Best used Trucks in Chicago, IL

Miles:

6,635

Below market:

$14,484

Comparables:

n=23

Days listed:

120

2026 Toyota Tundra SR5 is $14,484 below the comparable midpoint (n=23 comparables) — the strongest supported price-to-market value here. Near-new — evaluated against used comparables; new-car pricing may differ.

Miles:

5,859

Below market:

$12,965

Comparables:

n=13

Days listed:

84

2026 RAM Ram 1500 Pickup Big Horn/Lone Star is $12,965 below the comparable midpoint (n=13 comparables). Near-new — evaluated against used comparables; new-car pricing may differ.

Miles:

33,822

Below market:

$12,018

Comparables:

n=25

Days listed:

54

2022 Ford F-150 XLT is $12,018 below the comparable midpoint (n=25 comparables).

Miles:

129,327

Below market:

$10,531

Comparables:

n=69

Days listed:

41

2023 Ford F-150 XLT is $10,531 below the comparable midpoint (n=69 comparables).

Miles:

128,590

Below market:

$10,227

Comparables:

n=26

Days listed:

34

2020 GMC Sierra 1500 SLT is $10,227 below the comparable midpoint (n=26 comparables).

Miles:

113,933

Below market:

$10,134

Comparables:

n=14

Days listed:

56

2022 Chevrolet Silverado 1500 Limited RST is $10,134 below the comparable midpoint (n=14 comparables).

Miles:

59,691

Below market:

$7,550

Comparables:

n=38

Days listed:

49

2024 RAM Ram 1500 Pickup Laramie is $7,550 below the comparable midpoint (n=38 comparables).

Miles:

98,147

Below market:

$5,176

Comparables:

n=14

Days listed:

11

2020 Chevrolet Colorado Work Truck is $5,176 below the comparable midpoint (n=14 comparables).

Miles:

38,210

Below market:

$4,866

Comparables:

n=19

Days listed:

26

2023 Ford F-150 XL is $4,866 below the comparable midpoint (n=19 comparables).

Miles:

143,350

Below market:

$4,827

Comparables:

n=20

Days listed:

167

2017 GMC Sierra 1500 SLT is $4,827 below the comparable midpoint (n=20 comparables).

Miles:

77,577

Below market:

$4,681

Comparables:

n=16

Days listed:

89

2022 Chevrolet Silverado 1500 Limited Custom is $4,681 below the comparable midpoint (n=16 comparables).

Miles:

42,649

Below market:

$4,624

Comparables:

n=26

Days listed:

45

2022 Jeep Gladiator Rubicon is $4,624 below the comparable midpoint (n=26 comparables).

Miles:

24,063

Below market:

$4,605

Comparables:

n=25

Days listed:

84

2024 GMC Sierra 1500 AT4 is $4,605 below the comparable midpoint (n=25 comparables).

Miles:

23,678

Below market:

$3,569

Comparables:

n=21

Days listed:

89

2025 RAM Ram 1500 Pickup Laramie is $3,569 below the comparable midpoint (n=21 comparables).

Miles:

13,805

Below market:

$3,283

Comparables:

n=21

Days listed:

27

2025 Jeep Gladiator Willys is $3,283 below the comparable midpoint (n=21 comparables). Near-new — evaluated against used comparables; new-car pricing may differ.

Miles:

8,814

Below market:

$1,755

Comparables:

n=13

Days listed:

36

2026 Hyundai Santa Cruz SEL is $1,755 below the comparable midpoint (n=13 comparables). Near-new — evaluated against used comparables; new-car pricing may differ.

Miles:

43,096

Below market:

$22,454

Comparables:

n=13

Days listed:

130

2022 Ford F-150 XLT is $22,454 below the comparable midpoint (n=13 comparables). ⚠ Verify — an unusually steep discount; this discount may not reflect real value.

Miles:

155,477

Below market:

$8,061

Comparables:

n=52

Days listed:

67

2016 Ford F-250 Super Duty XL is $8,061 below the comparable midpoint (n=52 comparables). ⚠ Verify — an unusually steep discount; this discount may not reflect real value.

Miles:

103,634

Below market:

$2,701

Comparables:

n=19

Days listed:

496

2016 Nissan Frontier S is $2,701 below the comparable midpoint (n=19 comparables). ⚠ Verify — 496 days listed; this discount may not reflect real value.

Miles:

3,673

Below market:

$2,314

Comparables:

n=10

Days listed:

363

2026 RAM Ram 1500 Pickup Express is $2,314 below the comparable midpoint (n=10 comparables). Near-new — evaluated against used comparables; new-car pricing may differ. ⚠ Verify — 363 days listed; this discount may not reflect real value.

Miles:

111,758

Below market:

$4,295

Comparables:

n=29

Days listed:

35

2014 Ford F-150 XLT is $4,295 below the comparable midpoint (n=29 comparables).

Miles:

164,250

Below market:

$3,950

Comparables:

n=47

Days listed:

13

2015 Chevrolet Silverado 1500 LT is $3,950 below the comparable midpoint (n=47 comparables).

Miles:

168,945

Below market:

$3,250

Comparables:

n=28

Days listed:

30

2014 Ford F-150 XLT is $3,250 below the comparable midpoint (n=28 comparables).

Miles:

120,353

Below market:

$2,850

Comparables:

n=33

Days listed:

153

2013 Ford F-150 XLT is $2,850 below the comparable midpoint (n=33 comparables).

Miles:

162,004

Below market:

$2,439

Comparables:

n=17

Days listed:

12

2013 Ford F-150 XL is $2,439 below the comparable midpoint (n=17 comparables).

Miles:

165,062

Below market:

$2,349

Comparables:

n=32

Days listed:

15

2013 Ford F-150 XLT is $2,349 below the comparable midpoint (n=32 comparables).

Miles:

129,752

Below market:

$1,850

Comparables:

n=33

Days listed:

7

2013 Ford F-150 XLT is $1,850 below the comparable midpoint (n=33 comparables).

Miles:

133,152

Below market:

$4,875

Comparables:

n=16

Days listed:

674

2009 Toyota Tacoma Base is $4,875 below the comparable midpoint (n=16 comparables). ⚠ Verify — 674 days listed; this discount may not reflect real value.

Miles:

168,159

Comparables:

n=11

Days listed:

1464

2010 Chevrolet Silverado 1500 Work Truck: Fair Price at $9,995. ⚠ Verify — 1464 days listed; this discount may not reflect real value.

Miles:

153,249

Typical for segment:

~57,639 mi

Comparables:

n=48

Days listed:

53

2021 Chevrolet Silverado 1500 Custom — High mileage (153,249 mi vs ~57,639 typical for similar truck). Shown for transparency but not ranked as a supported deal: its low price mainly reflects the odometer, not a market discount.

Miles:

168,517

Typical for segment:

~57,639 mi

Comparables:

n=51

Days listed:

90

2022 Jeep Gladiator Mojave — High mileage (168,517 mi vs ~57,639 typical for similar truck). Shown for transparency but not ranked as a supported deal: its low price mainly reflects the odometer, not a market discount.

Miles:

83,111

Typical for segment:

~57,639 mi

Comparables:

n=10

Days listed:

35

2022 Jeep Gladiator Overland — High mileage (83,111 mi vs ~57,639 typical for similar truck). Shown for transparency but not ranked as a supported deal: its low price mainly reflects the odometer, not a market discount.

Miles:

85,939

Typical for segment:

~17,578 mi

Comparables:

n=37

Days listed:

59

2024 Chevrolet Silverado 1500 ZR2 — High mileage (85,939 mi vs ~17,578 typical for similar truck). Shown for transparency but not ranked as a supported deal: its low price mainly reflects the odometer, not a market discount.

Miles:

183,440

Typical for segment:

~135,731 mi

Comparables:

n=34

Days listed:

175

2013 Chevrolet Silverado 1500 LT — High mileage (183,440 mi vs ~135,731 typical for similar truck). Shown for transparency but not ranked as a supported deal: its low price mainly reflects the odometer, not a market discount.

Miles:

191,104

Typical for segment:

~135,731 mi

Comparables:

n=34

Days listed:

994

2013 Chevrolet Silverado 1500 LT — High mileage (191,104 mi vs ~135,731 typical for similar truck). Shown for transparency but not ranked as a supported deal: its low price mainly reflects the odometer, not a market discount.

Miles:

176,763

Typical for segment:

~100,895 mi

Comparables:

n=83

Days listed:

63

2017 Ford F-150 XLT — High mileage (176,763 mi vs ~100,895 typical for similar truck). Shown for transparency but not ranked as a supported deal: its low price mainly reflects the odometer, not a market discount.

Miles:

186,794

Typical for segment:

~100,895 mi

Comparables:

n=46

Days listed:

7

2018 GMC Sierra 1500 SLT — High mileage (186,794 mi vs ~100,895 typical for similar truck). Shown for transparency but not ranked as a supported deal: its low price mainly reflects the odometer, not a market discount.

Miles:

140,563

Comparables:

n=5

Days listed:

36

Miles:

199,600

Comparables:

n=8

Days listed:

223

Miles:

143,978

Comparables:

n=3

Days listed:

253

Miles:

178,539

Comparables:

n=3

Days listed:

32

Miles:

88,281

Comparables:

n=6

Days listed:

9

Miles:

133,475

Comparables:

n=3

Days listed:

46

Miles:

157,804

Comparables:

n=4

Days listed:

13

Miles:

177,305

Comparables:

n=4

Days listed:

166

Miles:

163,615

Comparables:

n=4

Days listed:

44

Miles:

140,075

Comparables:

n=3

Days listed:

127

Miles:

38,245

Comparables:

n=5

Days listed:

5

Miles:

171,110

Comparables:

n=23

Days listed:

40