1,177

Chicago, IL Homes for Rent with Pool

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  • /30

    $2,200 per month

    • 1 Bed
    • 1 Bath
    • 765 Sq Ft
    • Condo for Rent

    10 E Ontario St Unit 2607, Chicago, IL 60611

    HARD TO FIND UNIT WITH BALCONY/TERRACE IN THIS PRIME LOCATION WITH TONS FO CLOSET SPACE. NEW LAMINATE FLOORING BEING INSTALLED AND WILL BE FRESHLY PAINTED. Full amenity building with PRIVATE MASSIVE TERRACE in the heart of River North. 24 hour door person, gym, sauna, outdoor pool with gas grills and patio. Unit can be rented furnished or unfurnished. CURRENT PHOTOS ARE VIRTUALLY STAGED, THAT

    Jim Abbott Baird & Warner

    10 E Ontario St Unit 2607, Chicago, IL 60611
  • /55

    $2,465 - $4,775 per month

    Arrive LEX

    1 - 2 Beds

    2138 S Indiana Ave, Chicago, IL 60616

    Nestled in between Printers Row and the China Town district, Arrive LEX® is notably the most memorable high-rise in the South Loop skyline. Simply walk to coffee shops, chic restaurants, and Soldier Field. Each apartment home comes with condo-grade finishes, floor-to-ceiling windows, and immaculate designer details. Choose from a variety of one- and two-bedroom floorplans to call home. Now

    2138 S Indiana Ave, Chicago, IL 60616
  • /34

    $13,000 per month

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

    800 N Michigan Ave Unit 3502, Chicago, IL 60611

    Soaring over Chicago's magnificent mile this 4 BR, 3.5 bath home features a harmonious blend of refinement and sophisticated chic while exuding the utmost peace and tranquility. North,East and West skyscraper and lake vistas from every room, with a jaw dropping view of the Hancock and Lake Michigan.Features include a custom Snaidero island kitchen, continuous patterned hardwood floors in every

    Jan Smith @properties Christie's International Real Estate

    800 N Michigan Ave Unit 3502, Chicago, IL 60611
  • /59

    $4,105 - $9,805 per month

    One Bennett Park

    1 - 3 Beds

    514 N Peshtigo Ct, Chicago, IL 60611

    From the grand proportions to the exquisite finishes - every design decision and custom detail at One Bennett Park has been crafted to make life more beautiful. The grand entrance is marked by a classic limestone-clad porte cochere and the lush gardens of Bennett Park, a natural oasis designed by Michael Van Valkenburgh Associates. Both the public and the private spaces embody the timeless

    514 N Peshtigo Ct, Chicago, IL 60611
  • /17

    $5,124 per month

    • 2 Beds
    • 2 Baths
    • 1,211 Sq Ft
    • Apartment for Rent

    160 N Elizabeth St Unit 2301, Chicago, IL 60607

    This spacious 1,211 sq. ft. residence in the West Loop offers everything you're looking for in city living. Featuring high ceilings, hardwood floors, a modern island kitchen, in-unit washer/dryer, and a large balcony with stunning skyline views, the space is designed for both comfort and style. The building provides a full suite of amenities, including 24-hour door staff, fitness center, outdoor

    Philip Skowron Compass

    160 N Elizabeth St Unit 2301, Chicago, IL 60607
  • /40

    $2,519 - $7,874 per month

    State and Grand

    1 - 3 Beds

    505 N State St, Chicago, IL 60654

    State and Grand is conveniently located within walking distance of museums and art galleries, the famous Lakefront Trail, shopping and dining, and some of Chicago's most vibrant night life; making it an ideal option for urban apartment living. Residents of this enviable location can enjoy the indoor pool and state-of-the-art fitness center, shared hotel amenities, signature services, relax on the

    505 N State St, Chicago, IL 60654
  • /26

    $3,150 per month

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Condo for Rent

    1901 S Calumet Ave Unit 2602, Chicago, IL 60616

    Move in Ready !!! Luxury Lakefront Living at Harbor View - Welcome to Unit 2602 at the prestigious Harbor View Condominiums-a stunning high-rise located in the heart of Chicago's vibrant South Loop. Perched on the 26th floor, this impeccably maintained 2-bedroom + den, 2-bathroom unit offers breathtaking, unobstructed views of Lake Michigan and the Museum Campus skyline. Expansive open-concept

    Wing Ho Chi Real Estate Group LLC

    1901 S Calumet Ave Unit 2602, Chicago, IL 60616
  • /34

    $1,929 - $3,329 per month

    Eleven40

    Studio - 2 Beds

    1140 S Wabash Ave, Chicago, IL 60605

    Look and Lease Special

    1140 S Wabash Ave, Chicago, IL 60605
  • /26

    $4,000 per month

    • 2 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • Apartment for Rent

    505 N Lake Shore Dr Unit 4412, Chicago, IL 60611

    Magnificent breathtaking views welcome you upon entering the property; heavenly Skyline with all the incredible architectural grandeur of Chicago real estate: shimmering Lake, Beach, amazing Sunsets from every window. 2 bed/ 2bath nestled on a high floor with incredible Granit floors throughout Designer Kitchen with all the bells and whistles one desires that extends into the dining area

    Mia Wilkinson Berkshire Hathaway HomeServices Chicago

    505 N Lake Shore Dr Unit 4412, Chicago, IL 60611
  • /55

    $2,095 - $4,897 per month

    Emme

    Studio - 2 Beds

    165 N Desplaines St, Chicago, IL 60661

    In the heart of the West Loop, curated design and airy amenities collide to create a community that is as beautiful as it is comfortable. Gather with friends for a cookout on the terrace, unwind by the fireplace, pick fresh herbs from community planters, sweat it out in our cutting-edge fitness center, or dive into a new book in our library. Enjoy all our luxury apartments have to offer.

    165 N Desplaines St, Chicago, IL 60661
  • /17

    $1,950 per month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    233 E Erie St Unit 1208, Chicago, IL 60611

    Nicely remodeled convertible ~650 SqFt Studio / Junior 1 Bd at Streeterville Center Condos in prime Streeterville location! Open kitchen with new white Shaker cabinets, Stainless steel appliances and extended granite countertops to fit few bar stools. Spacious step up sleeping area plus big Living / Dining room combo with large windows. Bathroom has new white vanity, new tub/shower and flooring.

    Tamara Vesna RE/MAX City

    233 E Erie St Unit 1208, Chicago, IL 60611
  • /26

    $2,070 - $4,635 per month

    One Six Six

    Studio - 3 Beds

    166 N Aberdeen St, Chicago, IL 60607

    Located in the heart of Fulton Market, One Six Six embodies fresh sophistication. Surrounded by an energy that’s as hard-working as the City of Big Shoulders, it’s crafted with nods to both form and function. Balancing authenticity with elegance, it’s worthy of being called yours.

    166 N Aberdeen St, Chicago, IL 60607
  • /37

    $2,800 per month

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft
    • Apartment for Rent

    545 N Dearborn St Unit W1202, Chicago, IL 60654

    Available NOW! Welcome to the resort lifestyle of Grand Plaza with the most amazing amenities located in vibrant River North and just steps to the Magnificent Mile. This renovated 850 sq. ft. 1BR features hardwood floors, electronic shades in living room, open chef's kitchen with new quartz countertops, GE stainless appliances, custom backsplash & 42" cabinetry. Spa-like bath with quartz vanity,

    Victoria Thomas @properties Christie's International Real Estate

    545 N Dearborn St Unit W1202, Chicago, IL 60654
  • /55

    $2,600 - $7,551 per month

    Aurelien

    Studio - 3 Beds

    833 N Clark St, Chicago, IL 60610

    Aurelien, meaning Golden, pays compliment to Chicago's Gold Coast neighborhood in which it resides. Its European nod defines its character; relaxed elegant living makes it right for today. It's Gold Coast Living redefined at Aurelien.

    833 N Clark St, Chicago, IL 60610
  • /11

    $1,575 per month

    • Studio
    • 1 Bath
    • 445 Sq Ft
    • Condo for Rent

    555 W Cornelia Ave Unit 2009, Chicago, IL 60657

    Top floor unobstructed North exposure with views of Lake Michigan & Wrigley Field! Renovated kitchen with Honey oak cabinets. Heat, water, basic cable and internet access included Tenant pays electric, cable and/ or internet upgrades. Building features a completely renovated sundeck and pool area that includes grills, seating areas, plenty of lounge chairs; hospitality room; receiving room; bike

    Virginia England Berkshire Hathaway HomeServices Chicago

    555 W Cornelia Ave Unit 2009, Chicago, IL 60657
  • /35

    $2,828 - $5,612 per month

    The Mason

    1 - 3 Beds

    180 N Ada St, Chicago, IL 60607

    Offering a collection of studio, one-, two-, and three-bedroom residences, The Mason carries forward the spirit of Fulton Market with homes curated for todays way of living. Just as the neighborhoods brickwork has stood the test of time, each apartment balances an enduring style with modern leisure, creating a polished backdrop where daily rhythm feels both effortless and elevated.

    180 N Ada St, Chicago, IL 60607
  • /67

    $6,995 per month

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

    1211 S Prairie Ave Unit 3906, Chicago, IL 60605

    Welcome to 1211 S Prairie Ave. #3906, a stunning 2,200-square-foot, 3-bedroom, 3-bathroom sky-high condo offering breathtaking skyline, Grant Park, Millennium Park, and lakefront views. This luxury residence blends modern sophistication with city convenience, making it the perfect place to call home. Set in a full-amenity building, residents enjoy resort-style living with indoor and outdoor

    Guido Piunti @properties Christie's International Real Estate

    1211 S Prairie Ave Unit 3906, Chicago, IL 60605
  • /25

    $1,134 - $2,763 per month

    The Flamingo Apartments

    Studio - 2 Beds

    5500 S Shore Dr, Chicago, IL 60637

    This historic and architecturally-stunning building is conveniently located steps from Lake Michigan and just minutes from downtown Chicago in the Hyde Park neighborhood. The Flamingo Apartments offers unique studio, convertible, one-bedroom and two-bedroom apartments with breathtaking views of the lake and downtown. For added value, the Flamingo also has a restaurant & bar located on the ground

    5500 S Shore Dr, Chicago, IL 60637
  • /55

    $4,600 per month

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Condo for Rent

    400 E Randolph St Unit 2119, Chicago, IL 60601

    EXQUISITE! UNOBSTRUCTED LAKE VIEWS! Newly renovated high-end corner two-bedroom with separate dining. The custom kitchen is open to the living room, offering two exposures: South and West, with sunny views of Lake Michigan, Grant & Millennium Parks, and the Downtown skyline. A large private corner balcony completes the space. Perfect corporate apt. 4-season sunny home in the sky. AVAILABLE FULLY

    Shelley Stunard Berkshire Hathaway HomeServices Chicago

    400 E Randolph St Unit 2119, Chicago, IL 60601
  • /55

    $2,205 - $4,510 per month

    Coppia

    Studio - 2 Beds

    1101 W Van Buren St, Chicago, IL 60607

    Coppia offers studio, 1, and 2-bedroom luxury apartments and penthouses for rent in Chicago, IL. Our pet-friendly apartment community is in an ideal location in the West Loop with easy access to I-290, universities, shopping, dining, and top Chicago employers. Each brand-new apartment home includes stainless-steel Samsung appliances, quartz countertops, and chefs kitchens with under-cabinet

    1101 W Van Buren St, Chicago, IL 60607
  • /19

    $7,500 per month

    • 2 Beds
    • 2 Baths
    • 1,567 Sq Ft
    • Apartment for Rent

    340 E Randolph St Unit 3503, Chicago, IL 60601

    Fully furnished luxurious 2b2b Sprawling Apartment at one of the highly sought-after top-of-the-notch condo building in the Lakeshore East oasis. This unit is fully furnished with luxuriously high-end furniture to welcome it's first guests. One of a kind high floor south-facing views with the Lake Michigan and Millennium and Grant Parks. The guests also enjoy full amenities in the building,

    Yue He Citywide Real Estate

    340 E Randolph St Unit 3503, Chicago, IL 60601
  • /36

    $2,257 - $6,096 per month

    Linea Apartments

    Studio - 3 Beds

    215 W Lake St, Chicago, IL 60606

    LINEA Apartments is your direct line to downtown Chicago Loop living. Sleek loft-style studio, convertible, one, two and three bedroom apartments located in the heart of the Loop. A bold architectural statement, multi-level amenity spaces, and modern interior finishes.

    215 W Lake St, Chicago, IL 60606
  • /18

    $2,700 per month

    • 1 Bed
    • 1 Bath
    • 755 Sq Ft
    • Condo for Rent

    535 N Michigan Ave Unit 1705, Chicago, IL 60611

    Enjoy City living at it's finest with no compromise of location, view or storage in this spacious unit right in the Heart of Chicago's Perfect Magnificent Mile location! The Private Residences at 535 N. Michigan offers both convenience and luxury. This is a full amenity building including 24-hour door staff, penthouse level amenities with 360 view patio, indoor pool and Jacuzzi, updated exercise

    Mala Gandhi @properties Christie's International Real Estate

    535 N Michigan Ave Unit 1705, Chicago, IL 60611
  • /45

    $2,110 - $9,717 per month

    Cortland River North

    Studio - 2 Beds

    220 W Illinois St, Chicago, IL 60654

    Located in the heart of River North and minutes away from the Magnificent Mile, our apartments on the Chicago River offer the best of city living at your doorstep. Upscale features like Nest™ thermostats and quartz countertops will make you proud to call any of our studio, one, and two-bedroom apartments for rent in River North in Chicago, IL home.Walkability to major employers like

    220 W Illinois St, Chicago, IL 60654
  • /10

    $4,275 per month

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • Apartment for Rent

    225 N Elizabeth St Unit 509, Chicago, IL 60607

    Sublet Opportunity at The Elizabeth: Brand new Luxury Apartment building in Iconic Fulton Market. Available on 10/11/2025, Lease goes through 4/13/2026 with an option to renew for another year. $145 monthly charge covers gas, water, trash, sewer, recycling. Resident needs to set up internet, cable and electricity. Thoughtfully designed by architect Hartshorne Plunkard, The Elizabeth epitomizes

    Shilan Afshani Luxury Living Real Estate

    225 N Elizabeth St Unit 509, Chicago, IL 60607
  • /63

    $1,955 - $2,880 per month

    777 South State

    Studio - 2 Beds

    2 E 8th St, Chicago, IL 60605

    Limited Availability! Select apartments only. Terms and conditions apply. Contact us for additional details.

    2 E 8th St, Chicago, IL 60605
  • /22

    $3,100 per month

    • 1 Bed
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    175 E Delaware Place Unit 5607, Chicago, IL 60611

    Stunning 1200sf one bedroom condo with a versatile sky terrace/office and two operable windows framing panoramic northern views of both the city and the lake. This spacious home features marble floors, crisp white walls, the perfect kitchen for entertaining and is conveniently located on a laundry floor. Enjoy the luxury of a five-star, full-amenity building offering a massive swimming pool,

    Kurt Merrill Baird & Warner

    175 E Delaware Place Unit 5607, Chicago, IL 60611
  • /20

    $2,617 - $7,727 per month

    SKY55

    1 - 2 Beds

    1255 S Michigan Ave, Chicago, IL 60605

    The curved glass tower at Sky55 apartments is as much an architectural showpiece as it is an oasis for our residents. Floor-to-ceiling window views bring the Chicago skyline into each apartment home, while open kitchens, spacious tubs, and large walk-in closets envelop residents in comfort.

    1255 S Michigan Ave, Chicago, IL 60605
  • /24

    $3,600 per month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    1400 S Michigan Ave Unit 2004, Chicago, IL 60605

    STUNNING SE CORNER luxury 2BR/2BA plus den located in the heart of the South Loop. Rarely find south and east corner condo with unobstructed views of Lake Michigan, Soldier Field, and the city from the 20th floor. Balcony with south view, floor-to-ceiling windows, move-in condition, full furnished unit. The large balcony with sliding glass doors off the kitchen and living area provides a great

    Xiaohuang Wu AiHome Realty Group LLC

    1400 S Michigan Ave Unit 2004, Chicago, IL 60605
  • /48

    $2,111 - $7,313 per month

    1225 Old Town

    Studio - 3 Beds

    1225 N Wells St, Chicago, IL 60610

    Come home to our luxury apartments located in renowned Old Town Chicago! Conveniently nestled within the Wells Street Corridor, 1225 Old Town offers easy access to nearby boutique stores, local vintage shops, and plenty of dining and entertainment! Indulge in one of our one, two, and three bedroom floor plans outfitted with modern finishes and luxury touches. Surround yourself with exciting

    1225 N Wells St, Chicago, IL 60610
  • /52

    $30,000 per month

    • 4 Beds
    • 4.5 Baths
    • 5,734 Sq Ft
    • Condo for Rent

    363 E Wacker Dr Unit 7501, 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

    Susan Miner Premier Relocation, Inc.

    363 E Wacker Dr Unit 7501, Chicago, IL 60601
  • /50

    $2,234 - $5,426 per month

    420 E Ohio

    Studio - 3 Beds

    420 E Ohio St, Chicago, IL 60611

    420 East Ohio luxury apartments define the new standard of living in Downtown Chicago, IL. Choose from our masterfully designed studio, one, two, or three bedroom floor plans, each one perfect for a unique lifestyle. Our 24-hour fitness center, heated indoor lap pool, luxe clubroom, round-the-clock business center, and gated dog park make luxury accessible to your trendsetting Streeterville

    420 E Ohio St, Chicago, IL 60611
  • /44

    $2,589 per month

    • 1 Bath
    • 564 Sq Ft
    • Apartment for Rent

    313 W Wolf Point Plaza Unit 1607, Chicago, IL 60654

    Live in luxury at the highly sought-after Wolf Point East in Chicago's River North. Available as a 6-month sublet from November 3, 2025 through May 21, 2026, this unfurnished studio offers unobstructed river views, sleek modern finishes, in-unit laundry, and generous closet space, making it the perfect urban retreat. Residents enjoy unparalleled amenities, including a breathtaking top-floor sky

    Samuel Friedell Compass

    313 W Wolf Point Plaza Unit 1607, Chicago, IL 60654
  • /23

    $1,702 - $3,907 per month

    The Rosie

    Studio - 2 Beds

    1461 S Blue Island Ave, Chicago, IL 60608

    The Rosie is conveniently located between Pilsen, the Near West Side, and Little Italy. In proximity to UIC, the Illinois Medical District, and Rush University Medical Center, check out the brand-new Studio, 1 Bed, Convertible, and 2 Bed apartments at the Rosie.

    1461 S Blue Island Ave, Chicago, IL 60608
  • /24

    $1,750 per month

    • Studio
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    5415 N Sheridan Rd Unit 2907, Chicago, IL 60640

    EDGEWATER BEACH! CONVERTIBLE STUDIO/JUNIOR ONE BEDROOM WITH A SPECTACULAR VIEW OF THE LAKE AND NORTH. UPDATED WITH LAMINATE FLOORS, OPEN KITCHEN WITH A BREAKFAST BAR, UPDATED BATHROOM. HEAT, A/C, BASIC CABLE AND INTERNET INCLUDED IN THE MONTHLY RENT. FULL AMENITY BUILDING WITH A 24 HOUR DOORMAN, JOIN THE GYM WITH AN INDOOR POOL. GARAGE/VALET PARKING AVAILABLE FOR A FEE. PUBLIC TRANSPORTATION

    Margaret Dralyuk Dralyuk Real Estate Inc.

    5415 N Sheridan Rd Unit 2907, Chicago, IL 60640
  • /50

    $2,537 - $8,261 per month

    Porte

    Studio - 2 Beds

    855 W Madison St, Chicago, IL 60607

    Where city strolls meet Restaurant Row, where high-end homes meet a shared community, where West Loop meets Downtownthats where youll find Porte. Weve made a new kind of neighborhood, a circle around all the best parts of life that places you directly in the center.

    855 W Madison St, Chicago, IL 60607
  • /9

    $2,750 per month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    2800 N Lake Shore Dr Unit 3215, Chicago, IL 60657

    Don't miss the chance to enjoy stunning lake and city views from your new condo at 2800 N Lake Shore Drive. This beautifully updated northeast-facing 1 bedroom, 1 bathroom residence offers a bright, open layout with newer hardwood floors and upgraded electrical switches throughout (2023). Perched on the 32nd floor, the unit is flooded with natural light and provides a tranquil living experience

    Danielle Dowell Berkshire Hathaway HomeServices Chicago

    2800 N Lake Shore Dr Unit 3215, Chicago, IL 60657
  • /50

    $2,995 - $16,490 per month

    One Chicago

    Studio - 3 Beds

    14 W Superior St, Chicago, IL 60654

    One Chicago offers three elegant luxury rental offerings with boutique resort amenities. Located where the Gold Coast and River North meet at State & Chicago. One Chicago Apartments, 23 West Lofts, & 23 West Apartments offer studio through 3 bedroom options. Enjoy iconic residences with spectacular views at One Chicago. One Chicago offers a lifestyle where every need is anticipated.

    14 W Superior St, Chicago, IL 60654
  • /20

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Condo for Rent

    1111 W 15th St Unit GU113, Chicago, IL 60608

    The living is easy, indoor and out in this two bedroom, two bath, first floor loft! Enjoy the lushly landscaped private gated courtyard right outside your door! Soaring 12' ceilings and natural light define the open space. Floor to ceiling windows provide a seamless connection to the expansive gated patio. Warm hardwood floors and clad fireplace punctuate the living area. Open well appointed

    Andrew Stoffer Option Premier LLC

    1111 W 15th St Unit GU113, Chicago, IL 60608
  • /47

    $1,980 - $5,462 per month

    The Elle Apartments

    Studio - 3 Beds

    801 S Financial Place, Chicago, IL 60605

    TheElle Apartments is the definition of urban luxury. Atfirst glance, its all about our location right next to Grant Park and SoldierField, where these South Loop apartments offer a living experiencethats second to none. Look closer at our vibrant community and youll discovera collection of top-tier amenities, from a modern coworking hub and amulti-screen theater to an

    801 S Financial Place, Chicago, IL 60605

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