisurely stroll along the Chicago Riverwalk, where you can enjoy stunning views of the city's architecture while sipping on a coffee or a local craft beer.

From Eve

Know before you go

Hi, I'm Eve. Here are a few practical things to know before exploring Chicago.

Purchase a CityPASS for discounts on major attractions like the Art Institute, Field Museum, and Shedd Aquarium.
Use the 'L' trains for convenient and affordable transportation around the city.
Visit in the summer for festivals like Taste of Chicago and Lollapalooza.
Explore neighborhoods like Wicker Park and Lincoln Park for unique boutiques and local dining.
Dress in layers; Chicago's weather can be unpredictable, especially near the lake.

Neighbourhoods in Chicago

Millennium Park

The Loop

Magnificent Mile

Wicker Park

Gold Coast

Explore All Neighbourhoods in Chicago

Explore Chicago: Things to Do, Places to Eat, Hotels & More

Handpicked recommendations for top attractions, local dining, accommodations, and more

Best attractions in Chicago

Top-rated picks

Best Attractions

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Millennium Park

Discover Millennium Park, Chicago’s premier park showcasing stunning art, lush gardens, and year-round cultural events in the heart of the city.

4.7

Millennium Park

Explore Millennium Park, Chicago's premier urban park featuring iconic art, stunning gardens, and vibrant cultural events in the heart of the city.

4.7

Navy Pier

Explore Navy Pier: Chicago's premier waterfront destination for entertainment, dining, and culture, offering breathtaking views and unforgettable experiences.

4.6

Navy Pier

Explore Navy Pier, Chicago's dynamic waterfront destination featuring attractions, dining, and breathtaking views on Lake Michigan.

4.6

Best landmarks in Chicago

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Best Landmarks

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Millennium Park

Discover Millennium Park: Chicago's iconic urban oasis featuring stunning art, architecture, and vibrant events in the heart of the city.

4.7

Navy Pier

Discover the excitement of Navy Pier, Chicago's premier destination for entertainment, dining, and waterfront activities, nestled along the shores of Lake Michigan.

4.6

Cloud Gate

Discover Cloud Gate, Chicago's iconic sculpture, reflecting the city's vibrant skyline and captivating visitors with its stunning artistry in Millennium Park.

4.7

Skydeck Chicago

Experience the breathtaking views and thrilling adventure of Skydeck Chicago, the ultimate observation deck in the heart of the city.

4.5

Best restaurants in Chicago

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Best Restaurants

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Au Cheval

Discover Au Cheval in Chicago's West Loop: Home to gourmet burgers and classic American comfort food in a trendy atmosphere.

4.6

The Purple Pig Restaurant

Experience Mediterranean flavors at The Purple Pig Restaurant in Chicago – where every dish tells a story.

4.6

Girl & The Goat

Experience innovative New American cuisine at Girl & The Goat in Chicago's West Loop - where bold flavors meet sustainable practices.

4.7

The Berghoff Restaurant

Experience authentic German cuisine paired with American classics at The Berghoff Restaurant in Chicago Loop.

4.5

Best bars in Chicago

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Best Bars

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Three Dots and a Dash

Experience tropical cocktails and an enchanting ambiance at Three Dots and a Dash, Chicago's premier cocktail bar.

4.5

The Violet Hour

Experience the elegance of The Violet Hour, a premier cocktail bar in Wicker Park, Chicago, where exquisite drinks meet a cozy ambiance.

4.6

Gilt Bar

Discover Gilt Bar, where exquisite dining meets an upscale cocktail experience in the heart of Chicago's vibrant nightlife.

4.6

The Green Door Tavern

Discover Chicago's vibrant dining scene at The Green Door Tavern, where history meets a lively atmosphere and delicious American cuisine.

4.5

Best nightclubs in Chicago

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Sound Bar

Discover the exhilarating nightlife at Sound Bar, Chicago's premier night club offering top DJs, vibrant atmosphere, and memorable parties.

3.0

Stereo Nightclub

Dive into the electrifying nightlife of Chicago at Stereo Nightclub, where live music and vibrant beats create an unforgettable experience.

4.3

PRYSM Chicago

Discover the ultimate nightlife experience at PRYSM Chicago, a vibrant night club offering live music, stylish lounges, and unforgettable parties.

3.0

Spybar

Discover the electrifying nightlife and unforgettable DJ experiences at Spybar, Chicago's premier night club and live music venue.

3.7

Best shops in Chicago

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Fashion Outlets of Chicago

Explore the ultimate shopping destination at Fashion Outlets of Chicago, where designer brands meet exceptional dining and entertainment options.

4.4

Water Tower Place

Experience Chicago's premier shopping destination at Water Tower Place, where luxury meets local charm in a stunning architectural setting.

4.5

Macy's

Discover the vibrant shopping experience at Macy's in Chicago's Loop, where history meets modern retail in an iconic department store.

4.3

Westfield Old Orchard

Explore Westfield Old Orchard: A premier shopping mall in Skokie, Illinois, offering a diverse range of stores, dining, and entertainment options for all visitors.

4.5

Explore Chicago on the Map

A handpicked selection of must-see spots in Chicago, mapped for you.

Chicago Essentials

Chicago is accessible via two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW). O'Hare is one of the busiest airports in the world and serves numerous international and domestic flights. Midway primarily handles domestic flights. Both airports are well-connected to the city center via public transport, taxis, and ride-sharing services. Additionally, Amtrak trains provide service to Chicago Union Station from various cities across the United States. Major highways such as I-90, I-94, and I-55 also connect Chicago to other parts of the country.
Chicago has an extensive public transportation system operated by the Chicago Transit Authority (CTA), including buses and the 'L' trains. The 'L' trains cover the city and some suburbs, making it easy to get around. There are also Metra trains for suburban commutes and Pace buses serving the surrounding counties. Taxis and ride-sharing services like Uber and Lyft are widely available. For those who prefer to drive, rental cars are available at both airports and various locations throughout the city. Biking is another popular option, with Divvy bike-share stations located throughout Chicago.
The official currency in Chicago, like the rest of the United States, is the US Dollar (USD). Credit and debit cards are widely accepted in hotels, restaurants, and shops. ATMs are readily available for cash withdrawals. It's advisable to carry some cash for smaller establishments and tips. Mobile payment options like Apple Pay, Google Wallet, and Samsung Pay are also commonly accepted.
Chicago is generally safe for tourists, but it's important to stay vigilant. Areas such as the Loop, River North, and the Magnificent Mile are well-patrolled and popular with visitors. However, neighborhoods like Englewood, West Garfield Park, and Austin have higher crime rates and should be avoided, especially at night. Always keep an eye on personal belongings, avoid isolated areas, and be cautious when using ATMs.
In case of emergency, dial 911 for immediate assistance. Chicago has numerous hospitals and urgent care facilities. It's recommended to have travel insurance that covers medical emergencies. For minor health issues, pharmacies are widely available. The Chicago Police Department and Chicago Fire Department are well-equipped to handle emergencies. For non-emergency situations, you can contact the city's 311 service for information and assistance.
Fashion: Do dress comfortably but avoid overly casual attire in fine dining restaurants or upscale venues. Don’t wear flashy jewelry in public to avoid attracting unwanted attention. Religion: Do respect religious sites and practices. Some churches and synagogues may have specific dress codes. Public Transport: Do stand on the right side of escalators to allow others to pass on the left. Don’t block train doors or play loud music. Greetings: Do greet people with a smile and a handshake. It’s common to address people by their first names. Eating & Drinking: Do try local specialties like deep-dish pizza and Chicago-style hot dogs. Don’t tip less than 15-20% in restaurants, as tipping is customary.
To experience Chicago like a local, visit neighborhoods like Wicker Park, Logan Square, and Pilsen for unique shops, cafes, and street art. Attend a live music show at venues like the Metro or the Green Mill. Explore the city's diverse culinary scene by dining at local favorites such as Lou Malnati’s for pizza or Portillo’s for hot dogs. Take a stroll along the Chicago Riverwalk or enjoy a day at one of the city’s many parks, such as Lincoln Park or Millennium Park. For a unique experience, try kayaking on the Chicago River or taking an architectural boat tour.

When is the best time to visit Chicago?

With Eve

Useful Local Phrases for Chicago

You don't need to speak the language perfectly. Even learning a few simple words can make conversations warmer—and locals usually appreciate the effort.

— Eve

6 phrase groups English + pronunciation

Here are the phrases I use most often in Chicago. Try a few—you'll be surprised how far they go! 😊
❤️

- HelloHey
  [hey]
- GoodbyeLater
  [lay-ter]
- YesYeah
  [yeh]
- NoNah
  [nah]
- Please/You're welcomePlease/No problem
  [pleez/no prob-lem]
- Thank youThanks
  [th-anks]
- Excuse me/SorryExcuse me/My bad
  [ex-cuse me/my bad]
- How are you?How you doin'?
  [how yuh doin']
- Fine. And you?Good. You?
  [good. yuh?]
- Do you speak English?You speak English?
  [yuh speak english?]
- I don't understandI don't get it
  [I don't get it]
- I'd like to see the menu, pleaseLet me see the menu, please
  [let me see the menu, please]
- I don't eat meatI don't eat meat
  [I don't eat meat]
- Cheers!Cheers!
  [Cheers!]
- I would like to pay, pleaseI'll pay now, please
  [I'll pay now, please]
- Help!Help!
  [Help!]
- Go away!Get lost!
  [get lost!]
- Call the Police!Call the cops!
  [call the cops!]
- Call a doctor!Call a doc!
  [call a doc!]
- I'm lostI'm lost
  [I'm lost]
- I'm illI'm sick
  [I'm sick]
- I'd like to buy...I wanna buy...
  [I wanna buy...]
- I'm just lookingJust browsing
  [just brows-ing]
- How much is it?How much?
  [how much?]
- That's too expensiveThat's pricey
  [that's pricey]
- Can you lower the price?Can you haggle?
  [can you hag-gle?]
- What time is it?What's the time?
  [what's the time?]
- It's one o'clockIt's one
  [it's one]
- Half past (10)Ten thirty
  [ten thur-tee]
- MorningMorning
  [Morning]
- AfternoonAfternoon
  [Afternoon]
- EveningEvening
  [Evening]
- YesterdayYesterday
  [Yesterday]
- TodayToday
  [Today]
- TomorrowTomorrow
  [Tomorrow]
- 1One
  [One]
- 2Two
  [Two]
- 3Three
  [Three]
- 4Four
  [Four]
- 5Five
  [Five]
- 6Six
  [Six]
- 7Seven
  [Seven]
- 8Eight
  [Eight]
- 9Nine
  [Nine]
- 10Ten
  [Ten]
- Where's a/the...?Where's the...?
  [where's the...?]
- What's the address?What's the addy?
  [what's the addy?]
- Can you show me (on the map)?Show me (on the map)?
  [show me (on the map)?]
- When's the next (bus)?When's the next (bus)?
  [when's the next (bus)?]
- A ticket (to ....)A ticket (to ....)
  [a ticket (to ....)]

History of Chicago

Chicago was officially incorporated as a town in 1833, with a population of around 200 people. It was named after a Native American word 'shikaakwa,' referring to the wild leeks that grew abundantly in the area. The town quickly became a transportation hub due to its strategic location by Lake Michigan, the Chicago River, and multiple railroads.
On October 8, 1871, a fire broke out in a barn owned by Patrick and Catherine O'Leary. Strong winds and dry conditions caused the fire to spread rapidly, ultimately destroying about three square miles of the city, including over 17,000 buildings. Despite the devastation, the disaster led to a massive rebuilding effort that transformed Chicago into a modern, thriving metropolis.
The World's Columbian Exposition, also known as the Chicago World's Fair, was held in 1893 to celebrate the 400th anniversary of Christopher Columbus's arrival in the New World. The fair attracted over 27 million visitors and showcased the latest advancements in technology and culture. The 'White City,' as the fairgrounds were called, left a lasting impact on architecture and urban planning.
During the Prohibition era, Chicago became infamous for its gangster activity, particularly under the rule of Al Capone. Speakeasies and underground bars flourished, and organized crime syndicates dominated the city. Despite numerous attempts by law enforcement, Capone's influence remained strong until his conviction for tax evasion in 1931.
The Chicago Black Renaissance was a cultural movement that spanned the 1930s to the 1950s. It saw an outpouring of African American art, literature, and music. Notable figures included writers like Richard Wright and Gwendolyn Brooks, and musicians such as Nat King Cole and Muddy Waters. The South Side of Chicago became a vibrant cultural hub during this period.
Chicago played a significant role in the Civil Rights Movement of the 1960s. The city was a focal point for protests and activism, including Martin Luther King Jr.'s campaign for fair housing. The Chicago Freedom Movement sought to address issues such as segregation, discrimination, and economic inequality. It was instrumental in bringing national attention to civil rights issues in northern cities.
Chicago is renowned for its innovative architecture, from the Willis Tower (formerly Sears Tower) to the John Hancock Center. The city has continued to lead in architectural design with newer landmarks like the Aqua Tower and the Millennium Park's Jay Pritzker Pavilion. The Chicago Riverwalk and the revitalized Navy Pier further exemplify the city's commitment to blending historic charm with modern amenities.