The Windycon Big List: A Chronological History
Chicagoland’s longest-running annual SF/F Convention
Windycon I (1974)
- Location: Blackstone Hotel
- Dates: October 25-27
- Guest of Honor: Joe Haldeman
- Fan Guest of Honor: Lou Tabakow
- Toastmaster: Bob Tucker
- Chairs: Lynne & Mark Aronson
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Windycon II (1975)
- Location: Ascot House
- Dates: October 3-5
- Guest of Honor: Wilson Tucker
- Fan Guest of Honor: Joni Stopa
- Toastmaster: Bob Passovoy
- Chairs: Lynne & Mark Aronson
- Download Program Book Cover by Mike Stein
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Windycon III (1976)
- Location: Sheraton Chicago
- Dates: October 15-17
- Guest of Honor: Algis Budrys
- Fan Guest of Honor: Bev Swanson
- Toastmaster: Mike Resnick
- Chairs: Lynne & Mark Aronson
- Download Program Book Cover by Doug Rice
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Windycon IV (1977)
- Theme: "The Latvian Loganberry Festival"
- Location: Arlington Park Hilton
- Dates: October 7-9
- Guest of Honor: Bill Rotsler
- Fan Guest of Honor: Meade Frierson
- Chair: Larry Propp
- Download Program Book Cover by Geoffrey Darrow
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Windycon V (1978)
- Location: Arlington Park Hilton
- Dates: October 6-8
- Guest of Honor: Bob Shaw
- Fan Guest of Honor: George Scithers
- Toastmaster: Bob Tucker
- Chair: Doug Price
- Download Program Book Cover by Phil Foglio
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Windycon VI (1979)
- Location: Arlington Park Hilton
- Dates: October 5-7
- Guest of Honor: William Tenn (Philip Klass)
- Fan Guests of Honor: Tony and Suford Lewis
- Chair: Larry Propp
- Download Program Book Cover by Joan Hanke-Woods
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Windycon VII (1980)
- Location: Hyatt Regency Chicago
- Dates: October 24-26
- Guest of Honor: Robert Scheckley
- Fan Guest of Honor: Gardner Dozois
- Toastmaster: Bob Tucker
- Chairs: Midge Reitan & Marcy Lyn-Waitsman
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Windycon VIII (1981)
- Theme: "A Holiday Party"
- Location: Hyatt Regency Chicago
- Dates: December 18-20
- Guest of Honor: Larry Niven
- Fan Guest of Honor: Mike Glyer
- Chairs: Ross Pavlac & Larry Propp
- Download Program Book Cover by Kurt Erichsen
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Windycon IX (1982)
- Location: Lincolnwood Hyatt ("The Purple Hotel")
- Dates: December 10-12
- Guests of Honor: Frederik Pohl & Jack Williamson
- Chair: Dick Spelman
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Windycon X (1983)
- Location: Arlington Park Hilton
- Dates: October 7-9
- Guest of Honor: George R. R. Martin
- Artist Guest of Honor: Victoria Poyser
- Fan Guest of Honor: Ben Yalow
- Chair: Tom Veal
- Download Program Book Cover by Victoria Poyser
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Windycon XI (1984)
- Location: Hyatt Regency Woodfield
- Dates: December 7-9
- Guest of Honor: Alan Dean Foster
- Artist Guest of Honor/Fan Guest of Honor: Joan Hanke-Woods
- Toastmaster: Algis Budrys
- Chair: Kathleen Meyer
- Download Program Book Cover by Joan Hanke-Woods
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Windycon XII (1985)
- Location: Hyatt Regency Woodfield
- Dates: October 11-13
- Guest of Honor: C. J. Cherryh
- Artist Guest of Honor/Fan Guest of Honor: Todd Cameron Hamilton
- Toastmaster: Algis Budrys
- Chair: Kathleen Meyer
- Download Program Book Cover by Todd Cameron Hamilton
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Windycon XIII (1986)
- Location: Hyatt Regency Woodfield
- Dates: November 14-16
- Guest of Honor: Harry Harrison
- Artist Guest of Honor: Arlin Robins
- Editor Guests of Honor: Donald & Elsie Wollheim of DAW Books
- Toastmaster: Marta Randall
- Chair: Debra A. Wright
- ISFiC Writers Contest Winner: Richard Chwedyk, "Getting Along with Larga"
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Windycon XIV (1987)
- Location: Hyatt Regency Woodfield
- Dates: November 6-8
- Guest of Honor: Vernor Vinge
- Fantasy Guest of Honor: Jane Yolen
- Artist Guest of Honor: Darlene P. Coltrain
- Editor Guest of Honor: Beth Meacham
- Fan Guest of Honor: Dick Spelman
- Toastmaster: Mike Resnick
- Chair: Debra A. Wright
- ISFiC Writers Contest Winner: Eugenia M. Hayden, "The Library"
- Download Program Book Cover by Darlene P. Coltrain
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Windycon XV (1988)
- Location: Hyatt Regency Woodfield
- Dates: November 11-13
- Guest of Honor: Orson Scott Card
- Artist Guest of Honor: Erin McKee
- Editor Guest of Honor: Lou Aronica
- Fan Guests of Honor: Lynne & Mark Aronson
- Toastmaster: Bob Tucker
- Chair: Kathleen M. Meyer
- ISFiC Writers Contest Winner: Richard Chwedyk, "A Man Makes a Machine"
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Windycon XVI (1989)
- Location: Hyatt Regency Woodfield
- Dates: November 10-12
- Guest of Honor: Barry B. Longyear
- Artist Guest of Honor: David Lee Anderson
- Editor Guest of Honor: Beth Fleischer
- Fan Guest of Honor: Mike Glyer
- Toastmaster: Bob Tucker
- ISFiC Guests: Yuri Kagarlitsky, Kathy Tyers, Mitchell Burnside Clapp
- Chair: Lenny Wenshe
- Download Program Book Cover by David Lee Anderson
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Windycon XVII (1990)
- Location: Hyatt Regency Woodfield
- Dates: November 9-11
- Guest of Honor: Barbara Hambly
- Artist Guest of Honor: Bob Eggleton
- Publisher Guest of Honor: Brian Thomsen
- Fan Guest of Honor: Martha Beck
- Toastmaster: Mike Resnick
- ISFiC Guest: Mark Rogers
- Chair: Lenny Wenshe
- ISFiC Writers Contest Winner: Robin Leigh Michaels, "Ailin's Castle"
- Download Program Book Cover by Bob Eggleton
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Windycon XVIII (1991)
- Location: Hyatt Regency Woodfield
- Dates: November 8-10
- Guest of Honor: Mike Resnick
- Artist Guest of Honor: P. D. Breeding Black
- Editor Guest of Honor: Robert Weinberg
- Fan Guest of Honor: Howard DeVore
- Toastmaster: George Alec Effinger
- ISFiC Guest: Del Harris
- Chair: Marie Bartlett-Sloan
- ISFiC Writers Contest Winner: Vanessa Crouther, "Soul to Take"
- Download Program Book Cover by P. D. Breeding Black
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Windycon XIX (1992)
- Location: Hyatt Regency Woodfield
- Dates: November 6-8
- Guest of Honor: Robert Shea
- Super Guest of Honor: Julius Schwartz
- Artist Guest of Honor: Todd Cameron Hamilton
- Fan Guests of Honor: Wolf & Rick Foss
- Toastmasters: Rick & Wolf Foss
- ISFiC Guests: John Varley and Dean Ing
- ISFiC Special Guests: Spider & Jeanne Robinson
- Chair: Marie Bartlett-Sloan
- ISFiC Writers Contest Winner: Sheila Insley, "Make-Up Magic"
- Download Program Book Cover by Todd Cameron Hamilton
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Windycon XX (1993)
- Location: Hyatt Regency Woodfield
- Dates: November 12-14
- Guest of Honor: Joe Haldeman
- Artist Guests of Honor: Kelly Freas & Laura Brodian-Freas
- Editor Guest of Honor: Algis Budrys
- Fan Guest of Honor: Bill Higgins
- Toastmaster: Barry B. Longyear
- ISFiC Guest: George Alec Effinger
- Chair: Dina S. Krause
- ISFiC Writers Contest Winner: C. T. Fluhr, "Dead Chute"
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Windycon XXI (1994)
- Location: Hyatt Regency Woodfield
- Dates: November 11-13
- Guest of Honor: Sharyn McCrumb
- Artist Guest of Honor: Janny Wurts
- Scholar Guest of Honor: Dr. Clark E. Wilmarth
- Fan Guest of Honor: Alice Bentley
- Toastmaster: Barbara Hambly
- ISFiC Guest: George Alec Effinger
- Chair: Dina S. Krause
- ISFiC Writers Contest Winner: Emmett Gard Pittman, "Packers"
- Download Program Book Cover by Janny Wurts
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Windycon XXII (1995)
- Location: Hyatt Regency Woodfield
- Dates: November 10-12
- Guest of Honor: Poul Anderson
- Artist Guest of Honor: Heather Bruton
- Editor Guest of Honor: Stanley Schmidt
- Fan Guests of Honor: Dick Smith & Leah Zeldes Smith
- Toastmasters: Bob & Anne Passovoy
- ISFiC Guests: Ben Bova and Harry Turtledove
- Chair: Bill Roper
- ISFiC Writers Contest Winner: William McCahon, "In Memoriam"
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Windycon XXIII (1996)
- Location: Hyatt Regency Woodfield
- Dates: November 8-10
- Guest of Honor: Lois McMaster Bujold
- Artist Guest of Honor: Randy Asplund-Faith
- Science Guest of Honor: Christian Ready
- Fan Guests of Honor: Tom and Tara Barber
- Toastmaster: Barry B. Longyear
- ISFiC Guests: George Alec Effinger and Ricia Mainhardt
- ISFiC Super Guest: Julius Schwartz
- Chair: Bill Roper
- ISFiC Writers Contest Winner: C. T. Fluhr, "All Through the House"
- Download Program Book Cover by Randy Asplund-Faith
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Windycon XXIV (1997)
- Location: Hyatt Regency Woodfield
- Dates: November 7-9
- Guest of Honor: David M. Weber
- Artist Guest of Honor: Doug Rice
- Editor Guest of Honor: Charles Ryan
- Fan Guests of Honor: Tim Lane and Elizabeth Garrott
- Toastmaster: Yale Edeiken
- ISFiC Guest: Christian Ready
- Chair: Ross Pavlac (Rick Waterson served as at-Con Chair when Ross was hospitalized two days before the con.)
- ISFiC Writers Contest Winner: David W. Crawford & Carol Johnson, "Little Girl Lost"
- Download Program Book Cover by Doug Rice
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Windycon XXV (1998)
- Location: Hyatt Regency Woodfield
- Dates: November 13-15
- Guest of Honor: Allen Steele
- Artist Guest of Honor: Phil Foglio
- Science Guest of Honor: Mitchell Burnside Clapp
- Editor Guest of Honor: Martin H. Greenberg
- Fan Guests of Honor: Marcy and Barry Lyn-Waitsman
- Toastmaster: Christian Ready
- Silver Guest: Frederik Pohl
- Chair: Rick Waterson
- ISFiC Writers Contest Winner: Susan L. Wachowski, "Grandpa"
- Download Program Book Cover by Phil Foglio
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Windycon XXVI (1999)
- Location: Hyatt Regency Woodfield
- Dates: November 12-14
- Guests of Honor: Kris Rusch and Dean Wesley Smith
- Artist Guest of Honor: Steven Vincent Johnson
- Science Guest of Honor: Mitchell Burnside Clapp
- Editor Guest of Honor: Martin H. Greenberg
- Fan Guest of Honor: Chaz Boston Baden
- Toastmaster: Barry B. Longyear
- Special Guest: David Lee Anderson
- Special Filk Guest: T.J Burnside-Clapp
- A Special Appearance by: David Brin
- ISFiC Guests: Christian Ready & Peter David
- Chair: Rick Waterson
- ISFiC Writers Contest Winner: Sharon L. Nelson, "Passing Through"
- Download Program Book Cover by Steven Vincent Johnson
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Windycon XXVII (2000)
- Location: Hyatt Regency Woodfield
- Dates: November 10-12
- Guest of Honor: Terry Brooks
- Artist Guest of Honor: Lubov
- Editor Guests of Honor: Patrick & Teresa Nielsen Hayden
- Fan Guests of Honor: Larry and Sally Smith
- Toastmaster: Phyllis Eisenstein
- Chair: Amy Wenshe
- Download Program Book Cover by Lubov
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Windycon XXVIII (2001)
- Location: Hyatt Regency Woodfield
- Dates: November 9-11
- Guest of Honor: Kevin Anderson
- Artist Guest of Honor: David Egge
- Fan Guests of Honor: Dave McCarty
- Toastmasters: Jody Lynn Nye and Bill Fawcett
- ISFiC Guest: David Brin
- Chair: Amy Wenshe
- Download Program Book Cover by David Egge
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Windycon XXIX (2002)
- Theme: "A Visit to Newford"
- Location: Hyatt Regency Woodfield
- Dates: November 8-10
- Guest of Honor: Charles de Lint
- Artist Guest of Honor: Lisa Snellings
- Editor Guest of Honor: Shawna McCarthy
- Fan Guests of Honor: Mark & Evelyn Leeper
- Toastmaster: Bob Eggleton
- Chair: Steven H Silver
- ISFiC Press CD Release: A Walk on the Windy Side
- Download Program Book Cover by Lisa Snellings
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Windycon XXX (2003)
- Theme: "Space Station Windycon"
- Location: Hyatt Regency Woodfield
- Dates: November 7-9
- Guest of Honor: Gregory Benford
- Artist Guest of Honor: Vincent di Fate
- Science Guest of Honor: John G. Cramer
- Publisher Guest of Honor: Tom Doherty
- Fan Guests of Honor: Mark & Lynne Aronson
- 30th Anniversary Guest of Honor: Phyllis Eisenstein
- Chair: Steven H Silver
- ISFiC Writers Contest Winner: John D. Nikitow, "True Worth"
- Download Program Book Cover by Vincent di Fate
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Windycon 31 (2004)
- Theme: "Innerspace"
- Location: Wyndham O’Hare Hotel
- Dates: November 12-14
- Guest of Honor: Robert J. Sawyer
- Artist Guest of Honor: Jael
- Science Guest of Honor: Gil Pearson
- Filk Guests of Honor: Barry & Sally Childs-Helton
- Fan Guest of Honor: Dermot Dobson
- Toastmaster: Christian Ready
- Chair: Bonnie Jones
- ISFiC Writers Contest Winner: Chris Krolczyk, "Orbital One"
- ISFiC Press Release: Robert J. Sawyer, Relativity
- Download Program Book Cover by Jael
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Windycon 32 (2005)
- Theme: "Alternate History"
- Location: Wyndham O’Hare Hotel
- Dates: November 11-13
- Author Guest of Honor: Harry Turtledove
- Artist Guest of Honor: Bill Holbrook
- Science Guest of Honor: Mark Osier, Ph.D, D.A.B.T., D.I.
- Media Guests of Honor: Erin Gray & Gil Gerard (Mr. Gerard was unable to attend because of illness)
- Filk Guests of Honor: Nate & Louie Bucklin
- Fan Guest of Honor: Jim Rittenhouse
- Toastmaster: Esther Friesner
- Chair: Bonnie Jones
- ISFiC Press Releases: Harry Turtledove, Every Inch a King and Jeff Duntemann, The Cunning Blood
- Download Program Book Cover by Bill Holbrook
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Windycon 33 (2006)
- Theme: "First Contact"
- Location: Wyndham O’Hare Hotel
- Dates: November 10-12
- Guest of Honor: Jack McDevitt
- Artist Guest of Honor: Stephan Martiniére
- Science Guest of Honor: Seth Shostak of SETI
- Editor Guest of Honor: Jacob Weisman of Tachyon Publications
- Fan Guests of Honor: Mark and Priscilla Olson
- Toastmaster: Tom Smith
- Chair: Pat Sayre McCoy
- ISFiC Writers Contest Winner: P.R. Gomez, "Ad Alienos"
- ISFiC Press Release: Jack McDevitt, Outbound
- Download Program Book Cover by Stephan Martiniére
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Windycon 34 (2007)
- Theme: "The Worlds of the Others"
- Location: Wyndham O’Hare Hotel
- Dates: November 9-11
- Author Guest of Honor: Tanya Huff
- Artist Guest of Honor: Jody A. Lee
- Editor Guest of Honor: Toni Weisskopf of Baen Books (Ms. Weisskopf was unable to attend because of the death of her husband shortly before the Con)
- Fan Guest of Honor: George W. Price
- Toastmaster: Richard Chwedyk
- Special Media Guest: Richard Hatch
- Chair: Pat Sayre McCoy
- ISFiC Writers Contest Winner: Joe McCauley, "Ivan and the Plate of Fried Chicken"
- ISFiC Press Release: Tanya Huff, Finding Magic
- Download Program Book Cover by Jody A. Lee
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Windycon 35 (2008)
- Theme: "Military SF"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 14-16
- Author Guest of Honor: John Ringo
- Artist Guest of Honor: David Mattingly
- Military Guest of Honor: LTC Ryan Yantis, USA (Retired)
- Media Guest of Honor: Walter Koenig
- Fan Guest of Honor: Kim Williams
- Toastmaster: Eric Flint
- Special Media Guest: Richard Hatch
- Chair: Rick Waterson
- ISFiC Press Release: Eric Flint & Mike Resnick (Eds), When Diplomacy Fails
- Download Program Book Cover by David Mattingly
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Windycon 36 (2009)
- Theme: "Steampunk"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 13-15
- Author Guest of Honor: James P. Blaylock
- Artist Guests of Honor: Phil and Kaja Foglio, creators of Girl Genius Online Comics
- Filk Guest of Honor: Tom Smith
- Fan Guest of Honor: Chris Garcia
- Toastmaster: Christian Ready
- Chair: Joseph Stockman
- ISFiC Writers Contest Winner: John M. Cowan, "Oracle"
- ISFiC Press Release: James P. Blaylock, The Shadow on the Doorstep
- Download Program Book Cover by Phil and Kaja Foglio
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Windycon 37 (2010)
- Theme: "The Lands of Fae and Back Again"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 12-14
- Literary Guest of Honor: Steven Barnes
- Artist Guest of Honor: Nene Thomas
- Costuming Guest of Honor: Animal X
- Filk Guests of Honor: Tricky Pixie
- Fan Guest of Honor: Jason Schachat
- Toastmaster: Eric Flint
- Chair: Joseph Stockman
- ISFiC Writers Contest Winner: Mary Mascari, "Lost and Found"
- ISFiC Press Release: Steven Barnes, Assassin and Other Stories
- Download Program Book Cover by Nene Thomas
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Windycon 38 (2011)
- Theme: "The Periodic Table of the Science Fiction Elements"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 11-13
- Literary Guest of Honor: Catherine Asaro
- Artist Guest of Honor: Joe Bergeron
- Music Guest of Honor: Frank Hayes
- Science Guests of Honor: Mike Brotherton
- Fan Guest of Honor: Hugh Daniel
- Toastmaster: Christian Ready
- Special Guest of Honor: Greg Adams
- Chair: Richard France
- ISFiC Writers Contest Winner: Mary Mascari, "The Pod"
- ISFiC Press Release: Catherine Asaro, Aurora in Four Voices
- Download Program Book Cover by Joe Bergeron
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Windycon 39 (2012)
- Theme: "Zombies"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 9-11
- Literary Guest of Honor: Seanan McGuire
- Artist Guest of Honor: Pete Abrams (Mr. Abrams was unable to attend because his home was struck by Hurricane ["Superstorm"] Sandy)
- Music Guest of Honor: Amy McNally
- Gaming Guest of Honor: Steve Jackson
- Fan Guest of Honor: Eric S. Raymond
- Chairs: Richard France & Bill Roper
- ISFiC Press Release: Seanan McGuire, Velveteen vs. The Junior Super Patriots
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Windycon 40 (2013)
- Theme: "The Big Tent"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 8-10
- Literary Guest of Honor: Jim C. Hines
- Artist Guest of Honor: Pete Abrams
- Filk Guest of Honor: Michael "Moonwulf" Longcor
- Costuming Guest of Honor: Fyberdyne Laboratories
- Science Guest of Honor: Steve Collins
- Fan Guests of Honor: Bruce Schneier & Karen Cooper
- Chair: Bill Roper
- ISFiC Writers Contest Winner: Liz A. Vogel, "Windy van Hooten’s Was Never Like This"
- ISFiC Press Release: Jim C. Hines, The Goblin Master’s Grimoire
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Windycon 41 (2014)
- Theme: "Grimm Tales"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 14-16
- Author Guest of Honor: A. Lee Martinez
- Editor Guest of Honor: Lou Anders
- Artist Guest of Honor: Peri Charlifu
- Social Media Guest(s) of Honor: SF Squeecast
- Music Guests of Honor: Bill & Brenda Sutton
- Costuming Guest of Honor: Sara Howard (Matrices)
- Fan Guest of Honor: Lauren Faits (Geek Girl Chicago)
- Toastmaster: Ursula Vernon
- Chair: Deb Kosiba
- ISFiC Writers Contest Winner: Siobhan Duffey, "Under the Hill"
- ISFiC Press Release: SF Squeecast, Harvest Season
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Windycon 42 (2015)
- Theme: "The Hitchhiker's Guide to the Windycon"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 13-15
- Author Guest of Honor: Christopher Moore
- Artist Guest of Honor: Christopher Moore
- Gaming Guest of Honor: Andy and Kristin Looney
- Music Guests of Honor: Jeff and Maya Kaathryn Bohnhoff
- Fan Guest of Honor: Maurine Starkey
- Toastmaster: Mark Oshiro
- Chair: Steven H Silver
- ISFiC Writers Contest Winner: M. Aruguete, "Catamount"
- ISFiC Press Release: Maya Kaathryn Bohnhoff, Bimbo on the Cover
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Windycon 43 (2016)
- Theme: "King of the Nerds"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 11-13
- Author Guest of Honor: Adam Selzer
- Artist Guest of Honor: Art Baltazar
- Costuming Guest of Honor: Nerd Circus
- Music Guests of Honor: Ookla the Mok
- Fan Guests of Honor: Bob & Anne Passovoy
- Toastmaster: Tanya Huff
- Chair: Daniel Gunderson
- ISFiC Writers Contest Winner: Siobhan Duffy, "The Furrier"
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Windycon 44 (2017)
- Theme: "Dystopia!"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 10-12
- Author Guest of Honor: Rudy Rucker
- Artist Guest of Honor: Paul Taylor
- Science Guest of Honor: Holly Wilper
- Costuming Guest of Honor: Tawny Letts
- Music Guest of Honor: Erica Neely
- Video Game Guest of Honor: David Abzug
- Fan Guest of Honor: Judi Miller
- Toastmaster: Alex Bledsoe (Mr. Bledsoe was unable to attend because of a serious illness that struck shortly before the con. Adam English served in his place.)
- Chair: Daniel Gunderson
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Windycon 45 (2018)
- Theme: "Unlikely Heroes"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 9-11
- Author Guest of Honor: Faith Hunter
- Artist Guest of Honor: Galen Dara
- Costuming Guest of Honor: Kevin Roche
- Music Guest of Honor: Jen Midkiff
- Fan Guest of Honor: Bobbi Armbruster
- Toastmaster: Andrew Trembley
- Co-Chairs: Kerry Kuhn and Daniel Gunderson
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Windycon 46 (2019)
- Theme: "Space Opera"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 15-17
- Author Guest of Honor: Elizabeth Moon
- Artist Guest of Honor: Mitchell Bentley
- Science Guest of Honor: Geoffrey Landis
- Music Guests of Honor: The Harp Twins
- Fan Guest of Honor: Chris M. Barkley
- Toastmistress: Lee Martindale
- Chair: Kerry Kuhn
- ISFiC Writers Contest Winner: John M. Cowan, "Dead Man Stalking""
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Windycon 47 (2021)
- Theme: "Urban Fantastic"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 12-14
- Author Guest of Honor: Carlos Hernandez
- Artist Guest of Honor: Ray van Tilburg
- Science/Maker Guest of Honor: Elizabeth Koprucki
- Gaming Guest of Honor: Kenneth Hite
- Poetry Guest of Honor: C.S.E. Cooney
- Cosplay Guest of Honor: Alex "Galactic Elephant" DeMichael
- Music Guest of Honor: Seanan McGuire
- Toastmaster: Ada Palmer
- Chair: Evan Reeves
- ISFiC Writers Contest Winner: None
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Windycon 48 (2022)
- Theme: "Shattering the Glass Ceiling"
- Location: The Westin Lombard Yorktown Center, Lombard, Illinois
- Dates: November 11-13
- Author Guests of Honor: A.M. Dellemonica and Kelly Robson
- Artist Guest of Honor: Lauren Raye Snow
- Cosplay Guest of Honor: Spinneret
- Music Guest of Honor: Lauren Oxford
- Science Guest of Honor: Bill Higgins
- Toastmaster: Mary Anne Mohanraj
- Chair: John Donat
- ISFiC Writers Contest Winner: None
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Windycon 49 (2023)
- Theme: "Adventure is Out There"
- Location: The DoubleTree by Hilton,Oak Brook, Illinois
- Dates: November 10-12
- Guest of Honor: April Choi
- Guest of Honor: Rick Heinz
- Guest of Honor: Trevor Mueller
- Guest of Honor: Logan Roca
- Guest of Honor: Jess Stary
- Guest of Honor: Laser Webber
- Toastmaster: Sean Daeley
- Chair: Dana "Star" DeMichael
- ISFiC Writers Contest Winner: "Boxed" by David L. Wyatt Jr.
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Windycon 50 (2024)
- Theme: "Infinite Diversity in Infinite Combinations"
- Location: The DoubleTree by Hilton,Oak Brook, Illinois
- Dates: November 8-10
- Guest of Honor: Mike Brotherton
- Guest of Honor: Christian Ready
- Guest of Honor: Megen Leigh
- Guest of Honor: Papa Bear Studios
- Guest of Honor: Ben Riggs
- Guest of Honor: The Faithful Sidekicks
- Chairs: Vlad Stockman & Daniel Gunderson
- ISFiC Writers Contest Winner: None
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