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 youâre betting with more than just gut instinct.
2026 Chesterfield Cup Handicap Preview
Run during the Glorious Goodwood festival in July of each year at the Goodwood Racecourse is the Chesterfield Cup Handicap. This is a Class 2 handicap that is run over a trip of one mile and two furlongs and is open to runners who are aged four or older.
Chesterfield Cup Handicap Information:
- Chesterfield Cup Handicap Past Winners
- Chesterfield Cup Handicap Trainer Statistics
- Chesterfield Cup Handicap Jockey Statistics
Our dedicated Goodwood tips page will not only bring you predictions from the OLBG racing tipsters for the upcoming card that includes the Chesterfield Cup Handicap, but will also have predictions for each meeting at Goodwood 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 Races Covered at Glorious Goodwood section for links to these.
Best Horse Racing Betting Sites 2025
How competitive is the Chesterfield Cup Handicap market? When looking at the over-rounds for the last 20 renewals, the most competitive market was in 2021 when the race had an over-round of 114%. The race in 2022 was a race that was most in the bookie's favour with an over-round of 132%, whilst on average over the last 20 renewals of the Chesterfield Cup Handicap, the over-round has been 124%, which means the bookie expects to pay out £100 for every £124 which is bet.
Below you will find the 2026 Chesterfield Cup Handicap 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 Chesterfield Cup Handicap Trend Analysis.
These are the top three quickest-run Chesterfield Cup Handicap races over the last 20 renewals:
- Sennockian Star (2:02.84) in 2014
- Fire Fighting (2:03.60) in 2016
- Mount Logan (2:04.94) in 2015
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 Chesterfield Cup Handicap next time out, then you would have backed a total of 6 winners. Backing all 19 runners who have been out since their win at SP next time out would have returned an LSP of +18.18. Ahead of the 2026 Chesterfield Cup Handicap, why not head over to the racing predictions for tips on other races today?
When looking over the past 20 renewals, a time of 2:02.84 was set by Sennockian Star in 2014, which is the quickest time over that period. The runner was trained by Mark Johnston and ridden by Joe Fanning. The slowest winning time was set in 2021 when Migration won in a time of 2:13.30, booked to ride was William Buick by trainer David Menuisier.
What the expert says...
Andy Powell - Horse Racing Betting Expert - OLBG.com
Chesterfield Cup Handicap Past Winners
Here are the Chesterfield Cup Handicap past winners for the last 10 renewals. Each row details the year of the race, the horse which won, along with the age & weight of the horse. Also detailed is the stall where the horse came from and the total number of runners in the race. The horse's trainer and the jockey at the time of winning the Chesterfield Cup Handicap are also displayed, along with the starting price at which the horse was sent off.
| Year | Horse (Drawn) | Info |
|---|---|---|
| 2025 2:05.12 | Westridge (FR) 4yo 8-8 (8 of 18) 6/1 | Billy Loughnane John & Thady Gosden (GB) |
| 2024 2:06.23 | Take Heart (IRE) 4yo 9-2 (18 of 17) 7/1 | Ben Coen J P Murtagh (IRE) |
| 2023 2:09.90 | Ancient Rome (USA) 4yo 9-7 (16 of 15) 33/1 | Jamie Spencer Charles Hills (GB) |
| 2022 2:05.31 | Forest Falcon (IRE) 4yo 9-1 (16 of 18) 14/1 | Frankie Dettori Charlie & Mark Johnston (GB) |
| 2021 2:13.30 | Migration (IRE) 5yo 8-10 (14 of 11) 2/1F | William Buick David Menuisier (GB) |
| 2020 2:06.97 | Maydanny (IRE) 4yo 8-6 (1 of 18) 5/1F | Silvestre De Sousa Mark Johnston (GB) |
| 2019 2:09.26 | Fayez (IRE) 5yo 8-12 (11 of 16) 25/1 | Daniel Tudhope David O'Meara (GB) |
| 2018 2:08.50 | Alfarris (FR) 4yo 9-0 (3 of 15) 13/2F | Jim Crowley William Haggas (GB) |
| 2017 2:07.79 | Fabricate (GB) 5yo 9-4 (6 of 16) 20/1 | Adam Kirby Michael Bell (GB) |
| 2016 2:03.60 | Fire Fighting (IRE) 5yo 9-5 (16 of 17) 8/1F | Adam Kirby Mark Johnston (GB) |
Where have the winning runners come from?
Here are the countries where the winning trainers of the Chesterfield Cup Handicap have been based:
- GB: 19 winners with an additional 55 placings from 320 runners
- IRE: 1 winner with an additional 0 placings from 4 runners
- HK: 0 winners with an additional 0 placings from 1 runner
Chesterfield Cup Handicap Trainer Statistics
Multiple trainers have not had the best of times over the last 20 renewals in the Chesterfield Cup Handicap. Saeed bin Suroor (0-13), Richard Fahey (0-12), Amanda Perrett (0-11), Ed Dunlop (0-10) and William Knight (0-10) have all failed to produce a single winner despite sending multiple runners to the race.
Here are some of the top Chesterfield Cup Handicap 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 |
|---|---|---|---|
| Sir Michael Stoute | 13-1-5 | -2.00 | -0.07 |
| William Haggas | 8-1-2 | -0.50 | -1.31 |
| Charles Hills | 6-1-2 | +28.00 | +18.63 |
| Michael Bell | 6-1-3 | +15.00 | +12.69 |
| David Menuisier | 4-1-1 | -1.00 | -1.80 |
| David O'Meara | 3-1-1 | +23.00 | +13.63 |
| Charlie & Mark Johnston | 2-1-1 | +13.00 | +7.75 |
| John & Thady Gosden | 2-1-1 | +5.00 | +2.75 |
| J P Murtagh | 1-1-1 | +7.00 | +4.38 |
| Saeed bin Suroor | 13-0-4 | -13.00 | -6.56 |
Chesterfield Cup Handicap Jockey Statistics
The leading jockey in the Chesterfield Cup Handicap over the last 20 renewals is Adam Kirby, who has won the race three times, with those three winners coming from Mount Logan (2015), Fire Fighting (2016) and Fabricate (2017).
Here are some of the top Chesterfield Cup Handicap 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 |
|---|---|---|---|
| Adam Kirby | 4-3-3 | +35.00 | +21.50 |
| Ryan Moore | 15-1-5 | -4.00 | -0.95 |
| Joe Fanning | 11-1-2 | +4.00 | +3.38 |
| William Buick | 11-1-3 | -8.00 | -5.80 |
| Jamie Spencer | 10-1-2 | +24.00 | +13.13 |
| Silvestre De Sousa | 10-1-5 | -4.00 | +3.76 |
| Jim Crowley | 9-1-3 | -1.50 | -1.69 |
| Daniel Tudhope | 6-1-4 | +20.00 | +15.27 |
| Frankie Dettori | 5-1-2 | +10.00 | +6.13 |
| Royston Ffrench | 4-1-2 | +9.00 | +8.13 |
2026 Chesterfield Cup Handicap Trends
Favourites finishing positions (oldest to latest): 11, 5, 7, 2, 5, 2, 9, (8, 10), 9, (1, 7), (1, 3, 4, 9, 14), 7, 1, (3, 9), 1, 1, 11, 7, 2, 6
The percentage shown is the percentage of the total number 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 (78%) - No older than a 5yo
- 20 / 20 (82%) - Within the first 13 of the market
- 20 / 20 (84%) - Achieved an RPR of 95+ (Last 3)
- 20 / 20 (84%) - Not on HY/SFT/FM/STD-SLW/STD (LTO)
- 20 / 20 (86%) - Beaten no more -14½l (LTO)
- 20 / 20 (86%) - In a field of 5 - 15 (Last Win)
- 20 / 20 (86%) - Achieved a TS of 67+ (Season)
- 20 / 20 (87%) - Held an OR of 90+
- 20 / 20 (88%) - Carried 123 - 140lbs (LTO)
- 20 / 20 (88%) - Furthest Placed 1m½f - 1m5½f
- 19 / 20 (89%) - No bigger than 25/1 (LTO)
- 18 / 20 (74%) - No bigger than 20/1
- 18 / 20 (85%) - Achieved an RPR of 94+ (Last Win)
- 18 / 20 (85%) - Achieved an RPR of 98+ (Career)
- 18 / 20 (85%) - Placed within last 4 starts
Remember to use the trends listed above, along with the Goodwood racing predictions, to see if you can find the winner of the Chesterfield Cup Handicap. 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 Chesterfield Cup Handicap by adding a tip on the race here.
101 Ways to find Winners in Horse Racing
Chesterfield Cup Handicap Trend Analysis
✅ The trend factor, which has produced 10+ winners and shows the best LSP, an LSP of +58.00, is when runners had 1 career win in the class.
❌ The worst performing factor that has failed to produce a single winner is when runners ran in a race worth £3,000 on debut, when backing these, the trend shows a record of 0-77.
Here are the most recent winning draws, along with the further placings in brackets:
- 2025: Winner in 8 (11,17,7) [18 Runners]
- 2024: Winner in 18 (13,12,11) [17 Runners]
- 2023: Winner in 16 (1,14) [15 Runners]
- 2022: Winner in 16 (2,9,6) [18 Runners]
- 2021: Winner in 14 (6,2) [11 Runners]
The course which has produced the most winners of the Chesterfield Cup Handicap is York; there have been a total of 6 winners of this race who ran at York last time out.
The race is open to both sexes, with the Male runners having produced a total of 20 winners from a total of 317 runners, whilst the Female runners have produced 0 winners from a total of 8 runners.
Looking over the past renewals, these are the stallions whose offspring have produced multiple winners of the Chesterfield Cup Handicap:
- Cape Cross (2 Wins)
- Rock Of Gibraltar (2 Wins)
These are the stallions whose offspring have not produced a winner of the Chesterfield Cup Handicap despite multiple attempts:
- Dansili (0 Wins from 11 runners)
- Galileo (0 Wins from 8 runners)
- Mastercraftsman (0 Wins from 8 runners)
- Kingman (0 Wins from 6 runners)
- Oasis Dream (0 Wins from 6 runners)
Looking at the winning odds over the last 20 renewals, the biggest-priced winner was Ancient Rome in 2023, winning for Charles Hills at odds of 33/1 under the guidance of Jamie Spencer. Looking at the runners at the head of the market over the last 20 renewals, there have been 5 winning favourites in the race. Before placing your bet on the 2026 Chesterfield Cup Handicap, head over to see which other runners today are being backed by the best racing tipsters.
Route to the Chesterfield Cup Handicap
Many trainers will target races to use as prep races before coming to the Chesterfield Cup Handicap. These are the races which the recent winners ran in before coming here:
| Info | Last Race |
|---|---|
| 2025 - Westridge Windsor - 2nd of 9 (5/4) | Michael Foster Memorial Handicap |
| 2024 - Take Heart York - 8th of 20 (16/1) | John Smith's Cup |
| 2023 - Ancient Rome Chantilly - 3rd of 4 (4/1) | Prix Messidor |
| 2022 - Forest Falcon York - 14th of 22 (29/1) | John Smith's Cup |
| 2021 - Migration Salisbury - 4th of 12 (4/1) | Showcasing Standing At Whitsbury Manor Handicap |
| 2020 - Maydanny Newmarket (July) - 5th of 6 (4/6) | Each Way Extra At bet365 Handicap |
| 2019 - Fayez Ripon - 3rd of 9 (3/1) | Ripon Bell-Ringer Handicap |
| 2018 - Alfarris Sandown - 2nd of 8 (7/2) | Besso Handicap |
| 2017 - Fabricate Haydock - 6th of 16 (16/1) | Old Newton Cup |
| 2016 - Fire Fighting York - 6th of 19 (20/1) | John Smith's Cup |
Article Contributor Information
We are blessed with an excellent team of specialists and experts at OLBG. Contributing to creating and maintaining this Chesterfield Cup Handicap Preview are at hand, Andy and James. They both work on the Horse racing tips team team looking after the tipsters and managing the tips settlement, whilst also creating and managing all of the horse racing event previews for Flat Racing.
James Banting
Expert Guide
Andy Powell
Expert Guide
Races Covered at Glorious Goodwood
Here is the schedule for the five-day Glorious Goodwood festival for races which we cover with blogs, each race will be linked to the race blog, and details of last year's winner are in the table below.
Tuesday at Glorious Goodwood
Part of the British Champion Series, the Goodwood Cup is the highlight on the opening day, a marathon over two miles where stamina is key.
| Race | Last Winner | Info |
|---|---|---|
| 13:20 Chesterfield Cup Handicap | Westridge (FR) 4yo - 6/1 | John & Thady Gosden Billy Loughnane |
| 13:55 Vintage Stakes | Zavateri (IRE) 2yo - 8/1 | Eve Johnson Houghton Charles Bishop |
| 14:30 Lennox Stakes | Witness Stand (GB) 4yo - 25/1 | Dr Richard Newland & Jamie Insole Hollie Doyle |
| 15:05 Goodwood Cup | Scandinavia (USA) 3yo - 4/1 | A P O'Brien Wayne Lordan |
Wednesday at Glorious Goodwood
Run over a mile, the Sussex Stakes is the main race on the second day; this Group 1 is also part of the British Champion Series.
| Race | Last Winner | Info |
|---|---|---|
| 13:55 Oak Tree Stakes | Saqqara Sands (GB) / Tabiti (GB) 3yo - 16/1 / 3yo - 9/2 | Ralph Beckett / Ralph Beckett Rossa Ryan / Ryan Moore |
| 14:30 Molecomb Stakes | Lady Iman (IRE) 2yo - 11/8 | G M Lyons Ryan Moore |
| 15:05 Sussex Stakes | Qirat (GB) 4yo - 150/1 | Ralph Beckett Richard Kingscote |
Thursday at Glorious Goodwood
The Group 1 Nassau Stakes is the highlight on Thursday, contested over 1m2f and restricted to only fillies and mares, the race is part of the British Champion Series.
| Race | Last Winner | Info |
|---|---|---|
| 13:20 Kincsem Handicap | Best Secret (FR) 3yo - 7/2 | S Wattel James Doyle |
| 13:55 Richmond Stakes | Coppull (GB) 2yo - 5/1 | Clive Cox David Probert |
| 14:30 Gordon Stakes | Merchant (IRE) 3yo - 6/5 | William Haggas Tom Marquand |
| 15:05 Nassau Stakes | Whirl (IRE) 3yo - 6/5 | A P O'Brien Ryan Moore |
Friday at Glorious Goodwood
Friday features a couple of decent handicaps, with the Goodwood Handicap a stamina-testing race and the Golden Mile, which is a heritage handicap. The highlight of the day is the King George Stakes, a sprint run over five furlongs.
| Race | Last Winner | Info |
|---|---|---|
| 13:20 Goodwood Handicap | Kyle Of Lochalsh (GB) 5yo - 5/1 | Hughie Morrison Oisin Murphy |
| 13:55 Thoroughbred Stakes | Seagulls Eleven (IRE) 3yo - 11/4 | Hugo Palmer Oisin Murphy |
| 14:30 Golden Mile Handicap | Rhoscolyn (GB) 7yo - 11/2 | David O'Meara Daniel Tudhope |
| 15:05 King George Stakes | Jm Jungle (IRE) 5yo - 14/1 | John & Sean Quinn Jason Hart |
Saturday at Glorious Goodwood
Saturday is the day of one of the biggest handicaps on the flat, the Stewards Cup, 20+ runners over six furlongs compete in this heritage handicap.
| Race | Last Winner | Info |
|---|---|---|
| 13:20 Glorious Stakes | Al Aasy (IRE) 8yo - 13/8 | William Haggas Jim Crowley |
| 13:55 Summer Handicap | Sam Hawkens (IRE) 4yo - 4/1 | William Haggas Tom Marquand |
| 14:30 Lillie Langtry Stakes | Waardah (IRE) 3yo - 7/2 | Owen Burrows Callum Rodriguez |
| 15:05 Stewards Cup | Two Tribes (GB) 4yo - 11/2 | Richard Spencer David Egan |
