Serviced Apartments in Chicago

Chicago at a glance

Chicago—one of America’s most fabled cities and offering not only a stunning metropolis, but also features sandy beaches on the shores of lake Michigan. Many prefer the diversity of Chicago over its more famous neighbour, New York, as it offers an exciting range of cultural pursuits, museums, restaurants and art deco architecture, with less of the hustle and bustle.

Of course, Chicago is also an important centre for international business, with its financial and tech sector—the Magnificent Mile—being one of the most prominent in the world. It is therefore a frequent destination for business travellers and those on company business, who often spend extended periods in the city.

If you want to experience a city with huge skyscrapers, fashionable night spots and some of the historic sights that made America what it is today, then Chicago should be your next city break.

Showing 1-8 of 124 apartment buildings (325 apartments)

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8 East Huron Street
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465 North Park Drive
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8 East Huron Street
Rates on Request
North Park Drive
Rates on Request
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Serviced apartments in Chicago

Chicago boasts just about every kind of accommodation imaginable—from chain hotels, to backpackers hostels and everything in between. If you are planning on visiting the city for an extended period, then it’s important that you find somewhere comfortable and appropriate for the needs of your trip. Serviced apartments can provide a cost-effective means of having your own private apartment, whilst ensuring you have all the comforts and conveniences you may require.

The Squa.re offer some of the finest serviced apartments in Chicago, selected according to our exacting standards and each exhibiting the highest standard of interior decor and desirability of location. Each is equipped with kitchen facilities, for true self-catering, and feature Wi-Fi and air conditioning as standard. We can also provide advice on the best type of property for your needs—from corporate housing to luxury apartments.

Culture & shopping in Chicago

Chicago is packed with fashionable nightspots and great places to eat—from chain restaurants to independent and ethnic eateries. However, those visiting the city for the first time will want to tick off some of the major attractions. The Field Museum of Natural History and the Art Institute of Chicago are great places to start, with class exhibits and galleries that are amongst the finest anywhere in the world. If it’s baseball season, then there can be fewer more authentic experiences of America than a trip to a ball game at Wrigley field. Alternatively, those just wishing to enjoy an open green space can head to Millenium Park, which has walkways, pavilions and food stalls.

As one may expect from a major US city, Chicago has superb shopping. The Shops at North Bridge and 900 North Michigan Shops are two of the main areas, with large scale—often flagship—fashion houses and designer brands.

Getting around in Chicago

Chicago features an extensive public transport system, covering all of the city centre and surrounding areas. The subway is often the quickest, easiest and usually cheapest means of making short journeys around the centre, whilst those looking to avoid the rush also have the option of the ubiquitous yellow or white cabs.

There’s also extensive bus coverage throughout the city, which is arguably the cheapest way of getting around, however during peak periods this can be slow and it can end up being quicker to simply walk.

Chicago’s trains—the ‘L’ loop, serve over 140 stations located throughout the city and nearby suburbs, on elevated railways, in subways, or on the ground. The also provide fast and reliable access to anywhere you may wish to go.

The city’s central areas are also good to explore on foot—especially the promenades on the shores of Lake Michigan.

FAQs - Things to Know before booking Serviced Apartments in Chicago


Q1. How many serviced apartments are available for booking in Chicago?

A1. There are over 124 serviced apartments in Chicago with more being added every day. In total, TheSqua.re has over 100,000 apartments across the globe that are waiting to be booked. Book now

Q2. What are the most popular luxury serviced apartments in Chicago?
Q3. What is the price range of serviced apartments available in Chicago?

A3. Prices start from $300 per night and increase from there. Bear in mind that the type of apartment and number of guest will affect the overall price. Book now

Q4. What offers are currently available for booking serviced apartments in Chicago on TheSqua.re?

A4. To see a selection of Chicago offers, please visit our offers and coupon page.

Q5. How do I search for the best serviced apartments in Chicago on TheSqua.re?

A5. Choose a part of Chicago you want to visit and search for the perfect stay for you using our easy search tool. Begin your search here.

Q6. Do Chicago serviced apartments provide breakfast, gym & other extra services?

A6. Some of the apartment buildings in Chicago will offer bed and breakfast or gym membership, whereas others may provide them with an extra charge. The apartment listing will make that clear Other services include airport pick-up, meet and greet and so much more. Book your stay here for the full TheSqua.re experience.

Q7. Can I have guests in a Chicago serviced apartment?

A7. That depends on the policy of the apartment/building management. You may have to enquire first when making your booking in Chicago .

Q8. Why is staying in a serviced apartment in Chicago better than a hotel?

A8. Serviced apartments in Chicago have all the features of home, are centrally located and have other astounding attributes that make them better than hotels, as covered here.

Our 124 serviced apartments in Chicago are rated 4.0 out of 5 based on 124 reviews
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