What to Watch What to Watch on Wednesday: The Masked Singer crowns a winner in season 5 finale Also, say goodbye to the Windy City for now as NBC's Chicago shows wrap up for the season. By EW Staff Published on May 26, 2021 06:00AM EDT The Masked Singer HOW/WHEN & WHERE TO WATCH: 8 p.m. on Fox Season FinaleHeading into the finale, of course fans are anticipating the showdown between the three finalists for the Golden Mask trophy. But another huge reason to tune in is the return of LeAnn Rimes, whose entire run as Sun on season 4 — culminating in her win — was a series highlight. Seriously, if you didn't watch her Billie Eilish cover at least 4 times, what are you doing? EP Craig Plestis recently told EW that Rimes will join the final three for a performance right at the top. The show already teased a preview of her show-stopping vocals on the TMS stage. And before all is revealed, check out our predictions for what celebrities are hiding in the costumes for Chameleon, Black Swan, and the Piglet. —Rachel Yang Related content: Donnie Wahlberg was on Masked Singer before Cluedle-Doo reveal and nobody noticed — even wife Jenny McCarthy Yeti on his shocking Masked Singer reveal and why he wants his character to do Star Wars next The Masked Singer's Russian Dolls reveal the secrets to their deceptive costumes One Chicago HOW/WHEN & WHERE TO WATCH: 8 p.m./9 p.m./10 p.m. on NBC Season FinalesThere are a lot of changes coming to One Chicago. To what extent is as yet unknown, but here's what we do know: Chicago Fire really brought the major feels last week with the spontaneous engagement between Kelly Severide (Taylor Kinney) and the newly minted Lieutenant Stella Kidd (Miranda Rae Mayo). While a wedding in the finale will be a huge way to go, we still have the unanswered question about whether one or more cast members could depart. Speaking of departures, Chicago Med will say goodbye to April (Yaya Dacosta) and Natalie Manning (Torrie DeVitto) in the season 6 finale, and it's safe to say nobody is ready for that. Manning and Crockett (Dominic Rains) were meant to be endgame! There's also the worry as to how Crockett will react to losing Manning, after finally letting someone into his heart. Manning is sure to be exposed as the thief who stole the trial meds but will the knowledge that she did it to save her mom's life be enough to earn her an honorable discharge? Over on P.D., things aren't looking much better. Burgess (Marina Squerciati) was taken by a dangerous perp and the whole team is struggling to find the best way to find her. Voight (Jason Beghe) is going off the rails after spending a season trying to do things by the book. As Patrick John Flueger told EW this week, "Voight's a dangerous man. I think he's willing and able to mute that. Until you hurt someone he loves." —Rosy Cordero Related content: Chicago Fire boss weighs in on [SPOILER]'s shocking exit, possible return for Monica Raymund Eriq La Salle bids farewell to Chicago P.D.: 'I'm proud of the stories we got to tell' Chicago Fire's David Eigenberg breaks down the explosive events of Hermann's Lucky Day Hear more on all of today's must-see picks, plus what Special star Punam Patel is watching, in EW's What to Watch podcast, hosted by Gerrad Hall. What ELSE to Watch 8 p.m. Press Your Luck (season premiere) — ABC Justice Now: Race & Reckoning (special) — BET The Real Housewives of Beverly Hills — Bravo Kids Say the Darndest Things — CBS Kung Fu — The CW 9 p.m. The $100,000 Pyramid (season premiere) — ABC The Real Housewives of New Jersey (reunion part 2) — Bravo SEAL Team (season finale) — CBS Nancy Drew — The CW Crime Scene Kitchen (series debut) — Fox 10 p.m. A Million Little Things — ABC S.W.A.T. (season finale) — CBS The Bold Type (season premiere) — Freeform Queen of the South — USA Streaming 40 Year Old Property Virgins (series debut) — Discovery+ High on the Hog: How African American Cuisine Transformed America (docuseries debut) — Netflix Movies Baggio: The Divine Ponytail (doc) — Netflix *times are ET and subject to change We know TV has a lot to offer, be it network, cable, premium channels, or streaming platforms including Netflix, Disney+, Hulu, HBO Max, Amazon Prime Video, Apple TV+, and others. So EW is here to help, guiding you every single day to the things that should be on your radar. Be sure to listen/subscribe to our What to Watch podcast on Apple Podcasts, Spotify, Player FM, or wherever you listen to your favorite podcasts, or via your own voice-controlled smart-speaker (Alexa, Google Home).