Caroline Dolehide vs Robin Montgomery predictions, Jun 24, 2026

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As Caroline Dolehide prepares to face Robin Montgomery at Wimbledon, the anticipation builds for this intriguing matchup. Dolehide, competing on home turf, will look to leverage her familiarity with the grass courts, aiming for a breakthrough performance as she enters this contest with a daunting recent form of zero wins.

On the other hand, Montgomery has been in impressive form, winning 4 of her last 5 matches. This run demonstrates her growing confidence and resilience, critical traits for navigating the high-pressure environment of Wimbledon. Montgomery’s tactical strengths lie in her solid baseline game and ability to dictate play, which have contributed to her recent success.

Bookmakers have installed Montgomery as the clear favorite, reflected in the odds of 2.96 for Dolehide and 1.36 for Montgomery. While the odds indicate a perceived advantage for the visitor, Dolehide’s home-court advantage could play a pivotal role in leveling the playing field.

In conclusion, while Montgomery’s current form certainly makes her the player to beat, Dolehide’s potential for an upset should not be underestimated. All factors considered, spectators can expect a competitive and compelling contest.

This preview is generated with the Welcome.Bet AI Insights Engine, combining form data, betting odds, and semantic SEO optimization to deliver relevant match analysis for fans and bettors alike from 2026-06-22T16:52:02+00:00.

Dolehide 26.1%

Montgomery 73.9%

Prediction (the most likely score): 0:2

Watch and Bet Dolehide – Montgomery available at: Bet Now (Full Screen)

Betting Odds

	1	X	2
	3.60		1.26
	3.94		1.27
	3.65		1.25
	3.69		1.26	Watch and Bet
	3.01		1.35

Latest Results

31.03.26 Maria Camila Osorio Serrano – Caroline Dolehide – 2:1 16.03.26 Caroline Dolehide – Nikola Bartunkova – 1:2 01.03.26 Anastasia Zakharova – Caroline Dolehide – 2:0 26.02.26 Kimberly Birrell – Caroline Dolehide – 2:0 24.02.26 Lulu Sun – Caroline Dolehide – 0:2

14.06.26 Robin Montgomery – Barbora Krejcikova – Montgomery R. Walkover 13.06.26 Robin Montgomery – Ajla Tomljanovic – 2:0 12.06.26 Daria Snigur – Robin Montgomery – 0:2 11.06.26 Robin Montgomery – Greetje Minnen – 2:0 08.06.26 Darya Kasatkina – Robin Montgomery – 1:2

Facts

Dolehide is ranked WTA: 138. Montgomery is ranked WTA: 484.

Montgomery is in superb shape, having picked up a string of victories recently (last 5 games: 5 wins).

Dolehide may have a physical advantage due to more rest days in recent times.

In this match, Montgomery is seen as the favorite.

In recent times, the players did not meet on the field.

Standings

Draw

Singles – Main

1/64-finals

1	Sabalenka A. (1)	Branstine C. (Q)	2 : 0
2	Sun L.	Bouzkova M.	0 : 2
3	Raducanu E.	Xu M. (WC)	2 : 0
4	Vondrousova M.	Kessler M. (32)	2 : 0
5	Mertens E. (24)	Fruhvirtova L. (Q)	2 : 0
6	Li A.	Golubic V.	2 : 1
7	Gracheva V.	Sasnovich A. (Q)	1 : 2
8	Bondar A.	Svitolina E. (14)	0 : 2
9	Badosa P. (9)	Boulter K.	1 : 2
10	Sierra S. (LL)	Gadecki O.	2 : 0
11	Todoni A. A.	Bucsa C.	0 : 2
12	Birrell K.	Vekic D. (22)	0 : 2
13	Fernandez L. (29)	Klugman H. (WC)	2 : 0
14	Stearns P.	Siegemund L.	0 : 2
15	Danilovic O.	Zhang S. (Q)	2 : 0
16	Ruse G.	Keys M. (6)	1 : 2
17	Paolini J. (4)	Sevastova A.	2 : 1
18	Rakhimova K.	Ito A.	2 : 1
19	Lys E.	Yuan Y.	2 : 1
20	Pera B.	Noskova L. (30)	0 : 2
21	Haddad Maia B. (21)	Sramkova R.	2 : 0
22	Dart H. (WC)	Galfi D.	1 : 2
23	Wickmayer Y.	Zarazua R.	0 : 2
24	Putintseva Y.	Anisimova A. (13)	0 : 2
25	Shnaider D. (12)	Uchijima M.	2 : 0
26	Parry D. (Q)	Martic P. (Q)	2 : 1
27	Tomova V.	Jabeur O. (RET.)	1 : 0
28	Kartal S.	Ostapenko J. (20)	2 : 1
29	Krueger A. (31)	Stojsavljevic M. (WC)	2 : 0
30	Pavlyuchenkova A.	Tomljanovic A.	2 : 1
31	Osaka N.	Gibson T. (Q)	2 : 0
32	Siniakova K.	Zheng Q. (5)	2 : 1
33	Andreeva M. (7)	Sherif M.	2 : 0
34	Teichmann J.	Bronzetti L.	0 : 2
35	Baptiste H.	Cirstea S.	2 : 1
36	Mboko V. (LL)	Frech M. (25)	2 : 0
37	Krejcikova B. (17)	Eala A.	2 : 1
38	Dolehide C.	Rus A.	2 : 0
39	Kudermetova V.	Zhu L.	2 : 0
40	Kvitova P. (WC)	Navarro E. (10)	0 : 2
41	Muchova K. (15)	Wang Xin.	0 : 2
42	Sonmez Z.	Cristian J.	2 : 0
43	Lamens S.	Jovic I. (Q)	2 : 0
44	Hon P. (Q)	Alexandrova E. (18)	0 : 2
45	Linette M. (27)	Jacquemot E. (Q)	1 : 2
46	Parks A.	Bencic B.	0 : 2
47	Volynets K.	Maria T.	2 : 1
48	Cocciaretto E.	Pegula J. (3)	2 : 0
49	Swiatek I. (8)	Kudermetova P.	2 : 0
50	McNally C.	Burrage J. (WC)	2 : 0
51	Osorio C.	Collins D.	0 : 2
52	Erjavec V. (Q)	Kostyuk M. (26)	2 : 1
53	Tauson C. (23)	Watson H. (WC)	2 : 1
54	Kalinskaya A.	Stojanovic N. (Q)	2 : 0
55	Sakkari M.	Blinkova A.	2 : 0
56	Avanesyan E.	Rybakina E. (11)	0 : 2
57	Kasatkina D. (16)	Arango E.	2 : 0
58	Begu I.	Juvan K. (Q)	2 : 1
59	Starodubtseva Y.	Jones F. (WC)	2 : 1
60	Joint M.	Samsonova L. (19)	0 : 2
61	Kenin S. (28)	Townsend T. (Q)	2 : 0
62	Bouzas Maneiro J.	Seidel E. (RET.) (Q)	1 : 0
63	Azarenka V.	Zakharova A. (Q)	1 : 2
64	Yastremska D.	Gauff C. (2)	2 : 0

1/32-finals

1	Sabalenka A. (1)	Bouzkova M.	2 : 0
2	Raducanu E.	Vondrousova M.	2 : 0
3	Mertens E. (24)	Li A.	2 : 1
4	Sasnovich A.	Svitolina E. (14)	0 : 2
5	Boulter K.	Sierra S.	1 : 2
6	Bucsa C.	Vekic D. (22)	2 : 0
7	Fernandez L. (29)	Siegemund L.	0 : 2
8	Danilovic O.	Keys M. (6)	0 : 2
9	Paolini J. (4)	Rakhimova K.	1 : 2
10	Lys E.	Noskova L. (30)	1 : 2
11	Haddad Maia B. (21)	Galfi D.	0 : 2
12	Zarazua R.	Anisimova A. (13)	0 : 2
13	Shnaider D. (12)	Parry D.	0 : 2
14	Tomova V.	Kartal S.	0 : 2
15	Krueger A. (31)	Pavlyuchenkova A.	0 : 2
16	Osaka N.	Siniakova K.	2 : 0
17	Andreeva M. (7)	Bronzetti L.	2 : 0
18	Baptiste H.	Mboko V.	2 : 0
19	Krejcikova B. (17)	Dolehide C.	2 : 1
20	Kudermetova V.	Navarro E. (10)	0 : 2
21	Wang Xin.	Sonmez Z.	0 : 2
22	Lamens S.	Alexandrova E. (18)	0 : 2
23	Jacquemot E.	Bencic B.	1 : 2
24	Volynets K.	Cocciaretto E.	0 : 2
25	Swiatek I. (8)	McNally C.	2 : 1
26	Collins D.	Erjavec V.	2 : 0
27	Tauson C. (23)	Kalinskaya A.	2 : 0
28	Sakkari M.	Rybakina E. (11)	0 : 2
29	Kasatkina D. (16)	Begu I.	2 : 1
30	Starodubtseva Y.	Samsonova L. (19)	0 : 2
31	Kenin S. (28)	Bouzas Maneiro J.	0 : 2
32	Zakharova A.	Yastremska D.	1 : 2

1/16-finals

1	Sabalenka A. (1)	Raducanu E.	2 : 0
2	Mertens E. (24)	Svitolina E. (14)	2 : 0
3	Sierra S.	Bucsa C.	2 : 1
4	Siegemund L.	Keys M. (6)	2 : 0
5	Rakhimova K.	Noskova L. (30)	0 : 2
6	Galfi D.	Anisimova A. (13)	1 : 2
7	Parry D.	Kartal S.	0 : 2
8	Pavlyuchenkova A.	Osaka N.	2 : 1
9	Andreeva M. (7)	Baptiste H.	2 : 0
10	Krejcikova B. (17)	Navarro E. (10)	1 : 2
11	Sonmez Z.	Alexandrova E. (18)	0 : 2
12	Bencic B.	Cocciaretto E.	2 : 1
13	Swiatek I. (8)	Collins D.	2 : 0
14	Tauson C. (23)	Rybakina E. (11)	2 : 0
15	Kasatkina D. (16)	Samsonova L. (19)	0 : 2
16	Bouzas Maneiro J.	Yastremska D.	2 : 1

1/8-finals

1	Sabalenka A. (1)	Mertens E. (24)	2 : 0
2	Sierra S.	Siegemund L.	0 : 2
3	Noskova L. (30)	Anisimova A. (13)	1 : 2
4	Kartal S.	Pavlyuchenkova A.	0 : 2
5	Andreeva M. (7)	Navarro E. (10)	2 : 0
6	Alexandrova E. (18)	Bencic B.	0 : 2
7	Swiatek I. (8)	Tauson C. (23)	2 : 0
8	Samsonova L. (19)	Bouzas Maneiro J.	2 : 0

Quarter-finals

1	Sabalenka A. (1)	Siegemund L.	2 : 1
2	Anisimova A. (13)	Pavlyuchenkova A.	2 : 0
3	Andreeva M. (7)	Bencic B.	0 : 2
4	Swiatek I. (8)	Samsonova L. (19)	2 : 0

Semi-finals

1	Sabalenka A. (1)	Anisimova A. (13)	1 : 2
2	Bencic B.	Swiatek I. (8)	0 : 2

Final

1

Anisimova A. (13)

Swiatek I. (8)

0 : 2

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