
Hotels in The Loop
Find and book unique hotels on Airbnb
Quick stats about hotels in The Loop

Total holiday rentals
Explore 290 holiday rentals in The Loop

Nightly prices starting at
The Loop holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 6,930 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 130 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wi-Fi availability
290 of The Loop holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across The Loop rentals

4.5 Average rating
The Loop stays receive an average rating of 4.5 out of 5 from guests

Nearby attractions
The Loop's top spots, include Millennium Park, Shedd Aquarium, and Willis Tower
Top-rated hotels in The Loop
Guests agree: these hotels are highly rated for location, cleanliness and more.

King Room in Downtown
Experience upscale accommodations &amenities in the heart of Chicago when you stay with us. Located conveniently close to some of Chicago's top attractions, is ideal for both business travel and vacations. Make the most of your stay with our top-notch services & on-site restaurant that offers classic American cuisine. Unwind & relax in our comfortable guest rooms with Chicago-inspired décor. Whether you are traveling alone or with family, our hotel will give you a once in a lifetime experience.

Modern design with VU Skyward rooftop bar
Refundable Incidental hold of $75/day required at check in. Must be 21+ to book/stay. We are connected to McCormick Place Convention Center and Wintrust Arena via sky-bridge. The nearby subway train brings guests to Millennium Park and downtown attractions. Soldier Field and the Museum Campus are within a mile are within a mile. Guests can enjoy a view of Chicago and Lake Michigan at our VU Skyward rooftop bar. We also have a Starbucks in our lobby. Self Parking is available for $52/night.

Near O’Hare Airport + Breakfast. Shuttle. Pool.
Steps from the Allstate Arena and minutes from O'Hare International Airport, Staybridge Suites Chicago O'Hare offers the perfect extended-stay experience in Rosemont. Relax in spacious suites featuring full kitchens and living areas. Enjoy a complimentary hot breakfast daily and evening socials on select nights. Amenities include a heated indoor pool, fitness center, and free airport shuttle. Close to the Fashion Outlets of Chicago and the Blue Line for easy city access.

Suite 509 | Stay One Chicago
Stay One Chicago is a refined boutique hotel offering elevated comfort in the heart of the city. Guests enjoy beautifully designed rooms with high-end finishes, seamless self check-in, and dedicated workspace. Indulge in three on-site restaurants featuring curated dining options, perfect for breakfast, dinner, or cocktails. Your stay also includes exclusive access to Lifetime for premium fitness and wellness amenities, creating a complete luxury lifestyle experience.

The Robey Hotel Urban King Room
Experience the vibrant heart of Chicago at The Robey, where historic architecture meets modern design in the bustling Wicker Park and Bucktown neighborhoods. With 89 elegantly appointed rooms and a variety of dining options including Cafe Robey for all-day brunch and The Up Room for rooftop cocktails with panoramic city views, The Robey offers a unique blend of comfort, style, and culinary delights for every traveler.

Executive one bedroom suite
Executive one bedroom suite offers a bright, modern retreat with separate living area, ideal for extended stays and relaxed city breaks. Enjoy comfortable living area, sofa bed, fully equipped kitchen, coffee and tea maker, designated workspace, walk in closet, air conditioning, bathroom amenities, bathrobe, smart TV, complimentary wifi, local calling, iron and board, pet friendly setting, and non smoking.

Close to Navy Pier + Restaurant. Bar. Gym.
Tucked just off the Magnificent Mile, Hotel Saint Clair gives you front-row access to Chicago’s must-sees—think Navy Pier, Millennium Park, and late-night eats around the corner. Sip your morning coffee, grab your camera, and hit the lakefront in minutes. The rooms are pet-friendly, WiFi’s on the house, and everything you want to see is walkable. It’s your laid-back launchpad for big city adventures.

Central Loop Hotel, Classic room
Classic rooms are ideal for solo travelers or couples seeking comfort and value in Chicago. Each room features a queen size bed with premium bedding, a versatile workspace with ergonomic chair, and lightning-fast free Wi-Fi. Enjoy a flat-screen smart TV, Nespresso coffeemaker, and bathroom amenities by C.O. Bigelow. Yoga mats and resistance bands are available upon request for added convenience.

Standard king
Standard room offers a tastefully decorated space with a plush king bed designed for your comfort and relaxation. Enjoy modern amenities like WiFi, smart TV and an in room safe along with coffee and tea making facilities. Thoughtful touches create a welcoming atmosphere for both work and leisure making it an ideal choice for any traveller. Unwind and recharge in style during your stay.

Deluxe king room
Deluxe king rooms are the perfect choice for a relaxing break in the exciting city of Chicago. Each room includes a shower, hairdryer, central heating, air conditioning, and an in room safe for your convenience. Enjoy added comforts like a small fridge, coffee maker, and a cozy sofa to unwind. An iron is also provided to keep you looking your best during your stay.

Cosy room
Slightly more spacious than our snug rooms, the cosy room features a perfectly arranged king-size bed for ultimate comfort. Soft lighting and plush duvets make you feel at home the moment you arrive. Enjoy a walk-in rain shower and thoughtfully designed details throughout. It's the ideal retreat for relaxing and unwinding in style.

A polished, modern affair on iconic Michigan Ave.
Experience an upgraded stay at Le Méridien Essex Chicago, located on Michigan Ave in the city's heart. Our luxury hotel, surrounded by iconic attractions, offers modern rooms with stunning views of Grant Park, Lake Michigan, Buckingham Fountain, and the Museum Campus. We're committed to making your stay in the Loop unforgettable.
Popular amenities for The Loop hotels
Family-friendly hotels

Deluxe two queens

Deluxe double

Burnham Two Double Mobility Accessible

Standard Room with King Bed

Private Quad in Downtown + On Site Dining

Lincoln Park gem with storied jazz & rock history

Standard queen

River North Gem! Minutes to Magnificent Mile.
Hotels with a pool

Perfect Destination! Onsite Bar and Restaurant!

Better Choice for your Vacation! Indoor Pool!

Studio

Executive one bedroom suite

Close to Chicago O'Hare Airport + Free Breakfast

Close to Oakbrook Center + On-site Dining & Pool

Viceroy Chicago, Selected by hotel

Hotel - Jet Tub, King Bed, Bfast Included
Other hotel holiday rentals

Deluxe - queen

Relaxing Stay Downtown! Pets are Allowed

1 King Bed | La Quinta O'Hare | Breakfast Included

Queen room

McCormick Suites by Slumber Stay | 2BR

Stylish Room with Rooftop Lounge & City Views

Rare upscale Gold Coast boutique find

Chicago's Magnificent Mile Stay + Dining & Gym
Destinations to explore
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- Rentals with breakfast Chicago Loop
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
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- Naval Station Great Lakes
- 875 North Michigan Avenue
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- Chicago River Walk
- The Field Museum
- Shedd Aquarium
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- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
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- Washington Park Zoo
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