Chicago escorts are nothing short of world class, and the fact that Rent.Men Chicago is always bursting at the fly with talent is a testament to that.
September 12-23, 2022
So very nice the last time, I’m already ready for more. I have some very limited availability during this visit but would be so jazzed to start making plans with you in Chicago as the Summer draws to a close. đŹ

My name is Tyler and, damn, do I love Chicago. There arenât lots of American cities that I look forward toâor suspect I could call homeâthe way I do with Chicago. Iâve had some incredible times, eaten some incredible meals, and met some completely incredible folks in my visits to the Windy City over the years.
While Berlin is home base these days, I still strive to get out to Chicago (whether I list it on Rentmen Chicago or not) a couple times each year. Thereâs nothing as good for my spirit as renting a comfy condo somewhere in Near North (cause you can just walk to all the fun stuff or to the lake) and plotting out how many trips to Steamworks Baths in Boystown Iâm gonna get to make this visit.
Being a male escort can be a time consuming job. But chances to unwind in Chicago with good friends make it so worth it. Join my private email list now to receive personal updates and announcements about travel plans or trips to Chicago or nearby areas.
The Chicago Escort scene is always booming
Google doesnât keep anybodyâs secrets really, and if you look at whatâs getting searched and where, itâs easy to see folks are searching for stuff like gay escorts Chicago or ârentmen Chicagoâ or âMintboys ORD.â
Even if itâs coded into stuff like male massage or m4m massage. Whatâs funny is that Chicago escort searches seem to reliably spike right when those long hateful winters are in full swing.

Eventually, I think Chicago will be the most beautiful great city left in the world.
Frank Lloyd Wright
I love Chicagoâs DGAF confidence about finding winter male escorts, or about anything else
If youâre headed to Chitown soon (or you already reside in this fantastic city), and youâre looking for a travel companion, Fly Me to You rates include my travel to and from, and itâs easier than you might think to arrange a safe and discreet get together. Iâm just waiting to hear from you.

P.S. I love this video series to give me a quick reminder of what Iâm missing in cities like Chicago. Even if it isnât technically about male escorts in Chicago, itâs still worth a watch to help your imagination along with places we could spend our time together: