Ownership Submission
FORM 4
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP OF SECURITIES

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940
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(Print or Type Responses)
1. Name and Address of Reporting Person *
SKOGLUND WILLIAM B
  2. Issuer Name and Ticker or Trading Symbol
OLD SECOND BANCORP INC [OSBC]
5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
__X__ Director _____ 10% Owner
__X__ Officer (give title below) _____ Other (specify below)
CEO
(Last)
(First)
(Middle)
37 S. RIVER ST.
3. Date of Earliest Transaction (Month/Day/Year)
06/30/2006
(Street)

AURORA, IL 60506
4. If Amendment, Date Original Filed(Month/Day/Year)
6. Individual or Joint/Group Filing(Check Applicable Line)
_X_ Form filed by One Reporting Person
___ Form filed by More than One Reporting Person
(City)
(State)
(Zip)
Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1.Title of Security
(Instr. 3)
2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code
(Instr. 8)
4. Securities Acquired (A) or Disposed of (D)
(Instr. 3, 4 and 5)
5. Amount of Securities Beneficially Owned Following Reported Transaction(s)
(Instr. 3 and 4)
6. Ownership Form: Direct (D) or Indirect (I)
(Instr. 4)
7. Nature of Indirect Beneficial Ownership
(Instr. 4)
Code V Amount (A) or (D) Price
Old Second Bancorp Inc. Common Stock 06/30/2006   (1) J   52 A (2) 12,880 (2) I 401-K Plan
Old Second Bancorp Inc. Common Stock 06/30/2006   (1) J   173 A (3) 42,650 (3) I Profit Sharing Plan
Old Second Bancorp Inc. Common Stock               532 D  

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Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security
(Instr. 3)
2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year) 3A. Deemed Execution Date, if any (Month/Day/Year) 4. Transaction Code
(Instr. 8)
5. Number of Derivative Securities Acquired (A) or Disposed of (D)
(Instr. 3, 4, and 5)
6. Date Exercisable and Expiration Date
(Month/Day/Year)
7. Title and Amount of Underlying Securities
(Instr. 3 and 4)
8. Price of Derivative Security
(Instr. 5)
9. Number of Derivative Securities Beneficially Owned Following Reported Transaction(s)
(Instr. 4)
10. Ownership Form of Derivative Security: Direct (D) or Indirect (I)
(Instr. 4)
11. Nature of Indirect Beneficial Ownership
(Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Employee Stock Option (Right to Buy $ 31.34             12/20/2005 12/21/2015 Common Stock 32,000   32,000 D  
Employee Stock Option (Right to Buy $ 32.59             12/20/2005 12/21/2014 Common Stock 32,000   32,000 D  
Employee Stock Option (Right to Buy $ 25.08             12/20/2005 12/16/2013 Common Stock 32,000 (4)   32,000 (4) D  
Employee Stock Option (Right to Buy $ 18.81             12/20/2005 12/17/2012 Common Stock 32,000 (4)   32,000 (4) D  
Employee Stock Option (Right to Buy $ 14.74             12/20/2005 12/18/2011 Common Stock 32,000 (5)   32,000 (5) D  
Employee Stock Option (Right to Buy $ 8.91             12/20/2005 12/19/2010 Common Stock 26,666 (5)   26,666 (5) D  
Employee Stock Option (Right to Buy $ 10.46             12/20/2005 12/14/2009 Common Stock 9,866 (5)   9,866 (5) D  

Reporting Owners

Reporting Owner Name / Address Relationships
 Director  10% Owner  Officer  Other
SKOGLUND WILLIAM B
37 S. RIVER ST.
AURORA, IL 60506
  X     CEO  

Signatures

 /s/ William Skoglund   06/30/2006
**Signature of Reporting Person Date

Explanation of Responses:

* If the form is filed by more than one reporting person, see Instruction 4(b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations. See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
(1) Does not apply.
(2) Of this total, 52 shares were allocated during the second quarter pursuant to the Old Second Bancorp Inc. Salary Savings Plan & Trust. Information provided herein is based on information provided by the Plan Trustee as of 06-30-06.
(3) Of this total, 173 shares were allocated during the second quarter pursuant to the Old Second Bancorp Inc. Employees Profit Sharing Plan & Trust. Information provided herein is based on information provided by the Plan Trustee as of 06-30-06.
(4) Restated for 2 for 1 stock split effected in the form of a stock dividend payable 7-28-04.
(5) Restated for 4 for 3 stock split effected in the form of a stock dividend payable 6-24-02 and restated for a 2 for 1 stock split effected in the form of a stock dividend payable 7-28-04.

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