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Prince Street Pizza Chicago

939 W Randolph St 1W, Chicago, IL 60607
$$

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Prince Street Pizza Chicago 8.1
West Loop
The famed New York slice shop’s Chicago outpost brings thick Sicilian squares and big New York-style slices to Randolph’s restaurant row. It’s a fast-casual, mostly-standup operation geared toward quick lunches and late-night runs for pepperoni-cupped, sauce-forward pies.
Must-Try Dishes: Spicy Spring Pie, Chicago Supreme square, Prince Perfection Pie
Scores:
Value: 7.4 Service: 7.6 Consistency: 8 Food Quality: 8.7 Atmosphere: 6.5 Cultural Relevance: 7.9
What makes it special: NYC-famous Sicilian squares and slices served fast on Randolph Row.
Who should go: Slice obsessives wanting thick, pepperoni-cupped squares late.
When to visit: Off-peak afternoons or early evenings to dodge doorlines.
What to order: Spicy Spring slice, Chicago Supreme square, Prince Perfection.
Insider tip: Grab, go, and eat curbside to free scarce counter space.
Logistics & Planning
Parking: Street parking only in West Loop — expect metered spots and heavy competition during peak dining hours.
Dress code: Completely casual — anything from jeans to gym clothes is fine.
Noise level: Moderate to loud during rush periods, especially late nights.
Weekend wait: 10–25 minutes at peak; lines move fairly quickly.
Weekday lunch: Usually short or no wait, aside from brief rush surges.
Dietary Options
Vegetarian options: Yes — cheese and veggie-topped slices are available.
Vegan options: Limited — no dedicated vegan cheese; some plain slices may qualify depending on toppings.
Gluten-free options: No dedicated gluten-free crust program is advertised.
Good to Know
Is this good for a first date? Only if you want something casual and low-pressure. It’s more stand-and-eat slice shop than romantic sit-down.
Can I get a table without a reservation? Yes — there are no reservations here. Seating is limited, so expect counter or curbside eating at busy times.
Is it kid-friendly? Yes for quick meals — pizza is easy and service is fast — but note that seating is minimal and late nights can feel crowded.
Best For
Better for: Bold, pepperoni-cupped Sicilian slices and late-night convenience on Randolph.
Skip if: You want table service, a quiet meal, or gluten-free or vegan-specific options.