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Best Places To Stay Chicago

Bonus : Best Hotels Near The Two Chicago Airports

TOP 10 things to do in CHICAGO [Travel Guide]

In case you have a very early or very late flight, a great idea for you could be to book a hotel thats as close to the airport as possible! Chicago has not one, but two international airports OHare International Airport and Midway International Airport.

Below Ill be talking about both of them and Ill give you some hotel options for each of them:

Why The Magic Of Chicago Endures

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I was born in a Chicago winter during a cold snap so brutal that the nurses wouldnt allow my mother to leave the hospital for days and days my grand-mother, visiting from a slightly warmer city, wept that my parents had brought a child into such a viciously cold world. Chicago summers are saturated and brightthe beaches are packed with sunbathers and surfers the tree-lined avenues and grassy parks exhale their humid, green air throughout the city. But Chicago wears winter like a heavy coat: The snow blows deep, the chill lingers, darkness falls early, and the icy wind blowing in off Lake Michigan can give the air a bone-cracking feeling. But spend any time in the city during that dark, dense season and youll see that winter may in fact be when the city is at its warmest: a burst of heat and conversation spilling out onto the sidewalk when a restaurant door opens to let in another party the twinkling glow of hotel lobbies and store windows decked out for Christmas the tidal flow of down-swaddled bodies riding the bus and the el and the Metra, forging communal pathways through the snow and slush.

It is the intersection of the endlessly horizontal prairie and the infinitely upward-reaching skyline. There is no city like this city, no place else so alive, even in darknessnowhere else so extravagantly both tender and rough.

This article appeared in the November 2022 issue of Condé Nast Traveler. here.

Recap Of The Best Places To Stay In Chicago

That about wraps it up for this guide on the best places to stay in Chicago. Whether you choose to base yourself downtown in the Loop, along the Magnificent Mile, or up in Lincoln Park, youre sure to have a great time exploring the Windy City.

Theres so much going on in Chicago that youll likely be planning a return visit before you leave. Go ahead and check out a different neighborhood next time so you can experience different sides of the city.

Ive been going to Chicago for nearly 30 years now and always discover something different when I go. Its one of my favorite cities in the country, and I hope you end up falling in love with it as well!

This is a post written by contributor, Sasha. He is a teacher, writer, and video producer from Detroit, Michigan. He graduated from Michigan State and has since lived in China, Indonesia, Mexico, and Colombia. Sasha and his wife Rachel run Grateful Gypsies, where they write about teaching ESL, digital nomad life, long-term travel, live music, and more.

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Modern Chicago Loft With A Complimentary Garage Spot

Those looking for the best Airbnb rentals in Chicago will definitely want to take a moment with this apartment. Situated in the neighborhood of Avondale, this Airbnb Plus provides you with a central location that has shops and restaurants nearby, as well as easy access to downtown.

The first thing to jump out at you with this Chicago loft will be its clear sense of style. Inside theres plenty of exposed brick and classy, modern decor that makes the space immediately inviting. Since this is a studio apartment, couples and solo travelers will find themselves best suited to staying here. Theres plenty of comfort offered here thanks to the queen bed with memory foam mattress, while the studio makes the most of its space with a nice lounge area and even a little study space.

Guests wanting to prepare their own meals will be pleased with the apartments full kitchen, complete with a gas oven and stove, dishwasher, and coffee maker. Other modern amenities include Wi-Fi, heating, and air-conditioning, and the option for self check-in. Finally, guests also have access to a little balcony and free on-site parking.

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Theres one travel insurance provider The Broke Backpacker trusts for all his wildest shenanigans World Nomads!

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Best Apartments In Chicago

If youre the type of traveler that prefers some comfort during their travels, I know how you feel, as Im exactly the same! This is why, at times, booking an apartment instead of a hotel might be one of the best choices that you can make!

Luckily for you, there are plenty of Airbnb options in Chicago for all tastes and budgets! Below you can find my selection with some of the best apartments I could find, all of them in the city center:

Freehand Fun And Funky Reasonably Priced Chicago Accommodation Housed In A Historic 1927 Building

Based in Chicagos trendy River North neighborhood, Freehand Chicago is nearby central amenities and within easy access to all areas of the city.

The hotel is set inside a refurbished 1920s art deco building and among Chicagos numerous Downtown skyscrapers and high-rises. Theres a stylish, relaxed vibe with modern touches to give extra color and warmth.

Tastefully decorated communal spaces and rooms of different sizes give tribute to Americas midwest heritage. An award-winning cocktail bar called Broken Shaker is well-worth visiting for exotic cocktails, light bites, and plenty of fun and games.

A fitness center, cheap parking, and a coffee bar are some additional popular amenities.

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Luxury Hotels In Edison Park

Make the most of your vacation by spending a couple of nights in these luxurious spots on where to stay in any of these Chicago accommodations:

Address: 10000 W OHare Ave, Chicago, IL 60666, United States

OHare International Airport is just a short walk away from this hotel, which features an interior walkway to domestic terminals and a Blue Line train station, making it convenient to get to downtown Chicago. The place is 12 minutes away from Edison Park. The hotel has three restaurants, as well as free WiFi in the lobby for guests to use.

Address: 5500 N River Rd, Rosemont, IL 60018, United States

Its just a few minutes from Edison Park, the OHare International Airport, and the Donald E. Stephens Convention Center and offers free 24-hour airport shuttles, free made-to-order breakfast, and a free evening reception with complimentary refreshments at this Rosemont all-suites hotel.

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Safest Places To Stay When Visiting Chicago

TOP 10 best places to visit in CHICAGO

Of course, when you come to Chicago as a tourist you have to inquire well about the best and safest places you could stay while visiting. Therefore, we will present some of the neighborhoods in Chicago that are considered safe but also comfortable when you visit this city.

1. Hyde Park

For some people, this is the most beautiful place in the entire city. Hyde Park is located in the south very near the lake. It is a huge notable community, with so many historic locations. This place hosted many significant people and celebrities such as former President of the US Barack Obama, but also other famous people like Clarence Darrow, or Muhammad Ali. This neighborhood is very interesting for all types of tourists and explorers. When you have already decided to visit this part of Chicago inquire in detail about the hotels and places to stay.

As suggested by CoolThingsChicago, you should make a list of your priorities when it comes to city tours. Accordingly, you can find an adequate place or hotel where you will stay. If you come to this part of the city, dont forget to visit all the interesting places including a visit to a 57th St Beach. You can also enjoy fascinating book shops, incredible galleries, street-food, etc.

2. Lincoln Park

3. Magnificent Mile

4. The Loop

5. River North

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Where To Stay Around Wicker Park

  • Luxury: Wicker Park Inn. This bed and breakfast includes rooms featuring luxury bedding, a cable TV and a hairdryer. A complimentary daily breakfast is offered and theres a shared kitchen if needed. The staff is friendly and the place is clean. The breakfast is excellent!
  • Mid-range: The Robey. It has everything you need for a comfortable and convenient stay! Theres an on-site bar and cafe, and also a rooftop lounge in the summer. The location is perfect, the staff is awesome and the breakfast is great!
  • Budget: Hyatt Place Chicago Wicker Park. This Hyatt hotel doesnt disappoint! It features a fitness center, a business center, a restaurant, a bar and a shared lounge. Theres also a sun terrace! The beds are comfortable and the rooms are clean.

Accommodation Options In The Loop

BudgetHI Chicago Hostel: If youre traveling on a budget but still want to stay downtown, this is the place for you. Relax in the comfortable lounge or meet fellow travelers over a game of pool or ping pong in between all the sightseeing.

Mid-RangeCongress Plaza: Its hard to top the location of this hotel, just steps away from the scenic Buckingham Fountain in Grant Park. Its actually not much more expensive to get a room here than the hostel if you prefer a more private option for your Chicago accommodations.

LuxuryAlegra Royal Sonesta: This stylish Art Deco hotel in the Loop has well-appointed rooms. After a big day of exploring, you can enjoy dinner in a classy Italian restaurant and drinks at the retro bar.

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Where To Stay In Chicago For The Marathon The Loop

Short answer: The Loop is the best place to stay for the Chicago Marathon. Now let me explain.

The Chicago Marathon is a cultural phenomenon that converts the city into a beautiful lively mess every October.

If you are participating, supporting a runner or you just want to be a part of the action, you need to figure out your accommodation arrangements early enough.

The best place to stay during this time would be as close to the finish line as possible. In this case, you want to find places near Grant Park which include The Loop and its environs.

It might be a little expensive but it is worth it for this experience.

In addition to the fun memories, you get to try out some of Chicagos great restaurants and eateries.

Burger Bar Chicago stands out as it allows you to customize your own burger. They also have a wide variety of craft beers and cocktails as well as mocktails and milkshakes for the teetotalers.

Are you craving ribs? Are you craving shrimp cocktails? Cant choose?

You dont have to. Remingtons Restaurant is both a steakhouse and seafood restaurant and has some of the best dish combinations in The Loop area.

Suggested accommodations in this area:

Why You Should Visit Chicago

Why St. Patrick

Few cities are as emblematic of the Midwest as Chicago. Between its towering skyscrapers and stunning views of Lake Michigan, Chi-town will amaze you with its architecture and culture.

There is always something to do between the vibrant food scene, the nightlife, art galleries, and the many micro-breweries that operate in Chicago.

With more than 230,000 businesses, the city is also a popular destination for business travelers. Between the House of Blues and the Concord Music Hall, Chicago is a top destination for concerts.

Wrigley Field and the Wintrust Arena are only a few of the venues for sporting events, and the city hosts several exciting festivals, including Lollapalooza, the Northalsted Market Days, and the Ribfest.

Whatever your reason for visiting Chicago, theres an option for every style and budget. Heres a list of the best hotels Chicago has to offer.

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Chicago Loop Best Area To Stay In Chicago For First

Chicago Loop is the most central part of the city, also known as the downtown area. This is where you will find the vast majority of the iconic skyscrapers, the lush Millennium Park which houses the Buckingham Fountain, museums, the Theater District, and the Chicago Riverwalk.

If this is your first time visiting the Windy City then you might find that The Loop is the best location to stay in Chicago. Also, if you want to stay at one of the most amazing hotels in Chicago with the best views, this is one of the best places to do it!

As the central hub for both tourism and commerce, The Loop is blessed with excellent amenities, restaurants, and transport connections. That means you can easily navigate your way around the major tourist landmarks on foot or using public transport.

If it is your first time then you probably wont even stray too far from the central area. Alongside Streeterville, the Chicago Loop is one of the best areas to stay in Chicago for photographers eager to capture the iconic skyline.

Pros and cons of staying in Chicago Loop


  • Puts you in the heart of the city close to all the major tourist spots.
  • Excellent public transport when needed but the immediate vicinity is walkable for the most part.


  • Limited choice in terms of independent guest houses: most of the hotels are major international chains.
  • As the tourist center of the city, you will find that restaurants and hotels are more expensive.

Best places to stay in Chicago Loop

Dont Forget Travel Insurance For Chicago

Having good travel insurance for when things dont turn out as planned is a lifesaver. Better safe than sorry.

Its good to get lost sometimes, but its also good not to get too lost. There are people that want you home in one piece.

Theres one travel insurance provider The Broke Backpacker trusts for all his wildest shenanigans World Nomads!

And then let the shenanigans begin.

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Stylish Studio In The Heart Of Logan Square

Top Ten Best Places to Visit in Chicago Illinois

This beautiful studio apartment is located right in the heart of the hip Logan Square neighborhood. With a bedroom nook and tons of extra sleeping space, this cozy Chicago Airbnb can sleep up to six guests. Its perfect for couples wanting a romantic getaway or small families looking to be right in the heart of the action!

The thoughtful owners have put love and care into every detail of this Airbnb. Youll find cool amenities all around the studio including a record player with a selection of vinyl, original artwork, and tons of plants. The hardwood floors, picture-perfect vaulted ceilings, and modern décor all work to give this vacation home its unique character.

You can have a movie night in the homey living room, catch up on some reading on the comfy futon, or get some work done at the designated workspace. The kitchen is surprisingly spacious and has everything you need to cook at home. Enjoy your meals and morning coffee in the sun-drenched breakfast nook.

If you feel like going out, all of Logan Squares best restaurants, shops, and cafes are a short stroll away. Be sure to brunch at local favorite Lula Café and grab a beer at the ultra-popular Revolution Brewing!

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The Robey A Hip Trendy And Very Insta

The exceptionally rated Robey Hotel is very trendy and swish! This iconic and upmarket Art Deco building is set in the heart of Chicagos hippest neighborhood. You only need to step outside the main entrance to be deep into the streets of Wicker Park and Bucktown, the creative hub of the city.

Discover unsigned bands, boho chic, and vegan eateries on every corner if you can pull yourself away from the modern cool vibe of this hip Chicago abode.

Triangular suites with plenty of tech, sleek wooden floors, custom furniture, and luxe linens offer extensive views out across the city, whilst the fab rooftop terrace with its very own pool and Cabana Club cocktail bar means you can still feel tropical even here in the windy city.

Cable TV, free WiFi, and light and airy contemporary rooms come as standard in this uber-chic and very cool Chicago hotel. Wonderful!

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