The WORST episodes of Windy City Rehab

Every episode of Windy City Rehab ever, ranked from worst to best by thousands of votes from fans of the show. The worst episodes of Windy City Rehab!

Alison Victoria heads to her hometown of Chicago to restore vintage homes in the city's historic neighborhoods.

Last Updated: 2/10/2026Network: HGTVStatus: Continuing
star
7.29
14 votes

#1 - Fire Sale Fail to Dream Duplex

Season 1 - Episode 8 - Aired 2/26/2019

While looking for a property in Wicker Park, designer Alison and Donovan discover what seems like a great deal on an 1885 triplex with fire damage; soon, hidden structural damage from the fire starts burning up their hopes for a profit.

Watch Now:Apple TV
star
7.37
19 votes

#2 - Lincoln Park Fourplex

Season 1 - Episode 2 - Aired 1/8/2019

Alison and Donovan convert a 1900s two-flat home in Lincoln Square back into a single-family home. However, when they decide to sell to a pre-buyer, every decision leads to additional expenses that threaten their profit.

star
7.58
19 votes

#3 - House of Horrors

Season 1 - Episode 4 - Aired 1/22/2019

Alison Victoria and Donovan Eckhardt take their chances on a split-level home that is full of disasters. Faced with numerous setbacks, they must put their differences aside to turn the nightmare into a dream home for potential buyers.

star
7.58
12 votes

#4 - Building on Borrowed Time

Season 4 - Episode 8 - Aired 7/18/2023

A client's project is right up Alison's alley – a converted single-family home with history and high-end finishes. But the pressure is on when a one-year deadline is set to get the job done, and he tells Alison he's moving in whether it's ready or not.

star
7.58
12 votes

#5 - Take Two: 10 Years Later

Season 4 - Episode 1 - Aired 5/23/2023

After Alison designed their kitchen, her friends are back for a second round, but this time it’s for their entire house; the project turns tense when their contractor cuts corners, delaying the project and pushing their budget to the max.

Watch Now:Apple TV
star
7.60
10 votes

#6 - No Time to Wait

Season 5 - Episode 10 - Aired 12/3/2024

Alison feels a sense of urgency as she takes on a first-floor renovation for a client who's losing her vision. Contrast is key, and she looks to make design decisions where function trumps style. Also, Alison's tempted to get back into the flipping game.

Better Than Christmas
star
7.67
9 votes

#7 - Better Than Christmas

Season 5 - Episode 1 - Aired 9/24/2024

Alison jumps in to save a family that's about to give up on their dream of owning an 1890 home in Little Italy. She stretches the budget to include a fireplace in the living room, a modern chef's kitchen and a stained glass door to the main bathroom.

star
7.69
26 votes

#8 - Wabansia Made Wonderful

Season 1 - Episode 1 - Aired 1/1/2019

Alison and Donovan take on an oddball, box-like house from the 1990s on Wabansia Avenue. Using vintage shop finds, clean modern finishes and a white exterior, they turn this home into the jewel of the historic Bucktown neighborhood.

star
7.71
7 votes

#9 - Ground Up

Season 3 - Episode 9 - Aired 6/16/2022

A busy client in Chicago gives Alison carte blanche and a $1.5 million budget to renovate a complete tear down into an actual masterpiece that includes its own greenhouse

star
7.73
15 votes

#10 - To Sell or Not to Sell

Season 1 - Episode 6 - Aired 2/12/2019

Alison Victoria wants to give a neglected Bucktown home an upscale, English-style makeover; she faces a tough financial decision when a potential buyer makes a full-price offer that requires her to change the entire design.

Watch Now:Apple TV
star
7.75
8 votes

#11 - Going Big on Berenice

Season 2 - Episode 3 - Aired 9/29/2020

Alison hopes her new project can help get the business under control.

star
7.78
9 votes

#12 - The House Built on Trash

Season 5 - Episode 9 - Aired 11/26/2024

A woman is under pressure having invested her parent's life savings into a full-gut renovation of their multi-generational home. Now, Alison faces the challenge of delivering a design that the entire family can agree on while staying in a tight budget.

star
7.80
10 votes

#13 - An Expensive Exit

Season 4 - Episode 6 - Aired 6/27/2023

Alison is given four months to design the top floors of a city condo, but things get complicated when the city code requires a second exit that heavily delays the project and uses up the design budget

star
7.80
20 votes

#14 - Historical Headache

Season 1 - Episode 5 - Aired 2/5/2019

Alison and Donovan land one of the first landmarked cottages in Chicago's Ukrainian Village neighbourhood. They hope to return the property to its former glory, but strict historical build guidelines and expensive property loss may hinder that.

Watch Now:Apple TV
Tell Me What You're Thinking
star
7.86
7 votes

#15 - Tell Me What You're Thinking

Season 5 - Episode 3 - Aired 10/8/2024

A couple looks to Alison to take on their perfect property, a downtown Chicago penthouse. Alison discovers this is no easy project, however, as these clients come in with high-end taste, a tight budget and struggle to give up control over the design.

star
7.88
8 votes

#16 - Glamour Without the Glitz

Season 5 - Episode 6 - Aired 10/29/2024

Alison is on the clock to renovate a single-family home while her clients live in the basement. Now, the pressure's on to deliver high-end design with a focus on lighting and custom fireplaces, and to get them upstairs as fast as she can.

star
7.88
8 votes

#17 - Second Time's a Charm

Season 5 - Episode 4 - Aired 10/15/2024

Alison returns to a 140-year-old home she loves but had to walk away from after endless delays. This time she demands complete design control over the project, but as time passes, she questions if she's right back into the same mess as before.

star
7.90
10 votes

#18 - Nowhere to Go

Season 5 - Episode 11 - Aired 12/10/2024

A couple's been stuck in a house that barely functions for three years, and their bedroom doesn't even have heat! And for Alison, the renovation is far from easy as continual delays leave the family scrambling and pushes everyone to their limits.

star
7.90
10 votes

#19 - Suburban Jungle

Season 3 - Episode 6 - Aired 5/26/2022

star
7.95
19 votes

#20 - Bucktown Rebuild

Season 1 - Episode 10 - Aired 3/12/2019

Alison Victoria buys a rundown historic home in the heart of Chicago that comes with many surprises; when the house unexpectedly has to be taken down to the studs, Alison must do whatever it takes to stay on time and on budget.

star
8.00
8 votes

#21 - This Is a Brag House

Season 5 - Episode 8 - Aired 11/19/2024

Alison has designed many homes like this couple's quintessential Chicago two-flat, but she hasn't always had to deal with such opinionated clients. The end result is a brag house that's, "worth every conversation," displaying custom pieces at every turn.

star
8.00
9 votes

#22 - Light at the End of the Tunnel

Season 5 - Episode 7 - Aired 11/12/2024

Clients are $150,000 in the hole before they turn to Alison for a rescue. The project has been sitting for a year, so Alison looks to turn their mess into magic with the bathroom of their dreams, a high-end adult room and a spacious family kitchen.

Watch Now:Amazon
star
8.05
20 votes

#23 - Skyline Penthouse

Season 1 - Episode 3 - Aired 1/15/2019

Alison Victoria and Donovan Eckhardt take on a penthouse with the potential for some serious profit. However, what seems like an easy renovation quickly goes off the rails when an inexperienced superintendent tries to hide his shoddy work.

Watch Now:AmazonApple TV
star
8.09
11 votes

#24 - Villa Victoria

Season 4 - Episode 4 - Aired 6/13/2023

Alison goes big and takes on a full renovation of her own Spanish-style villa, finding pieces from across the globe to take it to the next level; her stress soars, however, when she tries to find the time to stay in Vegas to get the job done right.

Watch Now:Apple TV
star
8.09
11 votes

#25 - Trust the Process

Season 4 - Episode 2 - Aired 5/30/2023

Alison is on board when a client decides to be the general contractor in his own project, but a subcontractor mistake costs him thousands; Alison must design in an even tighter budget and convince him to trust the design process.

Watch Now:AmazonApple TV