Luxury Homes for Rent in Chicago, IL

• 

  

  

  /16

  $419,500 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  1411 N Wicker Park Ave Unit 1407 north wicker park, Chicago, IL 60622

  Wicker Park + SchillerWicker Park$4195 per MonthAvailable: 7/1/2026Outstanding two bedroom, two bathroom gut rehab in Wicker Park features fully equipped modern kitchen with cherry cabinetry, granite countertops, island with breakfast bar, stainless steel appliances, dishwasher, large open combination living and dining rooms with gas fireplace, tall ceilings, central heat and

  1411 N Wicker Park Ave Unit 1407 north wicker park, Chicago, IL 60622
• Explore Chicago

• 

  

  

  /54

  $38,000 per month

  • 5 Beds
  • 4.5 Baths
  • 5,664 Sq Ft
  • House for Rent

  441 W Deming Place, Chicago, IL 60614

  Perfectly positioned on a quiet tree-lined block just steps fromthe lakefront and adjacent to the iconic 2550 Lakeview, 441 West Deming Place is a rare and exceptional single family residence quality in this East Lincoln Park residence with premium amenities.This elegant home offers the scale, privacy and the presence of a single family with the extra security 2550 offers. Centrally situated on

  Melinda Jakovich-Lagrange Compass

  441 W Deming Place, Chicago, IL 60614
• 

  

  

  /20

  $36,405 per month

  • 4 Beds
  • 3.5 Baths
  • 3,498 Sq Ft
  • Condo for Rent

  2130 W Washington Blvd Unit SI ID1244927P, Chicago, IL 60612

  The advertised rate of $36,441/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 6, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  2130 W Washington Blvd Unit SI ID1244927P, Chicago, IL 60612
• 

  

  

  /73

  $35,026 per month

  • 5 Beds
  • 3.5 Baths
  • 3,993 Sq Ft
  • Condo for Rent

  1307 N Bell Ave Unit SI ID1244933P, Chicago, IL 60622

  The advertised rate of $35,027/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  1307 N Bell Ave Unit SI ID1244933P, Chicago, IL 60622
• 

  

  

  /22

  $35,000 per month

  • 4 Beds
  • 4.5 Baths
  • 6,422 Sq Ft
  • Condo for Rent

  363 E Wacker Dr Unit 8601, Chicago, IL 60601

  Unparalleled 360 degree views from a full floor penthouse at The St. Regis Chicago. 11'4" foot ceilings and motorized window treatments throughout. Chef's kitchen boasts Snaidero cabinets, Quartzite counters, and Gaggenau appliances. Primary suite with spa-caliber bath. Generously sized secondary bedrooms with en-suite baths. Stunning views from all rooms with floor to ceiling windows of Lake

  Nancy Furth Magellan Marketing Group LLC

  363 E Wacker Dr Unit 8601, Chicago, IL 60601
• 

  

  /20

  $30,777 per month

  • 3 Beds
  • 2 Baths
  • 2,088 Sq Ft
  • Condo for Rent

  1000 S Michigan Ave Unit SI FL60-ID1250692P, Chicago, IL 60605

  The advertised rate of $30,777/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  1000 S Michigan Ave Unit SI FL60-ID1250692P, Chicago, IL 60605
• 

  

  /20

  $29,781 per month

  • 7 Beds
  • 4.5 Baths
  • 4,499 Sq Ft
  • Condo for Rent

  2630 S Throop St Unit SI ID1244908P, Chicago, IL 60608

  The advertised rate of $29,782/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 30, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  2630 S Throop St Unit SI ID1244908P, Chicago, IL 60608
• 

  

  /20

  $27,672 per month

  • 4 Beds
  • 3 Baths
  • 1,991 Sq Ft
  • Condo for Rent

  22 E Elm St Unit SI ID1364276P, Chicago, IL 60611

  The advertised rate of $27,672/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 4, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  22 E Elm St Unit SI ID1364276P, Chicago, IL 60611
• 

  

  /35

  $26,359 per month

  • 4 Beds
  • 4 Baths
  • Condo for Rent

  45 E Chicago Ave Unit GO ID1029590P, Chicago, IL 60611

  The advertised rate of $26,360/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 22, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  45 E Chicago Ave Unit GO ID1029590P, Chicago, IL 60611
• 

  

  /20

  $25,267 per month

  • 4 Beds
  • 4 Baths
  • Condo for Rent

  29 S Lasalle St Unit SI ID1029621P, Chicago, IL 60603

  The advertised rate of $25,268/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  29 S Lasalle St Unit SI ID1029621P, Chicago, IL 60603
• 

  

  /20

  $24,126 per month

  • 5 Beds
  • 4 Baths
  • 4,499 Sq Ft
  • Condo for Rent

  1856 N Fairfield Ave Unit SI ID1244918P, Chicago, IL 60647

  The advertised rate of $24,126/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 6, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  1856 N Fairfield Ave Unit SI ID1244918P, Chicago, IL 60647
• 

  

  /44

  $24,030 per month

  • 3 Beds
  • 2.5 Baths
  • Condo for Rent

  730 N Milwaukee Ave Unit SI ID1029596P, Chicago, IL 60642

  The advertised rate of $24,031/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 18, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  730 N Milwaukee Ave Unit SI ID1029596P, Chicago, IL 60642
• 

  

  /80

  $24,000 per month

  • 5 Beds
  • 7 Baths
  • 7,500 Sq Ft
  • House for Rent

  1318 N Astor St, Chicago, IL 60610

  Few addresses in Chicago hold the prestige of Astor Street, and this single-family newly renovated FURNISHED ONLY greystone delivers in every way. Set in the heart of the Gold Coast, the home's stately Romanesque facade, designed in the style of American architect Charles M. Palmer, rises behind mature trees, a wrought-iron fence, and timeless curb appeal. Spanning nearly 7,500 square feet with 5

  Jennifer Owen @properties Christie's International Real Estate

  1318 N Astor St, Chicago, IL 60610
• 

  

  /65

  $23,494 per month

  • 4 Beds
  • 3.5 Baths
  • 3,089 Sq Ft
  • Condo for Rent

  1621 W Beach Ave Unit SI ID1244913P, Chicago, IL 60622

  The advertised rate of $23,495/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  1621 W Beach Ave Unit SI ID1244913P, Chicago, IL 60622
• 

  

  /20

  $23,098 per month

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  45 E Chicago Ave Unit SI ID1029614P, Chicago, IL 60611

  The advertised rate of $22,478/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 18, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  45 E Chicago Ave Unit SI ID1029614P, Chicago, IL 60611
• 

  

  /44

  $22,028 per month

  • 3 Beds
  • 3 Baths
  • Condo for Rent

  730 N Milwaukee Ave Unit SI ID1029581P, Chicago, IL 60642

  The advertised rate of $22,028/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 22, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  730 N Milwaukee Ave Unit SI ID1029581P, Chicago, IL 60642
• 

  

  /20

  $21,293 per month

  • 4 Beds
  • 4 Baths
  • Condo for Rent

  1125 W Van Buren St Unit SI ID1029620P, Chicago, IL 60607

  The advertised rate of $21,293/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  1125 W Van Buren St Unit SI ID1029620P, Chicago, IL 60607
• 

  

  /20

  $21,244 per month

  • 4 Beds
  • 4 Baths
  • Condo for Rent

  1044 W Van Buren St Unit SI ID1029634P, Chicago, IL 60607

  The advertised rate of $21,465/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 2, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  1044 W Van Buren St Unit SI ID1029634P, Chicago, IL 60607
• 

  

  /20

  $20,291 per month

  • 4 Beds
  • 3.5 Baths
  • Condo for Rent

  2019 N Bingham St Unit SI ID1244901P, Chicago, IL 60647

  The advertised rate of $20,292/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  2019 N Bingham St Unit SI ID1244901P, Chicago, IL 60647
• 

  

  /51

  $20,000 per month

  • 4 Beds
  • 4.5 Baths
  • Townhouse for Rent

  103 W Chestnut St, Chicago, IL 60610

  The Chestnut Row Homes provide a rare opportunity for single-family living in the heart of downtown Chicago. The seven row homes match that of the neighboring historic Gold Coast district, displaying a modern interpretation of the 1880s Italianate style homes. The homes were created with a degree of old-world craftsmanship rarely seen today in new developments. At the corner of Clark and Chestnut

  Nick Nastos Fulton Grace Realty

  103 W Chestnut St, Chicago, IL 60610
• 

  

  /70

  $20,000 per month

  • 6 Beds
  • 9 Baths
  • House for Rent

  446 W Huron St Unit 450, Chicago, IL 60654

  This masterfully designed 6-bedroom, 6-bathroom single-family home in the Near North neighborhood offers over 8,500 square feet of bespoke living space. Paired with four private outdoor areas, this is a rare opportunity to experience expansive, luxurious city living in one of Chicago's most sought-after neighborhoods. The residence is a true showcase of craftsmanship, scale, and thoughtful

  Emily Sachs Wong @properties Christie's International Real Estate

  446 W Huron St Unit 450, Chicago, IL 60654
• 

  

  /36

  $20,000 per month

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Condo for Rent

  22 E Elm St Unit PH, Chicago, IL 60611

  A Masterpiece of Luxury Living in the Gold Coast Experience timeless elegance and unmatched design in this exquisite full-floor residence located in the heart of Chicago's prestigious Gold Coast. Offering 4 bedrooms, 3 bathrooms, and over 750 square feet of private outdoor space, this home delivers a perfect blend of classic architecture and contemporary sophistication. From the moment you enter,

  Oltita Motofelea Jameson Sotheby's Intl Realty

  22 E Elm St Unit PH, Chicago, IL 60611
• 

  

  /20

  $19,571 per month

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  365 N Halsted St Unit SI ID1029592P, Chicago, IL 60661

  The advertised rate of $19,571/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 18, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  365 N Halsted St Unit SI ID1029592P, Chicago, IL 60661
• 

  

  /54

  $19,099 per month

  • 3 Beds
  • 2 Baths
  • 1,291 Sq Ft
  • Condo for Rent

  1314 W Randolph St Unit SI ID1029628P, Chicago, IL 60607

  The advertised rate of $19,100/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 5, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  1314 W Randolph St Unit SI ID1029628P, Chicago, IL 60607
• 

  

  /38

  $19,000 per month

  • 1 Bed
  • 1.5 Baths
  • 893 Sq Ft
  • Condo for Rent

  464 W 44th St Unit 1013, Chicago, IL 60609

  The one hotel in South Beach with a 1 bedroom and 1 and a half bath with an ocean view is a luxurious andspacious option for those looking to stay in the heart of the city. The bedroom and bathrooms are elegantlydesigned and the ocean view from the room is breathtaking. Guests can enjoy the beautiful South Beach sceneryfrom the comfort of their own room. Amenities such as a fitness

  Marco Tine Serhant

  464 W 44th St Unit 1013, Chicago, IL 60609
• 

  

  /46

  $19,000 per month

  • 4 Beds
  • 4.5 Baths
  • House for Rent

  103 E Chestnut St, Chicago, IL 60611

  The Chestnut Row Homes provide a rare opportunity for single-family living in the heart of downtown Chicago. The seven row homes match that of the neighboring historic Gold Coast district, displaying a modern interpretation of the 1880s Italianate style homes. The homes were created with a degree of old-world craftsmanship rarely seen today in new developments. At the corner of Clark and Chestnut

  103 E Chestnut St, Chicago, IL 60611
• 

  

  /43

  $3,663 - $18,762 per month

  The Hudson

  1 - 3 Beds

  750 N Hudson Ave, Chicago, IL 60654

  The Hudson Apartments, at 750 N Hudson St, is located in the River North neighborhood of Chicago.AN ELEVATED LIVING EXPERIENCEThis 25-story development in Chicago's River North District, features distinctively designed homes that offer residents a new level of luxury. Functional floor plans are complemented by a private balcony in every home, providing fresh outdoor living. Enjoy

  750 N Hudson Ave, Chicago, IL 60654
• 

  

  /20

  $18,679 per month

  • 3 Beds
  • 2 Baths
  • 699 Sq Ft
  • Condo for Rent

  215 W Lake St Unit SI ID1029613P, Chicago, IL 60606

  The advertised rate of $18,680/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 20, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  215 W Lake St Unit SI ID1029613P, Chicago, IL 60606
• 

  

  /52

  $18,066 per month

  • 4 Beds
  • 3.5 Baths
  • 3,196 Sq Ft
  • Condo for Rent

  2223 W Race Ave Unit SI ID1244916P, Chicago, IL 60612

  The advertised rate of $18,066/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 18, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  2223 W Race Ave Unit SI ID1244916P, Chicago, IL 60612
• 

  

  /34

  $18,035 per month

  • 3 Beds
  • 3 Baths
  • 1,496 Sq Ft
  • Condo for Rent

  1541 N Milwaukee Ave Unit SI ID1354356P, Chicago, IL 60622

  The advertised rate of $18,035/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 18, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  1541 N Milwaukee Ave Unit SI ID1354356P, Chicago, IL 60622
• 

  

  /20

  $17,996 per month

  • 2 Beds
  • 2 Baths
  • 1,313 Sq Ft
  • Condo for Rent

  1000 S Michigan Ave Unit SI FL43-ID1252672P, Chicago, IL 60605

  The advertised rate of $17,996/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 3, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  1000 S Michigan Ave Unit SI FL43-ID1252672P, Chicago, IL 60605
• 

  

  /20

  $17,989 per month

  • 3 Beds
  • 3 Baths
  • 1,076 Sq Ft
  • Condo for Rent

  633 S Lasalle St Unit SI ID1244953P, Chicago, IL 60605

  The advertised rate of $17,989/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 16, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  633 S Lasalle St Unit SI ID1244953P, Chicago, IL 60605
• 

  

  /55

  $3,350 - $17,750 per month

  The Row Fulton Market

  Studio - 3 Beds

  164 N Peoria St, Chicago, IL 60607

  At The Row Fulton Market, you’re at the center of everything the neighborhood has to offer and everything it will become. Welcome to the VIP-section: the center of the momentum, the pinnacle of the city, and the very best of Chicago.

  164 N Peoria St, Chicago, IL 60607
• 

  

  /20

  $17,700 per month

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  365 N Halsted St Unit SI FL30-ID1243850P, Chicago, IL 60661

  The advertised rate of $17,701/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 20, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  365 N Halsted St Unit SI FL30-ID1243850P, Chicago, IL 60661
• 

  

  /37

  $17,694 per month

  • 4 Beds
  • 3 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  417 S Dearborn St Unit SI ID1521510P, Chicago, IL 60605

  The advertised rate of $17,694/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 20, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  417 S Dearborn St Unit SI ID1521510P, Chicago, IL 60605
• 

  

  /34

  $17,642 per month

  • 4 Beds
  • 3 Baths
  • 1,054 Sq Ft
  • Condo for Rent

  417 S Dearborn St Unit SI ID1521503P, Chicago, IL 60605

  The advertised rate of $17,642/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 22, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  417 S Dearborn St Unit SI ID1521503P, Chicago, IL 60605
• 

  

  /20

  $17,514 per month

  • 3 Beds
  • 2 Baths
  • 1,797 Sq Ft
  • Condo for Rent

  618 W Patterson Ave Unit SI ID1354353P, Chicago, IL 60613

  The advertised rate of $17,514/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  618 W Patterson Ave Unit SI ID1354353P, Chicago, IL 60613
• 

  

  /20

  $17,437 per month

  • 3 Beds
  • 2 Baths
  • 1,797 Sq Ft
  • Condo for Rent

  618 W Patterson Ave Unit SI ID1354352P, Chicago, IL 60613

  The advertised rate of $17,438/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  618 W Patterson Ave Unit SI ID1354352P, Chicago, IL 60613
• 

  

  /12

  $17,000 per month

  • 3 Beds
  • 2 Baths
  • 2,092 Sq Ft
  • Condo for Rent

  363 E Wacker Dr Unit 4902, Chicago, IL 60601

  Experience unparalleled luxury at The St. Regis Chicago in this stunning 3-bedroom, 2,092 sq ft residence. Designed by renowned architect Jeanne Gang and boasting interiors by Hirsch Bedner Associates (HBA), this residence offers breathtaking views and top-of-the-line finishes. The St. Regis Chicago offers a plethora of amenities, including indoor & outdoor pools, a hot tub, fire pit, fitness &

  sheikh ahmed Core Realty & Investments Inc.

  363 E Wacker Dr Unit 4902, Chicago, IL 60601
• 

  

  /40

  $16,995 per month

  • 5 Beds
  • 5.5 Baths
  • 4,873 Sq Ft
  • Condo for Rent

  Unlisted Address

  In the heart of Chicago's sought-after West Loop, this extraordinary 5-bed / 5 and 1/2 bath residence embodies sophisticated modern living. Designed by acclaimed New York firm MoJo Stumer and elevated with curated finishes throughout, the home combines architectural precision with a warm, livable elegance. A private elevator opens into a gracious foyer, setting the tone for an expansive,

  James Clemmons @properties Christie's International Real Estate

  Unlisted Address

Showing Results 1 - 40, Page 1 of 18