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Used Trucks for Sale in Chicago, IL

Used Trucks for Sale in Chicago, IL

Used Trucks for Sale in Chicago, IL

Used Trucks for Sale in Chicago, IL

Looking for used trucks for sale in Chicago? Outlaw Motor Company has been serving Chicago drivers since 2004 with a hand-selected inventory of reliable used pickup trucks. Every truck on our lot passes a rigorous 120-point mechanical inspection before it's listed for sale - so you're not just buying a truck, you're buying peace of mind.

Whether you need a heavy-duty pickup for work, a family-friendly truck for weekend projects, or a dependable daily driver that can handle Chicago winters, our team has helped thousands of local buyers find the right match - without the hidden fees or pressure tactics you'll find at bigger dealerships.

Why Chicago Drivers Choose Outlaw Motor Company for Used Trucks

Why Chicago Drivers Choose Outlaw Motor Company for Used Trucks

Buying a used truck is a big decision, and where you buy it from matters just as much as which truck you pick. Here's what sets us apart:


120-Point Mechanical Inspection

Every single truck that comes onto our lot is put through a comprehensive 120-point inspection covering the engine, transmission, brakes, suspension, electrical systems, tires, and more. If it doesn't pass, it doesn't go on the lot. This is the same standard we apply to every vehicle we sell, and it's the backbone of what we call the Outlaw Guarantee.


No Hidden Fees, No Gimmicks

The price you see listed is the price you pay. We don't tack on last-minute dealer fees, mystery charges, or "processing fees" at signing. What's quoted is what's owed.


20+ Years of Family-Owned Experience

We're not a corporate chain - we're a family-run dealership that's been part of the Chicago community for two decades. That means we're not just selling you a truck; we're building a relationship, because a lot of our business comes from repeat customers and referrals.


Trade-Ins Welcome

Have a vehicle to trade in? Ask about our Sell Mine program. We'll evaluate your current vehicle and apply its value toward your next truck purchase.


Local Knowledge, Local Inventory

We know what Chicago drivers need - trucks that can handle snow, ice, potholes, and long commutes. Our inventory is selected with that in mind, not shipped in from dealers who don't know the market.

Types of Used Trucks We Carry

Types of Used Trucks We Carry

Our inventory rotates frequently, but here's what Chicago buyers typically find on our lot:


Half-Ton Pickup Trucks

Popular full-size trucks offering a balance of towing capacity, payload, and everyday comfort - great for buyers who need a truck for both work and family use.


Mid-Size Trucks

Smaller, more fuel-efficient trucks that are easier to maneuver and park in the city, while still offering solid towing and hauling capability.


Heavy-Duty Work Trucks

For contractors, tradespeople, and buyers who need serious towing capacity or payload for job-site use.


4x4 and Four-Wheel Drive Trucks

Given Chicago's winters, four-wheel drive trucks are some of our most requested vehicles. We keep an eye out for well-maintained 4x4 trucks whenever they come available.


Since our inventory changes regularly, we recommend calling ahead or checking our current listings online before making the trip to the lot.

What to Look for When Buying a Used Truck in Chicago

What to Look for When Buying a Used Truck in Chicago

If you're shopping around, here are a few things we recommend checking (and that we already check for you):

  • Rust and undercarriage damage - common in Chicago due to road salt in winter

  • Transmission and towing history - especially important if the truck was used for work

  • Tire wear and suspension condition - city driving and potholes take a toll

  • Maintenance records - a well-documented service history is a good sign

  • Test drive on both highway and city streets - to check handling, braking, and noise

Every truck we sell has already been checked against these exact points as part of our 120-point inspection, so you can shop with confidence instead of guesswork.

Financing and Buy-Here Options

We understand that not everyone can pay cash upfront for a truck. Our team can walk you through available financing and buy-here-pay-less options based on your situation. Give us a call at (773) 343-2149 or stop by the lot to discuss what works for your budget.

Visit Our Chicago Truck Lot

Outlaw Motor Company

Hours:

  • Mon–Fri: 9:00 AM – 6:00 PM

  • Sat: 10:00 AM – 5:00 PM

  • Sun: Closed

We're conveniently located on N. Cicero Ave, easily accessible from across Chicago and nearby neighborhoods. Stop by, take a test drive, and see the Outlaw difference for yourself.

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Frequently Asked Questions

Where can I find used trucks for sale in Chicago?
Outlaw Motor Company, located at 2035 N. Cicero Ave, Chicago, IL 60639, carries a rotating selection of used trucks. All vehicles are hand-selected and pass a 120-point mechanical inspection before being listed for sale.


Are your used trucks inspected before sale?
Yes. Every truck on our lot undergoes a full 120-point mechanical inspection covering the engine, transmission, brakes, and more, and must pass before it's made available to buyers.


Do you offer financing on used trucks?
Contact our team at (773) 343-2149 or stop by the lot to discuss available financing and buy-here options for your next truck.


Can I trade in my truck?
Yes. Ask about our Sell Mine program when you visit - we accept trade-ins and apply the value toward your next purchase.


What types of trucks does Outlaw Motor Company usually carry?
Our inventory rotates but typically includes half-ton pickups, mid-size trucks, heavy-duty work trucks, and 4x4 models - selected specifically with Chicago driving conditions in mind.


Are there hidden fees when buying a truck from Outlaw Motor Co?
No. We price our trucks with no hidden fees or last-minute add-ons - the price you see is the price you pay.


What areas near Chicago do you serve?
We serve Chicago and surrounding areas, with our lot conveniently located on N. Cicero Ave.


What are your hours?
Monday–Friday 9:00 AM–6:00 PM, Saturday 10:00 AM–5:00 PM, and closed on Sundays.

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