Conway v. City Of Chicago

CourtDistrict Court, N.D. Illinois
DecidedMarch 31, 2025
Docket1:20-cv-04966
StatusUnknown

This text of Conway v. City Of Chicago (Conway v. City Of Chicago) is published on Counsel Stack Legal Research, covering District Court, N.D. Illinois primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Conway v. City Of Chicago, (N.D. Ill. 2025).

Opinion

UNITED STATES DISTRICT COURT FOR THE NORTHERN DISTRICT OF ILLINOIS EASTERN DIVISION

MICHAEL CONWAY, Plaintiff No. 20 CV 4966 v. Judge Jeremy C. Daniel CITY OF CHICAGO, et al. Defendants

MEMORANDUM OPINION AND ORDER Plaintiff Michael Conway filed this action alleging federal and state law claims of protected-speech retaliation under the First Amendment by Defendants City of Chicago (the “City”), the City’s Department of Aviation (“CDA”) Managing Deputy Commissioner Erin O’Donnell,1 and CDA Deputy Commissioner Costas Simos. (R. 1 (“Compl.”) ¶ 1.)2 The defendants filed a motion for summary judgment under Federal Rule of Civil Procedure 56. (R. 252.) Conway has cross-moved for partial summary judgment on his federal claim. (R. 303; R. 324 (“Pl.’s Br.”).) For the following reasons, the defendants motion is granted as to Conway’s federal claim, and Conway’s motion is denied in its entirety. The Court declines to exercise supplemental jurisdiction

1 The Court adopts the defendants’ preferred nomenclature for Erin O’Donnell-Russell. (See R. 355, Plaintiff’s Response to Defendants’ Statement of Facts (“Pl.’s Resp. to Defs.’ SOF”) ¶ 4.) 2 For ECF filings, the Court cites to the page number(s) set forth in the document’s ECF header unless citing to a particular paragraph or other page designation is more appropriate. For documents filed under seal, the Court cites the sealed version of the documents while attempting not to reveal any information that could be reasonably deemed confidential. Confidential information is discussed to the extent necessary to explain the path of the Court’s reasoning. See In re Specht, 622 F.3d 697, 701 (7th Cir. 2010); Union Oil Co. of Cal. v. Leavell, 220 F.3d 562, 568 (7th Cir. 2000). under 28 U.S.C.§ 1367 over Conway’s state law claim, which is dismissed without prejudice. Conway’s motion for oral argument is denied, (see Pl.’s Br. at ii), and his motion to seal (R. 349) is granted.

BACKGROUND3 Conway has been employed by the CDA since December 1995. (Pl.’s Resp. to Defs.’ SOF ¶ 2.) He was first hired as an Airport Operations Supervisor (“AOS”) I and then promoted to the role of AOS II in about August 1999. (Id.) There is no dispute that Conway’s duties at all times of his employment included monitoring and reporting the runway conditions at Midway Airport (“Midway”) in Chicago, Illinois. (Id. ¶ 24; R. 351, Defendants’ Response to Plaintiff’s Statement of Facts (“Defs.’ Resp.

to Pl.’s SOF”) ¶ 2.) This suit relates to Conway’s performance of these duties on the morning of February 17, 2018, and alleged acts of retaliation by the defendants. (Defs.’ Resp. to Pl.’s SOF ¶ 17; Pl.’s Resp. to Defs.’ SOF ¶ 31.) Conway claims that on February 17th, Simos ordered him to falsify a report about runway conditions. (Pl.’s Resp. to Defs.’ SOF ¶ 31.) The parties disagree as to the proper characterization of the weather conditions that day. (Compare Defs.’ Resp.

to Pl.’s SOF ¶ 35, with Pl.’s Resp. to Defs.’ SOF ¶¶ 39–42.) But they agree that Simos, on his authority as Deputy Commissioner, asked Conway to update the runway conditions and that Conway did not immediately do so. (See Defs.’ Resp. to Pl.’s SOF ¶¶ 31–32.) The parties agree that Conway eventually issued a runway condition report consistent with Simos’s desires. (Id. ¶ 37.)

3 The following facts are taken from the parties’ L.R. 56.1 Statements, the materials cited therein, and other aspects of the record in this case. Seven months later, on September 4, 2018, Conway was involved in a “runway incursion,” i.e., “an unauthorized intrusion of a vehicle or aircraft onto an aircraft movement area.” (Pl.’s Resp. to Defs.’ SOF ¶¶ 54–55; Defs.’ Resp. to Pl.’s SOF ¶ 70.)

The parties dispute whether a runway incursion is a very serious and significant safety violation. (Compare Pl.’s Resp. to Defs.’ SOF ¶¶ 74–75, with Defs.’ Resp. to Pl.’s SOF ¶¶ 104–06.) There is evidence that runway incursions are expressly prohibited by the Federal Aviation Administration (“FAA”). (Defs.’ Resp. to Pl.’s SOF ¶ 2.) There is also evidence that the FAA promptly began investigating the incident that same day. (Pl.’s Resp. to Defs.’ SOF ¶ 55.) But Conway testified that similar conduct by

others had never been disciplined at Midway. (Defs.’ Resp. to Pl.’s SOF ¶¶ 104–06.) On September 6, 2018, General Manager Samual David Kaufman told Conway that a pre-disciplinary meeting would be scheduled the following week to consider potential rule violations associated with his runway incursion. (Pl.’s Resp. to Defs.’ SOF ¶¶ 18, 60.) At some point, Conway told Kaufman that he believed the incursion was caused partially from knowing that Simos “was returning from his vacation that day.” (Defs.’ Resp. to Pl.’s SOF ¶ 74.) When the incursion occurred, Conway was

experiencing serious “stress and pressure” from “the various confrontational issues at work.” (Id.) Specifically, due to the weather conditions that day, Conway was concerned that Simos would order him to falsify the runway conditions again. (R. 353- 1 (“Conway Dep.”) at 181:5–17, 394:14–396:6.) Beginning on September 11, 2018, Conway took sick leave and the pre- disciplinary meeting was rescheduled. (Defs.’ Resp. to Pl.’s SOF ¶ 75; Pl.’s Resp. to Defs.’ SOF ¶ 61.) Conway discussed his leave on or about September 17 or 20, 2018, with the Director of Administration for Human Resources. (Pl.’s Resp. to Defs.’ SOF ¶ 62.) According to Conway, at this point, he informed the director of Simos’ February

17th request to incorrectly update the airfield condition reports, and she advised him to report it to the FAA and the Office of the Inspector General (“OIG”). (Id.) Conway then filed complaints regarding the February 17th incident with the FAA on September 20th, the OIG on September 27th, and the Occupational Safety and Health Administration (“OSHA”) on October 16th. (Defs.’ Resp. to Pl.’s SOF ¶¶ 77, 84, 93; Pl.’s Resp. to Defs.’ SOF ¶¶ 63, 67, 70.)

Conway received medical permission to return from leave without restrictions on October 2nd. (Pl.’s Resp. to Defs.’ SOF ¶ 68; Defs.’ Resp. to Pl.’s SOF ¶ 75.) Conway’s pre-disciplinary hearing was held upon his return to work on October 9th. (Pl.’s Resp. to Defs.’ SOF ¶ 77.) On October 16, 2018, one of the Airport Managers for Midway’s Operations division handed Conway notice that he would be suspended for five-days for the September 4th incident. (Id.; Defs.’ Resp. to Pl.’s SOF ¶ 105.) Conway claims that his five-day punishment reflected a brand-new policy;

previously, executive management had, before deciding on the appropriate discipline, considered the circumstances of an incursion. (Defs.’ Resp. to Pl.’s SOF ¶ 104.) Others testified, though, that it was the CDA’s routine practice to impose a minimum of a five-day suspension as a penalty for runway incursions. (Compare Pl.’s Resp. to Defs.’ SOF ¶¶ 74–75, with Defs.’ Resp. to Pl.’s SOF ¶ 106.) Conway filed the present action on August 24, 2020. (See Compl.) LEGAL STANDARD “Summary judgment is proper if the defendants show that no material facts are genuinely disputed and that they are entitled to judgment as a matter of law.”

Cage v. Harper, 42 F.4th 734, 737 (7th Cir. 2022) (quoting Fed. R. Civ. P. 56(a)). Where, as here, the parties file cross-motions for summary judgment, all reasonable inferences are drawn in favor of the party against whom the motion at issue was made. Milwaukee Deputy Sheriff’s Ass’n v.

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