Short-Term Rentals in Willis Tower, IL: Compare 10+ Sites & Save

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2361 Best Short-Term Rentals in Willis Tower (Starting from $87)

Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop
Experience Downtown Chicago at Millennium - Luxury Apartments in The Loop
Apartment
Chicago, IL, USA
0.4k from Willis Tower center

Apartments, Luxury, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals

10 Bedrooms25 Guests
8.7

Fabulous

42 reviews

$854
Average price / night
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Downtown Living: Walkable, Modern Chicago Condo
Downtown Living: Walkable, Modern Chicago Condo
Condo
Chicago, IL, 60607, United States
0.3k from Willis Tower center

AC, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking, TV, Washer

1 Bedroom4 Guests
New to Booking
$140
Average price / night
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Sonder by Marriott Bonvoy The Burnham Apartments Loop
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Apartment
Chicago, IL, USA
0.5k from Willis Tower center

Apartments, Cheap, Accommodations, Serviced apartments, 4-star, Lodgings, Vacation rentals, Places to stay, Self-catering

51 Bedrooms12 Guests
8.1

Very Good

322 reviews

$181
Average price / night
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Cozy Loop 1BR w/ Deck, Gym, W/D, nr. West Loop & the L, by Blueground
Cozy Loop 1BR w/ Deck, Gym, W/D, nr. West Loop & the L, by Blueground
Apartment
Chicago, IL, 60606, United States
0.3k from Willis Tower center

AC, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$139
Average price / night
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Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Apartment
Chicago, IL, USA
0.6k from Willis Tower center

Apartments, Accommodations, Serviced apartments, 3-star, Lodgings, Vacation rentals, Places to stay, Self-catering

30 Bedrooms31 Guests
7.7

Good

365 reviews

$211
Average price / night
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Roomy Loop 1BR w/ Fitness center near West Loop & the L, by Blueground
Roomy Loop 1BR w/ Fitness center near West Loop & the L, by Blueground
Apartment
Chicago, IL, 60606, United States
0.3k from Willis Tower center

AC, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$155
Average price / night
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Jeffjack Heated Pool Penthouse in Chicago's West Loop
Jeffjack Heated Pool Penthouse in Chicago's West Loop
Apartment
Chicago, IL, USA
0.6k from Willis Tower center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms6 Guests
7.0

Good

4 reviews

$323
Average price / night
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Bright Loop 1BR w/Gym, Roofdeck, W/D, nr West Loop & the L by Blueground
Bright Loop 1BR w/Gym, Roofdeck, W/D, nr West Loop & the L by Blueground
Apartment
Chicago, IL, 60606, United States
0.3k from Willis Tower center

AC, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$174
Average price / night
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Loop 2BR w Gym Doorman nr L Parks CHI-319
Loop 2BR w Gym Doorman nr L Parks CHI-319
Apartment
Chicago, IL, USA
0.6k from Willis Tower center

Apartments, Accommodations, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
New to Booking
$115
Average price / night
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Ideal Loop 1BR w/ Gym, Roofdeck, W/D, nr West Loop & the , by Blueground
Ideal Loop 1BR w/ Gym, Roofdeck, W/D, nr West Loop & the , by Blueground
Apartment
Chicago, IL, 60606, United States
0.3k from Willis Tower center

AC, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$191
Average price / night
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Linea Luxury Living with Indoor Pool and Rooftop Views in The Loop
Linea Luxury Living with Indoor Pool and Rooftop Views in The Loop
Apartment
IL, USA
0.7k from Willis Tower center

Apartments, Luxury, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Self-catering

13 Bedrooms27 Guests
8.3

Very Good

30 reviews

$319
Average price / night
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Bright Loop 1BR w/ Gym, Roofdeck, nr. Financial District, by Blueground
Bright Loop 1BR w/ Gym, Roofdeck, nr. Financial District, by Blueground
Apartment
Chicago, IL, 60606, United States
0.3k from Willis Tower center

AC, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$153
Average price / night
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South Loop Rooftop With In & Out Parking 1
South Loop Rooftop With In & Out Parking 1
Apartment
Chicago, IL, USA
0.7k from Willis Tower center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$326
Average price / night
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Smart Loop 1BR w/ Gym, Roofdeck, nr. Financial District, by Blueground
Smart Loop 1BR w/ Gym, Roofdeck, nr. Financial District, by Blueground
Apartment
Chicago, IL, 60606, United States
0.3k from Willis Tower center

AC, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$184
Average price / night
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South Loop Rooftop With In and Out Parking 2
South Loop Rooftop With In and Out Parking 2
Apartment
Chicago, IL, USA
0.7k from Willis Tower center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$307
Average price / night
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Ideal Loop 1BR w/ Roof deck & Gym, near Michigan Avenue, by Blueground
Ideal Loop 1BR w/ Roof deck & Gym, near Michigan Avenue, by Blueground
Apartment
Chicago, IL, 60606, United States
0.3k from Willis Tower center

AC, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$208
Average price / night
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South Loop Rooftop With In and Out Parking 3
South Loop Rooftop With In and Out Parking 3
Apartment
Chicago, IL, USA
0.7k from Willis Tower center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

2 Bedrooms5 Guests
9.7

Exceptional

3 reviews

$311
Average price / night
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Trendy Loop 1BR w/ Gym, Roof & Lounge, same block as L, by Blueground
Trendy Loop 1BR w/ Gym, Roof & Lounge, same block as L, by Blueground
Apartment
Chicago, IL, 60606, United States
0.3k from Willis Tower center

AC, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$183
Average price / night
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Loop 1BR w Gym Pool nr Financial District CHI-232
Loop 1BR w Gym Pool nr Financial District CHI-232
Apartment
Chicago, IL, USA
0.8k from Willis Tower center

Wellness Facilities, Tv, Business Services, Barbecue/Outdoor Cooking, Security/Safety, Entertainment, Guest Services

1 Bedroom2 Guests
New to Booking
$248
Average price / night
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Deluxe Loop 1BR w/ Gym, Roof & Lounge, same block as L, by Blueground
Deluxe Loop 1BR w/ Gym, Roof & Lounge, same block as L, by Blueground
Apartment
Chicago, IL, 60606, United States
0.3k from Willis Tower center

AC, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$219
Average price / night
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Loop 1BR w Gym Pool WD nr Financial District CHI-238
Loop 1BR w Gym Pool WD nr Financial District CHI-238
Apartment
Chicago, IL, USA
0.8k from Willis Tower center

Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$274
Average price / night
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Elegant Loop 1BR w/ Lounge, Gym & Roof Deck, steps to L, by Blueground
Elegant Loop 1BR w/ Lounge, Gym & Roof Deck, steps to L, by Blueground
Apartment
Chicago, IL, 60606, United States
0.3k from Willis Tower center

AC, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$181
Average price / night
Check Availability
Loop 1BR w Gym Pool Lounge 1 block from L CHI-599
Loop 1BR w Gym Pool Lounge 1 block from L CHI-599
Apartment
Chicago, IL, USA
0.8k from Willis Tower center

Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$111
Average price / night
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Classic Loop 1BR w/ Lounge, Gym & Roof Deck, steps to L, by Blueground
Classic Loop 1BR w/ Lounge, Gym & Roof Deck, steps to L, by Blueground
Apartment
Chicago, IL, 60606, United States
0.3k from Willis Tower center

AC, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
New to Booking
$206
Average price / night
Check Availability
Loop 1BR w gym pool lounge 1 block from L CHI-671
Loop 1BR w gym pool lounge 1 block from L CHI-671
Apartment
Chicago, IL, USA
0.8k from Willis Tower center

Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$218
Average price / night
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Serene Loop 1BR w/ Gym, Roof & Lounge, same block as L, by Blueground
Serene Loop 1BR w/ Gym, Roof & Lounge, same block as L, by Blueground
Apartment
Chicago, IL, 60606, United States
0.3k from Willis Tower center

AC, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$160
Average price / night
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Loop 1BR w gym pool lounge 1 block from L CHI-700
Loop 1BR w gym pool lounge 1 block from L CHI-700
Apartment
Chicago, IL, USA
0.8k from Willis Tower center

Guest Services, Air Conditioner, Security/Safety, Entertainment, Internet, Tv, Pet Friendly

1 Bedroom2 Guests
New to Booking
$87
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Willis Tower.

Where to stay in Willis Tower? Best neighborhoods & areas

Willis Tower Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 2361 verified short-term rentals in Willis Tower, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Willis Tower vary depending on location, property size, and travel dates. Rates typically start from around $87 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Willis Tower include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Willis Tower, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Willis Tower often include amenities such as Wellness Facilities, Accessibility, and Fireplace/Heating, providing a comfortable and convenient stay.

Short-term rentals in Willis Tower are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.