2023 Chicago Men's Challenger – Singles

Roman Safiullin was the defending champion but chose not to defend his title.

Singles
2023 Chicago Men's Challenger
Champion	Alex Michelsen
Runner-up	Yuta Shimizu
Score	7–5, 6–2

Main article: 2023 Chicago Men's Challenger

Alex Michelsen won the title after defeating Yuta Shimizu 7–5, 6–2 in the final.

Seeds

1. James Duckworth (withdrew)
2. Aleksandar Kovacevic (second round)
3. Emilio Gómez (first round)
4. Shang Juncheng (semifinals)
5. Altuğ Çelikbilek (first round)
6. Alexis Galarneau (first round)
7. Giovanni Mpetshi Perricard (semifinals)
8. Steve Johnson (first round)

Draw

Key

• Q = Qualifier
• WC = Wild card
• LL = Lucky loser
• Alt = Alternate
• SE = Special exempt
• PR = Protected ranking
• ITF = ITF entry
• JE = Junior exempt
• w/o = Walkover
• r = Retired
• d = Defaulted
• SR = Special ranking

Finals

	Semifinals							Final
		Yuta Shimizu	77	77
	7	Giovanni Mpetshi Perricard	65	65
									Yuta Shimizu	5	2
									Alex Michelsen	7	6
	4	Shang Juncheng	6	5	3
		Alex Michelsen	4	7	6

Top half

	First round							Second round							Quarterfinals							Semifinals
	LL	E Zhu	2	4
		Y Shimizu	6	6					Y Shimizu	6	5	6
	Q	Y-s Chung	6	6				Q	Y-s Chung	3	7	3
		A Shelbayh	3	4												Y Shimizu	6	7
	Alt	J Jung	7	6											Alt	J Jung	2	5
	Q	B Tomic	5	3				Alt	J Jung	3	77	6
		N Basavareddy	6	2	6				N Basavareddy	6	65	2
	8	S Johnson	3	6	4																		Y Shimizu	77	77
	3	E Gómez	2	1																		7	G Mpetshi Perricard	65	65
	Alt	Y Uchiyama	6	6				Alt	Y Uchiyama	6	2	2
		M Lajal	6	6					M Lajal	4	6	6
	Q	O Jasika	1	4												M Lajal	63	6	66
	WC	E Spizzirri	2	2											7	G Mpetshi Perricard	77	4	78
		A Walton	6	6					A Walton	63	4
		T Sandgren	4	4				7	G Mpetshi Perricard	77	6
	7	G Mpetshi Perricard	6	6

Bottom half

	First round							Second round							Quarterfinals							Semifinals
	5	A Çelikbilek	4	62
	Q	T Schoolkate	6	77				Q	T Schoolkate	6	3	2
	Q	E Escobedo	66	6	4			WC	E Quinn	4	6	6
	WC	E Quinn	78	0	6										WC	E Quinn	5	1
		D Sweeny	4	4											4	J Shang	7	6
	Q	I Marchenko	6	6				Q	I Marchenko	5	3
	SE	M Kukushkin	65	2r				4	J Shang	7	6
	4	J Shang	77	3																		4	J Shang	6	5	3
	6	A Galarneau	63	1																			A Michelsen	4	7	6
	WC	K Nishikori	77	6				WC	K Nishikori	77	6
	Alt	S Mansouri	3	6	6			Alt	S Mansouri	61	4
	Alt	J McCabe	6	4	4										WC	K Nishikori	613	6	1
		L Tu	63	77	65											A Michelsen	715	3	6
		A Michelsen	77	65	77				A Michelsen	6	6
		B Zhukayev	3	4				2	A Kovacevic	4	2
	2	A Kovacevic	6	6

External links

• Main draw
• Qualifying draw