Chicago Sex Guide – Places, Sites, Hotels, Tips

Chicago is the 3rd most populous and 2nd most visited city in the United States (wikipedia), so it makes sense that it is also one of the leaders for Chicago hookups. 


Many locals agree with Bai Ling, a famous actress.

“Sex is the best high. It’s better than any drug. I want to die making love because it feels so good.” 

Local search

Chicago is a vibrant city known for its active city life and shopping in big stores where you’ll find a million singles visiting them. Moreover, the city is notable for its many beaches located along Lake Michigan. This way you will find new friends there and have a good time with them. 

Our detailed review will tell everything to everyone interested in finding like-minded people for extramarital affairs and long-term relationships. You’ll get to know the best hookup apps and sites for fun and more. 

Our best hookup Chicago sex guide highlights the best hotels to take your sexiest girlfriends to and Chicago pickup bars with a dance floor. In addition, you will find out what kinds of girls are found in Chicago and the best places for public sex. Avoid the wrong places to get laid with a perfect match!

💕Overall Chicago dating scene score58 out of 100
💖Singles in Chicago52% of men59% of women
💘Ready for the next step after 3 minutes of the first date39% of men59% of women
💝Dates that end in “fuckbuddyhood”29%

What Are The Best Sites For Chicago Hookups in Summer 2023?

BeNaughtyBest forFinding hookups quickly
MilfFinderBest forFlirting with MILFs
SwipeSexBest forLooking for new sex partners every day
UberHornyBest forEnjoying diverse features while finding hookups
AdultFriendFinderBest forSexting, off

Lonely women often look for Chicago casual encounters using specialized adult apps. Here are the top 5 sex hooking platforms with the highest ratings and are popular with Chicago’s sexy singles.


  • 9.5

The BeNaughty platform allows you a very quick and easy registration. In addition to the email address that needs to be verified, you only have to select a password and enter your age. In addition, you can specify your gender and select which gender the users who are suggested to you should have. You will automatically get a username, but you can change it as you wish via the profile settings. After verification, you will be asked to upload a profile picture. This is required to continue. You can fill out your profile directly as you wish or do so at a later date. 

BeNaughty shines with a large number of members. The women’s quota here is about 20 percent higher than the men’s quota. This is very gratifying, especially for men. No matter what time you are online, you will receive the first messages shortly after registration. Since you only need your email address to register, the number of fake users here is, unfortunately, relatively large. 


  • 9.9

MilfFinder is an online dating platform that caters to individuals interested in connecting with older women, commonly known as MILFs.

The site has a straightforward and user-friendly interface, making it easy for users to navigate the site. The registration process is quick and hassle-free, making it easy for users to create a profile within minutes and start exploring potential matches. It won’t take you more than five minutes to register.

The site offers various features to enhance the user experience. Users can search for MILFs based on specific criteria such as age, location, and interests. Search filters are convenient. There are also several communication options, including messaging, video chats, etc. 


  • 9.8

This platform provides a range of features to enhance the user experience. Users can browse through profiles, indicating their interest by swiping right or dismissing profiles with a left swipe. The mutual match feature allows users to connect with those who have shown interest in them. Additionally, SwipeSex offers private messaging and video chat options, enabling users to engage in more intimate conversations and interactions.

The user base on SwipeSex consists of individuals seeking casual encounters and adult-oriented experiences. The platform caters to diverse preferences and interests, allowing users to find like-minded individuals with ease. It’s important to note that the site is designed for adult-oriented interactions and may not be suitable for those seeking serious relationships or long-term commitments. So, casual hookups – yes, but it is better to choose another service for serious relationships.

SwipeSex prioritizes user safety and privacy. The platform employs security measures to protect personal information and ensures a safe environment for users to explore their desires. Users have control over the visibility of their profiles and can choose to remain anonymous if desired.


  • 9.9

UberHorny is indeed one of the best options for finding hookups online. It was founded in 2003 and now gives a three-month guarantee of finding a hookup, which means you are guaranteed to find a person to enjoy quick sex with within a maximum of three months. 

There are lots of interesting features, including Trending Now, Premium Live Cams, etc. There is also a convenient advanced search, which makes it possible to find compatible partners really quickly. 


  • 9.9

AdultFriendFinder is one of the best dating apps in Chicago. It was launched over 25 years ago in 1996 and remained one of Chicago’s most popular hookup sites. AdultFriendFinder has a large audience (over 109 million users), so finding hot girlfriends always leads to the sex you want. In addition, registration and basic features are free. So if you’re Looking for sex in Chicago, then AdultFriendFinder is a great choice.

Obvious Facts & Recommendations About Real Chicago Hookups 

Check out some reliable facts about Chicago hookups to avoid misunderstandings before you find casual sex with local babes. Now Chicago hookup is gaining momentum when it comes to the search for casual sex. Girls for a Chicago hookup have been waiting for tourists like you while also using casual sex sites. Here are some obvious facts about the Chicago Hookup:

  • It is easier to get to Chicago to find a night stand by plane by booking a flight in advance. You can also come by bus or by car. For independent travelers looking for Chicago girls and those who are going to drive from New York or Washington, we advise you how to pre-book a car at New York Airport to find a real night stand with locals babes there;
  • When visiting Chicago consider the accommodation prices there. They are actually higher than in other US metropolitan areas. Most guys from abroad are offered many quality apartments and apartments in the city. Accordingly, the cost of products and services is significantly lower than in the capital of Washington, which is acceptable for casual relationships. However, parking for cars in the city is expensive, so it will be cheaper for tourists to use public transport which is well-developed in Chicago. One way or another, you’ll still pick up the hottest Chicago singles in the City!
  • There are two airports in Chicago for getting sexy hookups with Chicago singles: 
  1. O’Hare International Airport is one of the largest and busiest in the world. It is located outside the city limits to the west of the city and annually serves about 70 million passengers so is very practical for finding hookups locally, thus making a quick one night stand; 
  2. Midway International Airport is located in the southwestern part of the city of Chicago, 13 km from the center. About 25 million passengers use it every year, including single men who are interested in finding hookups in Chicago. 

Helpful Hint: If you need to fly out of Chicago after completing your one night stand with local girls, the cheapest way to get to O’Hare International Airport is by subway.

What Are The Easiest Places for Sex In Chicago?

Thomas Szasz, a reputable American psychiatrist, says:

“Sex is a body-contact sport. It is safe to watch but more fun to play.” 

So, let’s reveal where to find sex in Chicago once you are there. It is a city of wind and skyscrapers. It stuns with its unique atmosphere of freedom. The history of the City tells us about some exciting events and tragedies, its unique architecture and its cosmopolitan local culture. The city’s parks and botanical gardens are among the world’s best places to hook up Chicago chicks and fellows. Here are the top places where it is easiest to find sexy girlfriends ready for sex fun.

where to find sex in Chicago

Grant Park

It is called the “front yard” of the city and the best space for mature dating Chicago. This 129-hectare green space on the shores of Lake Michigan is a favorite spot for local singles to walk and relax. It is especially good there in the summer because there is a big gastronomic festival called “Taste of Chicago”. You can also enjoy important music events, including hip hop performances such as Lollapalooza and Blues Fest. In the fall, Grant Park becomes the site for the Bank of America marathon. In addition, many popular city attractions are located on its territory. Therefore, Grant Park has rightfully included in the top places for hookups Chicago and have fun with them.

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Millennium Park

It is one of the most beautiful hookup spots for casual encounters in Chicago and urban parks worldwide. Designed to symbolize the beginning of the 21st century, it has become a highly sought-after attraction. It has won over 30 prestigious urban planning awards. On an area of 10 hectares, there are many unusual installations and sculptures. Futuristic BP Footbridge and the Jay Pritzker Pavilion are the most significant architectural landmarks of the City. Symphony orchestra concerts are often held there, and the charming beauty of park landscapes amazes foreign singles who are ready for fun! This park is visited daily by thousands of lonely beauties ready for sexual intercourse and other perversions. Therefore, Millennium Park is also deservedly included in the best Chicago hookup spots list.

Chicago Hookups

Lincoln Park

Chicago hookup culture and parks are inextricably linked. Opened in 1868, Lincoln Park stretches 11 km along the beautiful shores of Lake Michigan. According to statistics, the park, named after Abraham Lincoln, is one of the most visited places in the United States (millions of visitors a year) and one of the best places to get laid in Chicago. Naturally, therefore, you can easily find a sex partner here.

Fountain Crown

The authorship of this unique masterpiece belongs to Jaume Plensa, a Spanish artist. The Crown Fountain has been installed in Millennium Park and named after the family that sponsored the construction of this wonderful place. The fountain is a kind of pool made of black granite with two block towers erected at opposite ends.

On their surface, with the help of LEDs, digital video is broadcast. Hot horny females in Chicago splash with pleasure on hot days in the fountain’s bowl. If you want to keep them company, then head to Fountain Crown.

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How to Hookup Girls in Chicago Online?

Each user of Chicago dating apps has their own goal. Your goal is to interest the girl and invite her to a sex date. Therefore, all communication with her should be aimed precisely at this. Here are a few types to help you hook up with girls in Chicago online.

Girls love it very much when men comment on photos and leave pleasant compliments on free Chicago dating sites. But, at the same time, praise should be sincere and reflect reality.

Write a girl you like an original welcome message. From the first words in the correspondence, it is important to intrigue and interest the girl. The first messages can be successful due to a sense of humor and creativity. Still, then you cannot do without well-read and mental originality. Tell her that it will be pleasant not only to communicate with you but also to spend time, date then sex Chicago.

When the first stage has been successfully passed, and the thought of how to interest a girl online no longer bothers you, it is important to develop the relationship in a timely manner. As soon as the girl reciprocates, invite her to meet because real sex Chicago hookups are loved by both guys and horny girls.

What Are the Best Public Fucking Areas in Chicago? 

Many public places in the city are great fucking places. So, you will easily find the right gateway to a Chicago casual encounter. Here are the top 5 recommendations for dating spots in Chicago that will appeal to fans of this extreme hobby.

Time Out Market

A unique space in the heart of Historic Fulton Market for gourmet food and fun. Collected here are the best flavors of the city recommended by Time Out magazine. On an area of 4645 m² (three floors), there are 18 restaurants, a demonstration kitchen, an entertainment area, and the best hookup bars Chicago. One of them is an important part of the rooftop terrace, where there are dizzying views and, at the same time, a place for juicy fucking.


Pedway is an unusual place to meet local women. Pedway is an extensive network of underground tunnels in the city center of Chicago. For local residents, this is a great way to shorten the path, thereby avoiding weather troubles. For lovers of wild sex in public places, this mysterious maze spans 40 city blocks and connects about 50 buildings. Some tunnels look very boring, while others are chic works of art. Everyone will find the tunnel that suits him best for sex with local women!


Hookup Girls in Chicago

This is an amazing pedestrian area that shows everyone its magnificent views of the river bank. Riverwalk is a place where most locals, especially any local woman, go for a run or walk every day. Funs of public sex often set up sexual real dates on this date spot. Moreover, Riverwalk is a famous sex club and the best hookup bar Chicago for its delicious food at the coastal restaurants and various outdoor exhibitions and installations. Riverwalk is a great alternative to any local dance club indeed.

North Avenue Beach

North Avenue Beach is located in Lincoln Park and is considered the city’s best. There is a bar, a cafe, and places for renting boats, sports equipment, and bicycles on its territory. In a large beach house, sex lovers in extreme conditions will find showers, lounges, and the beach itself.

sex Chicago

Oak Street Beach

Oak Street Beach is a famous sex beach in the city of Chicago. Oak Street Beach is located near the Magnificent Mile. There you will see an excellent view of the local cityscapes as well as the charming Lake Michigan. Oak Street Beach is a well-established dating spot. There you will find a bar to your taste as well as a cozy cafe, toilets and other sex havens for perverts.

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What Are the Best Sex Hotels in Chicago? 

Once you’ve met online, it’s time to find a cozy nest to savor each other. Here is a list of the 5 most popular Chicago hotels that are used by lovers of sex and other perversions:

What Types of Girls Are Prevalent in Chicago?

Most of the Chicago girls looking for casual sex are white American women, most of whom are non-Hispanic. There are also plenty of black cuties in Chicago, and about the same number of Hispanics, which is statistically about 30%. Asian horny women in Chicago make up about 5%, so it’s safe to say it is a racially rich city. Therefore, everyone will find sex in Chicago.

Moving From NEW YORK to CHICAGO | Apartment Hunting, Dating Scene, Making Friends + More!


Whether you seek romantic adventures online or in the best hookup bars in Chicago, you’ll be happy with the outcome. A city is a wonderful place for dating. Easy-going singles walking in Wicker Park, hanging out in the local nightclubs, or using dating apps are willing to relax and have a good time with the right person nearby. While meeting women and men in Chicago streets, you will note their openness, friendliness, and readiness for exciting romances. 


Where Do Single Guys Go in Chicago?

While visiting Chicago for business or pleasure, you should consider the best spots where Chicago singles like spending time. After that, it is about hookup bars like The Hangge-Uppe, El Hefe, and dozens of other venues for casual encounters Chicago. Of course, the Al Capone bar is the popular place where most guys seek sexy hookups. Besides, you’ll make new friends and find sexy folks while walking down Western Ave. Are you into finding hookups in the daylight? Then, go to Kingsbury St Cafe, a breakfast and lunch spot.

Is There Any Site for Hookups?

There are Chicago dating sites on the Web. However, only meeting singles on legit platforms with genuine profiles yield results. Thus, the best hookup services rated in the review do their job when providing plenty of chances to find a perfect match within a day and savor no-strings-attached meetups with straight, gay, and other singles.

What Is a Chicago Hookup, and How Does It Differ From Other Types of Casual Encounters?

Adult personals Chicago are unique due to the specific atmosphere that prevails in the city. First, location matters. Locals always stay within their neighborhoods but prefer to set dates within their areas. Ethnicity still plays a role since Chicago districts are racially segregated. Interestingly, locals are seasonal daters, starting romances in February mostly.

How Do You Go About Finding a Hookup in Chicago, and What Common Strategies Do People Use to Connect With Potential Partners?

If you visit hookup bars Chicago, traditional pick-up lines work. Still, going on boating outings is a great idea if you want adventures. And, of course, party folks have more chances to have sex tonight in Chicago Illinois. No matter how you look and who you know. Chicago is not about status but laid-back entertainment.

How Does Online Dating Fit Into the Picture of Finding a Chicago Hookup, and What Are Some Key Things to Keep In Mind When Using Dating Apps or Websites?

Chicago hookup bars don’t always work. A million singles consider the wrong places and prefer a decent hookup site. However, to be lucky, you should choose the service with the right community. That’s why it will be great if you choose one of the rated platforms to get closer to your partner in a virtual private room or enjoy a video chat before a real date.