Raymond F and Judith K McCaskey 2003

Private foundation · Grantmaker Chicago, IL EIN: 27-6362159

Raymond F and Judith K McCaskey 2003 is a private foundation based in Chicago, Illinois. Its 2025 filing reports 34 grants totaling $575,000, supporting organizations that include arts and cultural institutions, educational organizations, and community-service nonprofits.

Raymond F and Judith K McCaskey 2003 at a glance

In short: Raymond F and Judith K McCaskey 2003 gave $575K across 34 grants in 2025 (avg $17K), mostly in Illinois. 15% of 2025 grantees were new. Source: 2025 IRS Form 990-PF.

Annual giving (2025)
$575,000
+42.9% vs 2024
Grants made (2025)
34
+17.2% vs 2024
Average grant
$16,912
+21.8% vs 2024
Median grant
$10,000
Total assets
$6,060,152
+0.0% vs 2024
New grantees (estimate)
15% first-time grantees (5 of 34, 2025)
Primary geography
Illinois (81% of itemized 2025 grant dollars)
Latest 990 filing
Form 990-PF, 2025 View filing

Data from IRS Form 990-PF, 2025; updated October 2026. New grantees are estimated by matching recipient names across years (methodology).

How to apply to Raymond F and Judith K McCaskey 2003

Accepts unsolicited proposals
No
How to Apply

The foundation states that it makes contributions only to preselected charitable organizations and does not accept unsolicited requests for funds.

Contact

Mailing address: 2450 N Lakeview 6, Chicago, IL 60614
Phone: (773) 525-0183

Application details from Grantable's research on the foundation's public materials; confirm on its website before applying.

Who Raymond F and Judith K McCaskey 2003 funds

How this funder distributes its grants

Top Recipients

Top 10 recipients in 2025

Chicago Shakespeare Theater: $100KChicago Shakespeare Theater$100KLincoln Presidential Foundation: $100KLincoln PresidentialFoundation$100KErikson Institute: $50KErikson Institute$50KOpera House Arts: $50KOpera House Arts$50KChicago Humanities Festival: $25KChicago Humanities Festival$25KChicago Lighthouse for the Blind: $25KChicago Lighthouse for theBlind$25KHoly Family Ministries: $25KHoly Family Ministries$25KAfter School Matters Inc: $20KAfter School Matters Inc$20KChinese American Service League Inc: $20KChinese American ServiceLeague Inc$20KElca World Hunger: $20KElca World Hunger$20K

The largest 2025 recipient was Chicago Shakespeare Theater ($100K). Together the top 10 received $435K.

Grant Size Distribution

165 grants across all recorded years

150<$50K7$50–100K8$100–250K$250–500K$500K–1M$1–5M$5M+

The most common grant size was under $50K: 150 grants of 165 (91%).

Geographic Focus

Where this funder awards grants

In 2025, 81% of grant dollars went to recipients in Illinois and 13% to recipients in Maine. Smaller shares went to Ohio (2%), Texas (2%), and New York (1%). The listed Illinois grants include multiple Chicago organizations.

Grant Distribution by State

11states

Share of 2025 grant dollars across all 34 itemized grants.

Cities

ChicagoDeer IsleStoningtonAuburnDeerfieldGalenaHarrisonNew GloucesterNew YorkEnfieldNew LebanonSpringfieldWilliamsburgAugustaChathamSt JohnBlue HillColumbusPorterWinston-Salem

Is Raymond F and Judith K McCaskey 2003 open to new grantees?

15%

first-time grantees, 2025

In 2025, 5 of 34 grantees (15%) were first-time recipients. First grants averaged $10K; repeat grants $18K. How we count

Medians: $10K first-time, $5K repeat.

  • 71% of 2025 grantees were also funded in 2024. Method
  • Giving grew 25% from 2022 to 2025. Method
  • In 2025 it paid out 198% of its IRS minimum distribution (the 5% rule). Method

Estimate from itemized grant lists in IRS Form 990-PF filings (2020–2025). Recipient names are matched across years, so a renamed or misspelled grantee can look new; grants to individuals are left out. Methodology.

Giving History

Giving Over Time

Total grant dollars and number of grants per year

$0$200K$400K$600K36 grants2020 36 grants2021 34 grants2022 32 grants2023 29 grants2024 34 grants2025

From 2020 to 2025, annual grant giving ranged from $375K (2021) to $575K (2025). In 2025 it made 34 grants totaling $575K.

Grants by year

Grant recipients and amounts by year

RecipientPurposeAmount
Chicago Shakespeare Theater Chicago, ILPrograms to Promote Theater and the Arts$100,000
Lincoln Presidential Foundation Springfield, ILGeneral Support$100,000
Erikson Institute Chicago, ILGeneral Support$50,000
Opera House Arts Chicago, ILGeneral Support$50,000
Chicago Humanities Festival Chicago, ILGeneral Support$25,000
Chicago Lighthouse for the Blind Chicago, ILGeneral Support$25,000
Holy Family Ministries Chicago, ILGeneral Support$25,000
After School Matters Inc Chicago, ILSupport of After School Programs for Children$20,000
Chinese American Service League Inc Chicago, ILGeneral Support$20,000
Elca World Hunger Chicago, ILGeneral Support$20,000
Your AI grants department

Ready to take the next step with Raymond F and Judith K McCaskey 2003?

Fully replaces Grant database subscriptions Instrumentl · Foundation Directory · GrantStation & similar

Financial History

Multi-year comparison from IRS filings

Figures from IRS filings, by filing year
Filing yearTotal AssetsRevenueExpensesGrants paidGrantsQualifying DistributionsNet Investment IncomeDistributable Amount
2025$6,060,152$641,792$641,768$575,00034$579,421$574,634$292,601
2024$6,060,128$378,923$449,820$402,50029$406,469$328,064$299,681
2023$6,131,025$235,574$438,676$392,50032$396,032$185,880$394,145
2022$6,334,127$-96,832$518,742$460,50034$474,144$88,996$404,775
2021$6,949,701$713,150$417,576$375,00036$388,103$678,027$474,926
2020$6,654,127$36,326$416,494$380,00036—$119,001$404,279

Under IRS private-foundation payout rules, Raymond F and Judith K McCaskey 2003 reported a distributable amount of $293K for 2025 — the minimum it must pay out in qualifying distributions.

Research compiled by Grantable AI from public sources. Last updated September 2026.

Mission & Focus Areas

No mission statement for the foundation is provided. Its 2025 grants included support for theater and the arts, education and youth programs, humanities, hunger relief, services for people who are blind, and historic preservation.

Grantee missions illustrate the range of supported work. The Lincoln Presidential Foundation says its mission is to make Abraham Lincoln’s life, legacy, and leadership available to all people. Chicago Shakespeare Theater describes its work as creating theatrical experiences for people of all ages and identities. Erikson Institute says it prepares professionals to address challenges facing young children, families, and communities. Chicago Humanities Festival says it promotes public appreciation and understanding of the humanities through festivals and educational programs. Holy Family Ministries says it serves children and adults from underserved Chicago neighborhoods through academic, spiritual, and leadership opportunities. After School Matters says it provides Chicago public high school teens with hands-on programs to develop talents and skills for work and college.

Grantmaking

In filing year 2025, the foundation reported 34 grants totaling $575,000. Grant amounts ranged from $1,000 to $100,000, with a median of $10,000. The largest reported awards were $100,000 each to Chicago Shakespeare Theater for programs to promote theater and the arts and to the Lincoln Presidential Foundation for general support. Other notable grants included $50,000 each to Erikson Institute and Opera House Arts; $25,000 each to Chicago Humanities Festival, Chicago Lighthouse for the Blind, and Holy Family Ministries; and $20,000 each to After School Matters, Chinese American Service League, ELCA World Hunger, Historic Preservation Foundation of the Fortnightly, and United Society of Shakers Sabbathday Lake.

Leadership & Key People

Leadership team and compensation from IRS filings

The 2025 filing lists Raymond F McCaskey as trustee.

Raymond F and Judith K McCaskey 2003 is led by Raymond F. McCaskey, Trustee on every filing since 2020 — the only officer listed, and uncompensated.

Officers on the 2025 filing

  • Raymond F. McCaskey

    Trustee

    On filings since 2020

    1 hr/week

    No compensation reported

Data from IRS Form 990 filings, 2020–2025. "On filings since" is the earliest filing we hold that lists the person; hours are average hours per week as reported.

Frequently asked questions about Raymond F and Judith K McCaskey 2003

How much does Raymond F and Judith K McCaskey 2003 give each year?

Raymond F and Judith K McCaskey 2003 gave $575K across 34 grants in 2025, according to its 2025 IRS Form 990-PF. In 2024 it gave $403K across 29 grants.

What is Raymond F and Judith K McCaskey 2003's typical grant size?

Raymond F and Judith K McCaskey 2003's median grant in 2025 was $10,000, and its average grant was $16,912, across 34 grants on its 2025 IRS Form 990-PF. Organizations receiving their first grant from Raymond F and Judith K McCaskey 2003 that year got $10K on average.

Where does Raymond F and Judith K McCaskey 2003 give grants?

Raymond F and Judith K McCaskey 2003 gives mostly in Illinois: 81% of the grant dollars itemized on its 2025 IRS Form 990-PF went to recipients there. The next largest state was Maine (13%). The most frequent recipient cities were Chicago, IL (13 grants), Deer Isle, ME (6 grants) and Stonington, ME (4 grants).

Does Raymond F and Judith K McCaskey 2003 give general operating support?

Yes: 94% of Raymond F and Judith K McCaskey 2003's 2025 grants with a stated purpose (32 of 34) were for general or operating support, per its 2025 IRS Form 990-PF.

Who are Raymond F and Judith K McCaskey 2003's largest grantees?

Raymond F and Judith K McCaskey 2003's largest 2025 grantees include Chicago Shakespeare Theater ($100,000), Lincoln Presidential Foundation ($100,000) and Erikson Institute ($50,000), according to its 2025 IRS Form 990-PF. Together they received 43% of its itemized 2025 grant dollars.

How large is Raymond F and Judith K McCaskey 2003?

Raymond F and Judith K McCaskey 2003 reported $6.1M in total assets on its 2025 IRS Form 990-PF. It paid out $579K in qualifying distributions that year, against a required minimum of $293K (roughly 5% of its investment assets).

What does Raymond F and Judith K McCaskey 2003 fund?

No mission statement for the foundation is provided. Its 2025 grants included support for theater and the arts, education and youth programs, humanities, hunger relief, services for people who are blind, and historic preservation. See mission & focus areas ↑

How do I apply for a grant from Raymond F and Judith K McCaskey 2003?

The foundation states that it makes contributions only to preselected charitable organizations and does not accept unsolicited requests for funds. Eligibility and process details are in the grantmaking section of this profile. See how to apply ↑

What is Raymond F and Judith K McCaskey 2003's EIN?

Raymond F and Judith K McCaskey 2003's EIN (Employer Identification Number) is 27-6362159. IRS Form 990 filing data is available on this page for 2020–2025.

Does Raymond F and Judith K McCaskey 2003 accept unsolicited proposals?

No, according to Grantable's research on the foundation's published guidelines. See how to apply ↑

Data last updated October 2026. Sourced from IRS Form 990-PF filings. Research dossier generated September 2026.

Data update history

(6)

When this profile's IRS filing data changed on Grantable

  1. Updated Form 990-PF for fiscal year 2020 (received by the IRS May 14, 2021)
  2. Updated Form 990-PF for fiscal year 2021 (received by the IRS May 11, 2022)
  3. Updated Form 990-PF for fiscal year 2022 (received by the IRS May 16, 2023)
  4. Updated Form 990-PF for fiscal year 2023 (received by the IRS May 14, 2024)
  5. Updated Form 990-PF for fiscal year 2024 (received by the IRS May 12, 2025)
  6. Added Form 990-PF for fiscal year 2025 (received by the IRS May 11, 2026)

Explore Open Grants

Browse active grant opportunities in Raymond F and Judith K McCaskey 2003's focus areas in our free grants database

Similar Funders

Funders with grantees in common, and similar funders in Illinois

The Chicago Community Trust

Chicago, IL

The Chicago Community Trust funds eligible nonprofits working to narrow the wealth gap and meet urgent needs, with priorities including economic mobility, education, jobs, homeownership, and community development in metropolitan Chicago and Cook County. Its 2025 grants had a median of $26,500, though amounts varied widely; the profile does not state whether it accepts unsolicited requests.

Assets

$7.1B

Grants

4,316

Total Given

$1.2B

Maine Community Foundation Inc

Ellsworth, ME

Maine Community Foundation supports nonprofits and communities in Maine through grants for areas such as community building, arts, land and water, housing, and equity, as well as scholarships. Its 2024 grants had a median amount of $17,500, though awards varied widely. The profile describes online applications for competitive grants but does not state whether unsolicited requests are accepted.

Philanthropy, Voluntarism & Grantmaking

Assets

$807.6M

Grants

1,161

Total Given

$57.6M

Hickrill Foundation Inc

New York, NY

The Hickrill Foundation supports charitable, educational, cultural, community-service, and other organizations, with 2024 grants ranging from $250 to $78,137 and a median of $1,000. Its 2024 giving went mainly to Massachusetts, with additional grants in Washington, D.C., Maine, and New York. It accepts proposal letters, has no stated deadline, and requires recipients to be 501(c)(3) organizations.

Assets

$8.1M

Grants

18

Total Given

$273K

The Allstate Foundation

Northbrook, IL

The Allstate Foundation funds youth empowerment, efforts to prevent and address relationship abuse, nonprofit leadership, and related economic opportunity and equity work. Its 2024 grants ranged from $250 to $2 million, with a median of $1,000, and awards must support work in the United States. It accepts proposals from organizations beyond a preselected list; proposals are reviewed as received.

Assets

$89.3M

Grants

2,010

Total Given

$38.0M

Elks National Foundation Inc

Chicago, IL

The Elks National Foundation funds scholarships, youth programs, veterans’ services, and charitable projects through Elks Lodges and state associations across the United States. Its 2026 grants had a median size of $10,000, though awards varied widely; the profile describes application routes for specific Lodge and scholarship programs but does not state whether it accepts unsolicited requests.

Philanthropy, Voluntarism & Grantmaking

Assets

$954.1M

Grants

1,536

Total Given

$36.5M

John D and Catherine T Macarthur Foundation

Chicago, IL

The MacArthur Foundation funds work advancing a more just, verdant, and peaceful world, including climate solutions, criminal justice, journalism, technology, and Chicago. In 2024, its grants had a median of $160,000, though awards ranged widely; it generally does not accept unsolicited requests, with possible exceptions for specific open calls or proposals that meet program guidelines.

Assets

$9.3B

Grants

1,086

Total Given

$356.1M

More similar funders

More Funders in Illinois

Cite this profile

Grantable. (2026). Raymond F and Judith K McCaskey 2003 funder profile. GrantGraph. Retrieved October 22, 2026, from https://grantable.co/funders/raymond-f-and-judith-k-mccaskey-2003-morg_1099c7b9200a470eb190663f2db5dd32

BibTeX
@misc{grantable_276362159_2026,
  author       = {{Grantable}},
  title        = {{Raymond F and Judith K McCaskey 2003 funder profile}},
  howpublished = {GrantGraph},
  year         = {2026},
  url          = {https://grantable.co/funders/raymond-f-and-judith-k-mccaskey-2003-morg_1099c7b9200a470eb190663f2db5dd32},
  note         = {Accessed 2026-10-22. Data licensed CC BY 4.0}
}

The figures on this page are open data under CC BY 4.0: reuse them with credit to Grantable and a link. Download the data.

Figures come from Raymond F and Judith K McCaskey 2003's IRS filings (methodology). AI-written summaries, news items and logos are not covered by the open licence. Spot an error? Email hello@grantable.co.

Raymond F and Judith K McCaskey 2003 down — hundreds of funders to go?

Want AI to do this for you?