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Vacation rentals in South Loop, Chicago

Carefully selected & verified rentals in Chicago, United States

Check-in
18Oct
Check-out
19Oct
Guests
2 Guests
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1-20 out of 130
Sort by:high popularity
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Chicago 2Br Suite Perfect For Convention And Business Trips Near Mccormick Place, Arena, Soldier Field And Grant Park
8.0
Great
Chicago 2Br Suite Perfect For Convention And Business Trips Near Mccormick Place, Arena, Soldier Field And Grant Park
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 306 /nightSelect
Modern 2Br Loft With Amazing City Skyline View And Optional Parking For 8 Guests Near Mccormick Place And Soldier Field
7.0
Very good
Modern 2Br Loft With Amazing City Skyline View And Optional Parking For 8 Guests Near Mccormick Place And Soldier Field
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 703 /nightSelect
Modern 2Br In South Loop Near Soldier Field, Grant Park, Downtown, & Lakefront Trail
6.2
Nice
Modern 2Br In South Loop Near Soldier Field, Grant Park, Downtown, & Lakefront Trail
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 308 /nightSelect
Mccormick Place Beautiful 2Br Apartment With Optional Parking Sleeps Up To 8 Near Soldier Field, Grant Park And Lakefront Trail
Mccormick Place Beautiful 2Br Apartment With Optional Parking Sleeps Up To 8 Near Soldier Field, Grant Park And Lakefront Trail
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 133 /nightSelect
Mccormick Place 420 Friendly 3Br In Downtown Chicago With Optional Parking Sleeps 8 Guests Near Soldier Field, Grant Park And Lakefront Trail
Mccormick Place 420 Friendly 3Br In Downtown Chicago With Optional Parking Sleeps 8 Guests Near Soldier Field, Grant Park And Lakefront Trail
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 165 /nightSelect
Spacious 2Br South Loop With Skyline View, Optional Parking And Gym Access Near Mccormick Place And Soldier Field
Spacious 2Br South Loop With Skyline View, Optional Parking And Gym Access Near Mccormick Place And Soldier Field
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 256 /nightSelect
Ideal 3Br Business Or Leisure Rental In Chicago Fully Stocked Kitchen & Fast Internet With Optional Parking Near Soldier Field, Grant Park & Mccormick Place
8.4
Great
Ideal 3Br Business Or Leisure Rental In Chicago Fully Stocked Kitchen & Fast Internet With Optional Parking Near Soldier Field, Grant Park & Mccormick Place
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 603 /nightSelect
Lux Apts With Lake Views And Top Amenities
Lux Apts With Lake Views And Top Amenities
Map1600 yd from City Centre600 yd from Grant Park
FromUS$ 2 421 /nightSelect
South Loop Chicago 2Br Retreat With Skyline View And Optional Parking For 8 Guests Near Mccormick Place And Soldier Field
South Loop Chicago 2Br Retreat With Skyline View And Optional Parking For 8 Guests Near Mccormick Place And Soldier Field
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 384 /nightSelect
South Loop 2Br Getaway With Smart Tvs & Optional Parking Near Mccormick Place, Museum Campus & Downtown
South Loop 2Br Getaway With Smart Tvs & Optional Parking Near Mccormick Place, Museum Campus & Downtown
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 1 289 /nightSelect
Group-Friendly 2Br With Optional Parking And Gym Access Near Mccormick Place And Soldier Field
Group-Friendly 2Br With Optional Parking And Gym Access Near Mccormick Place And Soldier Field
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 509 /nightSelect
Spacious 2Br Vacation Rental With City View, Optional Parking And Gym Near Mccormick Place & Downtown Chicago Attractions
Spacious 2Br Vacation Rental With City View, Optional Parking And Gym Near Mccormick Place & Downtown Chicago Attractions
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 348 /nightSelect
Bright 2Br Apt With Gym And Optional Parking Near Soldier Field, Museum Campus, Mccormick Place
Bright 2Br Apt With Gym And Optional Parking Near Soldier Field, Museum Campus, Mccormick Place
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 259 /nightSelect
Mccormick Place 3Br Luxury Penthouse Duplex With Personal Rooftop And Optional Parking For 8 Guests In Chicago South Loop
7.4
Very good
Mccormick Place 3Br Luxury Penthouse Duplex With Personal Rooftop And Optional Parking For 8 Guests In Chicago South Loop
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 715 /nightSelect
Family Friendly 2Br South Loop Suite With Optional Parking And Gym Access Sleeps Up To 8 Near Mccormick Place And Soldier Field
9.0
Perfect
Family Friendly 2Br South Loop Suite With Optional Parking And Gym Access Sleeps Up To 8 Near Mccormick Place And Soldier Field
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 357 /nightSelect
Walkable 2Br Apartment In Chicago South Loop With Optional Parking And Gym Access Near Mccormick Place, Museum Campus & Lakefront
Walkable 2Br Apartment In Chicago South Loop With Optional Parking And Gym Access Near Mccormick Place, Museum Campus & Lakefront
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 451 /nightSelect
Cozy 2Br South Loop Condo With Optional Parking And Gym Near Mccormick Place, Public Transit & City Hotspots
Cozy 2Br South Loop Condo With Optional Parking And Gym Near Mccormick Place, Public Transit & City Hotspots
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 375 /nightSelect
Mccormick Place Luxurious And Spacious 3Br In Downtown Chicago With Optional Parking Sleeps 10 Guests
Mccormick Place Luxurious And Spacious 3Br In Downtown Chicago With Optional Parking Sleeps 10 Guests
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 550 /nightSelect
Chic Cozy 3Br Michigan Avenue Spacious Suite Close To Iconic Chicago Landmarks & Attractions
Chic Cozy 3Br Michigan Avenue Spacious Suite Close To Iconic Chicago Landmarks & Attractions
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 500 /nightSelect
Convenient 2Br Suite In Prime Location With Gym Access & Optional Parking Near Mccormick Place And Soldier Field
Convenient 2Br Suite In Prime Location With Gym Access & Optional Parking Near Mccormick Place And Soldier Field
Map1.7 mi from City Centre800 yd from McCormick Place
FromUS$ 463 /nightSelect
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Flexible Price Range for Vacation Homes in Chicago

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
USD 5 808
⬇️ The lowest price
USD 133
💸 Average price for
Apartments
USD 756

Top vacation homes in Chicago

Based on guest reviews from the past 12 months

Themed Luxury Escapes:
Penthouse Perfection:
Stylish City Retreats:
Family Friendly Comforts:
Group Gatherings:
Downtown Dream Stay:
Modern City Living:

FAQs about Chicago rentals

Get answers to common questions and plan your adventure smoothly

Vacation Rentals in South Loop, Chicago

This guide evaluates vacation rentals in Chicago's South Loop district, offering practical insights into one rental property's typical pricing and location specifics for travelers considering a stay.

Nightly rates average between $150 and $250.

Only one property evaluated in this overview.

Peak travel seasons are late spring and summer.

Local taxes and fees average 15% on rentals.

Approx. 1 mile to Grant Park and the Field Museum.

Other cities in United States

Chicago Heights1 vacation rentals
Nauvoo3 vacation rentals
Schaumburg2 vacation rentals
Springfield21 vacation rentals
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