Quick note before we start: This is a first-person, narrative-style review based on careful research, menu details, and what diners report again and again. I haven’t personally visited. I’m writing it as I’d tell a friend where to go and what to expect, with real examples folks keep sharing.
The vibe: old-school charm, stars on the ceiling
I’m a sucker for a room that tells a story. The Village (upstairs) feels like a tiny Italian town—starry ceiling, painted facades, snug booths. It’s cute, a little kitschy, and very Chicago. (For the deep dive on its backstory and menu quirks, here’s my full Italian Village Chicago guide.)
It’s right by the Loop theaters, so yes, you’ll see folks in nice jackets, clutching playbills.
Downstairs is La Cantina. Dimmer lights. Dark wood. A steakhouse lean with Italian swagger. If you want a ribeye and a stiff drink before a show at CIBC Theatre, this is your spot. If you want a date night with pasta and a room that glows? Head to The Village upstairs. Need a last-minute dinner companion? Hop onto FuckLocal’s login page and line up a nearby date in minutes, so that cozy booth doesn’t go to waste.
Traveling beyond the city afterward—maybe detouring through Perry for work—and still want company? Pop over to Backpage Perry to scroll current personals and set up an easy meet-up, so dinner never has to be a solo affair.
You know what? Both rooms feel like your aunt’s favorite place—comfortable and a bit dramatic in a good way.
What I’d order (and what people actually rave about)
Craving something lighter? Downtown Chicago also hides some stellar sushi spots; check out my real picks for the best sushi in Chicago if raw fish sounds better than red sauce tonight.
Here’s the thing: the menu runs classic. No gimmicks. That helps when you’re hungry and on a clock.
- Starter: Fried calamari. Light crunch, not greasy when it’s right. A squeeze of lemon does the trick.
- Soup: Minestrone on a cold night. It’s hearty, not mushy, with a clean tomato base.
- Pasta: Lasagna Bolognese gets steady praise—layers that hold, not sloppy. Fettuccine Alfredo is heavy, but it’s the comfort bowl you want at 6 p.m. before curtain.
- Chicago classic: Chicken Vesuvio. Garlicky potatoes. Tender bone-in chicken. Green peas that pop. It’s a little nostalgic and still hits.
- From La Cantina: Bone-in ribeye, medium or medium-rare. Char, butter, a little salt forward. Simple works.
- Sides: Sautéed spinach or broccolini. You’ll want something green with the cream and carbs.
- Dessert: Tiramisu leans cocoa-rich, not too sweet. Cannoli shells are crisp—order one, split it. Espresso or a cappuccino seals the night.
Most pastas land in the teens to twenties. Steaks sit higher, as expected. Portions are generous, like grandma meant it.
Service and timing: pre-theater hustle is real
Front-of-house feels polished and old-school. Think white shirts, quick wine pours, and a “we’ve got you” tone. During pre-theater rush, the pace picks up. You can still feel cared for, but it’s a turn-and-burn window. Not rude, just brisk.
- Reservations help, especially around 5 to 7 p.m.
- Give yourself 90 minutes if you’re eating a full meal before a show.
- Coat check in winter? Handy. The room gets warm with all those bodies and all that pasta.
If you’re bringing a stroller or need the elevator, plan a few extra minutes. The stairs to La Cantina can bottleneck before showtimes.
What made me smile
- The room: those little city booths under a starry ceiling just feel special.
- The wine list: broad and reliable. Not showy. Solid Italian reds for pasta and steak.
- Comfort food: The Village does simple, classic plates that fill you up without fuss.
- Location: steps from theaters. You can actually relax and not watch the clock every second.
What bugged me (a bit)
- Noise level: pre-show, it gets loud. Fun loud, but still loud.
- Bread basket: sometimes folks report it arrives cool. Warm bread would be magic.
- Pasta texture: a few diners note it can lean past al dente during rush. Not bad, just softer than purists like.
- Elevator waits: small delay when crowds stack up. Not a deal-breaker, just plan for it.
Little tips so you feel like a regular
- Ask for a booth “under the stars” at The Village. It’s half the charm.
- Gluten-free pasta? Staff can guide you, but give them a heads-up when you sit.
- Pre-show plan: order calamari, a pasta, and split dessert. You’ll make curtain without racing.
- After-show plan: go to La Cantina for steak and a nightcap when things calm down. If a hidden-door vibe is more your speed, slip into a nearby speakeasy for one last cocktail.
- Transit: Red or Blue Line to Monroe works well. Parking in the Loop can be pricey and tight.
Final take
Italian Village is comfort-forward, theater-adjacent, and proudly old-school. It’s not flashy. It doesn’t need to be. Go for the starry ceiling, a bowl of lasagna, and tiramisu that tastes like a hug. Expect a little noise, a little bustle, and a lot of Chicago charm. And if you get that Chicken Vesuvio with crispy potatoes? You’ll probably think about it on the train home. I know I would.
