Chicago – Men's singles
2018 Oracle Challenger Series – Chicago
Champion	Denis Istomin
Runner-up	Reilly Opelka
Score	6–4, 6–2

This was the first edition of the tournament.

Denis Istomin won the title after defeating Reilly Opelka 6–4, 6–2 in the final.

Seeds

Draw

Finals

	Semifinals							Final
	Alt	Dominik Köpfer	3	63
		Reilly Opelka	6	77
									Reilly Opelka	4	2
								2	Denis Istomin	6	6
		Bjorn Fratangelo	1	2
	2	Denis Istomin	6	6

Top half

	First round							Second round							Quarterfinals							Semifinals
	1/WC	A Seppi	3	65
	Q	A Sarkissian	6	77				Q	A Sarkissian	6	64	63
		DE Galán	65	3					JC Aragone	2	77	77
		JC Aragone	77	6												JC Aragone	4	2
	Alt	D Köpfer	6	6											Alt	D Köpfer	6	6
	Q	V Millot	3	4				Alt	D Köpfer	4	77	6
		M Krueger	3	6	6				M Krueger	6	64	2
	7	E Ymer	6	3	2																	Alt	D Köpfer	3	63
	3	V Pospisil	2	2																			R Opelka	6	77
	Alt	D Young	6	6				Alt	D Young	6	6
		J-P Smith	2	6	6				J-P Smith	3	4
	Alt	R Cid Subervi	6	1	4										Alt	D Young	6	2	65
		R Quiroz	3	2												R Opelka	3	6	77
		R Opelka	6	6					R Opelka	6	6
		C Eubanks	7	4	4			5	M Mmoh	4	4
	5	M Mmoh	5	6	6

Bottom half

	First round							Second round							Quarterfinals							Semifinals
	8	N Rubin	6	3	6
		E King	4	6	3			8	N Rubin	5	6	7
		A Popyrin	6	7					A Popyrin	7	2	5
		V Estrella Burgos	3	5											8	N Rubin	1	4
	Alt	E Escobedo	63	6	1											B Fratangelo	6	6
	Q	S Bangoura	77	4	6			Q	S Bangoura	4	6	5
		B Fratangelo	2	6	6				B Fratangelo	6	1	7
	4	V Troicki	6	2	0																		B Fratangelo	1	2
	6	R Bemelmans	7	78																		2	D Istomin	6	6
	Q	H Nys	5	66				6	R Bemelmans	6	6
	LL	K Uchida	6	6				LL	K Uchida	3	4
	WC	T-S Kwiatkowski	1	3											6	R Bemelmans	3	4
	WC	T Paul	6	6											2	D Istomin	6	6
	LL	R Roelofse	3	2				WC	T Paul	5	3
		M Arévalo	4	1				2	D Istomin	7	6
	2	D Istomin	6	6

External links

• Main Draw
• Qualifying Draw