Pilot's Watches

13,686 listings including promoted listings
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Hamilton Khaki Pilot
Mens H76755135 Khaki Aviation Pilot GMT
C$1,612
+ C$43 for shipping
IWC Big Pilot
Spitfire IW5009-17
C$27,992
Free shipping
IWC Pilot Double Chronograph
SCHAFFHAUSEN Pilot's Watch Double Chrono Petit Prince IW371807 Stainless Steel leather Limited to 1000 mens Finished 101704146
C$10,813
+ C$91 for shipping
IWC Big Pilot
Limited to 1500 pieces worldwide IW501005
C$11,005
Free shipping
Cartier Santos Dumont
カルティエ サントスデュモンLM WG W2007051 WG 手巻
C$9,989
Free shipping
IWC Pilot Spitfire UTC
IW325107
C$6,897
+ C$105 for shipping
Rolex Sky-Dweller
42mm Stainless Steel Green Dial 18k Fluted Bezel Oyster Bracelet
C$41,385
+ C$265 for shipping
Blancpain Léman Fly-Back
2885F-1130-53B
C$13,653
Excl. shipping
Private Seller
IWC Big Pilot
IW501001
C$9,691
+ C$179 for shipping
Rolex Sky-Dweller
NEW 2023 Sky-Dweller 326938
C$72,822
+ C$391 for shipping
IWC Pilot Spitfire UTC
Pilot's Watch Flieger UTC IW325102
C$5,165
Free shipping
Breguet Type XX - XXI - XXII
ブレゲ　タイプXX 3820ST/H2/SW9
C$6,701
+ C$272 for shipping
Rolex Sky-Dweller
42mm Stainless Steel Blue Dial 18k Fluted Bezel Oyster Bracelet With RubberB
C$34,931
+ C$265 for shipping
Rolex Sky-Dweller
326934
C$32,747
+ C$139 for shipping
Zeppelin
Lz126 Los Angeles 7614-3
C$510
+ C$106 for shipping
Rolex GMT-Master
mark4 1675
C$20,984
Free shipping
Oris ProPilot X
Calibre 400 01 400 7778 7155-07 7 20 01TLC
C$4,456
Free shipping
Blancpain Air Command
trilogy air command 2285F-1130-71
C$7,860
Free shipping
IWC Big Pilot
46mm Black Dial Automatic Steel Mens Watch IW500912 Box Card
C$13,316
+ C$210 for shipping
Rolex Sky-Dweller
Oyster Perpetual Sky-Dweller Stainless Steel 326934
C$30,038
+ C$148 for shipping
Rolex Sky-Dweller
Dweller
C$65,822
+ C$193 for shipping
Rolex Sky-Dweller
326933
Price on request
+ C$191 for shipping
Rolex Sky-Dweller
42mm 336934 Oystersteel Jubilee Bright Blue Dial Unworn/Complete/2023
C$34,862
+ C$139 for shipping
IWC Pilot Spitfire UTC
フリーガーUTC IW325101 中古 メンズ
C$4,329
Free shipping
IWC Pilot Chronograph
Pilot's Day-Date Chronograph "Le Petit Prince" 43mm Blue Dial Stainless Steel on Bracelet
Price on request
+ C$126 for shipping
Rolex Sky-Dweller
ロレックス スカイドゥエラー 326934 ブルー 3列 オイスターブレス Random番 中古 メンズ
C$27,874
Free shipping
Rolex Sky-Dweller
white oyster-2023
C$31,487
+ C$450 for shipping
IWC Big Pilot
Pilot's Watch Spitfire Black Dial Titanium 43mm IW329701 - NEW
C$12,207
Free shipping
Breitling Skyracer
SPECIAL EDITION REF.A2736423
C$7,347
+ C$88 for shipping
IWC Pilot Chronograph
Men's IW3780-01 Pilot's Chronograph Auto
C$10,893
+ C$51 for shipping

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Rolex Sky-Dweller
336934
C$33,110
Free shipping
Oris Big Crown ProPilot
Calibre 115 01 7759 Crown Propilot Aviation Big 22
C$9,380
+ C$103 for shipping
Rolex Sky-Dweller
326938
C$59,825
+ C$105 for shipping
Rolex Sky-Dweller
ロレックス スカイドゥエラー 326934 ブルー 3列 オイスターブレス Random番 中古 メンズ
C$28,281
Free shipping
Rolex Sky-Dweller
326238
C$65,972
Excl. shipping
Private Seller
Hamilton Khaki Pilot
Aviation Chrono Pilot Ref. H76712151 Silver Dial Steel Bracelet
C$982
+ C$81 for shipping
Blancpain Léman Fly-Back
2185F-1130-71
C$9,822
Excl. shipping
Private Seller
Zenith Pilot Type 20 Extra Special
29.1940.679/57.C808
C$6,230
+ C$63 for shipping
Rolex GMT-Master II
Fat Lady Vintage Coke Black Red Bezel Mens Watch 16760
C$22,520
+ C$210 for shipping
IWC Pilot
Automatic Top Gun
C$9,189
+ C$376 for shipping
Patek Philippe Travel Time
box and papers
C$70,470
+ C$105 for shipping
Cartier Santos Dumont
Edelstahl Roségold großes Modell Ref. W2SA0011
C$8,921
+ C$283 for shipping
Oris Big Crown ProPilot Day Date
40th Squadron Limited Edition Big Crown Propilot
C$3,224
+ C$225 for shipping
Rolex Sky-Dweller
326934 Stainless Steel Blue Dial Jubilee (2022)
C$38,305
Free shipping
Laco Münster
Flieger Münster Automatik
C$1,469
+ C$330 for shipping
Hamilton Khaki Pilot Pioneer
Aviation Pilot Pioneer Mechanical H76419931
C$969
+ C$43 for shipping
Rolex Sky-Dweller
Black Dial Oyster-2021
C$32,236
+ C$195 for shipping
IWC Pilot Chronograph Top Gun
44.5mm
C$12,730
Free shipping
Breguet Type XX - XXI - XXII
3800ST/92/9W6 メンズ
C$7,467
Free shipping
IWC Big Pilot
Perpetual Calendar
C$44,472
+ C$453 for shipping
Citizen Promaster Sky
JY8100-80L
C$870
+ C$133 for shipping
Rolex GMT-Master II
GMT-MasterII 116713LN
C$18,671
Free shipping
Rolex Sky-Dweller
NEW 2024 Sky-Dweller WHITE DIAL 336934
C$29,325
+ C$391 for shipping
Rolex Sky-Dweller
336934
C$33,509
+ C$571 for shipping
Oris Big Crown ProPilot Date
Bronze
C$2,901
+ C$135 for shipping
Hamilton Khaki Pilot Pioneer
Aviation Pilot Pioneer Mechanical H76709530
C$1,890
+ C$99 for shipping
IWC Pilot Chronograph
IW377726
C$13,639
+ C$101 for shipping
Rolex Sky-Dweller
326135
C$58,931
+ C$140 for shipping
Breitling Galactic 32
Cockpit Galactic Lady 32 Steel Mother of Pearl Diamonds
C$10,481
+ C$900 for shipping
Zenith Pilot Type 20 Extra Special
ゼニス パイロット タイプ20 エキストラ スペシャル 11.1940.679/91.C807 中古 メンズ
C$4,872
Free shipping