Bobcat 440B vs Caterpillar 299D: Which Is the Better Value?

| Based on 58 verified Canadian auction sales

The Bobcat 440B averages $5,792 CAD at auction, compared to $54,469 for the Caterpillar 299D. That's a $48,677 difference. Based on 58 verified Canadian auction results tracked by TrackCheck, here's the full breakdown.

The Verdict

The Bobcat 440B is the better value buy for most Canadian buyers, averaging $48,677 less than the 299D.

Bobcat 440B

SSL

$5,792 CAD avg

$5,009

Low

$7,417

High

12

Sales

Avg 1,451 hours · 1991–1995 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 440B and 299D?

  • Price: The 440B is $48,677 cheaper on average (89% savings).
  • Track Type: 440B 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 440Bs average 1,451 hours while 299Ds average 3,104 hours.

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

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

Which is the better value: 440B or 299D?

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 440B and 299D prices compare by year?

Bobcat 440B vs Caterpillar 299D prices by model year (CAD)
Year Bobcat 440B Caterpillar 299D
2015 $58,335 (10)
2014 $54,544 (14)
2013 $54,021 (14)
2012 $49,374 (6)
1995 $5,065 (2)
1993 $5,689 (2)
1992 $5,612 (2)
1991 $5,605 (2)

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

How do 440B and 299D prices compare by hours?

Bobcat 440B vs Caterpillar 299D prices by hours (CAD)
Hours Bobcat 440B Caterpillar 299D
0-999 hrs $5,636 (4) $84,089 (2)
1,000-1,999 hrs $5,612 (2) $69,776 (12)
2,000-2,999 hrs $5,605 (2) $53,039 (2)
3,000-3,999 hrs $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 440B or 299D in Canada?

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