# Chevrolet Silverado 1500 Custom Trail Boss prices

> The median asking price of a Chevrolet Silverado 1500 Custom Trail Boss is $43,980, across 430 for sale with a median model year of 2024. The 2024, the model year with the most for sale, has a median asking price of $44,995.

Trim page · 2019–2026 · data as of Nov 15, 2026 · [ottoquest.com/ca](https://ottoquest.com/ca/variants/chevrolet-silverado-1500-custom-trail-boss)

Part of the [Custom](https://ottoquest.com/ca/variants/chevrolet-silverado-1500-custom.md) family.

- For sale: 430 cars, model years 2019–2026
- Median asking price: CA$43,980 (430 for sale, median model year 2024)
- Most are priced between CA$21,999 and CA$64,914, depending on model year and mileage
- The 2024, the model year with the most for sale: median CA$44,995 (162 for sale)

## Price by model year

Asking prices of cars for sale in Canada now.

| Model year | For sale | Median asking | Sold · 3 yrs | Median sold | Middle 50% sold |
| --- | ---: | --- | ---: | ---: | ---: |
| 2026 | 21 | CA$61,495 | 0 | — | — |
| 2025 | 86 | CA$48,094 | 0 | — | — |
| 2024 | 162 | CA$44,995 | 0 | — | — |
| 2023 | 45 | CA$39,995 | 0 | — | — |
| 2022 | 84 | CA$35,992 | 0 | — | — |
| 2021 | 10 | CA$37,994 | 0 | — | — |
| 2020 | 6 | CA$34,900 | 0 | — | — |
| 2019 | 16 | CA$26,450 | 0 | — | — |

## Editions and packages

Each priced on its own.

| Trim | Years | For sale | Median asking |
| --- | ---: | ---: | --- |
| [Custom Trail Boss 5.3L](https://ottoquest.com/ca/variants/chevrolet-silverado-1500-custom-trail-boss-5-3l.md) | 2019–2025 | 15 | CA$40,997 |
| [Custom Trail Boss Z71](https://ottoquest.com/ca/variants/chevrolet-silverado-1500-custom-trail-boss-z71.md) | 2020–2025 | 14 | CA$39,606 |
| [Custom Trail Boss Short](https://ottoquest.com/ca/variants/chevrolet-silverado-1500-custom-trail-boss-short.md) | 2022–2026 | 11 | CA$46,499 |
| [Custom Trail Boss 2.7L](https://ottoquest.com/ca/variants/chevrolet-silverado-1500-custom-trail-boss-2-7l.md) | 2022–2024 | 6 | CA$37,018 |
| [Custom Trail Boss Remote Start](https://ottoquest.com/ca/variants/chevrolet-silverado-1500-custom-trail-boss-remote-start.md) | 2021–2024 | 2 | CA$40,706 |
| [CUSTOM TRAIL BOSS STD/BOX](https://ottoquest.com/ca/variants/chevrolet-silverado-1500-custom-trail-boss-std-box.md) | 2026 | 1 | CA$65,303 |

## What's for sale

- Gearbox: Auto 100%
- Body: Crew cab 94%, Pickup 6%
- Drive: 4WD 100%

## Specs and fuel economy

US EPA figures by model year.

| Model year | Combined MPG | EV range | Class |
| --- | ---: | ---: | --- |
| 2006 | 14–17 | — | Standard Pickup Trucks 2WD, Standard Pickup Trucks 4WD |
| 2005 | 13–17 | — | Standard Pickup Trucks 2WD, Standard Pickup Trucks 4WD |
| 2004 | 13–16 | — | Standard Pickup Trucks 2WD, Standard Pickup Trucks 4WD |
| 2003 | 14–16 | — | Standard Pickup Trucks 2WD, Standard Pickup Trucks 4WD |
| 2002 | 14–16 | — | Standard Pickup Trucks 2WD, Standard Pickup Trucks 4WD |
| 2001 | 14–17 | — | Standard Pickup Trucks 2WD, Standard Pickup Trucks 4WD |
| 2000 | 14–17 | — | Standard Pickup Trucks 2WD, Standard Pickup Trucks 4WD |
| 1999 | 14–17 | — | Standard Pickup Trucks 2WD, Standard Pickup Trucks 4WD |

## Safety recalls

In the US, NHTSA lists 54 safety recall campaigns for the Chevrolet Silverado 1500 Custom Trail Boss. By model year: 2026 (3), 2024 (2), 2023 (3), 2022 (6), 2021 (8), 2020 (12), 2019 (10), 2018 (7), 2017 (7), 2016 (12), 2015 (11), 2014 (6), 2013 (2), 2012 (2), 2011 (4), 2010 (3), 2009 (3), 2008 (2), 2007 (2). A recall repair is free at a dealer of the make; check a car's VIN before buying.

## Chevrolet Silverado 1500 Custom Trail Boss prices: common questions

### How much does a Chevrolet Silverado 1500 Custom Trail Boss cost?

The median asking price of a Chevrolet Silverado 1500 Custom Trail Boss is $43,980, across 430 cars for sale in Canada Most are priced between $21,999 and $64,914, depending on the model year and mileage. The 2024, the model year with the most for sale, asks a median of $44,995.

### Which Chevrolet Silverado 1500 Custom Trail Boss model year is the cheapest?

Among model years with at least 10 cars for sale, the 2019 Chevrolet Silverado 1500 Custom Trail Boss asks the least: a median of $26,450 across 16 cars, with a typical 164,985 km. The 2026 asks $61,495.

### Which Chevrolet Silverado 1500 Custom Trail Boss model year has the most cars for sale?

The 2024: 162 of the 430 for sale, at a median asking price of $44,995.

## More

- Value a Chevrolet Silverado 1500 Custom Trail Boss: https://ottoquest.com/ca/value?model=chevrolet-silverado-1500&variant=chevrolet-silverado-1500-custom-trail-boss
- Chevrolet Silverado 1500 Custom Trail Boss for sale, with each car's market value: https://ottoquest.com/ca/listings?variant=chevrolet-silverado-1500-custom-trail-boss
- Check one car's price: https://ottoquest.com/ca/deal-check.md?vin=<VIN>&price=<price>&mileage=<miles> (markdown; the page is https://ottoquest.com/ca/deal-check)
- Value a car by model, trim, year and mileage: https://ottoquest.com/ca/value
- Free alerts for new listings and price drops: https://ottoquest.com/ca/deals

Free with an account at https://ottoquest.com/ca/variants/chevrolet-silverado-1500-custom-trail-boss: cars below market now and year-by-year days to sell.

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OttoQuest · [this page](https://ottoquest.com/ca/variants/chevrolet-silverado-1500-custom-trail-boss). Prices are asking prices of cars for sale in Canada and recorded sold prices; a guide to the price, not to a car's condition.
