Best Places To Meet Transgenders In Chicago In 2024

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The best places to meet transgenders in Chicago will usually be at certain bars or nightclubs that have drag shows or other related events going on, just like they are in most cities in America these days. You probably have already noticed that you don’t see too many local ts out and about in your day to day life, but we bet you probably see more than you used to.

When it comes to trying to meet up with Chicago trans women the bars near you we are about to list will be your best option currently, even if they may not be exactly what you are hoping for. We only say that last part because these are usually just going to be LGBTQ bars or clubs, not bars full of ts and the people who are looking to meet them.

You have to remember that transgenders only make up a small percent of the population so this is going to take some time and patience on your part. On the other hand we will also be filling you in on the best t4m dating site on the planet which works great when trying to meet trans in your area.

Starting things off will be a list of the best ts bars to try to meet some at before we also cover the t4m online dating scene in town and share a few links and resources that may help you and some of the ts-girls who have found this post. And because we get a lot of searches for some more adult topics like trans strip clubs, escorts, brothels, and ladyboy massage spas we will even be sharing some brief health and safety tips for dealing with any of the above if we won’t be discussing any specific locations or info on how to find them.

Plus there will be a ts bar map to help you figure out which venue is closest to you right now. By the way, whether you got here by searching for Chicago transsexuals, ladyboys, shemales, ts-girls, or any other slang those are all referring to the same type of people and since most prefer to be referred to as trans or transgenders we will respect their wishes and generally use that terminology.

Best Trans Bars In Chicago

Here is a recently updated list of the best Chicago trans bars and nightclubs:

  • Baton Show Lounge – 4713 N Broadway
  • Kit Kat Lounge – 3700 N Halsted St
  • Roscoe’s – 3356 N Halsted St
  • Berlin Nightclub – 954 W Belmont Ave
  • Hydrate – 3458 N Halsted St
  • Big Chicks – 5024 N Sheridan Rd
  • Scarlet Bar – 3320 N Halsted St
  • TC’s Too – 9906 Illinois 7, Oak Lawn

Hopefully that local trans bar map will make things a little easier on you. We always like to throw in the disclaimer that the above are mostly LGBTQ bars and nightclubs, or other venues that have drag shows. While you do have more options than you would have a decade ago don’t expect these to be pick up bars full of trans women and the guys who want to pick them up.

You might be able to meet a drag queen performer, there could be some other ts in the crowd enjoying the night, or you might end up not finding anyone new to talk to and if that is the case the upcoming online dating section will be your best chance to make anything happen soon.

Many of the above are located in the LGBTQ area of Boystown in Northalsted which is just a few blocks East of Wrigley Field. At any given time there could be some other parties or events going on in that part of town that might bring ts out so keep your eyes peeled.

For a few more cool cities with lots of trans bars try Nashville, St Louis, Milwaukee and Madison. But now we want to dive into those bars a bit more.

Baton Show Lounge

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Having opened all the way back in 1969 Baton Show Lounge is open Monday through Thursday from 5pm to midnight, Friday and Saturday from 6:30pm to 2am, and Sunday from both 11am to 3pm and 6pm to 2am.

They have drag shows in the Show Lounge Friday through Sunday at 7:30pm, 9:30pm, and 11:30pm while there are more shows and related trans events Tuesday through Thursday from 7pm to 11pm. They even have a popular Sunday Drag Brunch with seatings at 11am and 1pm. Feel free to look through the:

Kit Kat Lounge

At Kit Kat Lounge you can enjoy 20 minute drag shows that take place every night from 6pm to midnight. This fun bar to meet trans opened back in 2000 and also has other events like their Pop Bingo on Wednesday nights at 7pm that also involves trivia.

Kit Kat is closed on Monday but is open from 5pm to 2am Tuesday through Friday and from 10:30am on Saturday and Sunday when they have the Divalicious Brunch with seatings usually taking place at 10:30am, 1pm, and 3:15 pm.

You can also check out their Sunday night drag shows that come with a 2 course dinner and bottomless drinks starting at 6pm and 8pm. To learn more about this ts bar check out the:

Roscoe’s Tavern

Having opened on April Fool’s Day in 1987 you can currently visit Roscoe’s Tavern from 3pm to 2am on weekdays, noon to 3am on Saturday, and noon to 2am Sunday. Roscoe’s is a great place to catch RuPaul’s Drag Race viewing parties plus they have a drag brunch on Saturday, other events like bingo, and they even have transgender Meet & Greets from time to time.

Here are a bunch of links to learn more:

Berlin Nightclub

Go party at Berlin Nightclub Wednesday through Friday 10pm to 4am and until 5am on Saturday and they have been doing their thing for the past four decades. They were voted the best venue to see drag in Chicago in 2021 and this ts bar has shows every Saturday plus plenty of other events throughout the week.


The Draglicious Drag Review on Saturday nights at Hydrate is legendary and Monday nights would be another good time for you to visit. Hydrate is closed on Tuesday and Wednesday but you can try to meet some sexy ts in your area if you head over from 8pm to 2am on Monday, 8pm to 4am on Thursday and Friday, from 8pm to 5am on Saturday, and 2pm to 4am Sunday. To learn more look through these links:

Big Chicks

There might be some good chances to find trans at Big Chicks Monday through Friday from 4pm to 2am or on Saturday and Sunday from 9am to 2pm. Like many others on the list Big Chicks is known to get a nice crowd during Ru Paul’s Drag Race, but be warned it is a cash only bar.


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Many of the staff at Scarlet’s are the drag performers themselves so you can be pretty sure that if you show up there will be at least a few ts near you, even if they are working. Scarlet is open from 8pm to 2am Thursday through Saturday and from 2pm to 2am on Sunday.

They offer $1 well drinks from 8pm to 8:30pm Thursday through Saturday and from 3pm to 3:30pm and 7:30pm to 8pm on Sunday to save you a little money.

TC’s Too

And our last Chicago area trans bar to mention is TC’s Too over in Oak Lawn which is open from noon to 2am every day.

Local T4M Online Dating

If you want to meet trans in your area of Chicago online use MyTransgenderDate which has been in business since 2013 and currently is the biggest and best trans dating site on the planet with over 125,000 users worldwide.

While society is becoming more open minded by the day not every guy wants to go out and party in the local ts bar scene. Some might be worried that friends or family might somehow see them there or maybe you bump into some co-workers that could lead to problems at the work place.

Plenty of others might just not like the pick up bar and nightclub scene and would prefer to meet people online no matter if they are transsexuals, girls, or guys. That is very common these days, most relationships start through some form of online dating.

Well MyTransgenderDate will be the easiest way for you to contact a lot of Chicago transgenders in a very short amount of time. Even in some fertile hunting grounds like the top ts bars near you it isn’t likely that you are going to meet more than a handful of trans on a given night, heck even that is pushing it.

But the speed that t4m online dating offers will help you to contact hundreds in a matter of hours. Then you can chat with them, maybe have a video call, and when you find the one you like you can go ahead and meet up.

No matter if you are looking for serious ts dating, a life partner, or just casual dating and hooking up there will probably be someone for you on MyTransgenderDate. Even better, the site is run by a group of trans women and they put a ton of effort into keeping it a safe space for the entire community.

If you are looking for the best places to meet trans in your area the answers are the bars and nightclubs we just listed and this site, hopefully you can make the most of them.

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TS Strip Clubs, Escorts & Sex Massage

We get tons of searches on our site for Chicago trans strip clubs, escorts, and sex massage spas but we have to admit they are not really in our wheelhouse. We have no problems with anyone who wants to hire a trans prostitute near you or visit a sex massage spa with ladyboys working, have your fun however you want to.

For legal reasons we don’t really want to get deeply involved with promoting any kind of prostitution, shemale or otherwise. Our only words of advice would be to proceed with caution, don’t believe everything you read online, and always wear a condom with a trans escort or when paying for sex at a local ts brothel or sex massage spa with ladyboys just as you should with any prostitute or sex worker.

At this time we do not know of any transgender strip clubs in Chicago but if any open up or if we hear about any ts stripper nights at other gentleman’s clubs around the city we will be sure to update you.

Other Links & Resources

Now we briefly want to share a few transgender and other LGBQ links and resources:

Enjoy Meeting Chicago Transgenders

At this point you have been fully filled in on how and where to meet Chicago transgenders in your area. The top ts bars and nightclubs with frequent drag shows or other related events were broken down in full detail.

You learned about the best t4m online dating site in the world MyTransgenderDate which can work well here and has over 125,000 members around the globe. Whether you came here in search of ladyboys near you, shemales, transsexuals, ts-girls, or any other term you now should be fully prepared to make your next move.

We really hope you enjoy meeting transgenders in Chicago at the bars, nightclubs, or through the dating site!

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