The Dilemma

• (0:06)  The Gang At A Bar / Green Mill; 4802 N. Broadway, Chicago
  
  
  
  
• (0:15)  The Headquarters / 2000 Naperville/Wheaton Road, Naperville
  
  
  
  
• (0:22)  Ronny Valentine At A Huge Greenhouse Spotting Geneva There With A Mystery Man / Garfield Park Conservatory Fern Room; 300 N. Central Park Avenue, Chicago
  
  
  
  
  
• (0:28)  Ronny And Nick's Shop / 1129 W. Ardmore Avenue, Chicago
  
  
  
  
  
• (0:34)  Diane Popovich's House / 2511 N. Bernard Street, Chicago
  
  
  
  
  
• (0:40)  The Gang At A Hockey Game / United Center; 1901 W. Madison Street, Chicago
  
  
  
  
  
• (0:47)  Ronny Spying On Nick At Chi Thao Massage And Spa / 1124 W. Argyle Street, Chicago (Note: The Business Is Fake)
  
  
  
  
  
• (0:50)  Geneva Talking With Ronny On The Phone From A Pool Hall / Marie's Golden Cue; 3241 W. Montrose Avenue, Chicago
  
  
  
  
• (0:50)  Ronny And Geneva Meeting At A Restaurant / Golden House Restaurant And Pancake House; 4744 N. Broadway, Chicago
  
  
  
  
• (0:55)  Ronny Sitting On A Bench And Talking To God / Northeast Corner Of Broadway And W. Leland Avenue, Chicago
  
  
  
  
• (0:58)  Ronnie And Susan Standing In The Car Lot / 2260 S. Grove Street, Chicago
  
  
  
  
  
• (1:00)  Zip's House / 1474 W. Huron Street, Chicago (Note: The Tree That Was In Front Of The House Was Fake)
  
  
  
  
  
  
  
• (1:23)  Ronnie Talking To Himself While Standing On A Bridge / Kinzie Street Bridge; 450 W. Kinzie Street, Chicago (Note: The Camera Is Facing West)
  
  
  
  
  
• (1:24)  Ronnie's Loft Apartment / 226 W. Superior Street, Chicago
  
  
  
  
  
• (1:34)  Ronnie Taking A Night Time Walk Under The Train Tracks / N. Milwaukee Avenue Where It Meets W. Fulton Street And N. Clinton Street, Chicago
  
  

Thief

Thank You To The 80's Movies Rewind Website For Some Assistance In Tracking Down These Locations

Thank You To Richard Poemape For Figuring Out The Alley Location

Thank You To Owen From The When Write Is Wrong Website For Figuring Out The Ending Shootout Location

• (0:02)  The Alley At The Beginning / Between 7 And 15 S. Wabash Avenue, Chicago (Note: The Car Is Going North In The Second Screen Shot)
  
  
  
  
  
• (0:16)  The L & A Plating Building / 1040 N. Halsted Street, Chicago
  
  
  
  
  
• (0:24)  A Big Meeting Of The Minds By The River / 333 N. Canal Street, Chicago (Note: There Is Now A Tall Building Standing On The Spot Where The Meeting Took Place. The Train You See That Goes By A Couple Of Times Is The El Over Lake Street And The Bridge That Is Up Is The Kinzie Street Bridge)
  
  
  
  
  
  
• (0:31)  The Bar Where Frank Goes To Pick Up Jessie / Halligan Bar; 2274 N. Lincoln Avenue, Chicago
  
  
  
  
  
• (0:43)  The Building They Are Plotting To Do The Next Heist On / 888 W. 6th Street, Los Angeles (Note: I Believe The Building They Are Standing On Is The Wilshire Grand Hotel At 930 Wilshire Blvd. Since The Movie Was Made The Bank Of America Building Would Block The View Today)
  
  
  
  
  
• (0:45)  Frank's House / 2948 Catalpa Avenue, Chicago (Note: The House Was Torn Down Shortly After The Movie Was Made)
  
  
  
  
  
• (0:46)  The Junkyard / Ping Tom Memorial Park; 300 W. 19th Street, Chicago
  
  
  
  
• (0:58)  Spot Where Frank Gets Pulled For The First Time / N. Ashland Avenue And W. Webster Avenue, Chicago (Note: He Was Going South On Ashland And He Turns East On Webster)
  
  
  
  
  
  
• (1:13)  Spot Where Frank Gets Pulled Over For The 2nd Time / 2700 W. Diversey Avenue, Chicago (Note: The Expressway Entrance Ramp Has Since Been Reconfigured)
  
  
  
  
• (1:39)  Frank's Car Lot / 3935 Western Avenue, Chicago (Note: The Lot Has Since Been Removed And Some Buildings Now Stand There. Also The Location Is A Rumored Location)
  
  
  
  
• (1:49)  Green Mill / 4802 N. Broadway Street, Chicago
  
  
  
  
• (1:57)  The Ending Shootout At The House / 601 Lorraine Blvd, Los Angeles (Note: The Balmoral Street Sign Is Faked For The Scene)
  
  
  
  

Kissing A Fool

• (0:03)  The Huge Mansion Where The Wedding Reception Is Held / 650 Lansdowne Lane, Lake Bluff (Note: This Mansion Is North Of Lake Forest Cemetery. Plus, I Doubt You Can See The Mansion As It Looks Very Private)
  
  
  
  
  
• (0:07)  Reporting From Wrigley Field / 1060 W. Addison Street, Chicago
  
  
  
  
  
• (0:09)  Max And Jay Walking Around A Pond And Eventually Standing On A Bridge When Samantha Is Introduced To Max / Lincoln Park Zoo; 2001 N. Clark Street, Chicago (Note: The Bridge They Are Standing On Is Over The South Pond At The Zoo)
  
  
  
  
• (0:20)  Samantha's Townhouse / 1262 W. Lexington Street, Chicago
  
  
  
  
  
  
  
• (0:30)  Max Checking Out The Skater Girl Downtown / Northeast Corner Of E. Wacker Drive And N. Wabash Avenue, Chicago
  
  
  
  
  
• (0:33)  Hanging Out At A Bar/Club / Green Mill; 4802 N. Broadway Street, Chicago (Note: Quite A Few Scenes Were Filmed There In The Movie)
  
  
  
  
  
• (0:47)  Jay And Samantha Walking Along The Lake Shore / North Avenue Beach, Chicago (Note: Very South Edge Of Lincoln Park Which Is Straight East Of Where North Avenue Ends)