- Princeton
- Princi
- Printed Curiosities
- Priority Wrecker Service INC.
- Priority-1 INC
- Pritzker Family Office, L.L.C.
- Pro-patio's, Incorporated
- Prodigyteks INC
- Product Council, LTD.
- Production Craft, INC.
- Professional Building Pharmacy
- Profound Finds
- Progear
- Progroup Development, INC.
- Prohibition Barber Co.
- Project Management Advisors, INC
- Project Resource Solutions
- Prompt Valet LLC
- Promus Holdings, LLC
- Prophet
- Propllr LLC
- Prosperity Rise Mindset LLC
- Protected Parking INC.
- Protein Bar
- Proxi
- Pt Asset Management, LLC
- Public Health & Safety, INC.
- Public Services Ps, Incorporated
- Public Storage
- Publican Quality Meats
- Punch Bowl Social
- Punch Bowl Social
- Puq-chi, LLC
- Pure Barre Chicago West Loop
- Pure Barre Fulton River District
- Pure Barre West Loop
- Pure Cleaners
- Pure Green
- Pure Insurance
- Pure Pharma Rx
- Puttery
- Qst Industries, INC.
- Quadrant Motors, INC.
- Quriosity Productions LLC
- R & D Cleaners
- R.j. O'brien & Associates, LLC
- R.m. Chin & Associates INC.
- R/ga Media Group INC
- R1 Rcm Holdco INC.
- Rage Hair Salon
- Rail Club INC
- Railroad Tracks Music Incorporated
- Rainbow #1086
- Rainforest Learning Center
- Raise The Cup Cafe / Rocky's Bar & Grill
- Raising Cane's 861
- Rakuten
- Ramen Wasabi
- Ramen-san
- Ranalli's West Loop
- Rancher Hat Bar, LLC
- Randolph Cleaners
- Randolph Street Market
- Randstad Inhouse Services LLC
- Rapid Valet Parking LLC
- Rasier LLC
- Raw
- Ray Theodore Hagstrom
- Raymond James & Associates
- Raymonds Tacos LLC
- Raza West Gyro
- Razor Red Grooming Solutions LLC
- Razorsharp Studios LLC
- Rcp Advisors 3, LLC
- Ready Ev Now LLC
- Readystate Asset Management
- Real Good Food & Catering
- Real Good Juice
- Real Good Stuff Co.
- Real Kitchen At Walden
- Realgood Stuff Co.
- Realm Agency LLC
- Reconstruct, INC.
- Red Butter, INC
- Red Mango
- Red Sky Capital, LLC
- Red Top Parking INC
- Redefined Map Desing
- Reed Construction
- Refco LLC
- Refined Barber Co.
- Refrigerant Finders
- Regal Business Machines
- Regalis Chicago
- Regis Belt Maint INC
- Regus Management Group LLC
- Rehkemper Id INC.
- Reilly Partners
- Reliable Plating Corporation
- Remedy
- Renaissance Social Serivces
- Renaldee Ramon Hassell
- Renben 2025
- Render Goods
- Rene's Auto Parts
- Renewed Body Chiropractic & Wellness Center LLC
- Renowned Awakenings
- Residential Dynamics Group
- Resolution Digital Studios
- Respiratory Health Association Of Metropolitan Chicago
- Restaurant Associates L.L.C.
- Restore Hyper Wellness West Loop
- Retail Business Services LLC
- Retro Pizza
- Revive Chiropractic Healing Center
- Revolution Marketing
- Rewards Network
- Rfb Properties
- Rhine Hall
- Ri-del Mfg INC
- Ricano's Restaurant
- Riccardo Osteria
- Richard Gray Gallery
- Richard Group LLC
- Richardson Seating Corporation
- Richmond & Sons Pest Control
- Rickettes Chicken Fish Bbq
- Rider For Life
- Righteous Kitchen
- Rigo's Tacos Corp.
- Riot Fest Corporation
- Rise: An Acton Academy
- Risetime INC.
- River East Cat Sitters INC.
- River North Storage, INC.
- Riverbend Cleaners
- Riverside Graphics
- Riverside Investment And Development Company
- Riverside News
- Riverside News Stand
- Rivian, LLC
- Rj's Custodian Services INC.
- Rlm | Trialgraphix
- Robert Chapa
- Robert Half INC.
- Robertz & Kobold Incorporated
- Robinson's No. 1 Rib
- Robinwood Consulting, LLC
- Rocketmiles
- Rodolfo Jaquez
- Rodolpho Cuadros / Bloom Sushi
- Rogelio's Welding Corp.
- Roister
- Roji Health Intelligence LLC
- Room 1520
- Room Five Hundred
- Roop Chicago
- Roosevelt Beauty One
- Roosevelt Group, INC.
- Roosevelt Western Shell
- Roq Innovation, LLC
- Rosati's Pizza Of Chicago
- Rosatis
- Rosatis Pizza
- Roseanna Makaris
- Rosebud Cafe
- Ross Bros Construction
- Roti
- Roti Modern Mediterranean
- Rowan Catering Company/ Makema Adkins
- Royal Attire 17
- Royal Imperial Group INC
- Royl Ice Cream Vin Cpt2573316115 Plate 1960445b
- Rreef Management
- Rt Specialty
- Ruby Gilmore
- Ruido Company, LLC
- Runner Collective LLC
- Rush Physical Therapy
- Rush Specialty Hospital
- Rush University Medical Center Bookstore
- Ruth Brown Collection, INC.
- Rwe Us Holdings, LLC
- Ryan Companies Us, INC.
- Ryan Courtwright
- Ryota
- S-valet Parking
- S.c. Johnson & Son, INC.
- S.n. Peck Builder, INC.
- Saalar On Taylor
- Sabal Capital Partners, LLC
- Sac Wireless, LLC
- Sacred Heart Phlebotomy
- Safari Cup Coffee, INC.
- Safer Foundation
- Sage Greenlife
- Saigon Sisters
- Saint Lou's Assembly & Moneygun
- Saint Patrick's Fundraiser
- Salon 939