Chicago pickup • Commercial trailer rental & leasing for owner-operators
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Trailer Leasing
in Chicago, IL

Everything you need to know about our leasing process.

Our trailer leasing FAQ answers the most common questions about car hauler trailer rental in Chicago, IL, including approval process, requirements, pricing, lease-to-own car hauler trailer plans, and equipment options. Whether you're an experienced owner operator or starting a car hauling business, FleetWize, Inc. provides flexible solutions to get you on the road fast.

You will need a valid CDL and a Certificate of Insurance (both PD and AL) with liability and physical damage coverage.
Qualified applicants with complete documentation may receive same-day approval. Approval is subject to eligibility, verification, insurance requirements, trailer availability, and business days.
FleetWize, Inc. is based in Chicago, Illinois. Trailer pickup is available in Chicago, IL. Owner-operators from other states may apply, subject to approval and trailer availability.
Yes, all our trailers undergo strict DOT inspections and are ready to work. We provide maintenance guidance and a network of partner shops to keep you on the road.
Not at all. At FleetWize, Inc., we prioritize your CDL experience and business potential over a credit score. We offer flexible leasing options for all credit backgrounds, including specialized solutions for bad credit trailer leasing. We believe a credit score doesn't drive the truck — you do.
To get you on the road quickly, we’ll need a valid CDL, a Certificate of Insurance (COI) with both Physical Damage (PD) and Auto Liability (AL) coverage, and your Lease Agreement if you are leased-on to a carrier.
You can work under your own MC/DOT authority or be leased-on to another carrier. We work with both independent owner operators and fleet drivers. If you're leased-on, just provide your carrier’s insurance and lease details.
We generally look for at least 1–2 years of CDL experience, but we review every application individually. Your safety record and hauling history are what matter most to our team.
Most applications are reviewed quickly once all required documents are received. Processing time can vary depending on verification, insurance, trailer availability, and the applicant’s specific setup.
No. We pride ourselves on transparent contracts. All monthly payments, security deposits, and terms are clearly outlined upfront. No "fine print" surprises at FleetWize, Inc.
Our security deposits are competitive and vary based on the trailer type.
Yes! We have Lease-to-Purchase programs that allow you to build equity in your equipment while you work. It’s a great way to transition from leasing to full ownership of your car hauler.
Our fleet includes over 300 units, featuring 3-car wedges (like Kaufman and Buckeye) , 5-car haulers (like Sun Country AV5-2 and NG5-2), Flatbeds (Utility 4000AE), and Dry Vans.
Yes, this versatile trailer is designed to be pulled by both heavy-duty pickups (like a RAM 3500/4500) or a semi-truck, depending on your setup and GVWR requirements.
Absolutely. Every trailer in our fleet undergoes a strict DOT inspection before pickup. We also provide maintenance guidance and have a network of partner shops across the country to keep you rolling and minimize downtime.
Yes! Unlike many banks that require 2+ years of business history, we support new authorities. We focus on your CDL experience and the quality of your operation, making us a top choice for startups and new owner operators.
To get started, you will need a valid CDL, a Certificate of Insurance (COI) with Auto Liability (AL) and Physical Damage (PD) coverage, and, if applicable, a lease agreement with your carrier.
Yes. At FleetWize, Inc., we offer flexible no credit check trailer leasing options. We focus on your CDL experience and business potential rather than your credit score.
No. We provide fully transparent lease agreements with no hidden fees. All terms, payments, and deposits are clearly outlined upfront.
Security deposits vary depending on the trailer type and lease terms. Contact us for a customized quote based on your needs.
Yes. We offer lease-to-own trailer programs that allow you to build equity and eventually own your equipment while working.
Our fleet includes over 300 units, such as 3-car haulers, 5-car haulers, flatbed trailers, and dry vans. We provide equipment for a wide range of car hauling and freight operations.
Our main trailer lot is conveniently located in Southwest Chicago. You can pick up your equipment directly at: 4140 W 52nd St, Chicago, IL 60632
Yes. We support new authorities and startups. Unlike traditional lenders, we focus on your CDL experience and your ability to operate successfully.

Still have questions?

Our team is ready to help you with any specific details regarding your car hauler business.

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