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Junior Subordinated Debentures (Summary of the Company's Junior Subordinated Debentures) (Details) - USD ($)
12 Months Ended
Dec. 31, 2016
Jan. 31, 2016
Dec. 31, 2015
Aug. 31, 2005
Subordinated Borrowing [Line Items]        
Junior subordinated debentures $ 253,566,000   $ 268,566,000  
Wintrust Capital Trust Three        
Subordinated Borrowing [Line Items]        
Common Securities 774,000      
Trust Preferred Securities 25,000,000      
Junior subordinated debentures $ 25,774,000   25,774,000  
Rate Structure L+3.25      
Contractual Rate 4.13%      
Debt instrument, issuance date Apr. 30, 2003      
Maturity Date Apr. 30, 2033      
Earliest Redemption Date Apr. 30, 2008      
Wintrust Statutory Trust Four        
Subordinated Borrowing [Line Items]        
Common Securities $ 619,000      
Trust Preferred Securities 20,000,000      
Junior subordinated debentures $ 20,619,000   20,619,000  
Rate Structure L+2.80      
Contractual Rate 3.79789%      
Debt instrument, issuance date Dec. 31, 2003      
Maturity Date Dec. 31, 2033      
Earliest Redemption Date Dec. 31, 2008      
Wintrust Statutory Trust Five        
Subordinated Borrowing [Line Items]        
Common Securities $ 1,238,000      
Trust Preferred Securities 40,000,000      
Junior subordinated debentures $ 41,238,000   41,238,000  
Rate Structure L+2.60      
Contractual Rate 3.59817%      
Debt instrument, issuance date May 31, 2004      
Maturity Date May 31, 2034      
Earliest Redemption Date Jun. 30, 2009      
Wintrust Capital Trust Seven        
Subordinated Borrowing [Line Items]        
Common Securities $ 1,550,000      
Trust Preferred Securities 50,000,000      
Junior subordinated debentures $ 51,550,000   51,550,000  
Rate Structure L+1.95      
Contractual Rate 2.91344%      
Debt instrument, issuance date Dec. 31, 2004      
Maturity Date Mar. 31, 2035      
Earliest Redemption Date Mar. 31, 2010      
Wintrust Capital Trust Eight        
Subordinated Borrowing [Line Items]        
Common Securities $ 1,238,000      
Trust Preferred Securities 25,000,000 $ 15,000,000.0   $ 40,000,000.0
Junior subordinated debentures $ 26,238,000   41,238,000  
Rate Structure L+1.45      
Contractual Rate 2.44789%      
Debt instrument, issuance date Aug. 31, 2005      
Maturity Date Sep. 30, 2035      
Earliest Redemption Date Sep. 30, 2010      
Wintrust Capital Trust Nine        
Subordinated Borrowing [Line Items]        
Common Securities $ 1,547,000      
Trust Preferred Securities 50,000,000      
Junior subordinated debentures $ 51,547,000   51,547,000  
Rate Structure L+1.63      
Contractual Rate 2.59344%      
Debt instrument, issuance date Sep. 30, 2006      
Maturity Date Sep. 30, 2036      
Earliest Redemption Date Sep. 30, 2011      
Northview Capital Trust One        
Subordinated Borrowing [Line Items]        
Common Securities $ 186,000      
Trust Preferred Securities 6,000,000      
Junior subordinated debentures $ 6,186,000   6,186,000  
Rate Structure L+3.00      
Contractual Rate 3.88594%      
Debt instrument, issuance date Aug. 31, 2003      
Maturity Date Nov. 30, 2033      
Earliest Redemption Date Aug. 31, 2008      
Town Bankshares Capital Trust One        
Subordinated Borrowing [Line Items]        
Common Securities $ 186,000      
Trust Preferred Securities 6,000,000      
Junior subordinated debentures $ 6,186,000   6,186,000  
Rate Structure L+3.00      
Contractual Rate 3.88594%      
Debt instrument, issuance date Aug. 31, 2003      
Maturity Date Nov. 30, 2033      
Earliest Redemption Date Aug. 31, 2008      
First Northwest Capital Trust One        
Subordinated Borrowing [Line Items]        
Common Securities $ 155,000      
Trust Preferred Securities 5,000,000      
Junior subordinated debentures $ 5,155,000   5,155,000  
Rate Structure L+3.00      
Contractual Rate 3.99789%      
Debt instrument, issuance date May 31, 2004      
Maturity Date May 31, 2034      
Earliest Redemption Date May 31, 2009      
Suburban Illinois Capital Trust Two        
Subordinated Borrowing [Line Items]        
Common Securities $ 464,000      
Trust Preferred Securities 15,000,000      
Junior subordinated debentures $ 15,464,000   15,464,000  
Rate Structure L+1.75      
Contractual Rate 2.71344%      
Debt instrument, issuance date Dec. 31, 2006      
Maturity Date Dec. 31, 2036      
Earliest Redemption Date Dec. 31, 2011      
Community Financial Shares Statutory Trust Two        
Subordinated Borrowing [Line Items]        
Common Securities $ 109,000      
Trust Preferred Securities 3,500,000      
Junior subordinated debentures $ 3,609,000   $ 3,609,000  
Rate Structure L+1.62      
Contractual Rate 2.58344%      
Debt instrument, issuance date Jun. 30, 2007      
Maturity Date Sep. 30, 2037      
Earliest Redemption Date Jun. 30, 2012      
Junior Subordinated Debt        
Subordinated Borrowing [Line Items]        
Weighted average interest rate 3.16%      
London Interbank Offered Rate (LIBOR) | Wintrust Capital Trust Three        
Subordinated Borrowing [Line Items]        
Debt instrument, basis spread on variable rate 3.25%      
London Interbank Offered Rate (LIBOR) | Wintrust Statutory Trust Four        
Subordinated Borrowing [Line Items]        
Debt instrument, basis spread on variable rate 2.80%      
London Interbank Offered Rate (LIBOR) | Wintrust Statutory Trust Five        
Subordinated Borrowing [Line Items]        
Debt instrument, basis spread on variable rate 2.60%      
London Interbank Offered Rate (LIBOR) | Wintrust Capital Trust Seven        
Subordinated Borrowing [Line Items]        
Debt instrument, basis spread on variable rate 1.95%      
London Interbank Offered Rate (LIBOR) | Wintrust Capital Trust Eight        
Subordinated Borrowing [Line Items]        
Debt instrument, basis spread on variable rate 1.45%      
London Interbank Offered Rate (LIBOR) | Wintrust Capital Trust Nine        
Subordinated Borrowing [Line Items]        
Debt instrument, basis spread on variable rate 1.63%      
London Interbank Offered Rate (LIBOR) | Northview Capital Trust One        
Subordinated Borrowing [Line Items]        
Debt instrument, basis spread on variable rate 3.00%      
London Interbank Offered Rate (LIBOR) | Town Bankshares Capital Trust One        
Subordinated Borrowing [Line Items]        
Debt instrument, basis spread on variable rate 3.00%      
London Interbank Offered Rate (LIBOR) | First Northwest Capital Trust One        
Subordinated Borrowing [Line Items]        
Debt instrument, basis spread on variable rate 3.00%      
London Interbank Offered Rate (LIBOR) | Suburban Illinois Capital Trust Two        
Subordinated Borrowing [Line Items]        
Debt instrument, basis spread on variable rate 1.75%      
London Interbank Offered Rate (LIBOR) | Community Financial Shares Statutory Trust Two        
Subordinated Borrowing [Line Items]        
Debt instrument, basis spread on variable rate 1.62%