The 33-year old USA international has been with the Reds since 1999 and after a couple of seasons of struggling to gain promotion back to the top flight and then staving off relegation, he is now relishing playing in a European competition.
"It's great to be able to play these types of games toward the end of my career," the Hannover skipper told MLSsoccer.com.
"It's much more fun to play in the upper half of the table, and certainly to play in Europa Leagues. It's a great change of pace compared to a relegation battle every year."
"This business is funny and works in mysterious ways," Cherundolo added.