Both Mario’s and Cappy’s on Walnut Street have trivia nights during the week. Not sure if they card to keep the above 40 crowd out.

Any of the Radical Trivia nights/locations. Especially the ones with Jared. My friends and I generally go to the Thursday nights at OTB Bicycle Cafe, in South Side, at 7:00pm.

Bigham Tavern (mt Washington) on Thursdays. 8 pm I believe. Its wise to make a reservation

gene's is the best trivia i've been to, there's college kids but plenty of older folks as well

5801 and Trace Brewing both have decent trivia nights. The Trace events are hosted by Radical Trivia, whose presentation style never fails to amuse.

Also look into what Iantellectual Marketing has going on - his events rotate between multiple venues (Black Lotus, Nico’s, Spill) in the East End.

In my experience, pretty much all of them that I've been too are in that age window. I could be assuming won't, but it seems like you want to avoid the overly drunk fresh 21 crowd. For what it's worth, I haven't really seen that as a thing at trivia nights anywhere in the city. Something about the activity just fills rooms with millennials more than gen Z'ers from what I've seen

Rear End Gastropub in Etna on Tuesdays

My team, the Suburban Trivia Dads (STDs) plays at Big Spring Spirits in Seven Fields on Wednesdays at 7. They have it every week through Trivia Jockeys and draws a 30s-40s crowd.

Bottlerocket

I have played a ton of trivia in the city over the last 15 years or so. My wife and I still go every now and then. I've found the South Side to be the best in general if you're looking for a game Tues-Thurs.

South Side Marios on Wednesday I've probably been to the most. Shadyside Marios is on Thursday. They swapped to a new trivia group about two years ago where it's speed trivia on a phone app. It's pretty fun but better for smaller groups than the old format with the slips. I was a regular at Marios for a very long time so I am always partial to there. Love that place for life.

Bigham in Mt. Wash on Thursdays was pretty good every now and then. Used to go there with an ex and her sister. It gets crowded as hell there though and the trivia system was hard to hear sometimes.

Primantis, Smokin Joe's, The Library (not sure about now since they reopened), Archie's, OTB, Urban Tap all on the South Side I've played as well. Several of these places use the same group that Marios uses. Archie's is probably my favorite out of the group because the wings and drinks are cheap, although OTB is probably my favorite restaurant in the South Side. Urban Tap you have to make a reservation a lot of the time and can leave there with bills in excess of 90$ for two people if you eat and have a drink or two. That place really blindsides you.

I've played some in the Waterfront, Rock Bottom IIRC. Some in the North Hills/Wexford area. Houghs in Greenfield. Those usually get an older crowd. Everything else I listed though falls into the age range you're looking for.

Hough’s in Greenfield

Bulldog Pub in Morningside. Tuesdays at 7

Last Call Trivia with Darryl Grandy (1320 WJAS Morning Drive Host) is great. Try Pugliano's on Golden Mile Highway on Friday. It's a big place and always busy.