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

| Based on 141 verified Canadian auction sales

The Bobcat 440B averages $5,792 CAD at auction, compared to $68,618 for the Caterpillar 299D3. That's a $62,826 difference. Based on 141 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 $62,826 less than the 299D3.

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 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 440B and 299D3?

  • Price: The 440B is $62,826 cheaper on average (92% savings).
  • Track Type: 440B 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 440Bs average 1,451 hours while 299D3s average 2,599 hours.

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

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

Which is the better value: 440B 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 440B and 299D3 prices compare by year?

Bobcat 440B vs Caterpillar 299D3 prices by model year (CAD)
Year Bobcat 440B 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)
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 299D3 prices compare by hours?

Bobcat 440B vs Caterpillar 299D3 prices by hours (CAD)
Hours Bobcat 440B Caterpillar 299D3
0-999 hrs $5,636 (4) $112,751 (31)
1,000-1,999 hrs $5,612 (2) $141,540 (3)
2,000-2,999 hrs $5,605 (2) $64,698 (21)
3,000-3,999 hrs $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 440B or 299D3 in Canada?

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