Case 440 vs Caterpillar 299D3: Which Is the Better Value?

| Based on 161 verified Canadian auction sales

The Case 440 averages $19,932 CAD at auction, compared to $68,618 for the Caterpillar 299D3. That's a $48,686 difference. Based on 161 verified Canadian auction results tracked by TrackCheck, here's the full breakdown.

The Verdict

The Case 440 is the better value buy for most Canadian buyers, averaging $48,686 less than the 299D3.

Case 440

SSL

$19,932 CAD avg

$3,187

Low

$37,950

High

32

Sales

Avg 2,063 hours · 2005–2010 model years

Full price guide →

Caterpillar 299D3

CTL

$68,618 CAD avg

$644

Low

$189,054

High

129

Sales

Avg 2,599 hours · 2019–2024 model years

Full price guide →

What are the key differences between 440 and 299D3?

  • Price: The 440 is $48,686 cheaper on average (71% savings).
  • Track Type: 440 is a wheeled skid steer (SSL) while 299D3 is a compact track loader (CTL). CTLs have better traction on soft ground; wheeled units are faster and cheaper to maintain.
  • Usage: Used 440s average 2,063 hours while 299D3s average 2,599 hours.

Both Case and Caterpillar retain value well. See our depreciation guide for brand rankings.

Looking for a 440 or 299D3? Check current listings with Deal Scores.

Which is the better value: 440 or 299D3?

Choose the Caterpillar 299D3 if:

  • You work on soft ground, mud, or uneven terrain
  • You prefer Caterpillar's dealer network and parts availability

How do 440 and 299D3 prices compare by year?

Case 440 vs Caterpillar 299D3 prices by model year (CAD)
Year Case 440 Caterpillar 299D3
2024 $92,749 (5)
2023 $115,692 (32)
2022 $52,146 (7)
2021 $46,612 (41)
2020 $55,579 (34)
2019 $64,846 (8)
2010 $19,456 (4)
2009 $19,807 (4)
2008 $27,020 (4)
2007 $19,396 (8)
2006 $24,833 (4)
2005 $17,375 (4)

Prices in CAD. Numbers in parentheses are sample size. Lower price highlighted.

How do 440 and 299D3 prices compare by hours?

Case 440 vs Caterpillar 299D3 prices by hours (CAD)
Hours Case 440 Caterpillar 299D3
0-999 hrs $19,218 (4) $112,751 (31)
1,000-1,999 hrs $23,793 (4) $141,540 (3)
2,000-2,999 hrs $25,434 (10) $64,698 (21)
3,000-3,999 hrs $23,466 (6) $52,582 (56)
4,000+ hrs $44,899 (9)

Hours matter more than age for resale value. See our hours vs age analysis.

Where can I buy a 440 or 299D3 in Canada?

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