- Pickens-kane Moving & Stg
- Pie-eyed Pizzeria
- Pie, Pie My Darling
- Piece / Piece Out
- Pierogi Kitchen
- Pierre's Bakery
- Pilsen Heating & Cooling
- Pink Lady Candles
- Pink Monster Community Empowerment
- Pink Nail Spa
- Pinky Nail
- Pinky Nail
- Pinky Nail Chicago
- Pinky Nail Grand, INC.
- Pinnacle Valet LLC
- Pint
- Pipes And Stuff Xx
- Piranahs Fish & Chicken INC
- Pistil & Vine LLC
- Piva-beer Spa
- Pixie Salon
- Pizz'amici
- Pizza Friendly Pizza
- Pizza Hut # 35190
- Pizza-metro
- Planet Access
- Plant Salon
- Platform Coworking
- Platform Coworking
- Platinum Smiles INC.
- Playa Bowls Bucktown
- Playcation LLC
- Plena Mercancia LLC
- Plenty Goods
- Plie Dancewear
- Plush Nail Salon
- Podhalanka Restaurant
- Polestrong Bodyworks
- Polish American Association
- Polished Whitening Lounge LLC
- Pop Craft
- Popeyes / Checkers
- Popus G Popcorn
- Porkchop / The Grand Cabaret
- Portal Innovations, LLC
- Portionpac Chemical Corporation
- Pose Art Gallery And Home Decor
- Posto Interiors
- Potbelly Sandwich Works, LLC
- Pour Souls
- Povos Gallery Downtown
- Ppg Paints
- Pr Domino Challenge
- Prairieland Montessori Wicker Park
- Pram N Proper
- Prazbar LLC
- Premola Granola
- Prequel
- Prequel Cafe
- Prery
- Prery Collective
- Presence St. Mary Of Nazareth Hospital
- Present Tense
- Pretty Bling LLC
- Pretty Little Snacks
- Pretty Pixie
- Prime City Parking
- Princess Latina Spa LLC
- Princess Spa
- Print Studio
- Printed Curiosities
- Priority Plumbing, INC.
- Prismatic Movement
- Prn Handyman Service INC.
- Pro Image
- Pro-om Consulting
- Procon General Services, INC
- Prodigy LLC
- Product Productions INC
- Professor Pizza A LLC
- Proffitt Photography, LTD.
- Propaganda Industries INC.
- Protective Pups LLC
- Provare
- Psoet Photography
- Psychic Readings
- Ptci Express
- Pub Royale
- Public 2, LLC
- Public Works
- Publican Quality Bread
- Puerto Rican Cultural Center
- Puerto Rico Food & Liquors
- Pumpkin Fest Chicago LLC
- Puppysphere
- Pups Pet Club
- Pure Barre Bucktown
- Pure Cleaners
- Pure Green
- Pure Pilates Chicago
- Pyrotechniq, INC.
- Qing Xiang Yuan Restaurant
- Que4 Radio Studios
- Queen Market
- Quest Diagnostics, LLC
- Quick Release Bike Shop
- Quick Renovations LLC
- Quiroga's Detail And Car Wash
- R R # 1 Chicago
- R.h. Auto Repair
- R&a Sourdough
- Rachel's Nails Studio, INC.
- Rachels Nails
- Rago Brothers Norridge Chapels, INC.
- Rago Sons Funeral Home
- Ragstock
- Rainbo Club INC
- Rainbow Art INC
- Rainy Valentine Tattoo Studio
- Ralo Salon
- Ramirez Fast Food
- Ramona Powell
- Ramsay Marston Hair
- Ramsey Historic Consultants INC
- Ramsey Potpourri Flower & Gift Shop
- Rand Franklin Perry
- Randel Electric, INC.
- Rangoli
- Rapha Chicago
- Rapid Circular Press, INC
- Rare Bird Beauties
- Rasheda Mohomes
- Reach Fieldhouse
- Ready Steady Goods Limited Liability Company
- Rebel And Rye Tavern
- Reckless Records
- Reckless Records Of London (incorporated)
- Red Apple Convenience
- Red Door Studio
- Red Line Industries
- Red Square/la Tan
- Redefined Decor LLC
- Redtower Security
- Redwood Logistics, LLC
- Reed Security
- Refined Barber Co.
- Regy's Heating & Cooling, INC
- Reina's Cakes
- Reino Natural Entrepreneurs, INC.
- Relax Foot Spa
- Reliable Ogden
- Relish Brand
- Remcorp INC.
- Renee Pospisil
- Renegade Craft
- Repeat
- Repeat
- Reps Fitness & Nutrition Center
- Resistance Chicago Lagree
- Resource Point Of Sale LLC
- Revive Nails & Co.
- Revolver
- Rhona Hoffman Gallery
- Ricardo De Jesus Henriquez Briceno
- Rich's Delicatessen And Liquors
- Richard B. Wright
- Richard's Bar
- Richard's Body Shop On Grand, INC.
- Richard's Fabulous Finds
- Richmond Tavern
- Rigo's Restaurant Corporation
- Rite Liquors
- Ritual Aesthetics LLC
- River North Car Wash
- River West Cleaners
- River West Fitness Studio
- Riverwest Fitness Studio, LLC
- Rjsl Group
- Rll1219 LLC
- Roadrunner Submission Grappling
- Rob West Plumbing, INC
- Robert Colosi-mccann
- Robert Krause
- Robey Hotel
- Robotoaster
- Rock N Rags
- Rock Solid Health LLC
- Rockstar Pets
- Rockstar Pets, INC
- Rogoway Vending LLC
- Roma's Kitchen
- Ronglan Ge
- Roost Biscuit Co.
- Roost Chicken & Biscuits
- Roost Chicken & Biscuits
- Roots & Culture
- Roots Early Learning Center
- Roots Hair Salon INC
- Roots Handmade Pizza
- Rootstock Wine & Beer Bar