CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Checotah, OK

141 results
Rentiesville, OK
2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Don Thornton Cadillac

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

47,420 miles

$37,899

Fair Deal
Tulsa, OK
47 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Glacier Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
47,420
Stock number:
P60085
VIN:
3GCPDCED7NG660085

Sponsored

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

13,489 miles

$43,900

Great Deal
Charleston, AR
83 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Red Hot
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
13,489
Stock number:
219972
VIN:
3GCUKCED4SG219972

Sponsored

2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

124,667 miles

$24,988

Good Deal
Atoka, OK
87 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
124,667
Stock number:
23701C
VIN:
1GCPYCEF2LZ118914

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

50,417 miles

$32,997

Good Deal
Store transfer to Tulsa, OK
656 mi away • Price includes $999 shipping Price includes $999 shipping
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Black
Interior color:
Black
Transmission:
Automatic
Mileage:
50,417
Stock number:
27851520
VIN:
3GCPYCEK9NG185283

2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

90,667 miles

$28,498

Good Deal
Chandler, OK
79 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Shadow Gray Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
90,667
Stock number:
P26010
VIN:
3GCPYCEF7LG144182

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

37,579 miles

$41,183

Good Deal
Tulsa, OK
42 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Glacier Blue Metallic
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
37,579
Stock number:
TT1082A
VIN:
3GCUDCE80RG214467

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

81,891 miles

$28,981

Fair Deal
Tulsa, OK
46 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
81,891
Stock number:
PLG1149
VIN:
1GCRYCEFXLZ203296

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

124,667 miles

$24,988

Good Deal
Atoka, OK
87 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
124,667
Stock number:
23701C
VIN:
1GCPYCEF2LZ118914

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

1,408 miles

$49,147

Good Deal
Store transfer to Tulsa, OK
451 mi away • Price includes $149 shipping Price includes $149 shipping
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Brown (Tan)
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
1,408
Stock number:
28291867
VIN:
3GCUKCED3TG166358

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,376 miles

$39,988

Fair Deal
Broken Arrow, OK
43 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
29,376
Stock number:
B60349A
VIN:
3GCUDCED5PG280863

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

124,517 miles

$26,755

Fair Deal
Tulsa, OK
46 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Red Hot
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
124,517
Stock number:
TSS1052
VIN:
1GCPYCEF6MZ419171

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

83,537 miles

$31,250

Fair Deal
Tulsa, OK
49 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Silver Ice Metallic
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
83,537
Stock number:
R67011
VIN:
3GCPYCEK0NG112397

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Oklahoma
  6. / Checotah
  • Chevrolet Silverado 1500 LT in Checotah OK

  • Chevrolet Silverado 1500 RST in Checotah OK

  • Chevrolet Silverado 1500 LTZ in Checotah OK

  • Chevrolet Silverado 1500 LT Trail Boss in Checotah OK

  • Chevrolet Silverado 1500 LT1 in Checotah OK

  • Chevrolet Silverado 1500 High Country in Checotah OK

  • Chevrolet Silverado 1500 Custom in Checotah OK

  • Chevrolet Silverado 1500 Custom Trail Boss in Checotah OK

  • Chevrolet Silverado 1500 Work Truck in Checotah OK

  • Chevrolet Silverado 1500 in Muskogee OK

  • Chevrolet Silverado 1500 in Tulsa OK

  • Chevrolet Silverado 1500 in Fort Smith AR

  • Chevrolet Silverado 1500 in Fayetteville AR

  • Chevrolet Silverado 1500 in Bartlesville OK

  • Chevrolet Silverado 1500 in Stillwater OK

  • Chevrolet Silverado 1500 in Oklahoma City OK

  • Chevrolet Silverado 1500 in Ponca City OK

  • Chevrolet Silverado 1500 in Joplin MO

  • Chevrolet Silverado 1500 in Checotah OK

  • Old Chevy Trucks for Sale in Checotah OK

  • Classic Muscle Cars for Sale in Checotah OK

  • Chevrolet Trucks For Sale in Checotah OK

  • Cheap Muscle Cars for Sale in Checotah OK

  • Work Trucks for Sale in Checotah OK

  • Reliable Cars For Sale in Checotah OK

  • American Made Trucks For Sale in Checotah OK

  • Best Pickup Trucks For Sale in Checotah OK

  • Best Cars Under $5,000 For Sale in Checotah OK

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Checotah OK

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Mark Allen Chevrolet

  • Jim Norton Chevrolet

  • Toliver Chevrolet Buick GMC

  • Dunn Country Chevrolet Buick GMC

  • South Pointe Chevrolet

  • Tommy Nix Auto Group

  • Jim Norton T-Town Chevrolet

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.