Season 2 |
| 39 :02x01 - Episode 136 (Sep/12/2008) | | The second season begins with a roller derby queen from Cincinnati trying for the million dollar prize. | |
| |
| 40 :02x02 - Episode 139 (Sep/19/2008) | | Jennifer, a flight attendant receives help from her sister onstage for a chance at winning 1 million dollars. | |
| |
| 41 :02x03 - Episode 137 (Oct/03/2008) | | A mortgage broker from New York and a yodeling country girl are the contestants on this week's episode. | |
| |
|
| |
| 43 :02x05 - Episode 140 (Oct/24/2008) | | Former American Idol contestant Constantine Maroulis tries to win money for the Broadway Cares charity. | |
| |
| 44 :02x06 - Episode 141 (Oct/31/2008) | | An emotional episode as a mailman is reunited with a loved one for a chance at winning $1 million. Then, a vocal coach from Flushing, NY who moonlights as a dinner theater singer take the stage for his chance at winning money. | |
| |
| 45 :02x07 - Episode 201 (Nov/07/2008) | | The original members of En Vogue reunite on the center stage to try and win $1 million for charity. | |
| |
| 46 :02x08 - Episode 202 (Nov/14/2008) | | A Texas music teacher takes a stab at winning one million dollars. Then, guest Mark Cuban, owner of the NBA's Dallas Mavericks makes an appearance. | |
| |
| 47 :02x09 - Episode 203 (Nov/21/2008) | | It's an opportunity of a lifetime as a contestant born with unilateral Microtia takes center stage for a chance at winning $1 million. | |
| |
| 48 :02x10 - Episode 206 (Dec/05/2008) | | 70's rock star Eddie Money and his daughter Jesse, hit the stage for an AIDS charity. | |
| |
| 49 :02x11 - Episode 204 (Dec/12/2008) | | Three former Miss America's, Kirsten Haglund, Heather French Henry, Susan Powell take a shot at winning $1 million for charity, Miss America Scholarships, on this holiday episode. | |
| |
| 50 :02x12 - Episode 205 (Dec/19/2008) | | Game show host Chuck Woolery and 70's pop group Air Supply assists two strangers on stage as they compete together for romance and a big cash payoff. | |
| |
| 51 :02x13 - Episode 210 (Jan/16/2009) | | This episode features magicians Penn & Teller going after the grand prize for charity. | |
| |
| 52 :02x14 - Episode 209 (Jan/23/2009) | | Singer Rick Springfield surprises a child of the 80's as he helps her attempt to win $1 million. | |
| |
| 53 :02x15 - Episode 208 (May/22/2009) | | Season 2 comes to an end with singer Meatloaf and his daughter attempting to win money for their charity, Painted Turtle, a camp for seriously sick children which is associated with Paul Newman's Hole in the Wall programs. | |
| |
| 54 :02x16 - Episode 212 (May/29/2009) | | Gary Dell'Abate, known as Baba Booey as producer of the Howard Stern radio show, plays the game to raise money for LIFEbeat, a music industry charity which fights AIDS, and will be assisted by Mark McGrath of Sugar Ray. | |
| |
| 55 :02x17 - Episode 211 (Jun/05/2009) | | With an assist from Colin Hay, of Men at Work fame, a pair of twins who work as real estate agents try to win the $1 million grand prize. | |
| |
| 56 :02x18 - Episode 207 (Jun/12/2009) | | Michelle Grimaldo, a victim of the California wildfires takes on the challenge to win the grand prize. Then, Shari Wilson, a single energetic mom takes her shot at winning the million dollars. | |
| |
| 57 :02x19 - Episode 213 (Jun/19/2009) | | Deanna Della Cioppa, a native of Boston and Italian chef tries to remember the lyrics to ten hit songs to win the $1 million prize. | |
| |