Bobcat T66 vs Caterpillar 299D2: Which Is the Better Value?

| Based on 140 verified Canadian auction sales

The Bobcat T66 averages $49,195 CAD at auction, compared to $50,586 for the Caterpillar 299D2. That's a $1,390 difference. Based on 140 verified Canadian auction results tracked by TrackCheck, here's the full breakdown.

The Verdict

Both machines are competitively priced with only a $1,390 difference. Your decision should come down to brand preference, dealer proximity, and specific feature needs rather than price alone.

Bobcat T66

CTL

$49,195 CAD avg

$948

Low

$104,326

High

26

Sales

Avg 1,327 hours · 2020–2023 model years

Full price guide →

Caterpillar 299D2

SSL

$50,586 CAD avg

$1,138

Low

$130,547

High

114

Sales

Avg 3,685 hours · 2016–2019 model years

Full price guide →

How do T66 and 299D2 specs compare?

Bobcat T66 vs Caterpillar 299D2 specifications comparison
Spec Bobcat T66 Caterpillar 299D2
Horsepower 74 hp
Rated Operating Capacity 3,500 lbs
Operating Weight 8,927 lbs
Lift Type vertical
Frame Size large
High Flow 1 gpm

What are the key differences between T66 and 299D2?

  • Price: The T66 is $1,390 cheaper on average (3% savings).
  • Track Type: T66 is a compact track loader (CTL) while 299D2 is a wheeled skid steer (SSL). CTLs have better traction on soft ground; wheeled units are faster and cheaper to maintain.
  • Usage: Used T66s average 1,327 hours while 299D2s average 3,685 hours.

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

Looking for a T66 or 299D2? Check current listings with Deal Scores.

Which is the better value: T66 or 299D2?

Choose the Caterpillar 299D2 if:

  • You work on pavement, concrete, or hard surfaces
  • You prefer Caterpillar's dealer network and parts availability

How do T66 and 299D2 prices compare by year?

Bobcat T66 vs Caterpillar 299D2 prices by model year (CAD)
Year Bobcat T66 Caterpillar 299D2
2023 $83,966 (4)
2022 $58,021 (6)
2021 $50,758 (10)
2020 $20,982 (4)
2019 $51,364 (17)
2018 $50,472 (35)
2017 $59,661 (28)
2016 $40,263 (30)

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

How do T66 and 299D2 prices compare by hours?

Bobcat T66 vs Caterpillar 299D2 prices by hours (CAD)
Hours Bobcat T66 Caterpillar 299D2
0-999 hrs $78,430 (8) $106,250 (4)
1,000-1,999 hrs $48,291 (8) $72,396 (6)
2,000-2,999 hrs $43,298 (6) $45,600 (20)
3,000-3,999 hrs $54,774 (34)
4,000+ hrs $44,653 (44)

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

Where can I buy a T66 or 299D2 in Canada?

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