Singles
2021 Chicago Fall Tennis Classic
Champion	Garbiñe Muguruza
Runner-up	Ons Jabeur
Score	3–6, 6–3, 6–0
Draw	56
Seeds	16

This was the first edition of the event.

Garbiñe Muguruza won the title, defeating Ons Jabeur in the final, 3–6, 6–3, 6–0.

Seeds

The top eight seeds received a bye into the second round.

Draw

Finals

	Quarterfinals							Semifinals							Final
	1	Elina Svitolina	4	2
	6	Ons Jabeur	6	6
								6	Ons Jabeur	6	3
								5	Elena Rybakina	4	2r
	3	Belinda Bencic	4	1r
	5	Elena Rybakina	6	3
															6	Ons Jabeur	6	3	0
															2	Garbiñe Muguruza	3	6	6
	10	Danielle Collins	77	0	63
		Markéta Vondroušová	64	6	77
									Markéta Vondroušová
								2	Garbiñe Muguruza	w/o
	Q	Mai Hontama	3	2
	2	Garbiñe Muguruza	6	6

Top half

Section 1

	First round							Second round							Third round							Quarterfinals
								1	E Svitolina	6	6
		A Anisimova	6	5	6				A Anisimova	4	3
		V Golubic	0	7	4										1	E Svitolina	6	6
	Q	K Kozlova	62	6	6											E-G Ruse	3	3
		M Kostyuk	77	3	0			Q	K Kozlova	5	2
		E-G Ruse	6	6					E-G Ruse	7	6
	15	C Giorgi	4	2																		1	E Svitolina	4	2
	9	J Pegula	6	6																		6	O Jabeur	6	6
	Q	M Fręch	3	0				9	J Pegula	6	7
		A Petkovic	6	6					A Petkovic	2	5
	LL	O Govortsova	2	2											9	J Pegula	6	2	3
	WC	K Clijsters	3	7	3										6	O Jabeur	1	6	6
		S-w Hsieh	6	5	6				S-w Hsieh	1	0
								6	O Jabeur	6	6

Section 2

	First round							Second round							Third round							Quarterfinals
								3	B Bencic	5	6	6
	Q	M Inglis	4	6	6			Q	M Inglis	7	1	0
	WC	C Dolehide	6	2	4										3	B Bencic	6	77
		C Osorio	3	5												T Martincová	2	65
		T Martincová	6	7					T Martincová	6	7
		S Stephens	2	1				13	T Zidanšek	2	5
	13	T Zidanšek	6	6																		3	B Bencic	4	1r
	12	V Kudermetova	7	4	6																	5	E Rybakina	6	3
	Q	A Kalinskaya	68	6	2			12	V Kudermetova	6	6
	LL	H Dart	6	3	6			LL	H Dart	3	4
	Q	B Haddad Maia	1	6	1										12	V Kudermetova	64	5
		A Sasnovich	6	2											5	E Rybakina	77	7
		M Keys	4	0r					A Sasnovich	4	4
								5	E Rybakina	6	6

Bottom half

Section 3

	First round							Second round							Third round							Quarterfinals
								7	E Mertens	6	6
		A Cornet	5	1					D Yastremska	1	3
		D Yastremska	7	6											7	E Mertens	2	4
		M Bouzková	3	77	3										10	D Collins	6	6
		M Doi	6	64	6				M Doi	6	3	5
	Q	K Flipkens	4	2				10	D Collins	4	6	7
	10	D Collins	6	6																		10	D Collins	77	0	63
	16	J Teichmann	77	7																			M Vondroušová	64	6	77
		K Kanepi	63	5				16	J Teichmann	6	6
	WC	C Vandeweghe	1	4					M Linette	2	4
		M Linette	6	6											16	J Teichmann	4	3
		A Tomljanović	2	1												M Vondroušová	6	6
		M Vondroušová	6	6					M Vondroušová	6	6
								4	A Pavlyuchenkova	3	2

Section 4

	First round							Second round							Third round							Quarterfinals
								8	B Andreescu	4	5
	Q	L Cabrera	2	1					S Rogers	6	7
		S Rogers	6	6												S Rogers	4	77	1
	Q	M Hontama	6	6											Q	M Hontama	6	61	6
		C Garcia	3	0				Q	M Hontama	w/o
		M Brengle	4	3				11	A Kontaveit
	11	A Kontaveit	6	6																		Q	M Hontama	3	2
	14	V Azarenka	6	6																		2	G Muguruza	6	6
		S Zhang	2	1				14	V Azarenka	6	4	6
	WC	H Baptiste	7	6				WC	H Baptiste	2	6	3
		J Paolini	5	3											14	V Azarenka
		D Vekić	3	1											2	G Muguruza	w/o
		A Li	6	6					A Li	4	4
								2	G Muguruza	6	6

Qualifying

Draw

First qualifier

	First round							Qualifying competition
	1	Magdalena Fręch	66	77	7
		Alexa Glatch	78	65	5
								1	Magdalena Fręch	6	6
									Bethanie Mattek-Sands	2	2
		Bethanie Mattek-Sands	6	6
	15	Alycia Parks	3	4

Second qualifier

	First round							Qualifying competition
	2	Beatriz Haddad Maia	6	6
		Nadiia Kichenok	1	1
								2	Beatriz Haddad Maia	6	6
								10	Katarzyna Kawa	4	2
	WC	Ingrid Neel	3	4
	10	Katarzyna Kawa	6	6

Third qualifier

	First round							Qualifying competition
	3	Maddison Inglis	6	6
	WC	Julia Lohoff	2	2
								3	Maddison Inglis	62	6	77
								12	Asia Muhammad	77	4	63
		Ena Shibahara	0	4
	12	Asia Muhammad	6	6

Fourth qualifier

	First round							Qualifying competition
	4	Olga Govortsova	6	6
	WC	Adesuwa Osabuohien	3	2
								4	Olga Govortsova	4	0
								11	Lizette Cabrera	6	6
		Tara Moore	1	77	2
	11	Lizette Cabrera	6	64	6

Fifth qualifier

	First round							Qualifying competition
	5	Kirsten Flipkens	6	6
	WC	Madison Beckham	0	0
								5	Kirsten Flipkens	6	62	6
								9	Rebecca Marino	4	77	4
		Catherine Harrison	6	3	2
	9	Rebecca Marino	3	6	6

Sixth qualifier

	First round							Qualifying competition
	6	Kateryna Kozlova	6	6
		Nicole Melichar-Martinez	4	4
								6	Kateryna Kozlova	6	64	6
								16/PR	Priscilla Hon	2	77	3
		Ulrikke Eikeri	1	77	4
	16/PR	Priscilla Hon	6	63	6

Seventh qualifier

	First round							Qualifying competition
	7	Anna Kalinskaya	79	6
		Whitney Osuigwe	67	3
								7	Anna Kalinskaya	6	6
								13	Mariam Bolkvadze	2	1
		Bárbara Gatica	2	1
	13	Mariam Bolkvadze	6	6

Eighth qualifier

	First round							Qualifying competition
	8	Harriet Dart	7	6
		Quinn Gleason	5	2
								8	Harriet Dart	5	63
								14	Mai Hontama	7	77
		Emina Bektas	2	5
	14	Mai Hontama	6	7

External links

• Main draw
• Qualifying draw