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craigslist

Boats For Sale in Chicago

  1. see also
  2. Beneteau Idylle 13.5 44 foot Sailboat
    $68,000
    chicago
  3. 2005 Hunter 44 DS Sailboat (SV Healer)
    $39,500
    city of chicago
  4. 2005 HUNTER 33 SAILBOAT LOADED RACINE WI MARINA
    $79,000
    LAKE IN THE HILLS
  5. Catalina 30 for rent
    $200
    Chicago
  6. 2004 Beneteau 393
    $60,000
    Chicago
  7. Hunter 34' Boat
    $14,990
    Waukegan
  8. C & C 30 MKI 30
    $6,000
    Nautical Donations/Crowleys Yacht Yard
  9. Catalina 27 Tall Rig
    $10,000
    Nautical Donations/ Crowleys Yacht Yard
  10. Catalina 30 Tall Rig
    $12,000
    Nautical Donations/Crowleys Yacht Yard
  11. C & C 27
    $6,000
    Nautical Donations/ Crowleys Yacht Yard
  12. S-2 9.2 ( 30 ft ) sailboat
    $14,500
    Nautical Donations/Crowleys Yacht Yard
  13. Pearson 323 Sailboat -
    $21,000
    Nautical Donations/Crowleys Yacht Yard
  14. C&C 34 Sailboat - Upgraded
    $20,000
    Nautical Donations/Crowleys Yacht Yard
  15. Beneteau First 285 Sailboat w/ autopilot for Sale
    $4,500
    Waukegan
  16. Sailing Partners + Lessons (no experience required) 2026
    $4,000
    Chicago
  17. Sailing Partners + Lessons (no experience required) 2026
    $4,000
    Chicago
  18. Vintage 1970s Flying Junior (FJ) Dinghy Sailboat w/ Trailer - $600 OBO
    $600
    Western Springs, IL
  19. vintage,aluminum,grumman sailboats ,sail boat,sailing dinghy 9 foot
    $2,500
    25 miles south of chicago
  20. Hunter Legend 37.5 sailboat fractional lease - 2026 season
    $5,450
    31st Street Harbor
  21. 1976 Hunter 30ft Sailboat $3000 OBO
    $3,000
    Skipperbud’s Winthrop Harbor
  22. 470 sailboat
    $2,500
    Knox
  23. 1981 Cal 25 MK-II Sailboat
    $4,000
    Chicago
  24. Thistle Sailboat 17 foot
    $3,500
    waterford
  25. Hunter 44 Deck Salon
    $125,000
    Chicago