Friends of Lansdowne alleges the city went against its procurement rules when it awarded a $300-million sole-source contract to the Ottawa Sports and Entertainment Group last year.
An application is before the Ontario Superior Court of Justice and is expected to come to a hearing in June.
Construction was originally intended to start in May and finish in June 2013.
In January, Friends of Lansdowne also released a report claiming the city had botched the financial figures for the project, saying it could run as high as $208 million.
However, that figure did not take into account increased property-tax revenue from the redevelopment and was challenged by city officials.