What is the lowest asking price for trucks under $40,000 in Chicago, IL?

As of November 10, 2026, the lowest asking price among the trucks OAV lists here is $3,408 (2008 Ford F-150 XL, 152,196 mi).

How does OAV rate these trucks?

OAV rates scored listings as Great Deal (priced below the comparable-range floor by at least OAV's minimum-gap margin), Fair Price (priced within the comparable range, or below the floor by less than that margin), or Overpriced (priced above the comparable range). Listings OAV cannot score on the available evidence are shown as Unscored rather than receiving an unsupported verdict.

Cheap Trucks Under $40,000 in Chicago, IL

As of November 10, 2026, OAV lists 456 trucks from dealers in Chicago, IL with an asking price under $40,000 (377 used, 79 new). The lowest asking price among them is $3,408, a 2008 Ford F-150 XL.

Cars OAV rates Great Deal are listed first, then the rest by asking price, lowest first. Each rating is the one shown on that car's own page. Cars OAV cannot score on the available evidence show no rating.

Market snapshot · November 10, 2026

Great Deals on trucks under $40,000 in Chicago, IL

2022 Chevrolet Colorado LT · $15,999 · 58,934 mi · Chicago, IL · Great Deal
2021 Toyota Tacoma SR · $16,995 · 107,783 mi · Chicago, IL · Great Deal
2018 Nissan Titan PRO-4X · $17,900 · 116,211 mi · Chicago, IL · Great Deal
2021 Jeep Gladiator Mojave · $26,900 · 58,780 mi · Chicago, IL · Great Deal
2021 Jeep Gladiator Mojave · $28,520 · 40,425 mi · Chicago, IL · Great Deal
2026 Ford Maverick XLT · $28,924 · 23,500 mi · Chicago, IL · Great Deal
2024 GMC Canyon Elevation · $29,997 · 35,873 mi · Chicago, IL · Great Deal
2025 RAM 1500 Pickup Tradesman · $29,999 · 24,975 mi · Chicago, IL · Great Deal
2024 Chevrolet Silverado 1500 RST · $34,337 · 27,479 mi · Chicago, IL · Great Deal
2025 Jeep Gladiator Willys · $34,500 · 13,809 mi · Chicago, IL · Great Deal
2025 RAM 1500 Pickup Laramie · $36,997 · 23,678 mi · Chicago, IL · Great Deal
2026 RAM 1500 Pickup Big Horn/Lone Star · $38,999 · 6,206 mi · Chicago, IL · Great Deal

More trucks under $40,000 in Chicago, IL, lowest asking price first

2008 Ford F-150 XL · $3,408 · 152,196 mi · Chicago, IL
2001 Mazda B-Series SE · $4,500 · 171,578 mi · Chicago, IL
2009 Dodge Ram 1500 Pickup SLT · $6,500 · 145,501 mi · Chicago, IL
2007 Chevrolet Colorado LS · $6,695 · 88,547 mi · Chicago, IL
2007 Honda Ridgeline RTS · $6,995 · 168,104 mi · Chicago, IL
2002 Nissan Frontier XE · $7,069 · 155,053 mi · Chicago, IL
2014 Nissan Frontier SV · $7,995 · 140,563 mi · Chicago, IL
2003 Chevrolet Silverado 2500HD LS · $8,499 · 143,465 mi · Chicago, IL
2007 Toyota Tacoma Base · $8,500 · 153,194 mi · Chicago, IL
2013 Honda Ridgeline Sport · $8,695 · 165,769 mi · Chicago, IL
2004 Ford Ranger Edge · $8,900 · 108,000 mi · Chicago, IL
2004 Chevrolet Colorado Z71 · $8,900 · 81,578 mi · Chicago, IL

Showing 24 of 456. All trucks in Chicago, IL

How many trucks under $40,000 are for sale in Chicago, IL?: As of November 10, 2026, OAV lists 456 trucks from dealers in Chicago, IL with an asking price under $40,000 (377 used, 79 new).
What is the lowest asking price for trucks under $40,000 in Chicago, IL?: As of November 10, 2026, the lowest asking price among the trucks OAV lists here is $3,408 (2008 Ford F-150 XL, 152,196 mi).
How does OAV rate these trucks?: OAV rates scored listings as Great Deal (priced below the comparable-range floor by at least OAV's minimum-gap margin), Fair Price (priced within the comparable range, or below the floor by less than that margin), or Overpriced (priced above the comparable range). Listings OAV cannot score on the available evidence are shown as Unscored rather than receiving an unsupported verdict.