Singles
2024 Chicago Men's Challenger
Final
Champion	Gabriel Diallo
Runner-up	Bu Yunchaokete
Score	6–3, 7–6(7–3)
Events
Singles Doubles
← 2023 · Chicago Men's Challenger · 2025 →

Alex Michelsen was the defending champion^[1] but chose not to defend his title.

Gabriel Diallo won the title after defeating Bu Yunchaokete 6–3, 7–6^(7–3) in the final.

	Semifinals							Final
	Q	Jacob Fearnley	2	3
	4	Gabriel Diallo	6	6
								4	Gabriel Diallo	6	77
								6	Bu Yunchaokete	3	63
	6	Bu Yunchaokete	6	7
	WC	Learner Tien	4	5

	First round							Second round							Quarterfinals							Semifinals
	1/SE	T Atmane	77	77
		Micah Braswell	64	65				1/SE	T Atmane	2	6	63
	Q	J Fearnley	6	6				Q	J Fearnley	6	1	77
		L Tu	4	3											Q	J Fearnley	6	6
	Alt	B Holt	6	77											Alt	B Holt	3	2
	WC	Andrew Fenty	1	64				Alt	B Holt	6	77
		M Polmans	2	77	6				M Polmans	4	64
	5	A Galarneau	6	65	4																	Q	J Fearnley	2	3
	4	G Diallo	6	6																		4	G Diallo	6	6
	Q	J Trotter	4	2				4	G Diallo	77	6
		J Fonseca	6	6					J Fonseca	61	1
		Y Shimizu	3	4											4	G Diallo	6	6
		M Krueger	6	6												M Krueger	3	2
		Arthur Gea	4	4					M Krueger	6	6
		P Sekulic	6	6					P Sekulic	4	2
	7	C Wong	2	1

	First round							Second round							Quarterfinals							Semifinals
	6	Y Bu	6	6
	Q	Michael Zheng	4	4				6	Y Bu	6	6
	Q	T-l Wu	4	6	1				P Jubb	3	3
		P Jubb	6	2	6										6	Y Bu	6	69	6
	WC	N Basavareddy	2	78	7										3	H Grenier	2	711	1
	Q	M Lajal	6	66	5			WC	N Basavareddy	4	0
		B Tomic	2	4				3	H Grenier	6	6
	3	H Grenier	6	6																		6	Y Bu	6	7
	8	S-c Hong	6	6																		WC	L Tien	4	5
		A Bolt	4	3				8	S-c Hong	6	64	6
		S Shimabukuro	77	2	65				C Broom	3	77	4
		C Broom	64	6	77										8	S-c Hong	3	1
		JP Ficovich	4	6	5										WC	L Tien	6	6
	Q	A Mayo	6	3	7			Q	A Mayo	3	77	3
	WC	L Tien	6	6				WC	L Tien	6	64	6
	2	B Bonzi	4	4

• Main draw
• Qualifying draw