| Award | CAR SHARING SERVICES, CITYWIDE | Citywide Administrative Services | Zipcar Inc. | $6.5M | Request for Proposals | Nov 5, 2018 | 8571900009 |
| Award | 12-MONTH NAE - CAR SHARING SERVICES | Citywide Administrative Services | Zipcar Inc. | $1.6M | Negotiated Acquisition | Jul 24, 2017 | 8571700350 |
| Award | 12 MTH NAE - CAR SHARING SERVICES - | Citywide Administrative Services | Zipcar Inc. | $1.6M | Negotiated Acquisition | Jun 8, 2017 | 85712O0014001N002 |
| Award | CAR SHARING SERVICES - CITY OF CHICAGO PIGGY BACK | Citywide Administrative Services | Zipcar Inc. | $1.5M | Negotiated Acquisition | Dec 11, 2015 | 8571500256 |
| Award | CAR SHARING SERVICES - CITY OF CHICAGO PIGGY BACK | Citywide Administrative Services | Zipcar Inc. | $1.0M | Negotiated Acquisition | Jan 8, 2015 | 8571500256 |
| Award | CAR SHARING SERVICES - CITY OF CHICAGO PIGGYBACK | Citywide Administrative Services | Zipcar Inc. | $2.0M | Intergovernmental Purchase | Aug 1, 2012 | 8571200317 |