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Best Places To Visit
Best 30 Places To Visit In Chicago, Illinois

Chicago is not just the title of a famous Broadway play. It’s America’s third most-populated city and Illinois most populous'. Declared a city in 1837, it prospered in the 19th century on the freshwater shores of Lake Michigan. Though the 1871 Great Chicago Fire destroyed the metropolis and left many homeless, Chicago recovered and became the world’s fifth-largest city in the year 1900. It’s now a global center for transportation, finance, technology, telecommunications, industry, commerce, culture, and education. It’s home to O’Hare International Airport (the world’s busiest airport) and several Fortune 500 companies. It ranks second to New York among the most-visited US cities. It has several famous landmarks, reputable universities, museums, parks, and sports venues for you to see. We’ve listed the best places to visit in Chicago, Illinois, for you to include in your travel plans!
Things To Do This Weekend
10 Things To Do This Weekend In Chicago

Chicago is among the most populous cities in the United States. It is the most visited city as it is a home to many tourist sites and educational institutions. Being the birthplace of the sky scrapper, Chicago boasts unique architecture of all centuries. Enjoy the Chicago skyline both at night and at dawn, and cruises on Lake Michigan and also the Chicago River. Get to find out the story behind Chicago's public art and the monuments available. Mingle with the Chicagoans, learn their great accents and culture. The theater performances including comedy shows, kids shows, adult movies and also live performances are among the fun activities the city has to offer. Music festivals like the Chicago Blues and Chicago Jazz take place at different times of the year. Visit this city with your loved ones and enjoy the luxuries that come with it. To get you started as you plan your visit, here is a list of the things to do in Chicago this weekend.
Coolest Neighborhoods
10 Coolest Neighborhoods To Stay In Chicago, Illinois, USA

Chicago, on Lake Michigan in Illinois, is a popular city amongst visitors. They flock to the city to marvel at its urban landscape. With famous skyscrapers such as the iconic John Hancock Centre, the neo-Gothic Tribune Tower and the 1,451 feet (442.3 metres) Willis Tower, it has set the standards for architectural developments around the world. Famous for its contributions to urban planning standards, architectural lovers will have a lot to study and see. The Art Institute of Chicago, famous for its noted Impressionist and post-impressionist works, also draws in the crowds. Other landmarks include Millenium Park, Navy Pier, the Magnificient Mile, and Lincoln Park Zoo. The cosmopolitan city is a hit amongst young tourists, with its visual arts scene, as well as its comedy and music scene. Wondering what are the coolest neighbourhoods to stay in Chicago, Illinois, USA? Here is a guide for you.
Hotels With View
Top 10 Hotels With A View Of Lake Michigan, Chicago

Chicago is a popular tourist destination, being the third-largest city in the United States. It is called the "Windy City" because of the presence of strong winds to and from the neighboring Lake Michigan. It is also known for being a place filled with many stunning skyscrapers and tall structures like Willis Tower and John Hancock Center, which are two of the most famous ones. Shopping and dining options are plenty here, as well as sports events and museums. To make sure you have a comfortable night after a long day out, stay at an excellent hotel. Read on and browse through our list of the top hotels with a view of Lake Michigan, Chicago.
Vacation Rentals With Private Pool
10 Best Vacation Rentals With Private Pool In Chicago, Illinois

Picturesque buildings, award-winning museums, and lively entertainment scene are some of the best things you'll see on your trip to Chicago. But that's not all—this city is also a great place for art enthusiasts and foodies to explore. Here, you'll get to visit a number of art galleries showcasing traditional and modern local art, such as The Art Institute of Chicago and the Museum of Contemporary Art. Do not leave the city without tasting Chicago-style pizza pies and hotdogs. After exploring this urban destination, you would need to stay in a place where you can relax and unwind. Check out the best vacation rentals with private pool in Chicago, Illinois.
Beach Houses
Top 7 Beach House Rentals In Chicago, Illinois

Chicago is a major financial and business hub, while at the same time, it is also a major tourist attraction. Cloud Gate or The Bean as it is more popularly known has become synonymous with the city over the years. The unique thing about Chicago is its location on Lake Michigan, which gives visitors the chance to explore city life as well as relax on the beach. Explore the 18-mi (28.97-km) long Lakefront Trail where visitors can walk or bike to explore the coast. Stop by Montrose Avenue Beach for a day of paddle boarding, swimming, and relaxing. The beaches and the lake are so seamlessly integrated into city life that the other districts are accessible even when you stay close to the water. Continue reading to know more about the best beach house rentals in Chicago, Illinois.
Family Friendly Hotels
16 Best Hotels in Chicago For Families

Visiting the Windy City with your kids? There are so many amazing places to visit and things to see. Along with visiting Chicago Children's Museum and Chicago Riverwalk, you can also catch a show at Chicago Shakespeare Theater, ride the Centennial Wheel at Navy Pier, and explore the incredible Garfield Park Conservatory. This city isn't just home to a wealth of family and kid-friendly attractions - it also offers many family hotels, including pet-friendly hotels, and cool neighborhoods so that you can enjoy a comfortable and convenient holiday with your loved ones. Read on to find out about the best hotels in Chicago for families.
Italian Restaurants
10 Best Italian Restaurants In Chicago, Illinois

Chicago is a city with a large percentage of Italian-Americans. The foodies will have a great time since this city offers a versatile food scene apart from a host of tourist attractions. It is quite natural to expect that there is no shortage of lip-smacking Italian cuisine here. From old-school Italian joints with devoted regular customers to fancy establishments, Chicago has innumerable Italian eateries. You will also come across several contemporary restaurants and neighborhood trattorias. So when you simply have to satisfy your yearning for delicious Italian food, check out these best Italian restaurants in Chicago, Illinois.
Piano Bars
10 Best Piano Bars In Chicago, Illinois

A city filled with over 3,000 hectares (7413 acres) of parks to visit in the day and then comes alive in the night with bright lights and bars. That city is Chicago, one of the largest cities in the U.S. located in Illinois. Chicago sits on the southwestern shore of Lake Michigan. It is 176m (577 feet) above sea level and has an exciting array of activities for tourist to do. Chicago has beautiful beaches offering pleasant vistas for those amazing holiday shots. The Calumet and Chicago rivers extend across the city. Tourist can choose from various museums, art centers, and beaches to visit. With its beautiful landscape, Chicago has so many beautiful parks. Lincoln Park’s landscape is more beautiful than pictures depict, and the view of the river from Humboldt Park is terrific. You can also enjoy the gorgeous skyline from the Willis Tower sky deck. One more thing that the city is famed for is its piano bars, where you can chill out with live music. Read on to discover the best piano bars in Chicago.
Kosher Restaurants
11 Best Kosher Restaurants In And Near Chicago, Illinois

The first concern for most people looking for kosher restaurants in Chicago is whether or not it is dairy or meat. The last thing you want is to end up with is a tasteless slice of pizza or a greasy plate of shawarma. When it comes to kosher foods, you want to be certain, not just about what you will be ordering, but also the practices involved in its handling and preparation. Thankfully for you, you don’t have to hop from one restaurant to another in search of the best kosher menus, because we have compiled a list of the top kosher restaurants in and near Chicago. Check them out below.
Free Walking Tours
10 Best Free Walking Tours In Chicago, Illinois

Chicago is no stranger to many of us. It is one of our many bucket-list countries to visit. Chicago is one of the largest cities in Illinois, United States. It is also considered to be among the world’s best and friendliest cities. Chicago is such a diverse city and this is even reflected in its food scene. There are many other things Chicago is known for, such as its unique architecture tours. If you are visiting Chicago on a budget, you are in for a treat! There are plenty of free walking tours in Chicago that covers everything from history and culture to food, entertainment, and more. Here's a rundown of the best free walking tours in Chicago, Illinois.
Rooftop Bars
Top 10 Rooftop Bars In Downtown Chicago, Illinois

One of the largest cities in the country, Chicago is set on Lake Michigan in Illinois. It's also referred to as the "Windy City" and renowned for its skyscrapers, culture, and food. But, what stuns visitors is the number of things to do here. For instance, attractions like the John Hancock Center, Tribune Tower, Millenium Park, Willis Tower, and so much more, will keep you busy throughout your vacation here. And the city's rooftop bars only add to Chicago's beauty. Drinking and dining while soaking the city views is a mind-blowing feeling. So, check out some of these top rooftop bars in downtown Chicago, Illinois, on your next visit.
Date Night Ideas
Top 10 Date Night Ideas In Chicago, Illinois - Updated 2025

Situated along Lake Michigan, Chicago has everything you are looking for, whether you are a local looking for a romantic spot to take your date or just enjoying some romance. As you might know, the city of Chicago is known for its marvelous architecture, culture, and entertainment, not to mention great accommodations like Vrbo vacation rentals and hotels with fireplaces. This is a city that has a lot to offer, from romantic outings to fun-induced thrills. Whether it's summer or winter, don't worry, you will have plenty to do. So, if you find yourself holding hands while strolling down the streets with no place to go, make sure you scroll down and read about the best date night ideas in Chicago, Illinois, to take your sweetheart and enjoy some time together.
Best Places To Live
10 Best Places To Live In Chicago, Illinois - Updated 2025

Home to art galleries, vintage shops, and some of the country's trendiest restaurants, Chicago is a city of contrasts. It is where culture, history, cuisine, and art blend perfectly. With a big city atmosphere and a strong sense of community, the city appeals to anyone from families with children to younger people. From Ravenswood, which is packed with microbreweries and distilleries, to artsy River North with its historic buildings and art galleries, Chicago is a spectacular city worth living in. Whether you're thinking of moving to the Windy City or looking for a new place to stay, here are some neighborhoods that would make an excellent choice. Scroll down for the best places to live in Chicago, Illinois.
Airbnb Experiences
Top 10 Airbnb Experiences In Chicago, Illinois

With its bold, breathtaking skyline, dizzyingly delicious food scene, and world class attractions, Chicago is a city that constantly dazzles and delights. From touring the impressive architecture to exploring the plethora of exceptional museums, there is plenty to see and do in this brilliant Midwestern metropolis. Visit well-known landmarks like the Cloud Gate and Buckingham Fountain, and take a picture at the iconic red and yellow marquee of Chicago Theater! Enjoy stunning panoramas from the 360 CHICAGO Observation Deck, or embark on a history tour of the city on a Chicago Architecture River Cruise where you’ll learn about renowned buildings like the Willis Tower and the Tribune Tower. Arts aficionados will love checking out the staggering collections in the Art Institute of Chicago, while sports fans won’t want to miss a tour of Wrigley Field, the second-oldest MLB ballpark in the country. No matter where your interests lie, this city is an exciting destination of exceptional attractions. These Airbnb experiences are a great way to see more of the fantastic attractions in Chicago. Read more about them below!
Hotels With Kitchen
14 Hotels With Kitchen In Chicago, Illinois

One of the most populous and vibrant cities of the United States is the ultra-modern and exuberant state of Chicago which is nestled on the gorgeous shores of Lake Michigan. The glistening steely skyscrapers, posh hotels and residences, fine reputed restaurants, innovative contemporary architecture and a mecca of fashion, visitors can’t get enough of it!. The buzzing downtown Chicago is also home to the commercial district of Magnificent Mile where visitors will be pampered by the upscale markets, shops, hotels, restaurants, you name it! Discover the breathtaking and intimidating Wrigley Building skyscraper and the John Hancock Center where one can cherish dining on the rooftop while basking in the panoramic city views. The downtown offers discerning visitors with a range of luxurious hotels and if you are looking for those with a kitchen then consider our list below. Here are the top hotels with kitchen in Chicago, Illinois.
Instagrammable Places
10 Instagrammable Places In Chicago, Illinois, USA

Chicago is considered to be among the largest cities in the United States. This majestic city is home to the Millennium Park. The Willis Tower, which is the largest skyscraper in the city, Navy Pier featuring fantastic rides and outstanding shops and the Art Institute of Chicago, showcasing an exquisite collection of jewelry, decor, and art inspired books. Chicago is also an attractive vacation location with so much to offer and the restaurant and date night spots around are dedicated to providing the best services and top-class cuisines. Come and take a look at these amazing Instagrammable places in Chicago, Illinois, USA.
Attractions
Top 10 Attractions In Chicago, Illinois

Chicago offers a lot of opportunities to tourists. It houses over 200 theatres putting up regular shows that you can watch. There are a number of museums, such as the famous Museum of Science and Industry, which happens to be the biggest science museum in the western hemisphere to visit and several Michelin-star restaurants like Alinea to eat at. There are spectator sports, a variety of attractions and a lot of shopping that can happen in Chicago. Other forms of nightlife entertainment in Chicago, apart from nightclubs and pubs, include comedy clubs. If you're travelling to Chi-Town then listed below are top attractions in Chicago, Illinois that you must visit.

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