With the busy fall season approaching, we thought we’d take a closer look at where some of Chicago’s most expensive condos currently on the market are listed, and what each of these lavish and luxurious units have to offer. Not surprisingly, No. 9 Walton, Waldorf Astoria Chicago, and Trump Tower feature the three highest priced condos right now, each boasting a price tag of well over $12 million. Somewhat unexpected, just two condos over at Vista Tower are among some of the Windy City’s 25 most expensive units on the market right now, which is the same number of units you’ll see listed over at The Palmolive in that same category.

The spectacular new One Bennett Park condo tower also features a couple condos in the $6 million price range, and you’ll also see the sprawling 6,597 square foot penthouse over at the Ritz Carlton Residences still on the open market as well, which is asking $9,500,000.

And while we’re talking penthouses, #PH1 over at 900 West Washington is also still available for $5,679,999, and the penthouse over at the chic new 61 West Erie development, which has four bedrooms, four bathrooms, and 5,800 square feet of living space is also on the market with an asking price of $5,850,000.

Browse Chicago's Most Expensive Condos Currently on the Market:

Check Out Chicago's Most Expensive Condos For Sale Below:, Over $1,000,000

Sort by:
New
220 S Green Street 4s, Chicago

$2,299,500

220 S Green Street 4s, Chicago

4 Beds 4 Baths 3,878 SqFt Residential MLS® # 12778065

Midwest Real Estate Data LLC Logo

453 W Briar Place 3w, Chicago

$2,299,000

453 W Briar Place 3w, Chicago

3 Beds 3.5 Baths 0 SqFt Residential MLS® # 12575316

Midwest Real Estate Data LLC Logo

363 E Wacker Drive 1906, Chicago

$2,295,000

363 E Wacker Drive 1906, Chicago

3 Beds 2.5 Baths 2,499 SqFt Residential MLS® # 12729205

Midwest Real Estate Data LLC Logo

New
363 E Wacker Drive 4209, Chicago

$2,280,000

363 E Wacker Drive 4209, Chicago

3 Beds 3.5 Baths 2,562 SqFt Residential MLS® # 12753493

Midwest Real Estate Data LLC Logo

New
2218 N Burling Street 1, Chicago

$2,275,000

2218 N Burling Street 1, Chicago

4 Beds 3.5 Baths 0 SqFt Residential MLS® # 12773296

Midwest Real Estate Data LLC Logo

New
111 E Chestnut Street Ph-ab, Chicago

$2,275,000

111 E Chestnut Street Ph-ab, Chicago

3 Beds 3 Baths 2,600 SqFt Residential MLS® # 12753365

Midwest Real Estate Data LLC Logo

New
415 E North Water Street 2805, Chicago

$2,250,000

415 E North Water Street 2805, Chicago

3 Beds 3 Baths 4,705 SqFt Residential MLS® # 12744448

Midwest Real Estate Data LLC Logo

403 N Wabash Avenue 12b, Chicago

$2,250,000

403 N Wabash Avenue 12b, Chicago

3 Beds 3.5 Baths 2,517 SqFt Residential MLS® # 12561047

Midwest Real Estate Data LLC Logo

55 W Delaware Place 1120, Chicago

$2,225,000

55 W Delaware Place 1120, Chicago

3 Beds 4.5 Baths 5,500 SqFt Residential MLS® # 12741185

Midwest Real Estate Data LLC Logo

New
1839 N Dayton Street Ph-01, Chicago

$2,200,000

1839 N Dayton Street Ph-01, Chicago

3 Beds 2 Baths 0 SqFt Residential MLS® # 12774822

Midwest Real Estate Data LLC Logo

New
363 E Wacker Drive 1506, Chicago

$2,200,000

363 E Wacker Drive 1506, Chicago

3 Beds 2.5 Baths 2,453 SqFt Residential MLS® # 12759010

Midwest Real Estate Data LLC Logo

211 N Harbor Drive Th01, Chicago

$2,199,000

211 N Harbor Drive Th01, Chicago

3 Beds 2.5 Baths 3,134 SqFt Residential MLS® # 12667572

Midwest Real Estate Data LLC Logo

2041 W Roscoe Street Ph, Chicago

$2,150,000

2041 W Roscoe Street Ph, Chicago

4 Beds 2.5 Baths 4,330 SqFt Residential MLS® # 12748181

Midwest Real Estate Data LLC Logo

1942 N Orchard Street 1n, Chicago

$2,150,000

1942 N Orchard Street 1n, Chicago

3 Beds 3.5 Baths 0 SqFt Residential MLS® # 12723739

Midwest Real Estate Data LLC Logo

Open House
2333 N Cambridge Avenue F, Chicago

$2,150,000

2333 N Cambridge Avenue F, Chicago

4 Beds 3.5 Baths 2,930 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 12:30pm
MLS® # 12723683

Midwest Real Estate Data LLC Logo

New Open House
2333 N Cambridge Avenue E, Chicago

$2,100,000

2333 N Cambridge Avenue E, Chicago

4 Beds 3.5 Baths 2,930 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 12:30pm
MLS® # 12771590

Midwest Real Estate Data LLC Logo

New Open House
2329 N Cambridge Avenue C, Chicago

$2,100,000

2329 N Cambridge Avenue C, Chicago

4 Beds 3.5 Baths 2,930 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 12:30pm
MLS® # 12771584

Midwest Real Estate Data LLC Logo

New Open House
401 N Aberdeen Street 4n, Chicago

$2,100,000

401 N Aberdeen Street 4n, Chicago

3 Beds 3 Baths 3,100 SqFt Residential
Sat, Oct 10th, 2026 @ 12am - 1:30pm
MLS® # 12767483

Midwest Real Estate Data LLC Logo

New Open House
2679 N Orchard Street 1n, Chicago

$2,100,000

2679 N Orchard Street 1n, Chicago

4 Beds 3.5 Baths 0 SqFt Residential
Sat, Oct 10th, 2026 @ 12pm - 2pm
MLS® # 12753073

Midwest Real Estate Data LLC Logo

New
2679 N Orchard Street 1s, Chicago

$2,100,000

2679 N Orchard Street 1s, Chicago

4 Beds 3.5 Baths 0 SqFt Residential MLS® # 12753071

Midwest Real Estate Data LLC Logo

3617 N Magnolia Avenue 2, Chicago

$2,100,000

3617 N Magnolia Avenue 2, Chicago

4 Beds 4.5 Baths 0 SqFt Residential MLS® # 12566596

Midwest Real Estate Data LLC Logo

2243 N Halsted Street 3s, Chicago

$2,095,000

2243 N Halsted Street 3s, Chicago

4 Beds 2.5 Baths 0 SqFt Residential MLS® # 12755096

Midwest Real Estate Data LLC Logo

401 N Wabash Avenue 86b, Chicago

$2,050,000

↓ $50,000

401 N Wabash Avenue 86b, Chicago

2 Beds 3 Baths 2,400 SqFt Residential MLS® # 12645566

Midwest Real Estate Data LLC Logo

1839 N Dayton Street 101, Chicago

$2,000,000

1839 N Dayton Street 101, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12766840

Midwest Real Estate Data LLC Logo

Posted by Leo Clark. on

Enjoy this blog post? Click here to subscribe for updates

Tags

Email Send a link to post via Email

Leave A Comment

e.g. yourwebsitename.com
Please note that your email address is kept private upon posting.