Hull vs. Middlesbrough Picks: Wembley Stadium Hosts the Richest Game in Soccer (May 23)

Published May 22, 4:10am ET by

Alex Dudley - Betting Preview Analyst and Sports Writer

Last updated May 22, 4:10am ET

Pick status
The Championship Play-off Final is set for Wembley Stadium on May 23. Find the odds and our Hull vs. Middlesbrough picks here.

Credit: Shutterstock

Updated May 22, 4:10am ET

  • Hull City booked their spot in the Play-off Final after beating Millwall
  • Middlesbrough handed final berth following Southampton’s Spygate scandal

All eyes will be on Wembley Stadium on May 23, as the richest game in club soccer will see Middlesbrough and Hull collide in the Championship Play-off Final.

It has been a hugely controversial build-up to the clash, with Boro handed their spot in the final following Southampton’s expulsion after spying on their semi-final rivals.

Hull vs. Middlesbrough Overview Watch On: Paramount+

DATE & TIME

Saturday, May 23, 2026 @ 10:30 AM ET
Hull
Wembley Stadium, London, England
Middlesbrough
GAME ODDS
BetOnline
Hull +315
DRAW +260
Middlesbrough -120

Tigers Aiming to Regain EPL Status

Hull City secured their spot in the play-off final after easing past Millwall in the semi-finals. This weekend, they will be aiming to achieve promotion to the Premier League for the first time since 2016-17. The trends certainly favor their chances, as they have won both previous play-off finals that they have been involved in.

However, finishing sixth in the Championship hasn’t normally boded well in the play-offs, as the Tigers will be aiming to become just the second team since Blackpool in 2009-10 to finish in the final play-off spot to gain promotion to the top-flight.

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Possible Lineup
(3-4-2-1) Pandur (GK); Hughes, Egan, Ajayi; Coyle, Giles, Slater, Crooks; Belloumi, Millar; McBurnie

Boro Bidding to End Challenging Period With Promotion

It has been a challenging period for Middlesbrough, and their promotion hopes appeared to have ended following defeat against Southampton in the semi-finals. However, the Saints were later thrown out of the competition after being caught spying on their opponents.

Therefore, a second chance of promotion has arrived. Boro sat second in the Championship standings for the majority of the Championship campaign, but a run of just two wins in ten saw them drop to fifth.

Possible Lineup
(4-3-3) Dieng (GK); Ayling, Fry, Malanda, Targett; Brittain, Morris, Hackney; McGree, Whittaker, Conway
Hull vs. Middlesbrough Head-to-Head Record
TOTAL Hull Middlesbrough DRAWS
Games 31 11 15 5
Goals 93 42 51

Hull vs. Middlesbrough Picks

Hull have been collateral damage in the fallout from the Middlesbrough vs. Southampton spygate scandal. The Tigers had spent a week preparing for a clash with the Saints, before Boro being reinstated hands the advantage to their opponents. Therefore, further problems for the EFL could arise, with Boro winning on Saturday. However, it is unlikely to be the end of the Play-off story, as the Tigers are already threatening legal action.

Pick
Middlesbrough (-120)
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