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Richards Bay v Orlando Pirates, Kaizer Chiefs v Free Agents & all Nedbank Cup Last 32 previews with betting odds

The defending champions Orlando Pirates will kickstart their title defence by visiting troubled PSL rivals Richards Bay in what is expected to be a highly-contested match at King Zwelithini on Sunday. On the other hand, their cross-town rivals Kaizer Chiefs will face Free Agents FC from the Gauteng ABC Motsepe League.

Jose Riveiro, head coach of Orlando Pirates during the 2025 Nedbank Cup Orlando Pirates Press Conference at Nedbank Head Offices, Johannesburg on the 23 January 2025
Image: Muzi Ntombela/BackpagePix

The defending champions Orlando Pirates will kickstart their title defence by visiting troubled PSL rivals Richards Bay in what is expected to be a highly-contested match at King Zwelithini on Sunday. On the other hand, their cross-town rivals Kaizer Chiefs will face Free Agents FC from the Gauteng ABC Motsepe League.

Two women looking excitedly at cellphone

Saturday, January 25

14/10 Venda FC | Draw 2/1 | Cape Town Spurs 18/10 15:00

The Limpopo side is currently going through a rough patch having succumbed to three losses and only one win in their recent four matches. They thrashed JDR Stars to book their spot in the last 32 and will face a side that they are familiar with having been playing in the second tie with Spurs.

Cape Town Spurs overcame Black Leopards 4-1 on penalties to make it to the final 32. They have not been doing well since getting relegated back into the first division, a win in this match will motivate them to work their way back into the top-tie. Back this match to end in a draw.

00/00 Lerumo Lions | Draw 00/00 | Durban City 00/00 15:00

Lerumo Lions will be looking to make a name for themselves at the expense of the Motsepe Foundation Championship log leaders. They will be aiming to take advantage of their recent slip-up where they were edged by Casric Stars 1-0 on Friday. City to win.

00/00 Umvoti FC | Draw 00/00 | Baroka 00/00 15:00

Baroka made a name for themselves in the competition by slaying giants but will be aiming to avoid a shocking early exit when they take on third-tie Umvoti FC. Baroka are currently on an eight-match unbeaten run and are favourites to make it to the last 16 but should not make the mistake of taking their opponents lightly. Baroka to win.

13/10 Golden Arrows | Draw 2/1 | Chippa United 22/10 15:00

Arrows looks to be heading in the right direction under the leadership of Musa Bilankulu who took over following the departure of Mabhuti Khenyeza who is now at Chippa United. Abafana Bes’thende will be aiming to add to the woes of Chippa who are winless in their past three meetings but may struggle as Khenyeza is well aware of the strength of Arrows. Bet on a draw.

Sunday, January 26

00/00 Mpheni Defenders | Draw 00/00 | Hungry Lions 00/00 15:00

Mpheni Home Defenders made it to the last 16 of the competition and were knocked out by Chippa United last year and will be hoping to top that by going all the way to the quarterfinals. Their journey start with overcoming Hungry Lions who are also aiming to avoid a first-round exit.

Things have not been going well for the Lions in the second division and they are desperate to turn things around. They are in good standing to get a victory in this match but should not make the mistake of taking their opponents lightly. Lions to win.

00/00 Polokwane City | Draw 00/00 | The Bees FC 00/00 15:00

Phuti Mohafe’s side are clear favourites to come out victorious of this clash given their impressive start to the season, they have not tasted defeat in their last eight matches. City to win.

10/1 Richards Bay | Draw 5/1 | Orlando Pirates 1/5 15:00

The KwaZulu-Natal team will get a chance at redemption having suffered back-to-back 1-0 losses to Orlando Pirates in respective league matches. They will be aiming to cause a big upset by crashing them out of the competition and dashing their chances of defending their trophy.

The Sea Robbers are high on confidence following their resounding 2-1 victory over Al Ahly and finished top of their Group while also booking a spot in the Caf Champions League quarterfinals. Relebohile Mofokeng who scored a winning goal in the final last year has been continuing with his brilliance and will be heavily relied on to ensure that the team make it to the last 16.

00/00 Kaizer Chiefs | Draw 00/00 | Free Agents FC 00/00 18:00

Amakhosi will be aiming to avoid another shock at the hands of a lower-division team having been defeated by Milford FC last season under the guidance of Cavin Johnson. Chiefs have been blowing hot and cold since the start of the season, with coach Nasreddine Nabi serving a suspension and several players injured including striker Ashley Du Preez it remains to be seen whether or not they can avoid another shocking exit at the hands of a lower division team. Back Chiefs to win.

Monday, January 27

8/10 Royal AM | Draw 22/10 | Milford 33/10 19:00

Milford has enjoyed an impressive start to the new season, they shocked the South African football community last season when they defeated Kaizer Chiefs but were eventually knocked out by Stellenbosch FC. They face a side that has been overwhelmed with a number of issues. Bet on Milford to win.

12/10 Sekhukhune United | Draw 2/1 | Cape Town City 22/10 19:00

Babina Noko will be aiming to get back to winning ways following their 1-0 loss to Kaizer Chiefs on Sunday, they face a side that has recently won some important matches where they were tipped to lose following the appointment of Muhsin Ertugral.

City got back on the winning lane after edging Richards Bay 2-1 following their 1-0 loss to Marumo Gallants. Their last meeting with United ended in a 1-0 loss in the MTN8 opening round of matches. My money is on a draw.

Tuesday, January 28

00/00 AmaZulu | Draw 00/00 | Mighty Eagles 00/00 19:00

Usuthu are clear favourites to come out victorious on this clash given their talented squad which recently got bolstered by the addition of former Mamelodi Sundowns midfielder Bongani Zungu. Zungu scored a goal that saw AmaZulu bag all three points when they visited Magesi FC. This is the

Eagles’ first time partaking in the competition and defeating a top-tier team would be a great way to introduce themselves. AmaZulu to win.

28/10 Magesi FC | Draw 22/10 | SuperSport United 9/10 19:00

The Carling Knockout Cup champions look to have fallen off the wagon, they are yet to win a match since lifting the trophy. They have gone on to record five losses and one draw in their recent six matches. They face a side that handed them a 1-0 loss last month and will aim to avoid another loss.

The Spartans, on the other hand, are coming to this match at the back of two losses and are expected to go all out to avoid a third successive loss. Put your money on SuperSport to win.

5/10 Stellenbosch | Draw 5/2 | Kruger United 11/2 19:00

Kruger United will have their backs against the wall when they take on one of the strongest Betway Premiership teams, they made it to the last 32 after edging Orbit College 1-0 thanks to a goal by Mziwokuthula Zimu.

Stellies made history by qualifying for the knockout rounds of the CAF Confederations Cup for the first time. They are eyeing their first Nedbank Cup final having made it to the semis in the recent two editions of the competition. Stellies to win.

Wednesday, January 29

00/00 TS Galaxy | Draw 00/00 | Vasco 00/00 19:00

The Rockets lifted the 2019 edition of the competition by defeating Kaizer Chiefs in the final, they have gone on to cement their place in South Africa’s top-flight. They are currently enjoying a good run of form having last tasted defeat in early November last year when they were knocked out of the Carling Knockout Cup by Magesi FC. Back Galaxy to win.

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