Black-Eyed Susan / Preakness Double
| Leg A | Black-Eyed Susan Stakes | 13th Race · 6:14pm ET | Friday |
| Leg B | Preakness Stakes | 13th Race · 7:01pm ET | Saturday |
Preakness All Stakes Pick 5
| Leg A | The Very One Stakes | Race 11 · 5:02pm ET | Friday |
| Leg B | Black-Eyed Susan Stakes | Race 13 · 6:14pm ET | Friday |
| Leg C | Gallorette Stakes | Race 11 · 4:53pm ET | Saturday |
| Leg D | Jim McKay Turf Sprint | Race 12 · 5:51pm ET | Saturday |
| Leg E | Preakness Stakes | Race 13 · 7:01pm ET | Saturday |
Preakness All Dirt Pick 5
| Leg A | Allaire DuPont Distaff Stakes | Race 10 · 4:28pm ET | Friday |
| Leg B | Pimlico Special Stakes | Race 12 · 5:37pm ET | Friday |
| Leg C | Chick Lang Stakes | Race 7 · 2:07pm ET | Saturday |
| Leg D | Maryland Sprint Stakes | Race 8 · 2:48pm ET | Saturday |
| Leg E | Preakness Stakes | Race 13 · 7:01pm ET | Saturday |
Mandatory payout on all pools — Preakness Day
Pick 6
.20¢ Pick 6
Est. pool: $1,500,000
Race 8 · 2:48pm ET
Pick 5
Late Pick 5
Est. pool: $3,000,000
Takeout: 12% · Race 9 · 3:30pm ET
Pick 4
Late Preakness Pick 4
Est. pool: $2,000,000
Race 10 · 4:11pm ET