| CVS | off-label or unapproved promotion of medical products | 2022 | MULTI-AG | $5,000,000,000 |
| CVS Health Corporation and CVS Pharmacy, Inc. | off-label or unapproved promotion of medical products | 2022 | FL-AG | $484,000,000 |
| Aetna Inc. | consumer protection violation | 2003 | private lawsuit-federal | $170,000,000 |
| AdvancePCS | False Claims Act and related | 2005 | USAO | $137,500,000 |
| Omnicare Inc. | False Claims Act and related | 2014 | DOJ_CIVIL | $124,240,000 |
| Omnicare Inc. | False Claims Act and related | 2009 | DOJ_CIVIL | $98,000,000 |
| CVS Pharmacy, Inc | Controlled Substances Act violation | 2010 | DEA | (*)Penalty amounts marked by an asterisk are ones announced by more than one agency. Parent penalty totals are adjusted to avoid double-counting. $77,600,000 |
| CVS Pharmacy Inc. | Controlled Substances Act violation | 2010 | USAO | $77,600,000 |
| Oak Street Health | False Claims Act and related | 2024 | DOJ_CIVIL | $60,000,000 |
| Omnicare, Inc. | Controlled Substances Act violation | 2012 | DEA | $50,000,000 |
| Omnicare Inc. | False Claims Act and related | 2006 | USAO | $49,500,000 |
| Caremark | kickbacks and bribery | 2008 | MULTI-AG | $41,000,000 |
| Omnicare Inc. | False Claims Act and related | 2009 | MULTI-AG | (*)Penalty amounts marked by an asterisk are ones announced by more than one agency. Parent penalty totals are adjusted to avoid double-counting. $38,100,000 |
| CVS Caremark Corp. | False Claims Act and related | 2008 | DOJ_CIVIL | $36,700,000 |
| CVS Caremark | wage and hour violation | 2012 | private lawsuit-federal | $34,000,000 |
| Omnicare Inc. | False Claims Act and related | 2016 | DOJ_CIVIL | $28,125,000 |
| Omnicare Inc. | kickbacks and bribery | 2016 | MULTI-AG | (*)Penalty amounts marked by an asterisk are ones announced by more than one agency. Parent penalty totals are adjusted to avoid double-counting. $28,125,000 |
| Omnicare Inc. | False Claims Act and related | 2017 | MULTI-AG | $23,000,000 |
| Aetna Inc. | price-fixing or anti-competitive practices | 2004 | private lawsuit-federal | $22,500,000 |
| CVS Health | Controlled Substances Act violation | 2015 | USAO | $22,000,000 |
| Omnicare Inc. | False Claims Act and related | 2010 | MULTI-AG | $21,050,000 |
| CVS Caremark Corp. | accounting fraud or deficiencies | 2014 | SEC | $20,000,000 |
| Aetna | consumer protection violation | 2009 | NY-AG | $20,000,000 |
| Omnicare Inc. | False Claims Act and related | 2006 | MULTI-AG | (*)Penalty amounts marked by an asterisk are ones announced by more than one agency. Parent penalty totals are adjusted to avoid double-counting. $19,858,782 |
| CVS Pharmacy Inc. | False Claims Act and related | 2011 | DOJ_CIVIL | $17,500,000 |
| Aetna, Inc. | privacy violation | 2018 | private lawsuit-federal | $17,161,200 |
| CVS Caremark Corp. | False Claims Act and related | 2008 | MULTI-AG | (*)Penalty amounts marked by an asterisk are ones announced by more than one agency. Parent penalty totals are adjusted to avoid double-counting. $15,600,000 |
| Omnicare Inc. | Controlled Substances Act violation | 2020 | DEA | $15,300,000 |
| CVS Pharmacy, Inc. | hazardous waste violation | 2012 | CA-MULTI | $13,750,000 |
| Caremark CVS | wage and hour violation | 2016 | private lawsuit-state | $12,750,000 |
| Aetna Health Inc. | insurance violation | 2011 | NY-DFS | $11,495,614 |
| CVS Pharmacy, Inc. | Controlled Substances Act violation | 2013 | DEA | $11,000,000 |
| Longs Drug | wage and hour violation | 2004 | private lawsuit-state | $11,000,000 |
| CVS Pharmacy | wage and hour violation | 2021 | private lawsuit-federal | $10,371,346 |
| CVS Caremark | wage and hour violation | 2012 | private lawsuit-state | $10,000,000 |
| CVS Pharmacy, Inc. | off-label or unapproved promotion of medical products | 2024 | AK-AG | $10,000,000 |
| CVS Pharmacy, Inc. | False Claims Act and related | 2011 | MULTI-AG | (*)Penalty amounts marked by an asterisk are ones announced by more than one agency. Parent penalty totals are adjusted to avoid double-counting. $9,506,384 |
| Aetna Health, Inc. | insurance violation | 2007 | NJ-DBI | $9,457,500 |
| Omnicare Inc. | False Claims Act and related | 2014 | MULTI-AG | (*)Penalty amounts marked by an asterisk are ones announced by more than one agency. Parent penalty totals are adjusted to avoid double-counting. $8,240,000 |
| Omnicare Inc. | False Claims Act and related | 2017 | USAO | $8,000,000 |
| CVS Pharmacy Inc. | Controlled Substances Act violation | 2016 | USAO | $8,000,000 |
| CVS Pharmacy, Inc. et al. | consumer protection violation | 2023 | CA-MULTI | $7,500,000 |
| CVS Pharmacy | wage and hour violation | 2016 | private lawsuit-state | $7,460,000 |
| CVS Pharmacy, Inc. | False Claims Act and related | 2023 | MA-AG | $6,150,000 |
| Caremark L.L.C. | False Claims Act and related | 2014 | DOJ_CIVIL | $6,000,000 |
| Omnicare, Inc. | False Claims Act and related | 2005 | NY-AG | $5,750,000 |
| RxAmerica LLC | False Claims Act and related | 2012 | DOJ_CIVIL | $5,250,000 |
| Aetna | consumer protection violation | 2009 | NY-AG | $5,100,000 |
| CVS Caremark | consumer protection violation | 2012 | FTC | $5,000,000 |
| CVS Pharmacy Inc. | Controlled Substances Act violation | 2017 | USAO | $5,000,000 |
| CVS Caremark | insurance violation | 2022 | OK-INS | $4,800,000 |
| Aetna Life Insurance Company | insurance violation | 2023 | NY-DFS | $4,560,962 |
| Omnicare Inc. et al. | wage and hour violation | 2020 | private lawsuit-federal | $4,500,000 |
| CVS Pharmacy Inc. | consumer protection violation | 2024 | private lawsuit-federal | $4,300,000 |
| Caremark LLC | False Claims Act and related | 2013 | DOJ_CIVIL | $4,250,000 |
| Omnicare Inc. | False Claims Act and related | 2014 | DOJ_CIVIL | $4,190,000 |
| Omnicare | kickbacks and bribery | 2014 | MULTI-AG | (*)Penalty amounts marked by an asterisk are ones announced by more than one agency. Parent penalty totals are adjusted to avoid double-counting. $4,190,000 |
| CVS Corporation | False Claims Act and related | 2001 | DOJ_CIVIL | $4,000,000 |
| CVS Corporation | False Claims Act and related | 2001 | MULTI-AG | (*)Penalty amounts marked by an asterisk are ones announced by more than one agency. Parent penalty totals are adjusted to avoid double-counting. $4,000,000 |
| Coventry Health Care Inc. | benefit plan administrator violation | 2014 | private lawsuit-federal | $3,600,000 |
| CVS Pharmacy Inc. | Controlled Substances Act violation | 2016 | USAO | $3,500,000 |
| Coventry Health Care Inc. | price-fixing or anti-competitive practices | 2012 | USAO | $3,000,000 |
| CVS Pharmacy | wage and hour violation | 2017 | private lawsuit-federal | $3,000,000 |
| Coventry Health Care | wage and hour violation | 2014 | private lawsuit-federal | $3,000,000 |
| CVS Corporation | benefit plan administrator violation | 2005 | private lawsuit-federal | $3,000,000 |
| Aetna Life Insurance Co. and Aetna Health Insurance Co. | insurance violation | 2015 | MO-INS | $3,000,000 |
| CVS Pharmacy | wage and hour violation | 2014 | private lawsuit-state | $2,800,000 |
| CVS Pharmacy, Inc. | consumer protection violation | 2009 | FTC | $2,780,000 |
| Coventry Health Care of Kansas Inc. | consumer protection violation | 2012 | private lawsuit-federal | $2,666,000 |
| CVS Pharmacy, Inc. | False Claims Act and related | 2010 | MA-AG | $2,650,000 |
| Aetna Health, Inc. | insurance violation | 2009 | NJ-DBI | $2,500,000 |
| CVS Pharmacy, Inc. | consumer protection violation | 2015 | CA-MULTI | $2,400,000 |
| CVS Pharmacy | wage and hour violation | 2016 | private lawsuit-federal | $2,350,800 |
| CVS Caremark Corp. | privacy violation | 2009 | HHSOCR | $2,250,000 |
| Omnicare Inc. | False Claims Act and related | 2016 | USAO | $2,240,000 |
| CVS Pharmacy, Inc. | consumer protection violation | 2011 | CA-MULTI | $2,020,000 |
| CVS Pharmacy Stores | consumer protection violation | 2010 | IN-AG | $1,950,000 |
| Aetna Health Inc. | insurance violation | 2018 | NY-DFS | $1,950,000 |
| Caremark LLC | False Claims Act and related | 2013 | MULTI-AG | (*)Penalty amounts marked by an asterisk are ones announced by more than one agency. Parent penalty totals are adjusted to avoid double-counting. $1,940,000 |
| CVS Pharmacy Inc. | Controlled Substances Act violation | 2014 | USAO | $1,912,500 |
| Aetna Life Insurance Co. and Aetna Health Insurance Co. | insurance violation | 2012 | MO-INS | $1,750,000 |
| CVS Pharmacy, Inc. | Controlled Substances Act violation | 2018 | USAO | $1,500,000 |
| CaremarkPCS | insurance violation | 2018 | KY-INS | $1,500,000 |
| CVS Health | consumer protection violation | 2024 | OH-OBP | $1,500,000 |
| Caremark LLC | wage and hour violation | 2016 | private lawsuit-federal | $1,470,000 |
| Omnicare, Inc. | employment screening violation | 2019 | private lawsuit-federal | $1,300,000 |
| Aetna Life Insurance Company | insurance violation | 2021 | NY-DFS | $1,250,439 |
| CVS Pharmacy, Inc. | HHS civil monetary penalties | 2014 | HHSOIG | $1,216,147 |
| Aetna Inc. | wage and hour violation | 2012 | private lawsuit-federal | $1,168,499 |
| Aetna Inc. | privacy violation | 2018 | NY-AG | $1,150,000 |
| CVS Pharmacies, Inc. | consumer protection violation | 2003 | MULTI-AG | $1,100,000 |
| Omnicare of Maine | False Claims Act and related | 2004 | ME-AG | $1,080,000 |
| Aetna Life Insurance Co. | consumer protection violation | 2012 | MA-AG | $1,055,000 |
| Aetna Inc. | Medicare Parts C and D Enforcement Action | 2015 | CMS | $1,000,000 |
| CVS Pharmacy, Inc. | Controlled Substances Act violation | 2018 | USAO | $1,000,000 |
| Longs Drug Stores California, Inc. | consumer protection violation | 2007 | CA-MULTI | $1,000,000 |
| Coventry Health and Life Insurance Co. et al. | insurance violation | 2018 | MO-INS | $1,000,000 |
| Aetna Life Insurance Company | insurance violation | 2012 | WA-INS | $1,000,000 |
| Aetna Life Insurance Company | privacy violation | 2020 | HHSOCR | $1,000,000 |
| Omnicare Inc. | wage and hour violation | 2021 | private lawsuit-federal | $1,000,000 |
| CVS Health Corp. and CVS Pharmacy, Inc. | environmental violation | 2022 | CA-REC | $1,000,000 |
