
Chicago Harbor Rentals

- From $92 per night (USD)
VRBO
Blueground | Gold Coast, AC, nr Hancock Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy Rush & Division furnished one bedroom ap ...
From $92 per night (USD)VRBO
- Click For Pricing
Expedia
Blueground | S Loop, pool & w/d, nr Willis Tower
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this stylish South Loop furnished two bedroom apar ...
Click For PricingExpedia
- From $1008 per night (USD)
VRBO
Beautiful Unit CHI in Prime River North - top floor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: This beautiful unit located on the top floor in downtown is perfect for families, children and corporate gather ...
From $1008 per night (USD)VRBO
- From $540 per night (USD)
VRBO
Panoramic 2BR Penthouse in the Sky | Roof Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: This sunny top floor penthouse is in a perfect location with panoramic lakefront and city views in multiple dir ...
From $540 per night (USD)VRBO
- From $531 per night (USD)
VRBO
Luxury Designer Penthouse | Gold Coast/Old Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST and OLD TOWN! Enjoy your own penthouse in Chicago's Gold Coast and Ol ...
From $531 per night (USD)VRBO
- From $2221 per night (USD)
Expedia
Chicago Luxury Penthouse Massive Rooftop Walk to Beach and Restaurants
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience privacy in a luxury penthouse located in the heart of Chicago’s prestigious Gold Coast.This stunning 4-bedroo ...
From $2221 per night (USD)Expedia
- From $211 per night (USD)
VRBO
Chic 2-Bedroom Condo in Gold Coast – Modern & Newl
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the elegance of Chicago’s iconic Gold Coast neighborhood in this newly rehabbed, modern 2-bedroom condo. Thou ...
From $211 per night (USD)VRBO
- From $96 per night (USD)
Expedia
Blueground | S Loop, pool & w/d, nr Willis Tower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this spacious one bedroom Blueground apartment. You’ll love coming ...
From $96 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Dog-friendly 1BR w. Rooftop Patio | nr Riverwalk & lakefront trail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Global Luxury Suites at State and Grand offers modern urban living with easy access to Chicago’s museums, galleries, Lak ...
From $220 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Get Your Steps in Walkable River North nr Shopping, Dining & trails
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Global Luxury Suites at State and Grand offers modern urban living with easy access to Chicago’s museums, galleries, Lak ...
From $220 per night (USD)Expedia
- From $450 per night (USD)
VRBO
2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Modern 2-bedroom apartment in Chicago’s peaceful South Loop. Located across from McCormick Place and Wintrust Stadium, ...
From $450 per night (USD)VRBO
- From $121 per night (USD)
Expedia
Blueground | Gold Coast, AC, nr Hancock Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Rush & Division with high floor views over the city. It ...
From $121 per night (USD)Expedia
- Click For Pricing
VRBO
Blueground | South Loop, pool & AC, nr park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Feel at home wherever you choose to live with Blueground. You’ll love this lovely South Loop furnished two bedroom apart ...
Click For PricingVRBO
- From $2611 per night (USD)
Expedia
Modern- Smart Home in Wicker Park
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Come enjoy and relax in this calm, modern, stylish space located in Wicker Park. This plant filled oasis in the city i ...
From $2611 per night (USD)Expedia
- From $306 per night (USD)
VRBO
#2007 - Kasa Magnificent Mile Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chic ...
From $306 per night (USD)VRBO
- From $526 per night (USD)
VRBO
Best Place to Unwind! 2 Family and Dog Friendly Units! Walk to Millennium Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Guests will find an array of attractions within easy reach of the hotel’s convenient location. Visit the iconic Magnific ...
From $526 per night (USD)VRBO
- From $665 per night (USD)
VRBO
Relax & Explore! 3 King Units, Steps from Riverfront, Pet-Friendly Property!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Guests will find an array of attractions within easy reach of the hotel’s convenient location. Visit the iconic Magnific ...
From $665 per night (USD)VRBO
- From $1052 per night (USD)
VRBO
Four Cozy Queen Rooms! Perfect for Family & Friends, Pets Are Welcome!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Guests will find an array of attractions within easy reach of the hotel’s convenient location. Visit the iconic Magnific ...
From $1052 per night (USD)VRBO
- From $789 per night (USD)
VRBO
3 Comfortable Units! Pet-friendly Property! Near Riverwalk & Chicago Attractions
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Guests will find an array of attractions within easy reach of the hotel’s convenient location. Visit the iconic Magnific ...
From $789 per night (USD)VRBO
- From $443 per night (USD)
VRBO
Look No Further! 2 Stylish King Units! Pet-Friendly, Walk to Riverwalk & Dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Guests will find an array of attractions within easy reach of the hotel’s convenient location. Visit the iconic Magnific ...
From $443 per night (USD)VRBO
- From $1307 per night (USD)
VRBO
Great Relaxing Overnight Stay! 4 Units with City View, Pets Are Welcome!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $1307 per night (USD)VRBO
- From $66 per night (USD)
VRBO
The Chicago Hotel Collection, Standard Double Queen with City Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $66 per night (USD)VRBO
- From $598 per night (USD)
VRBO
Luxury Designer Penthouse NW | Pool | Gold Coast
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's center o ...
From $598 per night (USD)VRBO
- From $1510 per night (USD)
VRBO
Luxury Designer Penthouse Combo | NW | Gold Coast
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 20
Summary: NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy the combination of your own 2 side-by-side private penthouses ...
From $1510 per night (USD)VRBO
- From $1383 per night (USD)
VRBO
Making The Best Memories Along The Way! 4 Units with City View, Pets Are Welcome
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $1383 per night (USD)VRBO
- From $694 per night (USD)
VRBO
Better Choice for your Vacation! 2 Relaxing Units with City View, Pets Allowed!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $694 per night (USD)VRBO
- From $1040 per night (USD)
VRBO
Everything You Need For The Perfect Vacation! 3 Relaxing Units, Pets Are Welcome
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $1040 per night (USD)VRBO
- From $654 per night (USD)
VRBO
A Place You'll Surely Enjoy! 2 Relaxing Units with City View, Pet-friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $654 per night (USD)VRBO
- From $980 per night (USD)
VRBO
Come Create Memories w/ Fun-filled Adventures at this Paradise! 3 Relaxing Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located Downtown near Chicago River, enjoy bars & restaurants all by walking distance. For sports fans, Soldier Field, W ...
From $980 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Better Choice for your Vacation! Short Walk to River North Spots, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the hip River North area of downtown Chicago, this property offers guests a great location near shops, restau ...
From $163 per night (USD)VRBO
- From $169 per night (USD)
VRBO
Everything You Need For The Perfect Vacation! Pet-friendly Property, King Room!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in the hip River North area of downtown Chicago, this property offers guests a great location near shops, restau ...
From $169 per night (USD)VRBO
- From $87 per night (USD)
Expedia
Blueground | Gold Coast, AC, nr Hancock Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this sophisticated one bedroom Blueground apartment. You’ll love c ...
From $87 per night (USD)Expedia
- From $370 per night (USD)
VRBO
The Chicago Hotel Collection Magnificent Mile, 3 Standard King Rooms
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $370 per night (USD)VRBO
- From $212 per night (USD)
VRBO
Sleek Downtown Retreat by Chicago’s Mag Mile @ The Chicago Hotel Collection
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $212 per night (USD)VRBO
- From $134 per night (USD)
VRBO
The Chicago Hotel Collection, Mag Mile, Deluxe Double Queen - Premium Option
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $134 per night (USD)VRBO
- From $66 per night (USD)
VRBO
Upscale City Center Stay | Prime Locale | City Views | Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the energy of Chicago at our renovated hotel on the Magnificent Mile. Steps from landmarks and luxur ...
From $66 per night (USD)VRBO
- From $134 per night (USD)
VRBO
Blueground | South Loop, pool & gym, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this comfortable South Loop furnished one bedroom ...
From $134 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Blueground | South Loop, pool & gym, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this cozy South Loop furnished one bedroom apartme ...
From $320 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Blueground | South Loop, pool & gym, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop with high floor views over the city. It’ll b ...
From $326 per night (USD)VRBO
- From $228 per night (USD)
Expedia
Suite Success • Business Class Living • Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your extended-stay retreat in the heart of Chicago’s South Loop. Whether you’re here for work, relocating to ...
From $228 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Elevated Urban Luxury in Chicago’s South Loop: Welcome to your home away from home—a sprawling, sun-drenched ...
From $283 per night (USD)VRBO
- From $302 per night (USD)
Expedia
Blueground | South Loop, pool & gym, nr Grant Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in South Loop with views over the city. It’ll be easy to s ...
From $302 per night (USD)Expedia
- Click For Pricing
VRBO
Blueground | Chicago Loop, pool & AC, nr park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this comfortable one bedroom Blueground apartment. You’ll love com ...
Click For PricingVRBO
- From $108 per night (USD)
Expedia
Blueground | Chicago Loop, pool, nr Millennium Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Chicago Loop with high floor views over the city. It’ll ...
From $108 per night (USD)Expedia
- From $239 per night (USD)
VRBO
Blueground | Near North, pool, nr Chicago River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Near North with balcony views over the city. It’ll be e ...
From $239 per night (USD)VRBO
- From $138 per night (USD)
Expedia
Blueground | Near North, pool, nr Millennium Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Near North furnished one bedroom apa ...
From $138 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Blueground | Near North, pool, nr Millennium Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Near North furnished one bedroom apar ...
From $203 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Blueground | Near North, pool, nr Millennium Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this stylish Near North furnished one bedroom apar ...
From $165 per night (USD)Expedia
- From $132 per night (USD)
VRBO
Blueground | Near North, pool, nr Millennium Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Near North with balcony views over the city. It’ll be e ...
From $132 per night (USD)VRBO
- From $112 per night (USD)
Expedia
Blueground | Near North, pool, nr Millennium Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Feel at home wherever you choose to live with Blueground. You’ll love this charming Near North furnished one bedroom apa ...
From $112 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Blueground | Near North, pool, nr Riverwalk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Chicago, with this two bedroom apartment in Near North with balcony views over the city. It’ll be e ...
From $215 per night (USD)VRBO
- From $112 per night (USD)
Expedia
Blueground | Near North, pool, nr Millennium Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $112 per night (USD)Expedia
- Click For Pricing
VRBO
Blueground | Near North, pool, nr Millennium Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the best of Chicago, with this three bedroom apartment in Near North. with balcony views over the city. It’ll b ...
Click For PricingVRBO
- From $201 per night (USD)
Expedia
Blueground | Central Station, pool, nr Grant Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Show up and start living from day one in Chicago with this charming two bedroom Blueground apartment. You’ll love coming ...
From $201 per night (USD)Expedia
- From $147 per night (USD)
VRBO
Blueground | Streeterville, pool, nr Navy Pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this one bedroom apartment in Streeterville with views over the city. It’ll be easy t ...
From $147 per night (USD)VRBO
- From $186 per night (USD)
Expedia
Blueground | Streeterville, pool, nr Navy Pier
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this pretty one bedroom Blueground apartment. You’ll love coming h ...
From $186 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Blueground | Near North, pool, nr Millennium Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cozy one bedroom Blueground apartment. You’ll love coming hom ...
From $245 per night (USD)VRBO
- From $133 per night (USD)
Expedia
Blueground | Central Station, pool, nr Grant Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover the best of Chicago, with this studio apartment in Central Station. It’ll be easy to simply show up and start l ...
From $133 per night (USD)Expedia
- From $89 per night (USD)
VRBO
Blueground | Near North, pool, nr Chicago River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this cozy studio Blueground apartment. You’ll love coming home to ...
From $89 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Blueground | Near North, pool, nr Millennium Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this lovely studio Blueground apartment. You’ll love coming home t ...
From $255 per night (USD)Expedia
- From $436 per night (USD)
VRBO
Vintage Downtown Penthouse, Safe #6 +gym&balcony
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! We are a short walk to Millennium Park, S ...
From $436 per night (USD)VRBO
- From $376 per night (USD)
Expedia
Downtown Penthouse #5 | Vintage +gym & balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! We are a short walk to Millennium Park, S ...
From $376 per night (USD)Expedia
- From $2671 per night (USD)
VRBO
LUX Dtown Penthouses 9bd/9ba Sleep 25+Parking+Pool
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 25
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional ser ...
From $2671 per night (USD)VRBO
- From $372 per night (USD)
Expedia
Fun Dtown Penthouse #4 | Park, Museums +gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional ser ...
From $372 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Fun Downtown Penthouse #3 | Vintage +balcony&gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
Feel at Home, Unwind, and Enjoy the amenities you deserve next to Grant Park! Most homes don’t provide professional ser ...
From $399 per night (USD)VRBO
- From $132 per night (USD)
Expedia
Cozy Private Room in Prime Downtown Chicago
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $132 per night (USD)Expedia
- From $123 per night (USD)
VRBO
TOP PICK: Solo/Group, Private Rooms, Free Coffee!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $123 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Free Coffee & Private Room - Traveler's Favorite!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $125 per night (USD)Expedia
- From $123 per night (USD)
VRBO
Traveler’s Favorite: Private Room Near Attractions
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $123 per night (USD)VRBO
- From $124 per night (USD)
Expedia
Clean & Modern • Central Location • Free Coffee!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $124 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Secure, Quiet, Solo Traveler's Fave, Free Coffee!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $125 per night (USD)VRBO
- From $124 per night (USD)
Expedia
Morning Brew & Museum Views • Downtown Solo Stay
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $124 per night (USD)Expedia
- From $126 per night (USD)
VRBO
Best Private Room in Downtown | Free Coffee
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $126 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Budget-Friendly Stay and Free Coffee | Downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $125 per night (USD)Expedia
- From $125 per night (USD)
VRBO
All Ease Private Stay |Traveler's Top Fave!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $125 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Solo Explorer’s Nest | Walk to Museums & Parks
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $125 per night (USD)Expedia
- From $121 per night (USD)
VRBO
Best Pick | Private Room w/ Free Coffee and WiFi
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $121 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Secure, Private, Free Wi-Fi and Coffee, Accessible
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $125 per night (USD)Expedia
- From $128 per night (USD)
VRBO
Work, Explore, Rest | Ideal for Solo Guests
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $128 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Private Stay w/Free Coffee | Best Stay in Chicago
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your perfectly located home base in the heart of Chicago! Just 16 km from Midway International Airport and wa ...
From $176 per night (USD)Expedia
- From $313 per night (USD)
VRBO
River North | Rooftop With In & Out Parking | 3
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: Enjoy a stylish experience at this centrally-located place. Stunning 1,000 square foot modern two bedroom, two ...
From $313 per night (USD)VRBO
- From $90 per night (USD)
Expedia
Blueground | Rush & Division, fitness center, nr Lincoln Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Show up and start living from day one in Chicago with this lovely one bedroom Blueground apartment. You’ll love coming h ...
From $90 per night (USD)Expedia
- From $789 per night (USD)
VRBO
2 Suites with Rooftop Lounge & Beautiful Views of Chicago Skyline
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $789 per night (USD)VRBO
- From $402 per night (USD)
Expedia
Cozy Room with Rooftop Lounge & City Views in River North
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 355 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $402 per night (USD)Expedia
- From $671 per night (USD)
VRBO
2 Luxury Queen with Rooftop Lounge & City Views Near Attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $671 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Luxury Unit with Rooftop Lounge & Spectacular City Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 248 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $317 per night (USD)Expedia
- From $447 per night (USD)
VRBO
Modern Suite with Rooftop Lounge & Views of Downtown Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 301 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $447 per night (USD)VRBO
- From $726 per night (USD)
Expedia
2 Relaxing Rooms with Rooftop Lounge & City Views of Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $726 per night (USD)Expedia
- From $633 per night (USD)
VRBO
2 Spacious King Room with Rooftop Lounge & Scenic Views of Chicago
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $633 per night (USD)VRBO
- From $404 per night (USD)
Expedia
Spacious Room with Rooftop Lounge & Scenic Views of Chicago
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 355 sq. ft, equipped with complimentary toiletries, TV. ✦ Da ...
From $404 per night (USD)Expedia
- From $143 per night (USD)
VRBO
Chic 1-bedroom condo in the heart of Chicago, next to Mag Mile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience your home away from home in Chicago with this charming one-bedroom condo. Featuring a cozy queen bed, a relax ...
From $143 per night (USD)VRBO
- From $380 per night (USD)
Expedia
South Loop | Rooftop With In & Out Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Enjoy a stylish experience at this centrally located place! This stunning 1,000 sq. ft. modern 2-bedroom, 2-bat ...
From $380 per night (USD)Expedia
- From $387 per night (USD)
VRBO
South Loop | Rooftop With In & Out Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Enjoy a stylish experience at this centrally-located place ✨. Stunning 1,000 square foot modern two-bedroom, on ...
From $387 per night (USD)VRBO
- From $388 per night (USD)
Expedia
River North | Rooftop With In & Out Parking | 1
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Enjoy a stylish experience at this centrally-located place. Stunning 1,000 square foot modern two bedroom, one ...
From $388 per night (USD)Expedia
- From $404 per night (USD)
VRBO
South Loop | Rooftop With In & Out Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Enjoy a stylish experience at this centrally located place! This stunning 1,000 sq. ft. modern 2-bedroom, 2-bat ...
From $404 per night (USD)VRBO
- Click For Pricing
Expedia
River North | Rooftop With In & Out Parking | 2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy a stylish experience at this centrally-located place.Stunning 1,000 square foot modern two bedroom, one b ...
Click For PricingExpedia
- From $381 per night (USD)
VRBO
River North | Rooftop With In & Out Parking | 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: Enjoy a stylish experience at this centrally-located place. Stunning 1,000 square foot modern two bedroom, two ...
From $381 per night (USD)VRBO
- From $313 per night (USD)
Expedia
River North | Private Balcony With In&Out Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Enjoy a stylish experience at this centrally-located place. Stunning 1,000 square foot modern two bedroom, one ...
From $313 per night (USD)Expedia
- From $344 per night (USD)
VRBO
River North | Rooftop With In & Out Parking | 5
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Enjoy a stylish experience at this centrally-located place. Stunning 1,000 square foot modern two bedroom, one ...
From $344 per night (USD)VRBO
- From $626 per night (USD)
Expedia
River North Private Deck With In and Out Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Summary: Enjoy a stylish experience at this centrally-located place ✨. Stunning 1,000 square foot modern two-bedroom, on ...
From $626 per night (USD)Expedia