Winning London_
When Chloe and Riley Lawrence are invited to London to participate in the international Model U.N. competition, they enjoy seeing the sights and head over heals romance with cute british boys of course.
Starring
Mary-Kate Olsen, Ashley Olsen, Brandon Tyler
Updated Feb 16, 2026
WHERE TO WATCH
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Year context
Winning London was released 25 years ago in 2001.
Overview
When Chloe and Riley Lawrence are invited to London to participate in the international Model U.N. competition, they enjoy seeing the sights and head over he...
Winning London is a Comedy, Family, Adventure film with a runtime of 1h 33m.
CAST (20)
Mary-Kate Olsen
Chloe Lawrence
Ashley Olsen
Riley Lawrence
BT
Brandon Tyler
Brian Connors
Jesse Spencer
Lord James Browning Jr.
RR
Rachel Roth
Rachel Byrd
Eric Jungmann
Dylan
Claire Yarlett
Ms. Watson
SS
Steven Shenbaum
Mr. Holmes
Paul Ridley
Lord James Browning Sr.
SA
Stephanie Arellano
Gabriella
BM
Blythe Matsui
Sakura
Curtis Andersen
Goofy Delegate
Garikayi Mutambirwa
Niko
Jeremy Maxwell
Jonathon
Benton Jennings
Chef
JG
Jerry Gelb
Bell Captain
RP
Robert Phelps
Head Judge
Jarrett Lennon
Randall
RA
Richard Alan Brown
Kid
LD
Leo Dolan
Cockney Cabbie I
DETAILS
FREQUENTLY ASKED QUESTIONS
What is Winning London about?
When Chloe and Riley Lawrence are invited to London to participate in the international Model U.N. competition, they enjoy seeing the sights and head over heals romance with cute british boys of course.
How long is Winning London?
Winning London has a runtime of 93 minutes (1h 33m).
Who stars in Winning London?
The cast of Winning London includes Mary-Kate Olsen, Ashley Olsen, Brandon Tyler, Jesse Spencer, Rachel Roth.
What is the rating of Winning London?
Winning London has a rating of 6.0 out of 10 based on 221 votes on TMDB.
GENRES (3)
Comedy
Family
Adventure
