A challenge in which the contestants must try to guess what kind of pie Wiger has purchased. They must decipher a series of clues and to aid their guess they are allowed to phone a friend or smell the pie without seeing it.
In episode 316, Nick introduced a cake version of this segment called Cake It Off. Am treating them as the same segment here.
| # | Episode | Release Date | Pie | Winner | Mitch's Score (W-L) |
|---|---|---|---|---|---|
| 47 | Veggie Grill with Nathan Barnatt | April 3, 2016 | McDonald's Apple Pie | Guest | 0-1 |
| 51 | The Olive Garden with Christine Nangle | May 5, 2016 | Lemon Meringue Pie | Guest | 0-2 |
| 58 | Pinkberry with Lauren Lapkus | June 23, 2016 | Pecan Pie | Guest | 0-3 |
| 74 | Rocklobsterfest: Red Lobster 2 with Ross Kimball | October 13, 2016 | Sweet Potato Pie | Mitch | 1-3 |
| 105 | IKEA with Dave Thomason | May 25, 2017 | Peanut Butter Cup Pie | Guest | 1-4 |
| 140 | Checkers and Rally's with Neil Punsalan | February 07, 2018 | Peach Pie | Guest | 1-5 |
| 149 | The Pie Hole with Marcy Jarreau | April 12, 2018 | German Chocolate Cake Pie | Guest | 1-6 |
| 184 | McDonald's with Sarah Silverman | December 20, 2018 | McDonald's Holiday Pie | Guest | 1-7 |
| 191 | Little Caesars with John Ross Bowie | February 21, 2019 | Coconut Creme Pie from House of Pies | Mitch | 2-7 |
| 252 | Topical Freeze: Ore-Ida with Jason Mantzoukas | May 21, 2020 | Chess Pie | Mitch | 3-7 |
| 257 | Dog Haus with Dani Fernandez | June 25, 2020 | Blueberry Pie | Mitch | 4-7 |
| 264 | Bonchon Chicken with Ed Zitron | August 13, 2020 | Chicken Pot Pie | Guest | 4-8 |
| 269 | In-N-Out Burger 3 with Rob Lowe | September 17, 2020 | Key Lime Pie | Mitch | 5-8 |
| 290 | Pie Noon: Round 1 Part 1 with Jon Gabrus | March 4, 2021 | Mississippi Mud Pie | Guest | 5-9 |
| 316 | MOD Pizza with Cody Ziglar | September 2, 2021 | Red Velvet Cake | Mitch | 6-9 |
| 328 | Umami Burger 3 with Judd Apatow | December 2, 2021 | Shepherd's Pie | Mitch | 7-9 |
| 334 | Sweet Chick with Tami Sagher | January 27, 2022 | Tres Leches Cake | Guest | 7-10 |
| 384 | Jeni's Splendid Ice Creams with Lilan Bowden | February 9, 2023 | Cherry Pie | Mitch | 8-10 |
| 416 | Guisados with Lamar Woods | September 21, 2023 | Carrot Cake | Mitch | 9-10 |
| 435 | Subway 4 with Andre Hyland | February 29, 2024 | Bavarian Cream Pie | Guest | 9-11 |
| 443 | California Pizza Kitchen 2 with Avital Ash | April 25, 2024 | Coffee Cake | Mitch | 10-11 |