You know how punters get lost in too much data or bet blindly? I break down the stats and trends so you can feel confident you’re betting with more than just gut instinct.
2027 Cheshire Oaks Preview
Scheduled to take place at Chester during the May Meeting is the Listed Cheshire Oaks, the race is open to three-year-old fillies only and is run over a trip of one mile, three furlongs and seventy-five yards. Established in 1950, the race can serve as a trial for the Epsom Oaks. Enable (2017) is a runner who won both races.
Cheshire Oaks Information:
Our dedicated Chester tips page will not only bring you predictions from the OLBG racing tipsters for the upcoming card that includes the Cheshire Oaks, but will also have predictions for each meeting at Chester throughout the season, so be sure to head over there. You may also be interested in other preview blogs that we have packed full of information. Head down to the Other Principal races during the Chester May Meeting section for links to these.
Best Horse Racing Betting Sites 2026
How competitive is the Cheshire Oaks market? When looking at the over-rounds for the last 20 renewals, the most competitive market was in 2026, when the race had an over-round of 110%. The race in 2016 was a race that was most in the bookie's favour with an over-round of 123%, whilst on average over the last 20 renewals of the Cheshire Oaks, the over-round has been 115%, which means the bookie expects to pay out £100 for every £115 which is bet.
Below you will find the 2027 Cheshire Oaks Trends. See which patterns have occurred over the recent renewals that you may be able to use for the next renewal. We also have a section that looks at the Cheshire Oaks Trend Analysis.
These are the top three quickest-run Cheshire Oaks races over the last 20 renewals:
- Perfect Truth (2:22.17) in 2009
- Light Shift (2:22.99) in 2007
- BanoffeeI (2:23.77) in 2013
Looking at the future form, is the winner worth following next time out? Over the past 20 renewals, if you had followed the winner of the Cheshire Oaks next time out, then you would have backed a total of 3 winners. Backing all 19 runners who have been out since their win at SP next time out would have returned an LSP of +1.00. Ahead of the 2027 Cheshire Oaks, why not head over to the racing predictions for tips on other races today?
When looking over the past 20 renewals, a time of 2:22.17 was set by Perfect Truth in 2009, trained by A P O'Brien and ridden by Johnny Murtagh, which is the quickest time over that period. The slowest winning time was set in 2023 when Savethelastdance won in a time of 2:36.64 for trainer A P O'Brien, who booked Ryan Moore in the saddle.
Cheshire Oaks Past Winners
Here are the Cheshire Oaks past winners for the last 10 renewals. Each row details the race year, the winning horse, and the horse's age & weight. Also detailed is the stall from which the horse came and the total number of runners in the race. The horse's trainer and the jockey at the time of winning the Cheshire Oaks are also displayed, along with the starting price at which the horse was sent off.
| Year | Horse (Drawn) | Info |
|---|---|---|
| 2026 2:26.31 | Amelia Earhart (IRE) 3yo 9-2 (2 of 5) 13/8 | Ryan Moore A P O'Brien (IRE) |
| 2025 2:29.15 | Minnie Hauk (IRE) 3yo 9-2 (6 of 7) 13/8F | Ryan Moore A P O'Brien (IRE) |
| 2024 2:28.27 | Forest Fairy (IRE) 3yo 9-2 (1 of 6) 11/4 | Rossa Ryan Ralph Beckett (GB) |
| 2023 2:36.64 | Savethelastdance (IRE) 3yo 9-2 (5 of 8) 8/11F | Ryan Moore A P O'Brien (IRE) |
| 2022 2:31.64 | Thoughts Of June (IRE) 3yo 9-2 (8 of 9) 7/1 | Ryan Moore A P O'Brien (IRE) |
| 2021 2:32.72 | Dubai Fountain (IRE) 3yo 9-0 (3 of 7) 13/8F | Franny Norton Mark Johnston (GB) |
| 2019 2:31.51 | Mehdaayih (GB) 3yo 9-0 (6 of 11) 3/1F | Robert Havlin John Gosden (GB) |
| 2018 2:28.61 | Magic Wand (IRE) 3yo 9-0 (1 of 10) 3/1F | Ryan Moore A P O'Brien (IRE) |
| 2017 2:23.80 | Enable (GB) 3yo 9-0 (3 of 7) 2/1 | Frankie Dettori John Gosden (GB) |
| 2016 2:29.05 | Somehow (IRE) 3yo 9-0 (6 of 8) 8/15F | Ryan Moore A P O'Brien (IRE) |
Where have the winning runners come from?
Here are the countries where the winning trainers of the Cheshire Oaks have been based:
- GB: 10 winners with an additional 26 placings from 139 runners
- IRE: 10 winners with an additional 7 placings from 30 runners
- FR: 0 winners with an additional 0 placings from 2 runners
2026 Cheshire Oaks Replay
Cheshire Oaks Trainer Statistics
The leading trainer in the Cheshire Oaks over the last 20 renewals is A P O'Brien, who has won the race ten times, with those ten winners coming from Sail (2008), Perfect Truth (2009), Wonder Of Wonders (2011), Diamondsandrubies (2015), Somehow (2016), Magic Wand (2018), Thoughts Of June (2022), Savethelastdance (2023), Minnie Hauk (2025) and Amelia Earhart (2026). The only other trainer to have recorded multiple wins in the Cheshire Oaks is John Gosden (3 wins).
Here are some of the top Cheshire Oaks trainer statistics over the last 20 renewals (R = Runners, W = Winners, P = Places including winners, Win LSP is based on 1pt Win and EW LSP is based on 0.5pt Win & 0.5pt Place):
| Trainer | R-W-P | Win | EW |
|---|---|---|---|
| A P O'Brien | 21-10-15 | +17.22 | +10.72 |
| John Gosden | 12-3-8 | -1.50 | +2.59 |
| Ralph Beckett | 12-1-4 | -8.25 | -6.58 |
| Roger Varian | 5-1-2 | +12.00 | +6.73 |
| Hughie Morrison | 1-1-1 | +9.00 | +5.40 |
| Andrew Balding | 9-0-2 | -9.00 | -6.22 |
| Charles Hills | 9-0-1 | -9.00 | -7.50 |
| Sir Michael Stoute | 8-0-1 | -8.00 | -6.94 |
| John & Thady Gosden | 5-0-1 | -5.00 | -4.35 |
| Peter Chapple-Hyam | 4-0-0 | -4.00 | -4.00 |
Cheshire Oaks Jockey Statistics
The leading jockey in the Cheshire Oaks over the last 20 renewals is Ryan Moore, who has won the race eight times, with those eight winners coming from Wonder Of Wonders (2011), Diamondsandrubies (2015), Somehow (2016), Magic Wand (2018), Thoughts Of June (2022), Savethelastdance (2023), Minnie Hauk (2025) and Amelia Earhart (2026). The only other jockey to have recorded multiple wins in the Cheshire Oaks is Franny Norton (2 wins).
Here are some of the top Cheshire Oaks jockey statistics over the last 20 renewals (R = Runners, W = Winners, P = Places including winners, Win LSP is based on 1pt Win and EW LSP is based on 0.5pt Win & 0.5pt Place):
| Jockey | R-W-P | Win | EW |
|---|---|---|---|
| Ryan Moore | 18-8-11 | +6.97 | +3.33 |
| Franny Norton | 7-2-3 | +46.63 | +27.42 |
| William Buick | 8-1-4 | -4.50 | -2.34 |
| Andrea Atzeni | 5-1-2 | +12.00 | +8.60 |
| Rossa Ryan | 3-1-2 | +0.75 | +0.82 |
| Robert Havlin | 1-1-1 | +3.00 | +1.80 |
| Oisin Murphy | 9-0-2 | -9.00 | -5.80 |
| James Doyle | 8-0-1 | -8.00 | -5.50 |
| Jamie Spencer | 7-0-2 | -7.00 | -3.90 |
| David Probert | 5-0-2 | -5.00 | -2.22 |
2027 Cheshire Oaks Trends
Favourites finishing positions (oldest to latest): 1, 1, 1, 4, 1, 1, 2, 7, 5, 1, 1, 2, 1, 1, 1, 2, 1, 4, 1, 2
The percentage shown is the proportion of runners who fell under that factor. High percentages are less appealing than lower ones, as you would expect them to do well.
- 20 / 20 (74%) - Achieved an RPR of 76+ (LTO)
- 20 / 20 (80%) - Highest Run is not G2/Cl5-6
- 20 / 20 (80%) - Break of 6 - 237 days (Last Place)
- 20 / 20 (80%) - Furthest Placed 1m - 1m4f
- 20 / 20 (86%) - Beaten no more -7½l (LTO)
- 20 / 20 (88%) - Ran over 1m - 1m4f (LTO)
- 20 / 20 (89%) - Off a break of 6 - 208 days
- 18 / 20 (51%) - No bigger than 9/1
- 18 / 20 (60%) - Within the first 5 of the market
- 18 / 20 (87%) - Won within last 2 starts
- 17 / 20 (60%) - Achieved an RPR of 80+ (Non-Hcps)
- 17 / 20 (64%) - No bigger than 7/1 (LTO)
- 17 / 20 (71%) - No bigger than 14/1 (Debut)
- 16 / 20 (63%) - Won by at least ½l (Last Win)
- 16 / 20 (70%) - Carried 120 - 133lbs (Last Win)
Remember to use the trends listed above, along with the Chester racing predictions, to see if you can find the winner of the Cheshire Oaks. Did you know that we have an OLBG Betting School section on OLBG? It is a place to help you improve your betting experience with articles covering numerous topics.
Are you already a member? If not, then why not? With over £6,000 given away each month in the tipster competition, why not get involved? Remember, it is completely FREE! So, head over to the registration page to sign up today! If you are already a member, then share your thoughts on the Cheshire Oaks by adding a tip on the race here.
101 Ways to find Winners in Horse Racing
Cheshire Oaks Trend Analysis
✅ The trend factor, which has produced 10+ winners and shows the best LSP, an LSP of +58.34, is when runners ran in a race restricted to 3yo when last winning.
❌ The worst performing factor that has failed to produce a single winner is when runners had a highest class run of Class 5, when backing these, the trend shows a record of 0-23.
Here are the most recent winning draws, along with the further placings in brackets:
- 2026: Winner in 2 (4) [5 Runners]
- 2025: Winner in 6 (1) [7 Runners]
- 2024: Winner in 1 (9) [6 Runners]
- 2023: Winner in 5 (2,3) [8 Runners]
- 2022: Winner in 8 (7,4) [9 Runners]
The course which has produced the most winners of the Cheshire Oaks is Leopardstown; there have been a total of 7 winners of this race who ran at Leopardstown last time out. The next best course, which has produced the second most winners, is Newbury; there have been a total of 4 winners of this race who ran at Newbury last time out.
Looking over the past renewals, these are the stallions whose offspring have produced multiple winners of the Cheshire Oaks:
- Galileo (4 Wins)
- Fastnet Rock (2 Wins)
- Frankel (2 Wins)
- Kingmambo (2 Wins)
- Sadlers Wells (2 Wins)
Looking over the past renewals, there is only one stallion whose offspring have been disappointed with multiple attempts but no wins in the Cheshire Oaks; that stallion is Singspiel, who has failed to produce a winner from 6 runners.
Looking at the winning odds over the last 20 renewals, the biggest-priced winner was Good Morning Star in 2012, winning for Mark Johnston at odds of 50/1 under the guidance of Franny Norton. Looking at the runners at the head of the market over the last 20 renewals, there have been 12 winning favourites in the race. Remember to bookmark the best racing tipsters page so you can get easy access to the best OLBG racing tipsters.
Route to the Cheshire Oaks
Many trainers target races as preparation for the Cheshire Oaks. These are the races which the recent winners ran in before coming here:
| Info | Last Race |
|---|---|
| 2026 - Amelia Earhart Leopardstown - 1st of 10 (4/6) | Irish EBF Fillies Maiden |
| 2025 - Minnie Hauk Leopardstown - 1st of 9 (2/5) | Irish Stallion Farms EBF Fillies Maiden |
| 2024 - Forest Fairy Wolverhampton (AW) - 1st of 7 (10/3) | Stay Golden With BetMGM Safer Gambling Novice Stakes |
| 2023 - Savethelastdance Leopardstown - 1st of 10 (20/1) | Irish Stallion Farms EBF Fillies Maiden |
| 2022 - Thoughts Of June Leopardstown - 2nd of 12 (5/1) | Irish Stallion Farms EBF Fillies Maiden |
| 2021 - Dubai Fountain Newmarket (Rowley) - 4th of 10 (16/1) | Fillies Mile |
| 2019 - Mehdaayih Chelmsford (AW) - 1st of 2 (1/4) | Buy Tickets At chelmsfordcityracecourse.com Fillies Handicap |
| 2018 - Magic Wand Leopardstown - 3rd of 8 (7/2) | Irish Stallion Farms EBF Fillies Maiden |
| 2017 - Enable Newbury - 3rd of 6 (5/1) | Dubai Duty Free Golf World Cup EBF Stallions Conditions Stakes |
| 2016 - Somehow Leopardstown - 1st of 12 (15/8) | Irish Stallion Farms European Breeders Fund Fillies Maiden |
Other Principal races during the Chester May Meeting
Remember to head over to the Chester predictions page to see which runner the racing tipsters are supporting in the Cheshire Oaks. Below are the other principal races that we cover during the May Meeting, with links to each race blog as well as information for last year's winners.
| Race | Last Winner | Info |
|---|---|---|
| Cheshire Oaks Wednesday | Amelia Earhart (IRE) 3yo - 13/8 | A P O'Brien Ryan Moore |
| Chester Vase Wednesday | Benvenuto Cellini (IRE) 3yo - 2/9 | A P O'Brien Ryan Moore |
| Dee Stakes Thursday | Constitution River (FR) 3yo - 2/9 | A P O'Brien Ryan Moore |
| Ormonde Stakes Thursday | Jan Brueghel (IRE) 5yo - 4/7 | A P O'Brien Ryan Moore |
| Huxley Stakes Friday | Lambourn (IRE) 4yo - 6/4 | A P O'Brien Ryan Moore |
| Chester Cup Friday | A Piece Of Heaven (FR) 8yo - 7/1 | Joseph Patrick O'Brien Dylan Browne McMonagle |
Article Contributor Information
We are fortunate to have an excellent team of specialists and experts at OLBG. Contributing to the creation and maintenance of this Cheshire Oaks Preview are Andy and James. They both work on the Horse Racing Tips team, overseeing the tipsters and managing the tip settlement, while also creating and managing all the horse racing event previews for Flat racing.
James Banting
Expert Guide
Andy Powell
Expert Guide
