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Zachary's Chicago Pizza

337 Main St Suite B, Pleasanton, CA 94566
$$$
Pizza

Master Critic Review

Zachary's Chicago Pizza 8.8
Downtown Pleasanton
Employee-owned since 1983, this East Bay institution brings authentic Chicago-style stuffed pizzas to downtown Pleasanton with over 225 best pizza awards. Their signature spinach and mushroom stuffed pizza features layers of cheese and toppings between two crusts, plus they offer excellent thin-crust options.
Must-Try Dishes: Spinach & Mushroom Stuffed, Zachary Special, Mediterranean Pizza
Scores:
Value: 7.8 Service: 8.3 Consistency: 9 Food Quality: 9.2 Atmosphere: 8.5 Cultural Relevance: 9.3
What makes it special: Authentic Chicago-style stuffed pizzas with California twist
Who should go: Deep-dish lovers and groups celebrating
When to visit: Happy hour weekdays 3-5:30pm for deals
What to order: Stuffed spinach mushroom, craft cocktails, Caesar salad
Insider tip: Call 45 minutes ahead - stuffed pizzas take time to bake
Logistics & Planning
Parking: Street parking on Main St fills up evenings/weekends, public garage 2 blocks away free first 2 hours
Dress code: Casual to smart casual - anything from jeans to business attire fits in
Noise level: Lively buzz but conversation-friendly, patio quieter than inside
Weekend wait: 30-45 min without reservation, 60+ during peak summer
Weekday lunch: Usually seated immediately, 10-15 min during lunch rush
Dietary Options
Vegetarian options: Yes - extensive options including signature spinach & mushroom stuffed
Vegan options: Yes - vegan cheese available for thin crust only, not stuffed pizzas
Gluten-free options: Yes - 10" gluten-free crust available, prepared separately
Good to Know
Is this good for a first date? Perfect - upscale casual vibe, full bar for cocktails, and the patio offers intimate seating. Sharing a stuffed pizza is a fun icebreaker.
Can I get a table without a reservation? Weeknights usually yes with 20-30 min wait. Weekend dinners are tough - reserve or try the bar seating.
Is it kid-friendly? Yes - kids love watching the stuffed pizzas arrive, high chairs available, and staff are accommodating. Best before 7pm when it gets louder.
Best For
Better for: Authentic Chicago deep-dish experience with craft cocktails and patio ambiance - no other local spot matches their stuffed pizza expertise
Skip if: You're in a rush (45+ min cook time) or want cheap eats - try New York Pizza for quick slices instead