| Date | Grid | Clue | Author | Editor |
| Mon, Sep 16, 2024 | 53A | ___ date (pregnancy estimate) | Robert Corridan | Fagliano |
| Fri, Jun 07, 2024 | 51D | Directly | Alice Liang and Christina Iverson | Fagliano |
| Sat, Jun 01, 2024 | 31D | Fair treatment | Eric Warren | Fagliano |
| Sun, Sep 25, 2022 | 99A | Expected | Meghan Morris | Shortz |
| Sun, Jun 26, 2022 | 47A | Expected | Matthew Stock and Finn Vigeland | Shortz |
| Mon, May 16, 2022 | 46D | Needing to be paid | Lynn Lempel | Shortz |
| Sun, May 01, 2022 | 58A | Owed | Brandon Koppy | Shortz |
| Sun, Aug 22, 2021 | 11D | Directly | Stephen McCarthy | Shortz |
| Fri, Aug 06, 2021 | 49D | Just deserts | Seth A. Abel | Shortz |
| Tue, May 11, 2021 | 61D | Expected | Kevin Patterson | Shortz |
| Sat, Feb 06, 2021 | 43A | ___ process | Kameron Austin Collins | Shortz |
| Mon, Jan 04, 2021 | 62D | Payment ___ | Kathy Wienberg | Shortz |
| Sun, Nov 29, 2020 | 67A | Expected | Eric Berlin | Shortz |
| Tue, Nov 10, 2020 | 61D | In ___ time | Robert Fisher | Shortz |
| Tue, Aug 18, 2020 | 49A | Expected, as a baby | Olivia Mitra Framke | Shortz |
| Thu, Jul 02, 2020 | 51A | Expected | Yacob Yonas and Chad Horner | Shortz |
| Thu, Apr 23, 2020 | 8D | Props, say | Yacob Yonas and Erik Agard | Shortz |
| Sun, Feb 16, 2020 | 75A | TWO | Sam Ezersky | Shortz |
| Tue, Dec 17, 2019 | 58D | Like a pregnant woman at about 40 weeks | David Levinson Wilk | Shortz |
| Fri, Dec 13, 2019 | 57D | Straight | Leslie Rogers | Shortz |
| Tue, Nov 26, 2019 | 44D | Expected, as a baby | Olivia Mitra Framke | Shortz |
| Fri, Aug 11, 2017 | 32A | East or west lead-in | Hal Moore | Shortz |
| Mon, Jul 24, 2017 | 9D | "With all ___ respect ..." | Peter Gordon | Shortz |
| Mon, Jul 17, 2017 | 57D | Like some library books and babies | Tom McCoy | Shortz |
| Sun, Oct 02, 2016 | 25D | Amount ___ | Zhouqin Burnikel | Shortz |
| Mon, Jul 18, 2016 | 42D | Word before north or after payment | Jacob Stulberg | Shortz |
| Mon, Aug 31, 2015 | 6D | Word before north or process | Michael Dewey | Shortz |
| Wed, Jul 29, 2015 | 65D | Expected in | David J. Lieb | Shortz |
| Tue, Jun 09, 2015 | 57D | Like many payments on the first of the month | Roy Leban | Shortz |
| Tue, Jun 02, 2015 | 63D | Expected | Bruce Haight | Shortz |
| Fri, May 29, 2015 | 22D | Fitting | Patrick Berry | Shortz |
| Sun, Feb 22, 2015 | 42D | Fitting | Patrick Berry | Shortz |
| Fri, Sep 12, 2014 | 4D | At full term | Michael Wiesenberg | Shortz |
| Mon, Aug 11, 2014 | 28A | Scheduled to arrive | David Steinberg and Bernice Gordon | Shortz |
| Wed, Dec 18, 2013 | 9D | Scheduled to deliver (on) | Ed Sessa | Shortz |
| Sun, Nov 24, 2013 | 64D | Having a projected date of | Gary Cee | Shortz |
| Sun, Aug 19, 2012 | 71D | Appropriate | Freddie Cheng | Shortz |
| Wed, May 02, 2012 | 15A | What a baby may be | Paula Gamache | Shortz |
| Thu, Nov 17, 2011 | 8D | Kind of date for a woman | Patrick Merrell | Shortz |
| Mon, Oct 17, 2011 | 38A | Expected to arrive | Patrick Berry | Shortz |
| Sun, Sep 25, 2011 | 116D | Outstanding | Paul Hunsberger | Shortz |
| Sat, Sep 17, 2011 | 8D | Like some balances | Peter A. Collins | Shortz |
| Sun, Aug 28, 2011 | 63A | Expected | Patrick Berry | Shortz |
| Fri, Aug 05, 2011 | 20A | Directly | Barry Silk | Shortz |
| Tue, May 17, 2011 | 16A | Payable immediately | John Farmer | Shortz |
| Thu, Oct 14, 2010 | 63D | Directly | Jim Hilger | Shortz |
| Wed, Jul 28, 2010 | 27D | Directly | Howard Baker | Shortz |
| Mon, Nov 02, 2009 | 49A | Kind of date for an expectant mother | Andrea Carla Michaels and Kent Clayton | Shortz |
| Fri, Jul 10, 2009 | 25A | Bill word | Joe Krozel | Shortz |
| Fri, Feb 27, 2009 | 32D | Deserved | Joe DiPietro | Shortz |
| Sat, Jul 05, 2008 | 23D | Exactly | Karen M. Tracey | Shortz |
| Thu, Mar 06, 2008 | 25A | Directly | Pamela Amick Klawitter | Shortz |
| Mon, Mar 03, 2008 | 7D | Owing | C. W. Stewart | Shortz |
| Mon, Jan 14, 2008 | 32A | Expected | Robert Dillman | Shortz |
| Tue, Nov 13, 2007 | 37D | Expected in | Fred Piscop | Shortz |
| Sun, Jul 29, 2007 | 26A | Outstanding | Brendan Emmett Quigley | Shortz |
| Tue, Oct 03, 2006 | 59D | Owed | Ed Stein | Shortz |
| Mon, Mar 20, 2006 | 19D | Scheduled to arrive | Earl W. Reed and Nancy Salomon | Shortz |
| Thu, Sep 22, 2005 | 70D | Expected | Patrick Merrell | Shortz |
| Wed, Aug 31, 2005 | 23A | Devil's take? | Alan Arbesfeld | Shortz |
| Thu, Apr 14, 2005 | 25A | Directly | David Murchie | Shortz |
| Tue, Feb 22, 2005 | 18D | ___ date | Ed Early | Shortz |
| Fri, May 28, 2004 | 22A | Deserved | Manny Nosowsky | Shortz |
| Tue, Jan 27, 2004 | 66D | Expected in | Randall J. Hartman | Shortz |
| Sun, Dec 14, 2003 | 68A | Kind of date | Elizabeth C. Gorski | Shortz |
| Mon, Oct 21, 2002 | 21D | Expected | Peter Sarrett | Shortz |
| Sun, Aug 25, 2002 | 74A | Directly | Randolph Ross | Shortz |
| Tue, Oct 16, 2001 | 53A | Expected | Sarah Keller | Shortz |
| Thu, Mar 29, 2001 | 64D | Company in Italy? | William I. Johnston | Shortz |
| Sun, Oct 08, 2000 | 5A | Like some respect | Richard Silvestri | Shortz |
| Sat, Jun 17, 2000 | 22A | Fitting | Rich Norris | Shortz |
| Tue, Jul 06, 1999 | 29D | Payable | Arthur P. Stoliar | Shortz |
| Sat, Jul 03, 1999 | 31D | Rightful | David J. Kahn | Shortz |
| Sat, Jun 19, 1999 | 36A | Postage ___ | Mark Diehl | Shortz |
| Wed, Jan 27, 1999 | 38D | Expected to arrive | Leslie Billig | Shortz |
| Fri, Jan 22, 1999 | 59A | Fitting | Ed Early | Shortz |
| Fri, Apr 17, 1998 | 60D | Directly | Matt Gaffney | Shortz |
| Thu, Mar 26, 1998 | 51A | Directly, directionally | Cathy Millhauser | Shortz |
| Tue, Feb 24, 1998 | 45A | Expected | Bill Ballard | Shortz |
| Sun, Oct 05, 1997 | 120D | Scheduled | Derrick Niederman | Shortz |
| Sun, Jul 06, 1997 | 69A | Rightful | Robert H. Wolfe | Shortz |
| Sat, May 17, 1997 | 41A | Mature, in a way | Daniel R. Stark | Shortz |
| Fri, May 16, 1997 | 6D | Anticipated | Brendan Emmett Quigley | Shortz |
| Sun, Aug 25, 1996 | 49A | Expected | R. Silvestri | Shortz |
| Wed, Mar 20, 1996 | 45A | Scheduled | G. Newman | Shortz |
| Wed, Feb 07, 1996 | 28D | Payable | Frank A. Longo | Shortz |
| Sat, Dec 30, 1995 | 6D | Directly | Joe DiPietro | Shortz |
| Wed, May 31, 1995 | 23D | Fitting | Jonathan Schmatzbach | Shortz |
| Sun, Jan 01, 1995 | 24D | Awaited | Henry Hook | Shortz |
| Fri, Oct 07, 1994 | 10D | Just | Bryant White | Shortz |
| Thu, Aug 11, 1994 | 6D | Couple in Rome | Bryant White | Shortz |
| Wed, Jul 20, 1994 | 64D | Like threatening bills | Harvey Estes | Shortz |
| Tue, May 31, 1994 | 51A | Word with date or process | Roger H. Courtney | Shortz |
| Thu, Dec 30, 1993 | 10D | Scheduled | A.J. Santora | Shortz |