pit your wits against

pit (one's) wits against (someone or something)

To engage in a contest of intelligence with someone or something. In the show, five couples will pit their wits against each other to see who knows more pop culture trivia. The best chess player in the world is pitting his wits against a supercomputer.
See also: pit, wit
Farlex Dictionary of Idioms.

pit your wits against

compete with someone or something.
1996 Earl Lovelace Salt Michael…would be the one to make money…there was no greater cause or adversary to pit his wits and slickness and spite against.
See also: pit, wit
Farlex Partner Idioms Dictionary
See also:
  • pit (one's) wits against (someone or something)
  • pit your wits
  • pit your wits against someone
  • match wits
  • match wits (with one)
  • have one's wits about one, to
  • battle
  • battle with (someone or something)
  • scare someone out of their wits
  • smarts
References in periodicals archive
Yep, we thought so 17-23 TV LISTINGS Your seven-day television listings guide starts here 24 PUZZLES & STARS Pit your wits against our cunning puzzles, solve them, and you're all ready for a very smug weekend.
"When everyone thinks you are out it's a great challenge to go and pit your wits against 20,000 fans and an opposing team who already think they are there," said the Eagles boss.
Then pit your wits against www.tinyurl.com/24fqz3, where you'll be asked to identify films from a single frame.
"We want to play against that quality of player they've got and pit your wits against them.
Race down the Men's downhill, take part in the terrifying bobsleigh or pit your wits against the world's best snowboarders, Salt Lake 2002 - the official computer game of the Winter Olympics - has it all.
Pit your wits against our photographers and see if you can recognise our famous buildings, monuments and natural wonders.
Pit your wits against other online players at www.quizchannel.com in a Who Wants To Be A Millionaire?-type contest.