CoPilot AI-Assisted Car Shopping

 New Search
 Save
 Sort
 Share

Used 2020 GMC Sierra 1500 for Sale in Chicago, IL

Sierra 1500s for Sale at Dealers

Filters
Price
Year
Mileage
Trim
2019 GMC Sierra 1500 Denali 4WD photo
Price Drop
2019 GMC Sierra 1500 Denali 4WD • Oak Creek, WI
White • 6.2L V8 Engine
$32,848 • 123.5k miles
•••

#114 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “C” Buy

  • $400 Price Drop
  • Includes $6,321 Premium Upgrades
  • Dealer Rating - 4.6 stars
More details
2021 GMC Sierra 1500 Denali 4WD photo
Price Drop
2021 GMC Sierra 1500 Denali 4WD • Greenfield, WI
6.2L V8 Engine
$41,478 • 71k miles
•••

#102 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B-” Buy

  • $489 Price Drop
  • Fair Price - $590 Below Market
  • Includes $1,498 Premium Upgrades
More details
2021 GMC Sierra 1500 Denali 4WD photo
Price Drop
2021 GMC Sierra 1500 Denali 4WD • Greenfield, WI
6.2L V8 Engine
$41,835 • 69.1k miles
•••

#151 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “D-” Buy

  • $609 Price Drop
  • Includes $1,509 Premium Upgrades
  • Average Mileage
More details
2020 GMC Sierra 1500 SLT 4WD photo
Price Drop
2020 GMC Sierra 1500 SLT 4WD • Hales Corners, WI
Gray • 6.2L V8 Engine
$33,251 • 92.1k miles
•••

#45 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • $300 Price Drop
  • Good Price - $1,980 Below Market
  • Includes $10,353 Premium Upgrades
More details
2020 GMC Sierra 1500 Denali 4WD photo
2020 GMC Sierra 1500 Denali 4WD • Milwaukee, WI
Gray • 6.2L V8 Engine
$40,821 • 55.8k miles
•••

#49 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • Good Price - $1,575 Below Market
  • Includes $6,364 Premium Upgrades
  • CARFAX: One Owner
More details
2021 GMC Sierra 1500 AT4 4WD photo
2021 GMC Sierra 1500 AT4 4WD • Milwaukee, WI
White • 3.0L I6 Engine
$37,017 • 92.8k miles
•••

#73 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B” Buy

  • Fair Price - $1,041 Below Market
  • Includes $8,199 Premium Upgrades
  • Dealer Rating - 4.4 stars
More details
2021 GMC Sierra 1500 SLT 4WD photo
6
2021 GMC Sierra 1500 SLT 4WD • South Bend, IN
White • 3.0L I6 Engine
$31,226 • 117k miles
•••

#6 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • Great Price - $5,439 Below Market
  • Includes $9,732 Premium Upgrades
More details
2020 GMC Sierra 1500 AT4 4WD photo
Price Drop
2020 GMC Sierra 1500 AT4 4WD • Milwaukee, WI
3.0L I6 Engine
$41,496 • 36.4k miles
•••

#71 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B” Buy

  • $500 Price Drop
  • Good Price - $1,483 Below Market
  • Includes $675 Premium Upgrades
More details
2020 GMC Sierra 1500 SLE 4WD photo
2020 GMC Sierra 1500 SLE 4WD • Berwyn, IL
Black • 5.3L V8 Engine
$25,988 • 119.7k miles
•••

#153 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “D-” Buy

  • Includes $1,183 Premium Upgrades
  • CARFAX: One Owner
  • Dealer Rating - 4.5 stars
More details
2021 GMC Sierra 1500 SLT RWD photo
10
Price Drop
2021 GMC Sierra 1500 SLT RWD • Sturtevant, WI
Gray • 5.3L V8 Engine
$34,732 • 43.9k miles
•••

#10 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • $63 Price Drop
  • Great Price - $5,078 Below Market
  • Includes $9,716 Premium Upgrades
More details
2021 GMC Sierra 1500 SLT 4WD photo
2021 GMC Sierra 1500 SLT 4WD • Dixon, IL
Gray • 5.3L V8 Engine
$41,995 • 48.1k miles
•••

#68 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $1,197 Above Market
  • Includes $9,929 Premium Upgrades
  • CARFAX: One Owner
More details
2021 GMC Sierra 1500 AT4 4WD photo
2021 GMC Sierra 1500 AT4 4WD • Oconomowoc, WI
Black • 5.3L V8 Engine
$31,198 • 129k miles
•••

#168 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “F” Buy

  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.4 stars
More details
2021 GMC Sierra 1500 Elevation 4WD photo
2021 GMC Sierra 1500 Elevation 4WD • Brookfield, WI
Black • 5.3L V8 Engine
$32,990 • 79.6k miles
•••

#31 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,687 Below Market
  • Includes $3,746 Premium Upgrades
  • CARFAX: One Owner
More details
2021 GMC Sierra 1500 Denali 4WD photo
Price Drop
2021 GMC Sierra 1500 Denali 4WD • Mendota, IL
Black • 3.0L I6 Engine
$33,177 • 102.5k miles
•••

#43 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • $800 Price Drop
  • Good Price - $2,102 Below Market
  • Includes $6,039 Premium Upgrades
More details
2021 GMC Sierra 1500 SLT 4WD photo
14
Price Drop
2021 GMC Sierra 1500 SLT 4WD • Peru, IL
Red • 5.3L V8 Engine
$40,939 • 39.3k miles
•••

#14 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • $400 Price Drop
  • Great Price - $4,572 Below Market
  • Includes $10,241 Premium Upgrades
More details
2019 GMC Sierra 1500 Denali 4WD photo
2019 GMC Sierra 1500 Denali 4WD • Oak Creek, WI
Black • 6.2L V8 Engine
$37,468 • 78.5k miles
•••

#48 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • Good Price - $1,802 Below Market
  • Includes $7,020 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2020 GMC Sierra 1500 AT4 4WD photo
11
Price Drop
2020 GMC Sierra 1500 AT4 4WD • Waukegan, IL
Black • 6.2L V8 Engine
$35,176 • 68.5k miles
•••

#11 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • Great Price - $4,989 Below Market
  • Includes $7,090 Premium Upgrades
  • Motivation to Negotiate - High
More details
2021 GMC Sierra 1500 AT4 4WD photo
Price Drop
2021 GMC Sierra 1500 AT4 4WD • Bensenville, IL
Black • 3.0L I6 Engine
$34,777 • 75.1k miles
•••

#108 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “C+” Buy

  • $18 Price Drop
  • Fair Price - $768 Above Market
  • Includes $619 Premium Upgrades
More details
2020 GMC Sierra 1500 AT4 4WD photo
2020 GMC Sierra 1500 AT4 4WD • La Porte, IN
Blue • 6.2L V8 Engine
$39,499 • 85.5k miles
•••

#140 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “D” Buy

  • Includes $6,097 Premium Upgrades
  • Motivation to Negotiate - Increasing
  • Average Mileage
More details
2021 GMC Sierra 1500 Denali 4WD photo
Price Drop
2021 GMC Sierra 1500 Denali 4WD • Plainfield, IL
Gray • 5.3L V8 Engine
$35,997 • 99.1k miles
•••

#135 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “D” Buy

  • $1,500 Price Drop
  • Includes $2,943 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2021 GMC Sierra 1500 Elevation 4WD photo
2021 GMC Sierra 1500 Elevation 4WD • Elkhart, IN
Black • 5.3L V8 Engine
$34,773 • 64k miles
•••

#145 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “D-” Buy

  • Includes $1,306 Premium Upgrades
  • Motivation to Negotiate - High
  • Below Average Mileage
More details
2020 GMC Sierra 1500 SLT 4WD photo
20
Price Drop
2020 GMC Sierra 1500 SLT 4WD • Downers Grove, IL
Gray • 3.0L I6 Engine
$29,855 • 120k miles
•••

#20 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • $410 Price Drop
  • Great Price - $3,224 Below Market
  • Includes $7,736 Premium Upgrades
More details
2020 GMC Sierra 1500 SLT 4WD photo
2
2020 GMC Sierra 1500 SLT 4WD • West Allis, WI
Gray • 6.2L V8 Engine
$32,298 • 94.7k miles
•••

#2 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • Great Price - $11,149 Below Market
  • Includes $9,475 Premium Upgrades
  • CARFAX: One Owner
More details
2020 GMC Sierra 1500 SLT 4WD photo
Price Drop
2020 GMC Sierra 1500 SLT 4WD • Addison, IL
Gray • 5.3L V8 Engine
$24,900 • 138.3k miles
•••

#44 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • $1,000 Price Drop
  • Great Price - $2,097 Below Market
  • Includes $6,611 Premium Upgrades
More details
2021 GMC Sierra 1500 Elevation 4WD photo
2021 GMC Sierra 1500 Elevation 4WD • Menomonee Falls, WI
Black • 3.0L I6 Engine
$30,898 • 89.2k miles
•••

#54 2019-2021 GMC Sierra 1500

CoPilot AI: It’s a “B+” Buy

  • Good Price - $1,361 Below Market
  • Includes $3,283 Premium Upgrades
  • CARFAX: One Owner
More details
1-25 of 210 results
HomeGMCSierra 1500

2020 GMC Sierra 1500

Half-Ton Truck
Seats
6
Fuel Economy
16City MPG
21Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions
Most Popular Models like Sierra 1500
Other Years
Research More Models
View more Crew Cab Pickups

© 2026 CoPilot. All Rights Reserved.