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 Open House
21 E Huron Street 1802, Chicago

$1,200,000

21 E Huron Street 1802, Chicago

2 Beds 2.5 Baths 1,786 SqFt Residential
Sat, Oct 10th, 2026 @ 1pm - 3pm
MLS® # 12777153

Midwest Real Estate Data LLC Logo

New
250 E Pearson Street 1903, Chicago

$1,200,000

250 E Pearson Street 1903, Chicago

2 Beds 2.5 Baths 0 SqFt Residential MLS® # 12765630

Midwest Real Estate Data LLC Logo

1205 W Montana Street 1w, Chicago

$1,200,000

1205 W Montana Street 1w, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12754695

Midwest Real Estate Data LLC Logo

New Open House
925 N Larrabee Street 2s, Chicago

$1,200,000

925 N Larrabee Street 2s, Chicago

3 Beds 2 Baths 2,200 SqFt Residential
Sun, Oct 11th, 2026 @ 1pm - 3pm
MLS® # 12743765

Midwest Real Estate Data LLC Logo

6 N Bishop Street 206, Chicago

$1,200,000

6 N Bishop Street 206, Chicago

3 Beds 2 Baths 0 SqFt Residential MLS® # 12660925

Midwest Real Estate Data LLC Logo

Open House
1540 N North Park Avenue 3s, Chicago

$1,199,900

1540 N North Park Avenue 3s, Chicago

3 Beds 2 Baths 0 SqFt Residential
Sat, Oct 10th, 2026 @ 12pm - 2pm
MLS® # 12738427

Midwest Real Estate Data LLC Logo

New Open House
942 W Hubbard Street, Chicago

$1,199,000

942 W Hubbard Street, Chicago

4 Beds 3.5 Baths 0 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 1pm
MLS® # 12779135

Midwest Real Estate Data LLC Logo

New
2481 N Milwaukee Avenue 401, Chicago

$1,199,000

2481 N Milwaukee Avenue 401, Chicago

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12775359

Midwest Real Estate Data LLC Logo

2321 W Belden Avenue 1, Chicago

$1,199,000

2321 W Belden Avenue 1, Chicago

3 Beds 2.5 Baths 3,105 SqFt Residential MLS® # 12772117

Midwest Real Estate Data LLC Logo

425 W Briar Place 1e, Chicago

$1,199,000

↓ $51,000

425 W Briar Place 1e, Chicago

5 Beds 3 Baths 3,700 SqFt Residential MLS® # 12765537

Midwest Real Estate Data LLC Logo

1400 W Monroe Street 2b, Chicago

$1,199,000

↓ $151,000

1400 W Monroe Street 2b, Chicago

3 Beds 2.5 Baths 1,846 SqFt Residential MLS® # 12750295

Midwest Real Estate Data LLC Logo

30 W Erie Street 501, Chicago

$1,199,000

↓ $51,000

30 W Erie Street 501, Chicago

3 Beds 2.5 Baths 2,775 SqFt Residential MLS® # 12695714

Midwest Real Estate Data LLC Logo

Open House
850 N Lake Shore Drive 1605, Chicago

$1,199,000

↑ $19,000

850 N Lake Shore Drive 1605, Chicago

2 Beds 2 Baths 1,737 SqFt Residential MLS® # 12588487

Midwest Real Estate Data LLC Logo

60 E Monroe Street 4002, Chicago

$1,195,000

60 E Monroe Street 4002, Chicago

3 Beds 2 Baths 2,141 SqFt Residential MLS® # 12765843

Midwest Real Estate Data LLC Logo

New Open House
1000 W Washington Boulevard 517, Chicago

$1,195,000

1000 W Washington Boulevard 517, Chicago

3 Beds 3 Baths 2,500 SqFt Residential
Sat, Oct 10th, 2026 @ 1pm - 3pm
MLS® # 12761541

Midwest Real Estate Data LLC Logo

New
4913 N Damen Avenue 3, Chicago

$1,195,000

4913 N Damen Avenue 3, Chicago

3 Beds 2.5 Baths 2,100 SqFt Residential MLS® # 12754633

Midwest Real Estate Data LLC Logo

New
25 E Superior Street 3701, Chicago

$1,195,000

25 E Superior Street 3701, Chicago

3 Beds 3 Baths 2,650 SqFt Residential MLS® # 12725530

Midwest Real Estate Data LLC Logo

New
1000 W Monroe Street 201, Chicago

$1,190,000

1000 W Monroe Street 201, Chicago

3 Beds 2.5 Baths 1,969 SqFt Residential MLS® # 12758872

Midwest Real Estate Data LLC Logo

100 E Huron Street 3705, Chicago

$1,190,000

↓ $100,000

100 E Huron Street 3705, Chicago

3 Beds 3.5 Baths 2,880 SqFt Residential MLS® # 12555648

Midwest Real Estate Data LLC Logo

333 W Hubbard Street 610-611, Chicago

$1,185,000

333 W Hubbard Street 610-611, Chicago

3 Beds 2.5 Baths 2,300 SqFt Residential MLS® # 12753501

Midwest Real Estate Data LLC Logo

Open House
850 N Lake Shore Drive 1405, Chicago

$1,182,000

850 N Lake Shore Drive 1405, Chicago

2 Beds 2 Baths 1,737 SqFt Residential MLS® # 12646936

Midwest Real Estate Data LLC Logo

New
4928 N Damen Avenue 3, Chicago

$1,175,000

4928 N Damen Avenue 3, Chicago

3 Beds 2.5 Baths 2,000 SqFt Residential MLS® # 12781184

Midwest Real Estate Data LLC Logo

Open House
850 N Lake Shore Drive 1305, Chicago

$1,173,000

↑ $20,000

850 N Lake Shore Drive 1305, Chicago

2 Beds 2 Baths 1,737 SqFt Residential MLS® # 12743324

Midwest Real Estate Data LLC Logo

New
1906 N Campbell Avenue C, Chicago

$1,165,000

1906 N Campbell Avenue C, Chicago

4 Beds 3.5 Baths 2,861 SqFt Residential MLS® # 12763101

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.