Predicting the highest winning starting price odds is a bet type that keeps punters interested in all 28 races of the 4-day Cheltenham Festival. Some punters love to wager on this special bet to guess what will be the largest odds winner at the Cheltenham 2026 Festival.
Will it be a favourites meeting with all the lowest odds selections picking up the prize money? Or will the Cheltenham Races in March be one for outsiders to pop up at huge starting price odds?
Wagering money on the Cheltenham Festival’s Biggest Winning SP is a bet type that keeps punters interested in all 28 races of the 4-day Cheltenham Festival and is a popular special bet.
In this Cheltenham Festival Biggest Winning SP Guide, we will show the latest odds on the betting market, predictions and previous stats on horse racing winning odds of earlier years.
Find out more about the biggest Cheltenham odds winners:
Contents
What will be the biggest winning SP at Cheltenham Festival 2026?
Here are the odds on what will be the largest winning SP Odds at the Cheltenham 2026 Festival.
- Under 22/1 – 14/1
- 22/1 to 28/1 – 7/1
- 33/1 to 40/1 – 13/8
- 50/1 to 66/1 – 13/8
- Over 66/1 – 4/1
The best on offer is from Sky Bet Betting App, which has some amazing Sky Bet Cheltenham Betting Offers, including this free bet bonus.
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Full T&C's ApplyLongest Odds Winner at Cheltenham 2026 Festival Tips
From speaking to a panel of betting tipsters the best value on the odds in the Cheltenham Festival Biggest Winning SP betting market seems to be backing “Under 22-1 Odds” at the current price of 14-1.
There are hundreds of horses campaigning at Cheltenham Festival with outside chances of winning, and previous years show that usually one or two outsiders will win a race.
The favourite is for a 33-1 odds SP horse to secure victory over the 4 days.
But the predictions from the horse racing pundits and professional betting tipsters are to back the “Under 22-1 Odds” selection.
Cheltenham Betting Sites With Cheltenham Specials & Bonus Enhanced Odds
Many of the Top-Rated Cheltenham Betting Apps and best horse racing betting sites offer Cheltenham Festival Specials like:
- Cheltenham Top Trainer Specials Bet
- Cheltenham Top Jockey Specials Bet
- Cheltenham Prestbury Cup Specials Bet
- Widest Margin Winner at the Cheltenham 2026 Festival
- Number of Cheltenham Festival Winning Favourites
Biggest Cheltenham Festival Upsets
Here are the horses that caused the biggest upsets at previous Cheltenham Festivals:
- 100-1 winner of the Cheltenham Gold Cup in 1990 by Norton’s Coin
- 80-1 winner of the Boodles Juvenile Handicap Hurdle in 2021 by Jeff Kidder
- 66-1 winner of the Grand Annual Chase in 2019 by Croco Bay
- 66-1 winner of the Foxhunters Chase in 2020 by It Came To Pass
- 50-1 winner of the Stayers Hurdle in 2020 by Lisnagar Oscar
- 50-1 winner of the Champion Hurdle in 1989 by Beech Road
- 50-1 winner of the Albert Bartlett Novices Hurdle in 2019 by Minella Indo
- 40-1 winner of the Cheltenham Champion Bumper in 2021 by Cue Card
Here is a great video showing 10 of the best Cheltenham Festival upsets:
Popular Questions
What is the Longest Odds Winners In Horse Racing History?
The Longest Odds Winners In Horse Racing History are:
- 300-1 – He Knows No Fear
- 200-1 – Dandy Flame
- 200-1 – Theodore
- 200-1 – Killahara Castle
- 100-1 – Mon Mome
Do 100/1 horses ever win?
A 100-1 winner at Horse Racing is very unlikely.
It has happened once before at the Cheltenham Festival where Norton’s Coin won the Cheltenham Gold Cup in 1990 at the huge 100-1 starting price odds.
Do 200/1 horses ever win?
A 200-1 winner has never happened at the Cheltenham Festival.
But in the history of horse racing, there has been three times a 200-1 selection has won.
The three horses that have won at 200-1 are:
- Killahara Castle
- Theodore
- Dandy Flame
Summary of Cheltenham Big-Priced Winners
Over the years, the Cheltenham Racecourse has been blessed to witness some of the most exceptional performances by the best National Hunt racehorses in the world.
But what will be the biggest priced winner in 2026? This fun bet keeps punters entertained in all races and is a special bet type offered by many leading bookies.
If you want to jump between all the races during the 4 Day Cheltenham Festival Event, here are the four days of racing previewed by our teams.
- Cheltenham Festival Day 1 Races
- Cheltenham Festival Day 2 Races
- Cheltenham Festival Day 3 Races
- Cheltenham Festival Day 4 Races
The horse racing fans and pundits have voiced their opinions, tips and predictions with their bankers for the 4-day meeting, and now it is down to the jockeys, trainers and racehorses to take centre stage.
We hope you have a great Cheltenham Festival!
