Pizza 44 operates as a Midtown-adjacent pizzeria that has positioned itself around Sicilian-style pies and a wine list weighted toward natural wines and orange varieties. This guide covers what distinguishes the restaurant operationally, how it fits into Oklahoma City's pizza landscape, and what practical factors matter if you're planning a visit.
Pizza 44 sits in the Midtown district, the neighborhood corridor roughly bounded by NW 23rd Street. The restaurant runs a focused menu centered on rectangular Sicilian pies, which differ structurally from the round New York or Neapolitan styles that dominate most pizza conversations. Sicilian pies are pressed into a thick, airy crust and cut into squares; the crust-to-sauce-to-cheese ratio skews higher than thinner formats, which affects both texture and how flavors land on the palate.
The wine program appears to prioritize small producers and unfiltered or minimal-intervention bottles rather than established Italian labels. This choice carries real consequence: natural wines often cost more per bottle than conventionally made equivalents, which lifts the overall bill. If you're accustomed to $30 bottles on restaurant lists, expect upward movement here.
Oklahoma City has developed modest pizza depth in recent years. Comparison points matter. Cattail's, located in Uptown, built a reputation on Detroit-style (another rectangular, thick-crust format) with a straightforward approach to toppings and no wine program to speak of. The pizza quality between Cattail's and Pizza 44 likely trades off: Cattail's prioritizes accessibility; Pizza 44 layers beverage ambition into the experience, which changes both cost and what kind of meal you're planning.
Pizzerias in the Plaza District and near Bricktown offer Neapolitan wood-fired styles, which operate on different principles entirely. Those pies cook hot and fast, resulting in charred leopard-spotted crusts and minimal structural density. Sicilian pies are baked at lower temperatures longer, producing a more cake-like, uniform texture. The choice between styles isn't about which is objectively superior; it's about what you want from the experience.
Pizza 44's specific position is the restaurant for a wine-forward meal where pizza serves as the vehicle rather than the main event. If you're in Midtown on a Friday evening and want to spend two hours with drinks and food, the proposition is different than grabbing a quick slice in Bricktown.
Transparency on price tier matters more than listing specific dollar amounts, since menus and pricing adjust. Pizza 44 operates at a higher price point than casual neighborhood pizzerias. A single Sicilian pie (which typically serves two to three) will run more than comparable pies elsewhere in the city. Natural wine bottles start where conventional wine lists often end, price-wise. If you're splitting a pie and two glasses of wine or a bottle, expect a per-person cost that seats this restaurant in the "going out" category rather than the "feeding my family on a Tuesday" category.
The alternative calculus: other Oklahoma City pizzerias offer lower friction and lower cost, but fewer options if you care specifically about what's in your glass. Pizza 44 trades price for specificity. That's a useful distinction rather than a criticism.
Midtown locations generally have limited parking; verify whether Pizza 44 has dedicated spaces or whether you're relying on street parking along NW 23rd Street. Hours fluctuate seasonally in that district, so confirm current operating times before heading over, particularly on Mondays or Tuesdays when independent restaurants sometimes close. Call ahead rather than relying on third-party aggregator sites, which lag behind actual changes.
The wine list itself warrants ordering help if you're not familiar with natural wine terminology. A server who can explain what "funky" means in the context of orange wine (oxidation and wild yeast handling, broadly) versus using it as vague description is useful. The best outcomes happen when you articulate whether you want something dry or off-dry, funky or clean, rather than nodding along to recommendations you don't understand.
Pizza 44 solves a particular problem in Oklahoma City's dining landscape: where do you go if you want good pizza but you also care about the drinks? The city has excellent Mexican restaurants with wine programs, a few Indian restaurants with thoughtful beverage pairing, and solid steak houses. Pizza as a vessel for wine exploration is underrepresented. If that's what you're looking for, the restaurant fills a gap. If you're looking for the best pizza at the lowest price, or for casual walk-in dining, other venues in the Plaza District or Uptown serve you better.
The practical takeaway is this: research the wine list in advance if you have preferences, call ahead on hours, and plan for this meal to occupy an evening rather than a quick stop. The Midtown location means you can walk to coffee or cocktails nearby after, which makes it part of a larger neighborhood experience rather than an isolated destination. That integration into Midtown's broader dining and retail ecosystem is where the value actually sits.
