No Strings Sex in Chicago: The Casual Encounters Guide

Chicago is a big and vibrant city where you easily enjoy a great night out.

However, when you are specifically looking for a hook up, with hundreds of bars and clubs to choose from so, where should you go looking for a casual encounter?

We’ve put together a guide for those seeking no strings sex and casual encounters in Chicago; a follow on from our Best Pickup Bars piece. Below you will find a selection of the top venues for meeting women. We cannot guarantee that going to these places will get you laid…obviously, but they are known for just the right kind of atmosphere…

Offline Choices: Chicago’s Best NSA Hookup Options

Before we get stuck in to the best pickup bars and clubs for singles, let’s address the immediately obvious…

If you want to guarantee getting laid, there are much better ways than heading downtown in a quest to hook up with strangers.

Sure, you might get lucky. But you might not.

Two websites we can recommend that take the sting out of finding NSA fun include:

Adult Friend Finder
>> Visit AFF

Obviously, right?

We assume you’ve heard of this site already. It’s the world’s largest NSA database of women seeking hookups, affairs, casual sex, or the occasional fuck buddy arrangement.

None of these sites are perfect.

AFF, like all hookup sites, is dominated by men seeking women rather than women seeking men. And it does have a lot of escorts scouring for clients.

But there is no denying that AFF is the premier hookup site in the Midwest for sheer numbers of available women. There are hundreds of options, and plenty of ‘hidden gems’.

>> Visit WellHello

Our second choice for making hookups easier… you may not have heard of WellHello, but it’s rapidly becoming one of the go-to apps for casual sex and no strings fun in the Midwest.

That’s partly because it has been designed from the ground up to be compatible with smartphones, and it comes with a hugely popular app that attracts large numbers of both women and men.

The friendly branding helps to lure in women who might not otherwise be down for submitting to their details to sites along the lines of ‘Let’s Bang’, ‘Fuckbook’, and so on.

This site has a rapidly growing database of Chicago hookups with a slightly younger demographic than you will find on AFF. Give it a free road test and see what you think.

OK, shortcut options out of the way.

Let’s take a look at some of Chi-Town’s best hookup spots.

Chicago’s Bars and Clubs

Our guide to NSA fun and casual encounters at Chicago's best night spots.

Our guide to NSA fun at Chicago’s best night spots.

When it comes to casual encounters in Chicago…

We have it on good authority, judging by feedback and reviews, that these five venues will not disappoint:

Please note though: just because YOU are looking to hook up, doesn’t mean all the other guests are. These venues are for a great night out, not just for hooking up.

Slippery Slope

2357 N. Milwaukee Ave, Chicago, Illinois 60657

Open 9pm to 2am (3am on Saturdays), seven days per week it is party night all the time at this bar in Logan Square, Chicago. Slippery slope has a reputation for a pulsing atmosphere and offers a lively dancefloor with a range of themed parties, live music and entertainment. They serve designer beers, cocktails and more besides. The place is already crowded and the ambience is all about having fun. The red lights on the dancefloor give it a sexy feel and there are always plenty of singles looking for a hook-up.

Town Hall Pub

3340 N. Halstead Street, Chicago, Illinois 60647

With an open mike comedy night, live bands and old-school jukebox the Town Hall Pub might not seem like a classic hook up venue but the place has a relaxed and unassuming atmosphere that makes it easy to scope out a third wheeler.

It’s low key and usually quite busy so gives you the ideal vantage point from the bar to check out the singles scene. The mood is upbeat but chilled and the low-level lighting all serve to give this bar the perfect ambience. They serve some great beer and cocktails and is open from 6pm to 2am, Sunday to Thursday, 3pm to 2am on Fridays and 3pm to 3am on Saturdays.


954 W. Belmont Ave, Chicago, Illinois 60657

Though you might be tempted, by the looks of the clientele, to think that Chicago is a gay bar… it is far from this. Well-attended by many single ladies and guys alike, anything goes at the Chicago making it one of the most popular places for a hook-up.

Liberal minded, the ladies who frequent the Chicago are usually young, fit and interested in having fun. It is a high energy club which often has themed events running so do check the website in advance. They have live acts, hot DJ’s and high-energy music.

Things can get lively, particularly after midnight and, opening until 4am (5am on Saturday), the atmosphere is welcoming and energetic.

The Irish Oak

3511 N. Clark Street, Chicago, Illinois 60657

You might think this steer is a bum one when you first step in but there are plenty of women who describe this bar as the ultimate hook-up spot, particularly during matches. The bar can get quite rowdy and there is a certain type of girl who is drawn to her men being men and hooking up can be as straight forward as having a good night out, watching sport and having a few beers. It’s quite close to the Wrigley Field, home of the Cubs, so match days can get busy.

Danny’s Tavern

1951 W Dickens Ave, Chicago, IL 6061

With a distinctly college house party vibe, Danny’s Tavern is steeped with the nostalgia that will take you back to the days when hook-ups were an inevitable part of a night out.

It is usually thronging with hipsters packing the dance floor. Music ranges from hip hop to eighties retro and even samba.

The place feels like an apartment that conveniently has a bar in it as well as dark corners to hit it off with someone.

Chicago’s Best No Strings Sex Websites

As ever there are plenty of places to hit up online so you can hook-up with someone for a casual encounter in the Windy City.

Most of the websites below are free to search though some will require membership. The added benefit of a paid membership site is, of course, safety for both parties. You are less likely to turn up to meet an escort or someone who is nothing like their profile picture if you use a membership vetted service.

Likewise, she will be more comfortable meeting you and therefore less likely to be a no-show.

Craigslist Chicago

Craigslist is now synonymous with getting a hook-up and the search for the Chicago area returns over 2500 entries. Guaranteed that not all of these will be genuine posts you need to exercise caution trying to weed out those women who are simply offering an ‘escort service’ as well as the spam entries.

However, there are still a few W4M that may be worth following up.

The Chicago Casual Encounter portal on Craigslist is certainly one of the most active communities for those looking to enjoy a little NSA fun.

Online Booty Call

This website offers free membership but functionality is limited until you pay for your subscription.

Ostensibly it offers a paid dating service where members can hook up with each other for a casual hook up. The site has plenty of women who are not looking for a relationship but do want a booty call.

Backpage Chicago

Backpage Chicago, similar to Craigslist, has hundreds of ads posted by singles.

You can choose between the dating section, where you might find a few women who are willing to hook up for more than dinner. Or the adult section, which is a free-for-all of no strings sex and various adult services.

No Strings Apps 101

Tinder is always a backup option, and many guys in Chicago still report some success in using this app to get in contact with women who are looking for a casual hook up.

Chances are, by the time you read this, Tinder will be seen as a prehistoric app of years gone by.

The truth is, there are dozens of dating/networking apps that can be used to hookup. Simply go to the app store and see what is trending in your city.

Have you hooked up in Chicago recently? Where did you go, and what was the vibe?

Let us know your suggestions below.