Serviced Apartments Chicago

Top Serviced Apartments in Chicago

Chicago also called 'Second City' is the most populous city of Illinois and the 3rd in the U.S. Settled on the shores of Lake Michigan, the Chi-town has a wonderful range of Serviced Apartments to offer. With over 55 million people flying in every year, Chicago, with its Top Serviced Apartments, enjoys a reputation of unparalleled living experience. 

With some of the poshest areas offering breathtaking skyscraper views from huge glass windows, sophisticated interiors, and compact furnishings, together with a fulfilling taste of luxury and comfort, Chicago lives up to its name.

TheSqua.re, with its eclectic apartment range consciously settled in highly secure and convenient locations of the city, is a proud contributor of the same. 

Some of the best-serviced apartments in Chicago include:

Showing 1-6 of 150 apartment buildings (384 apartments)

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30 Nights
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Apartment Types: Studio |1 Bed |2 Bed
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Michigan & lake/randolph, chicago, il 60601, united states
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Factually, the costs of real estate in Chicago probably go beyond its skyscrapers. With high taxes and costs of living, Serviced Apartments with transparent costs are highly beneficial in Chicago. A practically chosen range of conveniently located apartments stand tall to eliminate the burdens of leases, taxes, bills, agency fees, security deposits, and whatnot. 

TheSqua.re team personally chooses the localities and designs the interiors, based on practical needs. Right from the curtains to the furniture, every decision is carefully made. With groceries, Wi-Fi, flatscreen T.V., upholstery, home theatre to the gym, and swimming pool, serviced apartments deserve all the praises in Chicago. Choosing comforting homes against mere website listings for over a decade, TheSqua.re is proud to be a part of this legacy in the making. 

Corporate Accommodation in Chicago

Today, Chicago has become a thriving global city, and an international center of culture, trade, and commerce. Enjoying a significant commercial position in the U.S and the world, Chicago is visited by working professionals from across the globe.

A dedicated team of field professionals has collectively chosen an exclusive selection of apartments, each carefully designed for a highly comfortable business trip that promises a home away from home.

With food, cleaning, security, convenient distances from public transport, groceries, bills, and entertainment is duly taken care of, the practical modern business (wo)men must consider their stay in secure hands with TheSqua.re.

Holiday Accommodation in Chicago

With O’Hare and Midway International airports, Chicago city has become one of the busiest flying centers in the U.S. No wonder the city recorded an annual visitor count of a whopping 55 million in 2017. A massive chunk of that visit is of families and friends coming over for a holiday, especially from June to September. Luckily, Chicago offers holiday accommodation for all preferences and budgets.

Planning a family holiday is anyway a big responsibility. Every family expects nothing but the best when it comes to a homely stay, top-quality food, and all possible comforts, that too in a set budget. TheSqua.re offers a sigh of relief from that burden with its clearly demarcated list of gorgeous apartments, from lavish to compact, lake-facing to sky-facing. Chicago ensures a perfect holiday experience indeed.

Where to stay in Chicago

Since Chicago is a huge city, choosing the right location can be daunting. After thorough on-ground research, based on convenience of transportation, security, ambiance, fooding, and standard of living, below is a list of ideal places to stay in Chicago:

  • River north
  • Streeterville
  • The Loop
  • Lincoln Park
  • West Loop
  • Gold Coast
  • Wicker Park

Facts about Chicago

A Physical Overview

  • Chicago is the 3rd largest city in the United States. It is home to 2,716,450 residents and 100 neighborhoods. With 1st settlement in 1781, it became a city in 1837. At present, it is a melting pot of over 100 neighborhoods and 77 community clusters.

  • Also called ‘a city in a garden’, Chicago city comprises over 600 parks and 500 playgrounds which makes up to over 8k acres of green space. 

  • The foodie city is called the ‘Candy Capital and is home to about 54 Gourmand and 40 prestigious James Beard awarded restaurants.

Economic Position

  • Chicago is home to over 400 big corporate HQs and crosses an annual GRP of roughly $619 B and GMP (2018) of about US$ 703.9 B, it becomes the 20th largest world economy.

  • It is one of the most diverse economies of the country, majorly playing on the transportation, manufacturing, food, and publishing industries. 

About People

  • Chicago is a proud awardee of America's Best Bike City title (2016) and has the 2nd highest commuters of bikes in the country.

  • A global city that offers travel sites and sovereignty to its Tribes. A rare sensitivity. 

  • Barack Obama lived here around 1985, where he worked as a community organizer for the impoverished. 

Sports and Music

  • Chicago is home to 2 MLB teams and 6 other major league sports teams with over 307 soccer/ football fields.

  • Chicago has won the Best Sports City title thrice. From Softball invention the repeatedly winning World Series, Chicago is the city of ardent sport lovers. 

  • Chicago gave birth to the ever-popular juke, electric blues, jazz, drill, footwork, and more.

  • Chicago gave birth to several renowned universally-acclaimed musicians like; Louis Armstrong, Kanye West, and Jennifer Hudson. 

Firsts in the Country

  • TV remote control 
  • Car radio 
  • the refrigerated rail car 
  • mail-order retailing, and more.

Cost of Living in Chicago

According to a New York-based study, Chicago is the 14th most expensive city across the globe to work and live in. Real estate and Sales Tax here might burn a massive hole in the pocket. With the market, rent, properties, and fooding being quite high on the cost meter, a serviced apartment can be a great choice in a city like this. With utilities, groceries, bills, securities, and other formalities taken care of, a one-time informed investment is a fairly better choice. 

Tips for Visiting Chicago

  • Do not think of driving in Chicago. It has very dense traffic round the clock. Parking in downtown Chicago is unimaginably expensive. 

  • There aren't many public toilets in Chicago. Be prepared to often buy something from the restaurants to use their washrooms. 

  • Buy a Citypass for up to 50% discounts in the city. 

  • When taking public transport, carry change even for transit card payments.

  • Make sure to be careful of the 'Caution' signboards saying 'Ice falling' and the aggressive drivers on the road, for personal safety. 

  • Don't only stick around Downtown, it will restrict the authentic Chicago experience. Go around and explore the Northside and the suburbs too as Downtown usually sleeps after 7 PM.

Tip: Collect your tickets before getting on the train to the suburbs. 

  • O'Hare airport is infamous for long security lines considering its traffic. The margin of a good few hours before time is a must before check-in. 

  • Chicago people are super friendly and the old Chicago accent has somehow died out so the locals speak the regular American tongue. 

Things to Do in Chicago

What are the most popular things to do in Chicago?

Sports
  • Go for a Cubs' game at Wrigley Field in what locals call the 'Wrigleyville' for an authentic Chicago sports craze experience. Even if one is not a baseball fan, one match is worth the electric atmosphere any day. 
Dance
  • Chicago has a 2-decade old tradition of hosting its bi-annual Chicago Summer Dance (Aug and June). Attending the 'Chicago Dance Month' in April is a must here. This outdoor dancing fest is the largest in the entire U.S.
Theatre

Chicago hosts 40+ annual film fests like;

  • Chicago International Film Festival,
  • Reeling (LGBTQ),
  • Midwest Independent, 
  • Black Harvest, 
  • Children’s International film fest, and
  • the Latino.
Music
  • Chicago is equally popular across the globe for its music, especially homegrown jazz. It hosts over 74 music fests like; Chicago Blues, Lollapalooza, and Pitchfork. It also attracts music lovers in over 250 live music shows including the, and the internationally celebrated Chicago Symphony Orchestra, Joffrey Ballet, and Lyric Opera.  
Beer
  • Beer tours like Chicago Beer Experience and summer fests like Illinois Craft Beer Week or Friday Night Flights must be on your list from May to September.

What are some free things to do in Chicago?

  • Lincoln Park Zoo is the oldest zoo in the country. It alone attracts over 20 million tourists annually and has an unimaginably wide selection of animals and birds. The conservatory is nearby with a pretty Lily Pond. Saint Louis Zoo is another very popular zoo here which is surprisingly free. 

  • The 18-mile Lakefront Trail connects 24 of the 29 total beaches which are free of cost. You can kayak, play, or swim here. Renting a Divvy bike would be convenient. 

  • Different museums offer different days for free entry, like:
  1. Chicago Children's Museum: Thursdays (5 pm onwards)

  2. McCormick Bridgehouse: Sundays

  3. Loyola's University Museum: Tuesdays 

  4. Glessner and Clarke House: Wednesdays, and several more. 

  5. Millennium Park, with its architectural beauty and the representative Chicago sculpture "the Bean", hosts several free concerts and outdoor theatre during summertime. Beer is paid though.

Chicago is the hot center of the film and television industry which marks it the host of over 40 annual festivals including Millennium Park Film Summer Fest which is free to attend.

  • Taste of Chicago is a list topper for every foodie in Chicago. It is the largest food fest in the world which is free to enter. It offers the real taste of Chicago and the world and is hosted annually in July. 

  • Some of the most iconic music fests in Chicago are free as well. The list includes:
  1. The Jazz Fest (Aug.-Sept.)

  2. World Music Fest (Sept.)

  3. Blues Fest (June)

Does Chicago have many romantic attractions?

  • The Navy Pier with its famous Centennial Wheel and firework display in summers is an exciting and totally romantic Chicago summer highlight. This free delight can be enjoyed every summer Wednesday and Saturday. 

  • With an open lakefront of over 26 miles, Chicago offers several locations for lakeside picnics and lunch dates with a peaceful ambiance. Promontory Point is a must-visit for proposals. 

  • Visit Buckingham Palace for some twilight pictures and smooches with massive fountains all around.

  • Enjoy the signature baths with your partner for a soothing experience. It is quite a popular concept in Chicago offered with massages in the most luxurious setting. 

What are the most family-friendly things to do in Chicago?

For Kids:

  1. Great America

  2. Museum of Science and Industry

  3. Adler Planetarium

  4. Shedd Aquarium

  • Must enjoy a lovely local meal in Michelin-starred and multiple award-winning restaurants. One can choose from 7300 restaurants which include 144 dog-friendly restaurants as well. 

  • The 606 is a famous park trail here which is always flooded by locals. Maggie Daley Park with its skating track and climbing walls is a treat for the kids. 

  • Chicago is a paradise for dance lovers. Make sure to take a few dance classes to learn the local Chicago juke and footwork. Kids would love the hip-hop craze here. 

  • June hosts the most heart-warming pride parades across Chicago. Visiting the parades and quirky gay neighborhoods like Boystown and Andersonville can be an LGBTQ inclusive family experience. 

What are the more unusual things to do in Chicago?

Visiting the Magic Parlor which has an authentic ballroom setting. The Cabaret-style seating offers one of the longest-running shows in Chicago and is a complete experience in itself. 

  • Architectural Boat Tours on Lake Michigan or Chicago River. It is something that many find quite unusually appealing, considering the iconic skyscrapers here. 

  • Visiting one of the largest U.S art institutes which features over 300,000 permanent artworks.

  • Visiting the Field Museum featuring the largest ancient creature in the world.

Places to Visit in Chicago

  • The Sears Tower, 1,451-foot Willis Tower (1974). It became the tallest building across the globe from 1974 to 1998. 

  • Chicago Riverwalk is one of the top attractions here. It is an award-winning promenade on the bank of the Chicago River.
Parks
  1. Bloomingdale Trail

  2. Lincoln Park

  3. Millennium Park

  4. Jackson Park

  5. Maggie Daley Park (Winter Skating)

Museums
  1. The Hull-House Museum,

  2. Driehaus Museum,

  3. Museum of Contemporary Art,

  4. Art Institute of Chicago (one of the oldest in the U.S)

  5. Field Museum

Places with Architectural Importance
  1. Willis Tower (esp. for its Ledge Skydeck with a glass bottom),

  2. Wrigley Building, 

  3. Tribute Building,

  4. 360 Chicago for a brave ride. 

  5. 875 N. Michigan Ave.

  6. UNESCO Heritage site of Robie House celebrating the architectural vision of Frank Lloyd Wright.

For Music

  1. Kingston Mines

  2. Le Piano

  3. The Hideout

  4. Thalia Hall

  5. Green Mill Jazz Club (1907)

  6. Buddy Guy's 

  7. The Promontory

Places to eat in Chicago

  • Taste Chicago

It is one of the most popular food fests here in the summertime which is a must-visit in the food category. Chicago has multiple food districts like Fulton Market and Restaurant Row on West Loop and Randolph Street respectively.

  • Chicago-style Deep Dish Pizza

With long preparation, time, this world-famous iconic Chicago pizza is impossible to eat alone.

Some iconic pizza houses are:

  • Giordano's,
  • Gino's East,
  • Lou Malnati's, and several more. 
  • Home-brewed Beer

Some most popular brands to check out are Half Acre, Goose Island, and Revolution. 

  • Multi-cultural Food

Chicago brings together multiple food cultures and has a taste from around the world. Chinatown, Little Italy, and Greektown are among the most diverse food clusters here. 

  • For vegetarians

The Chicago Diner is everyone's first preference in Chicago. 

  • Fine-dining

  • Chicago Gourmet annual food fest (September)
  • Stephanie Izard's Girl & the Goat
  • Marisol Museum Cafe
  • Bars

  • Spybar
  • Three Dots and a Das
  • The Darling
  • The Violet Hour
  • Romantic

  • Geja's Café
  • KOVAL Distillery, (1st distillery of Chicago)

Street food in Chicago

Chicago (Hot) Dog

It is among the popular on-the-go a beef hot dog with tonnes of pickles and sauces. Taste it before adding ketchup to it. Gene & Jude's is a local favorite.

Garrett's Popcorns

With crazy flavors, Garrett's mixes come in fancy tin packages great for gifting.

  • Italian Beef Sandwich

The Middle-Eastern food enjoys an upper hand in Chicago. 

  • Johnnies on North Ave and Jay’s Beef are local hits for dipped beef. 
  • Portillo's, Al's Beef, and Freddy's are other favorites. 

Shopping in Chicago

  • The Mag (or Magnificent) Mile (high-end)
  • North Bridge
  • Water Tower
  • Nordstrom or Macy's Dept. Store (locally preferred)
  • Michigan Ave. (Most popular)

Transportation in Chicago

The CTA offers the 2nd largest and convenient transportation facility in the U.S. The elevated and subway metros along with buses offer fairly cheaper transportation. Public transportation is a big hit in Chicago indeed.

Price Range: $10 for 1-day to <$30 for 7-days

Tips:

  • Download the Ventra App.
  • Visitor passes are highly recommended for a stay.
  • Cash can work for single trips. 

Apart from these, a Chicago water taxi is an exciting travel mode while one can choose from bikes to limos as well. 

Weather in Chicago

Lake Michigan offers cool breeze and humidity to the ‘Windy City’.

Summer season: June to September (71-83 F)

Winter season: December to March (22-43 F)

Rainy Season: It almost rains throughout the year in Chicago. Majorly March to October. 

Snowfall: December to March

Best weather:

  • May-June (Spring)
  • September-October (Autumn)

The best period for discounts: January-February

Tip: Chicago winters are the harshest so a winter trip might not be a great idea. 

 

FAQs - Things to Know before booking Serviced Apartments Chicago


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

A1. There are over 150 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 150 serviced apartments in Chicago are rated 4.0 out of 5 based on 150 reviews
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