I ran a series of polls on the main board for each number about ten years ago. Here are the results:
#1: Jacques Plante, 49.43%
#2: Doug Harvey, 57.53%
#3: Pierre Pilote, 84.62%
#4: Bobby Orr, 87.77%
#5: Nicklas Lidstrom, 74.19%
#6: Toe Blake, 50.65%
#7: Phil Esposito, 37.00%
#8: Alex Ovechkin, 49.57%
#9: Gordie Howe, 75.92%
#10: Guy Lafleur, 47.58%
#11: Mark Messier, 83.53%
#12: Adam Oates, 29.14%
#13: Mats Sundin, 52.03%
#14: Brendan Shanahan, 48.70%
#15: Milt Schmidt, 55.83%
#16: Bobby Clarke, 34.72%
#17: Jari Kurri, 69.94%
#18: Denis Savard, 55.13%
#19: Joe Sakic, 48.55%
#20: Luc Robitaille, 65.38%
#21: Stan Mikita, 48.77%
#22: Mike Bossy, 90.72%
#23: Bob Gainey, 60.65%
#24: Chris Chelios, 81.28%
#25: Joe Nieuwendyk, 46.41%
#26: Peter Stastny, 48.88%
#27: Scott Niedermayer, 49.24%
#28: Steve Larmer, 45.45%
#29: Ken Dryden, 87.58%
#30: Martin Brodeur, 85.26%
#31: Grant Fuhr, 45.52%
#32: Claude Lemieux, 52.59%
#33: Patrick Roy, 91.92%
#34: John Vanbiesbrouck, 52.94%
#35: Tony Esposito, 73.86%
#36: Dmitri Yushkevich, 35.29%
#37: Patrice Bergeron, 38.27%
#38: Pavol Demitra, 91.67%
#39: Dominik Hasek, 98.78%
#40: Henrik Zetterberg, 88.14%
#41: Jason Allison, 66.67%
#42: Sergei Makarov, 78.03%
#43: Patrice Brisebois, 36.17%
#44: Chris Pronger, 85.28%
#45: Dimitri Kalinin, 46.23%
#46: David Krejci, 91.45%
#47: Stephan Lebeau, 24.77%
#48: Daniel Briere, 85.27%
#49: Brian Savage, 80.52%
#50: Corey Crawford, 52.48%
#51: Brian Campbell, 88.66%
#52: Adam Foote, 89.71%
#53: Jeff Skinner, 49.56%
#54: Adam McQuaid, 50%
#55: Larry Murphy, 63.97%
#56: Sergei Zubov, only notable wearer
#57: David Perron, 73.27%
#58: Kris Letang, only notable wearer
#59: Roman Josi, 50.65%
#60: Jose Theodore, only notable wearer
#61: Rick Nash, 87.13%
#62: Carl Hagelin, 53.57%
#63: Mike Ribeiro, 81.65%
#64: Jamie McGinn, 47.95%
#65: Erik Karlsson, 89.47%
#66: Mario Lemieux, only notable wearer
#67: Max Pacioretty, 88.14%
#68: Jaromir Jagr, only notable wearer
#69: Andrew Desjardins, only notable wearer
#70: Braden Holtby, only notable wearer
#71: Evgeni Malkin, 91.02%
#72: Mathieu Schneider, 68.49%
#73: Michael Ryder, only notable wearer
#74: T.J. Oshie, 52.41%
#75: Hal Gill, 94.94%
#76: P.K. Subban, only notable wearer
#77: Ray Bourque, 82.72%
#78: Marc Pouliot, only notable wearer
#79: Andrei Markov, 50.60%
#80: Nik Antrpov, 68.75%
#81: Marian Hossa, 88.57%
#82: Martin Straka, 94.44%
#83: Ales Hemsky, most notable wearer
#84: Mikhail Grabovski, 93.22%
#85: Petr Klima, 75%
#86: Wojtek Wolski, only notable wearer
#87: Sidney Crosby, most notable wearer
#88: Eric Lindros, 92.06%
#89: Alexander Mogilny, 93.38%
#90: Joe Juneau, only notable wearer
#91: Sergei Fedorov, 78.75%
#92: Michael Nylander, 67.74%
#93: Doug Gilmour, 88.24%
#94: Ryan Smyth, 87.50%
#95: Aleksey Morozov, only notable wearer
#96: Tomas Holmstrom, 92.42%
#97: Jeremy Roenick, most notable wearer
#98: Brian Lawton, only wearer
#99: Wayne Gretzky, only notable wearer
There may be some changes since.
