​​Chicago is the place to be if you are looking for lake-front drinks, pristine parks, and some of the best Kielbasa you can get outside of Poland. Whether it’s taking a stroll through one of the many magnificent neighborhoods in Chicago or searching for the perfect Deep Dish Pizza, this city has something to offer for just about anybody and everybody.

What’s Your Reason for Visiting Chicago?

Planning on visiting with the kids? Take a walk over to the Navy Pier and catch a ride on the famous Ferris Wheel.

Visiting Chicago on a romantic getaway? Check out the iconic Magnificent Mile, known for its advanced culinary scene, world class entertainment, and views of awe-inspiring architecture. This stretch of road will be sure to set a romantic ambiance for the night. 

For more info on romantic Chicago, check out this guide for insights on 15 ways to spend date night in Chi Town.

Whatever reason you choose to stop by the Windy City, it is certain to blow you away and leave you looking for an Italian Beef sandwich in your hometown.

Walk, Drive, or Public Transit?

Chicago is a big city with a robust public transportation system that is sure to get you where you need to go in a hurry. However, parking is pretty scarce so you’ll want to find a spot that is just right.

There are almost too many neighborhoods to count and each one of them comes packed with its own unique places to eat, people to meet, and things to see. Here is your definitive Chicago Neighborhoods Guide.

Choosing the Right Neighborhood

Hyde Park

Are you an art geek or a history buff? This South Side neighborhood comes packed with numerous historical houses such as the Frederick C. Robie House as well as museums like the Hyde Park Art Center

Hyde Park is one of Chicago’s most historic neighborhoods. This is where Chicago’s World Fair took place in 1893, introducing the country to two major advancements: the Ferris wheel and electricity. 

As a culturally diverse neighborhood, Hyde Park was once the place where 44th President Barack Obama called this Chicago neighborhood home. While there, be sure to check out SKYLANDING, Yoko Ono’s first permanent art installation in the United States.

Where to eat around Hyde Park: Check out the cafeteria style seating at Valois, famous for its delicious breakfast foods. This is one of Barack Obama’s hometown hotspots, be sure to grab a Ham and Cheese Omelet here!

The Loop

If you are looking for that Chicago style downtown action, the Loop neighborhood is the place to be. You’ll be surrounded by skyscrapers and close to some of the top attractions. Take in the sites of the  architecture by Louis Henri Sullivan and Ludwig Mies van der Rohe.

Millennium Park is one of the Chicago neighborhood guides’ most popular hangouts. With iconic features like Cloud Gate and a stunning amphitheater for concerts, this is one of our favorite public spaces in the country. No visit to Chicago is complete without a stop to this iconic city park! 

Where to eat around the Loop: Grab the Midwest Fried Chicken at Dearborn! If you are staying in the Loop, you may find yourself frequenting this restaurant.

Gold Coast

If luxury is what you desire then, Gold Coast is what your heart yearns for. With houses fit for royalty, shopping that would suit a queen, and some of the highest quality restaurants in the United States, the Gold Coast is sure to satisfy your need to get a little boogie.

Its location along the shores of Lake Michigan make it one of the city’s most scenic Chicago neighborhoods to stay in. Located on the aforementioned Magnificent Mile, this neighborhood boasts several Michelin Star rated restaurants and world class nightlife establishments such as the Zebra Lounge. This area is perfectly suited for you to put on your sleekest tie or sexiest dress.

Where to eat around the Gold Coast: Go try the Center Cut Bourbon Pork Chop at 3rd Coast Cafe. Your mouth will be watering as soon as you step foot in the restaurant.

Lincoln Park

What Chicago neighborhood guide would be complete without mentioning Lincoln Park?

Sparks will strike just about anywhere in this bustling neighborhood. Explore through the maze of tree-lined streets and take a night to check out today’s up and coming hit comedians at the Second City Theater

If getting up close with the natural world is more your style, a stop to one of the best zoos in Illinois is due. Plus, this wildlife establishment is completely free of charge! 

Whether it’s a night out on the town or a quiet day in nature Lincoln Park is definitely one of our favorites in this Chicago neighborhoods guide.

Where to eat around Lincoln Park: Dive into some tapas at Cafe Ba-Ba-Reeba! Sip on some sangria and if you’re feeling hungry grab the ‘Paella de Mariscos’. You’ll thank us later.


Calling all sports fans!

Wrigleyville is your place to be. Being home to the world famous baseball field, Wrigley Field, this Chicago neighborhood is a wonderful place to spend a vacation. 

As the colosseum of Chicago’s native gladiators, The Chicago Cubs, no stop to the Windy City is complete without sitting back and catching the game. Spending a nice afternoon with a Chicago style hotdog watching a ball game sounds pretty great to us.

However, there is much more that Wrigleyville has to offer for those who don’t love baseball (as much as us). Take a stroll over and catch gorgeous lakefront views or browse through the many markets at Gallagher Way. Here, you’re sure to find something you’ll remember Chicago by.

Where to eat around Wrigleyville: Dive bars and restaurants in every Chicago neighborhood, but Aurelio’s Pizza is a must. This classic pizza spot is known for its tavern style pizza with a thin crust that will leave you asking for a second pie.

What Chicago Neighborhood Is Your Favorite?

As you can see, Chicago is a pretty big city. Rolling into town without an idea of which neighborhood is best for you can be challenging. Good thing you found this VacationRenter guide that has the tips and tricks about Chicago’s different areas! Get your trip planning started today!