Usually means: Without checks; uninterrupted or uncontrolled.
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We found 12 dictionaries that define the word checkless:

General (11 matching dictionaries)
  1. checkless: Merriam-Webster
  2. checkless: Collins English Dictionary
  3. checkless: Wordnik
  4. checkless: Wiktionary
  5. Checkless, checkless: Dictionary.com
  6. Checkless: Online Plain Text English Dictionary
  7. checkless: Webster's Revised Unabridged, 1913 Edition
  8. Checkless: AllWords.com Multi-Lingual Dictionary
  9. checkless: Webster's 1828 Dictionary
  10. checkless: FreeDictionary.org
  11. Checkless: TheFreeDictionary.com

Business (1 matching dictionary)
  1. checkless: Merriam-Webster Legal Dictionary

(Note: See check as well.)

Definitions from Wiktionary (checkless)

adjective:  That cannot be checked or restrained.
adjective:  (US) Without checks (financial instruments); chequeless.

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