The BEST episodes of Windy City Rehab season 1

Every episode of Windy City Rehab season 1, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Windy City Rehab season 1!

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
8.69
13 votes

#1 - Roof-Raising Race for Space

Season 1 - Episode 9 - Aired 3/5/2019

Alison finds a Civil War-era house on a corner lot with only 1,200 square feet of living space; they try to get enough additional space and fresh design from the home to get their price point without destroying its original history and charm.

Watch Now:Apple TV
star
8.22
18 votes

#2 - Historic Pain or Economic Gain?

Season 1 - Episode 7 - Aired 2/19/2019

Alison and Donovan tackle an 1800s landmarked home in Chicago's Wicker Park neighbourhood, but major structural issues and a tenant who won't vacate cause them to lose control of the already maxed-out budget.

star
8.15
13 votes

#3 - Massive Giddings Street Rebuild

Season 1 - Episode 11 - Aired 1/29/2019

Alison and Donovan decide to renovate a huge early-1900s home in Lincoln Square that's been split into a two-flat and convert it back to a single-family home; the enormous size comes with additional expenses and delays that threaten their profit.

star
8.05
20 votes

#4 - 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
7.95
19 votes

#5 - 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
7.80
20 votes

#6 - 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
star
7.73
15 votes

#7 - 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
7.69
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
7.58
19 votes

#9 - 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
7.37
19 votes

#10 - 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
7.29
14 votes

#11 - 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