| Date | Grid | Clue | Author | Editor |
| Mon, Mar 16, 2020 | 2D | ___ Highway (nearly 1,400-mile route that runs through Whitehorse, Yukon Territory) | Gary Cee | Shortz |
| Fri, Apr 28, 2017 | 18A | Highway through the Yukon | David Steinberg | Shortz |
| Sat, Jun 27, 2015 | 11D | U.S.-built route that's mostly outside the U.S. | Tim Croce | Shortz |
| Wed, Nov 13, 2013 | 12D | ___ Highway (historic route to Delta Junction) | Jean O'Conor | Shortz |
| Sun, Sep 04, 2011 | 50A | ___ Highway (route from Dawson Creek) | Dana Delany and Matt Ginsberg | Shortz |
| Mon, Jan 10, 2011 | 40A | ___ Highway (route through Whitehorse, Yukon) | James Tuttle | Shortz |
| Tue, Oct 17, 2006 | 7D | ___ Highway (old 1,500-mile route) | Alan Arbesfeld | Shortz |
| Tue, Feb 21, 2006 | 26D | Highway through the Yukon | Lisa Wiseman | Shortz |
| Sat, Nov 20, 2004 | 43D | Way up north, once | Robert H. Wolfe | Shortz |
| Sat, Jun 07, 2003 | 44D | Old highway name | Sherry O. Blackard | Shortz |
| Wed, Apr 23, 2003 | 5D | Old highway to Fairbanks | Gilbert H. Ludwig | Shortz |
| Thu, Sep 26, 2002 | 3D | Renamed northern highway | Manny Nosowsky | Shortz |
| Sat, Aug 10, 2002 | 27D | Old highway name | Dana Motley | Shortz |
| Tue, Mar 05, 2002 | 7D | Highway to Fairbanks | Marjorie Richter | Shortz |
| Sun, Jan 21, 2001 | 20A | Old road to Fairbanks | Con Pederson | Shortz |
| Sat, Feb 12, 2000 | 24A | Military supply route of the 40's | Dave Tuller | Shortz |
| Wed, May 20, 1998 | 61A | ___ Highway (road through Ft. Nelson) | Frederick T. Buhler | Shortz |
| Mon, Apr 13, 1998 | 35D | ___ Highway (route from Dawson Creek) | Gregory E. Paul | Shortz |
| Sun, May 05, 1996 | 109A | Northern highway, formerly | D. J. Kahn | Shortz |
| Fri, Sep 23, 1994 | 47D | ___ Highway | Bryant White | Shortz |
| Sat, Jul 02, 1994 | 20A | Route near Bear Creek Pass | Bryant White | Shortz |
| Sun, Feb 06, 1994 | 6D | Road to Fairbanks | Arthur S. Verdesca | Shortz |
| Thu, Feb 03, 1994 | 48A | Road from Dawson Creek | A.J. Santora | Shortz |