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Southport Grocery and Cafe to close Dec. 31 after 23 years in Lake View

Southport Grocery and Cafe to close Dec. 31 after 23 years in Lake View

Money Moves Chicago, IL local

Dollop Coffee Co. opens Dollop Finer Diner in its place; owner Lisa Santos keeps a stake and her recipes

Overview

Updated 1 hour ago

For 23 years, Southport Grocery and Cafe has been a Lake View breakfast anchor. On Dec. 31, it serves its last meal, and Dollop Coffee Co. takes over the space at 3552 N. Southport Ave.

Owner Lisa Santos, 63, isn't walking away clean. She keeps a stake in the new Dollop Finer Diner, and her recipes stay on the menu. Her roughly 40 employees get jobs at the new diner and, for the first time, the option to opt into healthcare.

Why it matters

A 23-year neighborhood institution becomes a local diner chain outpost—the owner stays on, recipes survive, and staff gain health coverage.

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Key Indicators

23
Years Southport Grocery operated
Open from 2003 until Dec. 31, 2026.
40
Employees at Southport Grocery
All have jobs at the new Dollop Finer Diner with healthcare options.
Feb. 1, 2027
Target opening for Dollop Finer Diner
Dollop hopes to open the new diner at the Southport address Feb. 1.

Voices

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People Involved

Organizations Involved

Timeline

2003 February 2027

6 events Latest: Today
Tap a bar to jump to that date
  1. Dollop Finer Diner targets opening

    Upcoming Opening

    Dollop hopes to open its second diner at the Southport address with a blended menu.

  2. Southport Grocery serves its last day

    Upcoming Closure

    The restaurant closes after 23 years. Dolpp ownership transfers to Dollop Coffee Co.

  3. Neighbors count down final breakfasts

    Today Community

    Regulars like Judy Sutton Taylor plan farewell patio breakfasts before the Dec. 31 closure.

  4. Closure announced in Instagram video

    Announcement

    Santos posts 'Special Announcement' video confirming Southport Grocery will close at year's end.

  5. Santos partners with Dollop on pastry

    Partnership

    Santos meets Dollop leaders and begins a wholesale pastry partnership after closing her Damen Ave. bake shop.

  6. Southport Grocery and Cafe opens

    Opening

    Lisa Santos opens the breakfast spot and grocery at 3552 N. Southport Ave. in Lake View.

Scenarios

1

Dollop Finer Diner opens Feb. 1 and keeps Southport's spirit

Likely Resolves by Mar 15, 2027

Discussed by: Dollop leadership; Chicago food media

The new diner opens on schedule in early February. A menu blending Dollop's house-made donuts with Southport signatures (biscotti, longganisa, chilaquiles) plus Santos's consulting keeps regulars coming. The employee transition with healthcare options is a bright spot.

2

Opening slips or the diner flops under the weight of expectations

Possible Resolves by Mar 1, 2028

Discussed by: Reddit commenters who called the change a 'downgrade'

Construction or permitting delays push the opening past early spring. The menu drops signature items like banana pudding pancakes, fueling complaints that the neighborhood traded an institution for a chain. If it struggles financially, Dollop could close or sell the location within a year.

3

Santos launches a new venture after the transition

Possible Resolves by End of 2027

Discussed by: Santos herself

Santos has teased a Substack presence or 'a book, but not a cookbook' after the diner transition. She retains the Southport Grocery name and recipes, giving her a built-in brand. Her Instagram following and food media profile give her a platform to launch something new.

Historical Context

2 moments from history that rhyme with this story — and how they unfolded.

2026

Wishbone closes in the West Loop (2026)

Wishbone, a West Loop diner known for Southern-inspired comfort food, announced it would close in 2026 after decades of operation. It was part of a year that saw several upscale Chicago diners with long histories shut down.

Then

Regulars mourned the loss of a decades-old institution in the West Loop.

Now

Wishbone's exit marked another step in the transformation of West Loop dining, where longtime independents give way to newer concepts.

Why this matters now

Cited directly in the Southport Grocery article as a 2026 parallel, showing a pattern of beloved Chicago diners closing after decades.

2020-2023

Post-pandemic restaurant consolidation in Chicago (2020-2023)

COVID-19 pushed many Chicago independents to close or consolidate. Santos shut her Damen Ave. bake shop and moved operations to her Montrose location, then met Dollop leaders about a wholesale pastry partnership.

Then

The partnership kept both businesses afloat during a difficult period.

Now

It grew into Dollop buying out Southport Grocery, turning a partnership into a takeover.

Why this matters now

This history shows how a beloved independent ended up sold to a local chain after years of collaboration.

Sources

(4)