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City Guide

Meet Chicago

Meet Chicago: the city where high-flying architecture meets the idyllic lakefront surrounded by a culture rich in iconic heritage from sports teams to eclectic neighborhoods.

Chicago—otherwise known as the Windy City, is known for its unique neighborhoods, glittering skyscrapers, a beautiful waterfront, and plenty of gourmet dining and world-class entertainment. Whether you’re an architecture aficionado, luxury shopping enthusiast, or outdoor explorer, this famous Midwestern metropolis definitely has plenty to offer. It may be a sprawling, vibrant city today, but Chicago didn’t start out that way. In fact, this third largest city in the US started out as a wilderness outpost with only 350 residents. Nowadays, it's gone from a small, swampy trading hub to a big, thriving metropolis!

Where to live in Chicago

No matter the lifestyle you want to live in Chicago, there is a neighborhood that will fit you perfectly. Wicker Park is a great area for the one that wants to surround themselves with like-minded hard-working people, but does not want to sacrifice the fun bar scene. If you are looking for more upscale living, Gold Coast has plenty of luxury spaces that can accommodate your needs.

Best Neighborhoods in Chicago

If you are new to Chicago you will certainly want to spend plenty of time browsing around the Loop. It is the heart of the city and where you will be able to experience the most exciting attractions the city has to offer. If you are looking for some trendy bars or restaurants, head over to River North for a bite to eat. Need some fresh air? Lincoln Park has plenty of beautiful outdoor spaces for you to wander through.

Mag Mile

Near North is the center of Chicago activity: world-class restaurants, tourist destinations, and an endless selection of nightlife, this is where you want to be if you’re trying to see and do it all, party animals and gym rats alike.

Near North

Near North is the center of Chicago activity: world-class restaurants, tourist destinations, and an endless selection of nightlife, this is where you want to be if you’re trying to see and do it all, party animals and gym rats alike.

Amazing Apartments, Coliving Spaces and More

We've been rounded up the best housing options in Chicago. All are available on flexible terms, so you can stay one month or as long as you want

Kasa | Chicago | Comfortable Studio River North Apartment


Kasa Chicago | Studio, Walk to Target, Whole Foods | South Loop


Kasa Chicago | Studio + Fast WiFi, Walk to Grant Park | South Loop


Kasa Chicago | Studio, Walk to Red Line | South Loop


UChicago, Lake, Sci Museum | Gym W&D | Zencity


Exclusive Furnished Suites Altgeld Lincoln Park


Quick Facts About Chicago

Very few cities embrace architecture like Chicago does. Not only do they have some beautiful buildings that are truly swoon worthy, but they have secured themselves a prominent place in skyscraper history. Their love of beauty extends further when you consider their contributions to art, history, and of course, food.

Work in Chicago

Chicago can be an excellent place to work for the freelancer or the ladder climber. It can be a bit pricey, so it is good to have a plan for income when you arrive. Since it is one of the largest cities in the US, you should be able to quickly find businesses hiring in a wide variety of fields. When it comes to digital nomads, you will also be pleasantly surprised at the number of internet-friendly cafes, coworking spaces, and internet speed.

How good is Chicago for Digital Nomads or Remote Work

Remote work is changing how the global workspace operates. In a trend that is showing no signs of slowing down, remote work is rapidly on the increase all around the world—especially in a place like Chicago. And about 25% of remote workers describe themselves as digital nomads—those who like to travel or stay in cities around the world while they work. So, how good is Chicago for both of these growing movements?

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Food and Drink in Chicago

Just like any major city, there are going to be the staples you must try before you leave. When it comes to Chicago, they are the Deep Dish pizza and Chicago hot dog, you can’t get more American than that! Deep Dish Pizza is no dainty pie. Cooked in a deep tin, with a thick crust, a heart layer of tomato sauce, and topped with cheese that will melt perfectly, deep-dish pizza in Chicago must! When it comes to a Chicago style hot dog, you are going to bit into an all-beef hot dog with a poppy seed bun. Topped with yellow mustard, lots of relish, diced onions, tomato wedges, a pickle spear, sport peppers, and a bit of celery salt. Be sure to hold the ketchup, unless you want to out yourself as a tourist!



Top 6 Things To Do in Chicago

No matter the time of the year, you will find plenty to do in Chicago. If you love art, be sure to check out The Institute of Chicago where your inner Impressionist will come alive. If you want the best views of the city the 360 Chicago Observation deck is the perfect way to gaze at it all from a skyscraper. However, others would argue the best view in Chicago is inside Wrigley Field where the Chicago Cubs play. Visit Cloud Gate, or the giant bean, to get a fun photo. Then end your day at Millennium Park for a walk in the sunshine and the chance to grab a Chicago Style hot dog.

Lincoln Park Conservatory

2391 N Stockton Dr, Chicago


The Richard H. Driehaus Museum

40 E Erie St, Chicago


Frederick C. Robie House

5757 S Woodlawn Ave, Chicago


Buckingham Fountain

301 S Columbus Dr, Chicago


Wrigley Field

1060 W Addison St, Chicago


875 North Michigan Avenue

875 N Michigan Ave, Chicago