Case 440 vs Caterpillar 299D: Which Is the Better Value?
The Case 440 averages $19,932 CAD at auction, compared to $54,469 for the Caterpillar 299D. That's a $34,537 difference. Based on 78 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 $34,537 less than the 299D.
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 299D
CTL$54,469 CAD avg
$34,914
Low
$102,373
High
46
Sales
Avg 3,104 hours · 2012–2015 model years
Full price guide →What are the key differences between 440 and 299D?
- Price: The 440 is $34,537 cheaper on average (63% savings).
- Track Type: 440 is a wheeled skid steer (SSL) while 299D 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 299Ds average 3,104 hours.
Both Case and Caterpillar retain value well. See our depreciation guide for brand rankings.
Looking for a 440 or 299D? Check current listings with Deal Scores.
Which is the better value: 440 or 299D?
Choose the Case 440 if:
- You want lower upfront cost ($34,537 savings)
- You work on pavement, concrete, or hard surfaces
- You prefer Case's dealer network and parts availability
Choose the Caterpillar 299D if:
- You work on soft ground, mud, or uneven terrain
- You prefer Caterpillar's dealer network and parts availability
How do 440 and 299D prices compare by year?
| Year | Case 440 | Caterpillar 299D |
|---|---|---|
| 2015 | — | $58,335 (10) |
| 2014 | — | $54,544 (14) |
| 2013 | — | $54,021 (14) |
| 2012 | — | $49,374 (6) |
| 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 299D prices compare by hours?
| Hours | Case 440 | Caterpillar 299D |
|---|---|---|
| 0-999 hrs | $19,218 (4) | $84,089 (2) |
| 1,000-1,999 hrs | $23,793 (4) | $69,776 (12) |
| 2,000-2,999 hrs | $25,434 (10) | $53,039 (2) |
| 3,000-3,999 hrs | $23,466 (6) | $50,866 (16) |
| 4,000+ hrs | — | $41,441 (14) |
Hours matter more than age for resale value. See our hours vs age analysis.
Where can I buy a 440 or 299D in Canada?
More Comparisons
Related Guides
Get Pricing
Get a Price Quote on Case 440
We'll send you current pricing and available units. No spam.
Get a Price Quote on Caterpillar 299D
We'll send you current pricing and available units. No spam.