Chicago Harbor Vacation Rentals - Chicago Harbor, Illinois Vacation Rental Deals on Lake Rentals, Beach Houses, Condos, Cabins, Villas by VacaGuru.com!

Downtown Penthouse Vintage Loft Pvt Balcony+Gym

Downtown Penthouse Vintage Loft Pvt Balcony+Gym

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Chicago Illinois Apartment From $370 per night (USD)

$Best Value, Quality Stay! Pet-Friendly, Close to Water Tower Chicago, w\/ Pool!$

Best Value, Quality Stay! Pet-Friendly, Close to Water Tower Chicago, w\/ Pool!

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Chicago Illinois Private vacation home From $190 per night (USD)

$Spacious Good-Value Accommodation! w\/ Pool, Pet-Friendly, Near Willis Tower!$

Spacious Good-Value Accommodation! w\/ Pool, Pet-Friendly, Near Willis Tower!

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Chicago Illinois Private vacation home From $551 per night (USD)

$A Place You'll Surely Enjoy! Near Chicago History Museum, w\/ Pool, Pet-Friendly!$

A Place You'll Surely Enjoy! Near Chicago History Museum, w\/ Pool, Pet-Friendly!

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Chicago Illinois Private vacation home From $551 per night (USD)

$Affordability Meets Comfort! Close to Water Tower Chicago, w\/ Swimming Pool!$

Affordability Meets Comfort! Close to Water Tower Chicago, w\/ Swimming Pool!

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Chicago Illinois Private vacation home From $371 per night (USD)

$Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Near Marina City!$

Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Near Marina City!

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Chicago Illinois Private vacation home From $290 per night (USD)

Ensuring a Very Pleasant & Memorable Stay! Close to 360 Chicago, Pet-Friendly

Ensuring a Very Pleasant & Memorable Stay! Close to 360 Chicago, Pet-Friendly

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Chicago Illinois Private vacation home From $181 per night (USD)

$3B\/3BA Luxury Navy Pier Corner Sky Loft with Pool & Gym$

3B\/3BA Luxury Navy Pier Corner Sky Loft with Pool & Gym

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Chicago Illinois Apartment From $682 per night (USD)

$3B\/2BA Captivating Corner Apartment w\/ Pier Views, Pool & Gym$

3B\/2BA Captivating Corner Apartment w\/ Pier Views, Pool & Gym

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Chicago Illinois Apartment From $605 per night (USD)

$3B\/3BA Distinguished Penthouse w\/ Panoranic Views, Pool & Gym$

3B\/3BA Distinguished Penthouse w\/ Panoranic Views, Pool & Gym

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Chicago Illinois Apartment From $242 per night (USD)

$Your Home Away From Home! 2 Modern Units, Pets are Welcome, w\/ Pool!$

Your Home Away From Home! 2 Modern Units, Pets are Welcome, w\/ Pool!

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Chicago Illinois Private vacation home From $1106 per night (USD)

$Upscale River North 1BR w\/ Coffee Shop & Gym, nr Lake, by Blueground$

Upscale River North 1BR w\/ Coffee Shop & Gym, nr Lake, by Blueground

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Chicago Illinois Apartment From $112 per night (USD)

$Stylish Streeterville 2BR w\/ Lounge & Pool, nr Riverwalk, by Blueground$

Stylish Streeterville 2BR w\/ Lounge & Pool, nr Riverwalk, by Blueground

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Chicago Illinois Apartment From $255 per night (USD)

$Great South Loop 1BR w\/ Games & Pool, nr Park & Train, by Blueground$

Great South Loop 1BR w\/ Games & Pool, nr Park & Train, by Blueground

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Chicago Illinois Apartment From $115 per night (USD)

$Upscale Streeterville Jr 1BR w\/ Gym, nr Magnificent Mile, by Blueground$

Upscale Streeterville Jr 1BR w\/ Gym, nr Magnificent Mile, by Blueground

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Chicago Illinois Apartment From $124 per night (USD)

$17th-Floor Central Chicago Condo w\/ Skyline Views!$

17th-Floor Central Chicago Condo w\/ Skyline Views!

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Chicago Illinois Condo Click For Pricing

$Trendy Loop Jr 1BR w\/ Game Room, nr Park & Riverwalk, by Blueground$

Trendy Loop Jr 1BR w\/ Game Room, nr Park & Riverwalk, by Blueground

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Chicago Illinois Apartment From $84 per night (USD)

Sonder Jewelers Row | One-Bedroom Apartment

Sonder Jewelers Row | One-Bedroom Apartment

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Chicago Illinois Apartment From $385 per night (USD)

Sonder The Plymouth | One-Bedroom Apartment

Sonder The Plymouth | One-Bedroom Apartment

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Chicago Illinois Apartment From $421 per night (USD)

$Downtown Penthouse 5bd\/4ba VIEWS, Parking, Gym, Pool$

Downtown Penthouse 5bd\/4ba VIEWS, Parking, Gym, Pool

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Chicago Illinois Condo From $1251 per night (USD)

Luxury Loft Collection 903 - Terrace - River North

Luxury Loft Collection 903 - Terrace - River North

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Chicago Illinois Apartment From $983 per night (USD)

Luxury Loft Collection 902 - Terrace - River North

Luxury Loft Collection 902 - Terrace - River North

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Chicago Illinois Apartment From $946 per night (USD)

Stellar South Loop 1BR, near CTA Train, Sports & Parks, by blueground

Stellar South Loop 1BR, near CTA Train, Sports & Parks, by blueground

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Chicago Illinois Apartment From $134 per night (USD)

$Striking South Loop 1BR w\/ Rooftop, walk to Grant Park, by Blueground$

Striking South Loop 1BR w\/ Rooftop, walk to Grant Park, by Blueground

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Chicago Illinois Apartment From $148 per night (USD)

$Sweet South Loop 1BR w\/ Rooftop, nr Grant Park & Museums, by Blueground$

Sweet South Loop 1BR w\/ Rooftop, nr Grant Park & Museums, by Blueground

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Chicago Illinois Apartment From $111 per night (USD)

Sunny South Loop 1BR, nr Soldier Field, CTA Train & Park, by Blueground

Sunny South Loop 1BR, nr Soldier Field, CTA Train & Park, by Blueground

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Chicago Illinois Apartment From $133 per night (USD)

Landing at NEXT - Studio in Near North Side

Landing at NEXT - Studio in Near North Side

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Chicago Illinois Apartment From $103 per night (USD)

Landing at NEXT - 1 Bedroom in Near North Side

Landing at NEXT - 1 Bedroom in Near North Side

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Chicago Illinois Apartment From $140 per night (USD)

Beautiful 2 bedroom 2 bathroom condo

Beautiful 2 bedroom 2 bathroom condo

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Chicago Illinois Condo Click For Pricing

UNIQUE VERSACE LOFT DOWNTOWN CHICAGO RiverNorth

UNIQUE VERSACE LOFT DOWNTOWN CHICAGO RiverNorth

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Chicago Illinois Condo From $329 per night (USD)

Paris Meets Chicago-Gem Downtown

Paris Meets Chicago-Gem Downtown

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Chicago Illinois Apartment Click For Pricing

$Hip South Loop 1BR w\/ Gym & Game Room, nr Top Schools, by Blueground$

Hip South Loop 1BR w\/ Gym & Game Room, nr Top Schools, by Blueground

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Chicago Illinois Apartment From $201 per night (USD)

$Dreamy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground$

Dreamy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground

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Chicago Illinois Apartment From $154 per night (USD)

$Deluxe Loop 1BR w\/ Gym & Doorman, nr L & Grant Park, by Blueground$

Deluxe Loop 1BR w\/ Gym & Doorman, nr L & Grant Park, by Blueground

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Chicago Illinois Apartment From $98 per night (USD)

$Open Loop 2BR w\/ Lounge & Gym, nr Chicago Riverwalk, by Blueground$

Open Loop 2BR w\/ Lounge & Gym, nr Chicago Riverwalk, by Blueground

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Chicago Illinois Apartment From $163 per night (USD)

$Amazing Streeterville 2BR w\/ Gym & Pool, Ohio St beach, by Blueground$

Amazing Streeterville 2BR w\/ Gym & Pool, Ohio St beach, by Blueground

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Chicago Illinois Apartment Click For Pricing

$HUGE Luxury Loft in Downtown Chicago w\/ Gym, Skydeck, Theater, Game Room$

HUGE Luxury Loft in Downtown Chicago w\/ Gym, Skydeck, Theater, Game Room

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Chicago Illinois Condo From $140 per night (USD)

2BR Modern South Loop Suite With Views & Gym

2BR Modern South Loop Suite With Views & Gym

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Chicago Illinois Apartment From $398 per night (USD)

Splendid Corner 3BR in the Loop | City Views

Splendid Corner 3BR in the Loop | City Views

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Chicago Illinois Apartment From $601 per night (USD)

$Gorgeous South Loop 2BR w\/ Jacuzzi & Rooftop, nr Colleges, by Blueground$

Gorgeous South Loop 2BR w\/ Jacuzzi & Rooftop, nr Colleges, by Blueground

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Chicago Illinois Apartment From $169 per night (USD)

$Ideal South Loop 2BR w\/ Pool, Gym & Rooftop, nr L, by Blueground$

Ideal South Loop 2BR w\/ Pool, Gym & Rooftop, nr L, by Blueground

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Chicago Illinois Apartment From $254 per night (USD)

$Gold Coast Luxury Condo w\/ Rooftop Pool$

Gold Coast Luxury Condo w\/ Rooftop Pool

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Chicago Illinois Apartment From $152 per night (USD)

Chic River North Retreat

Chic River North Retreat

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Chicago Illinois Apartment From $666 per night (USD)

$Modern Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$

Modern Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground

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Chicago Illinois Apartment From $164 per night (USD)

$DTown Penthouse - 4bd\/4ba +Parking, Gym, Pool, Gym, Private Patio$

DTown Penthouse - 4bd\/4ba +Parking, Gym, Pool, Gym, Private Patio

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Chicago Illinois Condo From $1196 per night (USD)

50th Floor Mag Mile Studio VIEW, Pool, Gym, Balcony

50th Floor Mag Mile Studio VIEW, Pool, Gym, Balcony

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Chicago Illinois Private vacation home From $299 per night (USD)

Downtown Penthouse 2bd +Parking, Gym, Private Patio, Pool

Downtown Penthouse 2bd +Parking, Gym, Private Patio, Pool

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Chicago Illinois Condo From $486 per night (USD)

Downtown Penthouse +Parking, Gym, Private Patio, Pool

Downtown Penthouse +Parking, Gym, Private Patio, Pool

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Chicago Illinois Condo From $538 per night (USD)

$Trendy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground$

Trendy Streeterville Studio w\/ Pool & Gym, nr Navy Pier, by Blueground

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Chicago Illinois Apartment From $154 per night (USD)

$Spacious Gold Coast 2BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$

Spacious Gold Coast 2BR w\/ Doorman & Gym, 2 blocks to L, by Blueground

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Chicago Illinois Apartment From $159 per night (USD)

$Premium Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$

Premium Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground

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Chicago Illinois Apartment From $166 per night (USD)

$Tasteful Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$

Tasteful Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground

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Chicago Illinois Apartment From $167 per night (USD)

$Stunning South Loop 1BR w\/ Pool + Gym near Michigan Avenue by Blueground$

Stunning South Loop 1BR w\/ Pool + Gym near Michigan Avenue by Blueground

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Chicago Illinois Apartment From $184 per night (USD)

Stunning 3BR Penthouse in the Loop | Roof Deck

Stunning 3BR Penthouse in the Loop | Roof Deck

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Chicago Illinois Apartment From $538 per night (USD)

$Ideal South Loop 1BR w\/ Pool, Gym, Roof Deck, 1 block to L, by Blueground$

Ideal South Loop 1BR w\/ Pool, Gym, Roof Deck, 1 block to L, by Blueground

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Chicago Illinois Apartment From $205 per night (USD)

$Sleek South Loop 1BR w\/ Pool, Gym, Roof Deck, 1 block to L, by Blueground$

Sleek South Loop 1BR w\/ Pool, Gym, Roof Deck, 1 block to L, by Blueground

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Chicago Illinois Apartment From $228 per night (USD)

Kasa | Family Friendly 3 BD + Laptop Friendly | Chicago

Kasa | Family Friendly 3 BD + Laptop Friendly | Chicago

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Chicago Illinois Apartment From $398 per night (USD)

Kasa | Welcoming 1 BD + Pet Friendly | Chicago

Kasa | Welcoming 1 BD + Pet Friendly | Chicago

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Chicago Illinois Apartment From $314 per night (USD)

Kasa | Spacious 1BD in an Ideal Location | Chicago

Kasa | Spacious 1BD in an Ideal Location | Chicago

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Chicago Illinois Apartment From $317 per night (USD)

Kasa | Perfect for Remote Work | Chicago

Kasa | Perfect for Remote Work | Chicago

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Chicago Illinois Apartment From $356 per night (USD)

Kasa | Walk to Shopping, Dining, & More | Chicago

Kasa | Walk to Shopping, Dining, & More | Chicago

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Chicago Illinois Apartment From $372 per night (USD)

$Kasa | Airy 1BD\/1BA with Fast WiFi & Full Kitchen | Chicago$

Kasa | Airy 1BD\/1BA with Fast WiFi & Full Kitchen | Chicago

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Chicago Illinois Apartment From $355 per night (USD)

Downtown Printer Row district Hotel style room

Downtown Printer Row district Hotel style room

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Chicago Illinois Apart-hotel From $290 per night (USD)

River North's Rock N' Roll - In The Heart of the City

River North's Rock N' Roll - In The Heart of the City

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Chicago Illinois Apartment From $369 per night (USD)

Modern 3BR Penthouse in the Loop | Roof Deck

Modern 3BR Penthouse in the Loop | Roof Deck

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Chicago Illinois Apartment From $451 per night (USD)

$Amazing Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground$

Amazing Gold Coast 1BR w\/ Doorman & Gym, 2 blocks to L, by Blueground

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Chicago Illinois Apartment From $105 per night (USD)

$Kasa | Charming 1BD\/1BA Nearby Shopping | River North$

Kasa | Charming 1BD\/1BA Nearby Shopping | River North

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Chicago Illinois Apartment From $322 per night (USD)

$Kasa | Family 2BD\/2BA Enjoy to Local Cuisine | Chicago$

Kasa | Family 2BD\/2BA Enjoy to Local Cuisine | Chicago

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Chicago Illinois Apartment From $455 per night (USD)

Kasa | Stroll to Millennium Park | Chicago

Kasa | Stroll to Millennium Park | Chicago

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Chicago Illinois Apartment From $322 per night (USD)

Kasa | Stay in River North | Chicago

Kasa | Stay in River North | Chicago

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Chicago Illinois Apartment From $360 per night (USD)

Kasa | Comfy 1 BD + Laptop Friendly | Chicago

Kasa | Comfy 1 BD + Laptop Friendly | Chicago

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Chicago Illinois Apartment From $312 per night (USD)

Kasa | Relaxing 1 BD + Near Grant Park | Chicago

Kasa | Relaxing 1 BD + Near Grant Park | Chicago

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Chicago Illinois Apartment From $269 per night (USD)

Kasa | Classic 1 BD + Near Local Eateries | Chicago

Kasa | Classic 1 BD + Near Local Eateries | Chicago

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Chicago Illinois Apartment From $299 per night (USD)

$Kasa | Urban 1BD\/1BA, Walk to Mag Mile | Chicago$

Kasa | Urban 1BD\/1BA, Walk to Mag Mile | Chicago

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Chicago Illinois Apartment From $339 per night (USD)

Kasa | Spacious River North Apartment | Chicago

Kasa | Spacious River North Apartment | Chicago

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Chicago Illinois Apartment From $353 per night (USD)

Kasa | Near Loyola, Red Line, & Local Cuisine | Chicago

Kasa | Near Loyola, Red Line, & Local Cuisine | Chicago

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Chicago Illinois Apartment From $356 per night (USD)

Kasa | River North, Walk to Red Line | Chicago

Kasa | River North, Walk to Red Line | Chicago

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Chicago Illinois Apartment From $234 per night (USD)

$Kasa | River North 2BD\/2BA Perfect for Families | Chicago$

Kasa | River North 2BD\/2BA Perfect for Families | Chicago

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Chicago Illinois Apartment From $430 per night (USD)

$2\/2 Apt in the City | Downtown Chicago$

2\/2 Apt in the City | Downtown Chicago

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Chicago Illinois Apartment From $263 per night (USD)

$Kasa | Family Friendly River North 2BD + Kitchen, W\/D | Chicago$

Kasa | Family Friendly River North 2BD + Kitchen, W\/D | Chicago

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Chicago Illinois Apartment From $300 per night (USD)

Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views

Spectacular Penthouse Corner 2BR in Streeterville | Roof Deck | Lake Views

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1.0
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Chicago Illinois Apartment From $357 per night (USD)

Kasa | River North 1BD, Nearby Museums | Chicago

Kasa | River North 1BD, Nearby Museums | Chicago

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Chicago Illinois Apartment From $332 per night (USD)

Kasa | Prime Location-Access to Hotspots | Chicago

Kasa | Prime Location-Access to Hotspots | Chicago

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Chicago Illinois Apartment From $340 per night (USD)

Kasa | River North, Stylish 1BD | Chicago

Kasa | River North, Stylish 1BD | Chicago

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Chicago Illinois Apartment From $352 per night (USD)

Kasa | Explore Museums and Shopping | Chicago

Kasa | Explore Museums and Shopping | Chicago

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Chicago Illinois Apartment From $346 per night (USD)

$Kasa | Sunny, Spacious Family 2BD\/2BA | Chicago$

Kasa | Sunny, Spacious Family 2BD\/2BA | Chicago

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Chicago Illinois Apartment From $492 per night (USD)

Kasa | Perfect for Traveling Families | Chicago

Kasa | Perfect for Traveling Families | Chicago

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Chicago Illinois Apartment From $456 per night (USD)

$Kasa | Spacious 1BD\/1BA Nearby Shopping | Chicago$

Kasa | Spacious 1BD\/1BA Nearby Shopping | Chicago

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Chicago Illinois Apartment From $351 per night (USD)

$Elegant Loop 1BR w\/ Gym, Roof Deck, near Millennium Park, by Blueground$

Elegant Loop 1BR w\/ Gym, Roof Deck, near Millennium Park, by Blueground

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Chicago Illinois Apartment From $133 per night (USD)

$Airy South Loop 2BR w\/ Roof, Gym & Lounge, 1 block to L, by Blueground$

Airy South Loop 2BR w\/ Roof, Gym & Lounge, 1 block to L, by Blueground

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2.0
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Chicago Illinois Apartment From $170 per night (USD)

$Stylish 4 Bedroom \/ 4 bath in the Loop | Sleeps 12 | Roof Deck$

Stylish 4 Bedroom \/ 4 bath in the Loop | Sleeps 12 | Roof Deck

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4.0
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Chicago Illinois Apartment From $560 per night (USD)

Stylish Corner 2 Bedroom in the Heart of Chicago | Roof Deck

Stylish Corner 2 Bedroom in the Heart of Chicago | Roof Deck

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2.0
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Chicago Illinois Apartment From $505 per night (USD)

Luxury Corner 2 Bedroom in the Loop | Roof Deck

Luxury Corner 2 Bedroom in the Loop | Roof Deck

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2.0
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Chicago Illinois Apartment From $323 per night (USD)

$Rad Loop 1BR w\/ Gym, Doorman, walk to L & Parks, by Blueground$

Rad Loop 1BR w\/ Gym, Doorman, walk to L & Parks, by Blueground

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Chicago Illinois Apartment From $99 per night (USD)

$Generous River North 1BR w\/ Gym, Rooftop walk to L and Parks, by Blueground$

Generous River North 1BR w\/ Gym, Rooftop walk to L and Parks, by Blueground

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Chicago Illinois Apartment From $177 per night (USD)

$Generous River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI324)$

Generous River North 3BR w\/ Gym, Rooftop, walk to L & Park, by Blueground (ID #CHI324)

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Chicago Illinois Apartment From $378 per night (USD)

$Crisp River North 1BR w\/ Gym, Rooftop, nr. L & Parks by Blueground (ID #CHI320)$

Crisp River North 1BR w\/ Gym, Rooftop, nr. L & Parks by Blueground (ID #CHI320)

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Chicago Illinois Apartment From $72 per night (USD)

$Hip River North 1BR w\/ Gym + Pool + W\/D near Mag Mile by Blueground$

Hip River North 1BR w\/ Gym + Pool + W\/D near Mag Mile by Blueground

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Chicago Illinois Apartment From $103 per night (USD)

$The GUILD Mag Mile-Gold Coast 6bd\/6ba FULL FLOOR Sleep 20$

The GUILD Mag Mile-Gold Coast 6bd\/6ba FULL FLOOR Sleep 20

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6.0
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Chicago Illinois Condo From $1909 per night (USD)

$Bright Loop 1BR w\/ Gym, Pool, near Millennium Park by Blueground$

Bright Loop 1BR w\/ Gym, Pool, near Millennium Park by Blueground

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Chicago Illinois Apartment From $119 per night (USD)

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