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Kayla Day vs. Madison Keys Odds and Total

Odds via DraftKings Sportsbook

Moneyline

Kayla Day: +770

Madison Keys: -1540

Total

18.5 (Over -135/Under -105)

Kayla Day vs. Madison Keys How to Watch

Date: Tuesday, June 30

Time: 6:00 a.m. EST

How to Watch (TV): ESPN/ESPN Unlimited

Kayla Day vs. Madison Keys History and Performance at Wimbledon

Kayla Day

Day had an ankle injury that cost her most of the 2025 season, but she’s back in a Grand Slam for the first time since 2024.

She has never competed at Wimbledon in singles play, but she does have two head-to-head matches against Keys in her career.

Day beat Keys in their last meeting – the 2023 French Open – in three sets. 

Madison Keys

Keys was a third-round exit at All England Lawn Tennis and Croquet Club in 2025, and she’s had more success at the other three Grand Slams than at Wimbledon. Still, she’s heavily favored in this match against Day, who hasn’t played on this stage in two years. 

Keys beat Day back in 2016 at the U.S. Open, but the two have faced off just once since then. 

Kayla Day vs. Madison Keys Prediction and Pick

Oddsmakers have set Keys at -300 to win this match in straight sets, and it’s clear that Day’s lack of Grand Slam experience is an issue heading into t

his match.