Ord tower controller reported when trying to get two departures off runway 22L prior to a runway 28 ...

Narrative:

Cleared md-80 for take-off [runway 22L] when aircraft X was on a 7 mile final [runway 28]. As the md-80 appeared to start departure roll; I told aircraft Y to line up and wait [runway 22L] and issued arrival traffic at the final approach fix. The md-80 rolled about 100 feet then appeared to stop but then began the departure roll again. I told aircraft Y to be ready for an immediate departure as aircraft X was now on a 2.5 mile final. As the md-80 was rotating I cleared aircraft Y for immediate take off but he didn't start his roll until aircraft X was inside 2 miles. It appeared out the window that aircraft Y had rolled past the runway 28 final but when aircraft X got on the ground he said they flew over aircraft Y. I advised the supervisor and aircraft X was given the tower phone number. Recommendation; do not try to depart more than one aircraft in front of runway 28 arrivals.

Original NASA ASRS Text

Title: ORD Tower Controller reported when trying to get two departures off Runway 22L prior to a Runway 28 arrival; the arrival reported overflying the second departure.

Narrative: Cleared MD-80 for take-off [Runway 22L] when Aircraft X was on a 7 mile final [Runway 28]. As the MD-80 appeared to start departure roll; I told Aircraft Y to Line up and wait [Runway 22L] and issued arrival traffic at the final approach fix. The MD-80 rolled about 100 feet then appeared to stop but then began the departure roll again. I told Aircraft Y to be ready for an immediate departure as Aircraft X was now on a 2.5 mile final. As the MD-80 was rotating I cleared Aircraft Y for immediate take off but he didn't start his roll until Aircraft X was inside 2 miles. It appeared out the window that Aircraft Y had rolled past the Runway 28 final but when Aircraft X got on the ground he said they flew over Aircraft Y. I advised the Supervisor and Aircraft X was given the Tower phone number. Recommendation; do not try to depart more than one aircraft in front of Runway 28 arrivals.

Data retrieved from NASA's ASRS site as of April 2012 and automatically converted to unabbreviated mixed upper/lowercase text. This report is for informational purposes with no guarantee of accuracy. See NASA's ASRS site for official report.

Attributes
ACN	929893
Time
Date	201101
Local Time Of Day	0001-0600
Place
Locale Reference	ORD.Tower
State Reference	IL
Aircraft 1
Make Model Name	Widebody Low Wing 4 Turbojet Eng
Operating Under FAR Part	Part 121
Flight Phase	Landing
Flight Plan	IFR
Aircraft 2
Make Model Name	Medium Large Transport Low Wing 2 Turbojet Eng
Operating Under FAR Part	Part 121
Flight Phase	Takeoff
Flight Plan	IFR
Person 1
Function	Local
Qualification	Air Traffic Control Fully Certified
Events
Anomaly	ATC Issue All Types Conflict Ground Conflict Critical Deviation - Procedural Published Material / Policy

Ord tower controller reported when trying to get two departures off runway 22L prior to a runway 28 arrival; the arrival reported overflying the second departure.