
Hotels in The Loop
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Top-rated hotels in The Loop
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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.

2 Queen Bed Room in Theatre Dst
Experience upscale accommodations and amenities in the heart of Chicago when you stay at Cambria Chicago Loop - Theatre District. Our hotel, 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 and on-site restaurant that offers classic American cuisine. Unwind and relax in our comfortable guest rooms with Chicago-inspired décor.

Club Quarters Hotel Central Loop, Chicago
The club room offers a comfortable bed with premium bedding and a flexible workstation with an ergonomic chair, perfect for work or relaxation. Enjoy lightning-fast free Wi-Fi, a smart TV, and a Nespresso coffeemaker in this non-smoking, dog-friendly space. Additional amenities include C.O. Bigelow bathroom products, cable TV, and air conditioning. Yoga mats and resistance bands are available upon request for your well-being.

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.

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.

Millennium Knickerbocker Hotel Chicago, Superior...
Superior room offers everything you need to stay connected and unwind including a large bathroom with a spa rain shower for total relaxation. Enjoy modern comforts like WiFi, smart TV and an in room safe along with coffee and tea making facilities. Thoughtful design ensures a restful atmosphere for sweet dreams and peaceful moments during your stay. Experience comfort and convenience in every detail.

Central Loop Hotel
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.

Near O’Hare Airport + Pool. Dining.
Unwind at The Westin Chicago Northwest, a lakeside getaway with spacious rooms, indoor pool vibes, and Insta-worthy sunsets just outside the city. Wake up with Starbucks coffee on-site, sweat it out in the 24/7 gym, then explore nearby Schaumburg shops, Busse Woods trails, and hidden local dining gems. Perfect for a weekend adventure, a friends’ trip, or recharging between flights.

Riu Plaza Chicago
Deluxe two queen bedrooms are spacious and cozy rooms are ideal for your stay in vibrant Chicago. Enjoy modern comforts like a shower, hairdryer, central heating, and air conditioning. Additional amenities include an in-room safe, small fridge, coffee maker, and iron. Settle in and relax, everything you need for a comfortable visit awaits.

The Hoxton, Chicago
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

Rare upscale Gold Coast boutique find

Queen Bed | Breakfast Included. No Cleaning Fee*

2 Queen Bed Room

McCormick Suites by Slumber Stay | 2BR

Private Room in Theatre District

King in River North Neighborhood + Restaurant

Near Magnificent Mile | Gym. Free Breakfast.

Chicago's Magnificent Mile Stay + Dining & Gym
Hotels with a pool

Level Chicago - Fulton Market

Comfort and Relaxation! Parking, Near Navy Pier

Suite 501 | Stay One Chicago

Level Chicago - River North

Stay Downtown | Rooftop pool. Gym

Close to Oakbrook Center + On-site Dining & Pool

LEVEL Chicago - Old Town

River North Stay | 1 Unit | Near Chicago Loop
Other hotel holiday rentals

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

Riu Plaza Chicago

Close to O’Hare Airport + Free Breakfast & Shuttle

Club Quarters Hotel Central Loop, Chicago

King Room in heart of Downtown

Millennium Knickerbocker Hotel Chicago, Standard...

Pet-Friendly 2BR | Near Pier, Close to Museums!
Quick stats about hotels in The Loop

Total holiday rentals
Explore 240 holiday rentals in The Loop

Nightly prices starting at
The Loop holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 5,840 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
240 of The Loop holiday rentals include wifi access

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

4.6 Average rating
The Loop stays receive an average rating of 4.6 out of 5 from guests

Nearby attractions
The Loop’s top spots include Millennium Park, Shedd Aquarium and Willis Tower
Destinations to explore
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