The Windsor Tavern & Grill

Owner: Jon Bacon
Acct #204868
4
Total Licenses
4
Active
1
Locations
2002
Operating Since

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Business Summary

The Windsor Tavern & Grill has been operating in Chicago since 2002 (~24 years). They currently hold 4 active licenses across 1 location in PORTAGE PARK.

Primary activity: Provide Video Gaming Terminals for Customer Use (Bar / Nightlife).

Most recent activity: new on 2026-10-23.

Locations

1 address on file
  • 4530 N MILWAUKEE AVE 1Portage Park · 10 licensesActive
    Licenses (10)
    • Video Gaming LocationActive2026-10-23
    • Outdoor PatioActive2025-10-16
    • Retail Food EstablishmentActive2025-10-16
    • TavernActive2025-10-16
    • Tavern2023-11-06
    • Outdoor Patio2023-11-06
    • Retail Food Establishment2023-11-06
    • Tavern2021-10-27
    • Outdoor Patio2021-10-27
    • Retail Food Establishment2021-10-27

Activities

Provide Video Gaming Terminals for Customer UseSale of Liquor Outdoors on Private PropertyRetail Sales of Perishable FoodsTavern - Consumption of Liquor on Premises

Licenses

10 records

One row per license event since 2020. Tap any row for the full record. A renewal with no issuance below it points to a license first issued before our 2020 coverage window.

Video Gaming LocationnewActiveIssued 2026-10-23 · Expires 2027-12-15
License number
3100708
License code
7040
Site number
1
DBA name
The Windsor Tavern & Grill
Legal name
Caruso's, L.L.C.
Address
4530 N MILWAUKEE AVE 1, CHICAGO, IL 60630
Business activity
Provide Video Gaming Terminals for Customer Use
Application type
ISSUE
Conditional approval
N
License start
2026-10-23
Payment date
2026-09-14
Date issued
2026-10-23
Expiration
2027-12-15
Status change
Data not available
Ward
45
Precinct
17
Police district
16
Community area
Portage Park
Neighborhood
PORTAGE PARK
SSA
Data not available
Outdoor PatiorenewalActiveIssued 2025-10-16 · Expires 2027-12-15
License number
1770729
License code
1477
Site number
1
DBA name
The Windsor Tavern & Grill
Legal name
Caruso's, L.L.C.
Address
4530 N MILWAUKEE AVE 1, CHICAGO, IL 60630
Business activity
Sale of Liquor Outdoors on Private Property
Application type
RENEW
Conditional approval
N
License start
2025-12-16
Payment date
2025-10-15
Date issued
2025-10-16
Expiration
2027-12-15
Status change
Data not available
Ward
45
Precinct
17
Police district
16
Community area
Portage Park
Neighborhood
PORTAGE PARK
SSA
Data not available
Retail Food EstablishmentrenewalActiveIssued 2025-10-16 · Expires 2027-12-15
License number
1682368
License code
1006
Site number
1
DBA name
The Windsor Tavern & Grill
Legal name
Caruso's, L.L.C.
Address
4530 N MILWAUKEE AVE 1, CHICAGO, IL 60630
Business activity
Retail Sales of Perishable Foods
Application type
RENEW
Conditional approval
N
License start
2025-12-16
Payment date
2025-10-15
Date issued
2025-10-16
Expiration
2027-12-15
Status change
Data not available
Ward
45
Precinct
17
Police district
16
Community area
Portage Park
Neighborhood
PORTAGE PARK
SSA
Data not available
TavernrenewalActiveIssued 2025-10-16 · Expires 2027-12-15
License number
1047755
License code
1470
Site number
1
DBA name
The Windsor Tavern & Grill
Legal name
Caruso's, L.L.C.
Address
4530 N MILWAUKEE AVE 1, CHICAGO, IL 60630
Business activity
Tavern - Consumption of Liquor on Premises
Application type
RENEW
Conditional approval
N
License start
2025-12-16
Payment date
2025-10-15
Date issued
2025-10-16
Expiration
2027-12-15
Status change
Data not available
Ward
45
Precinct
17
Police district
16
Community area
Portage Park
Neighborhood
PORTAGE PARK
SSA
Data not available
TavernlapseIssued 2023-11-06 · Expires 2025-12-15
License number
1047755
License code
1470
Site number
1
DBA name
The Windsor Tavern & Grill
Legal name
Caruso's, L.L.C.
Address
4530 N MILWAUKEE AVE 1, CHICAGO, IL 60630
Business activity
Tavern - Consumption of Liquor on Premises
Application type
RENEW
Conditional approval
N
License start
2023-12-16
Payment date
2023-11-06
Date issued
2023-11-06
Expiration
2025-12-15
Status change
Data not available
Ward
45
Precinct
17
Police district
16
Community area
Portage Park
Neighborhood
PORTAGE PARK
SSA
Data not available
Outdoor PatiolapseIssued 2023-11-06 · Expires 2025-12-15
License number
1770729
License code
1477
Site number
1
DBA name
The Windsor Tavern & Grill
Legal name
Caruso's, L.L.C.
Address
4530 N MILWAUKEE AVE 1, CHICAGO, IL 60630
Business activity
Sale of Liquor Outdoors on Private Property
Application type
RENEW
Conditional approval
N
License start
2023-12-16
Payment date
2023-11-06
Date issued
2023-11-06
Expiration
2025-12-15
Status change
Data not available
Ward
45
Precinct
17
Police district
16
Community area
Portage Park
Neighborhood
PORTAGE PARK
SSA
Data not available
Retail Food EstablishmentlapseIssued 2023-11-06 · Expires 2025-12-15
License number
1682368
License code
1006
Site number
1
DBA name
The Windsor Tavern & Grill
Legal name
Caruso's, L.L.C.
Address
4530 N MILWAUKEE AVE 1, CHICAGO, IL 60630
Business activity
Retail Sales of Perishable Foods
Application type
RENEW
Conditional approval
N
License start
2023-12-16
Payment date
2023-11-06
Date issued
2023-11-06
Expiration
2025-12-15
Status change
Data not available
Ward
45
Precinct
17
Police district
16
Community area
Portage Park
Neighborhood
PORTAGE PARK
SSA
Data not available
TavernlapseIssued 2021-10-27 · Expires 2023-12-15
License number
1047755
License code
1470
Site number
1
DBA name
The Windsor Tavern & Grill
Legal name
Caruso's, L.L.C.
Address
4530 N MILWAUKEE AVE 1, CHICAGO, IL 60630
Business activity
Tavern - Consumption of Liquor on Premises
Application type
RENEW
Conditional approval
N
License start
2021-12-16
Payment date
2021-10-26
Date issued
2021-10-27
Expiration
2023-12-15
Status change
Data not available
Ward
45
Precinct
17
Police district
16
Community area
Portage Park
Neighborhood
PORTAGE PARK
SSA
Data not available
Outdoor PatiolapseIssued 2021-10-27 · Expires 2023-12-15
License number
1770729
License code
1477
Site number
1
DBA name
The Windsor Tavern & Grill
Legal name
Caruso's, L.L.C.
Address
4530 N MILWAUKEE AVE 1, CHICAGO, IL 60630
Business activity
Sale of Liquor Outdoors on Private Property
Application type
RENEW
Conditional approval
N
License start
2021-12-16
Payment date
2021-10-26
Date issued
2021-10-27
Expiration
2023-12-15
Status change
Data not available
Ward
45
Precinct
17
Police district
16
Community area
Portage Park
Neighborhood
PORTAGE PARK
SSA
Data not available
Retail Food EstablishmentlapseIssued 2021-10-27 · Expires 2023-12-15
License number
1682368
License code
1006
Site number
1
DBA name
The Windsor Tavern & Grill
Legal name
Caruso's, L.L.C.
Address
4530 N MILWAUKEE AVE 1, CHICAGO, IL 60630
Business activity
Retail Sales of Perishable Foods
Application type
RENEW
Conditional approval
N
License start
2021-12-16
Payment date
2021-10-26
Date issued
2021-10-27
Expiration
2023-12-15
Status change
Data not available
Ward
45
Precinct
17
Police district
16
Community area
Portage Park
Neighborhood
PORTAGE PARK
SSA
Data not available

Permits & Construction

Data not available

Property & Census

Neighborhood

Median household income
$89,097
Owner-occupied housing
57.3%
Bachelor’s degree or higher
47.0%
People per sq mi
14,019
White-collar workforce
51.8%
Census tract 17031150300 · ACS 5-year 2024

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