Name: Hilton Chicago
Price range: $158 total

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Your The Loop Vacation

Experience the best that The Loop has to offer with a tailor-made The Loop vacation package. From its bars and pubs and history to its festivals, get ready to fall for the charms of this food-lovers neighborhood. Your trip to The Loop wouldn't be complete without seeing popular attractions nearby such as Millennium Park, Willis Tower and Art Institute of Chicago. Expedia can help you turn your ideal The Loop vacation into reality, no matter your budget or travel plans.

The Latest The Loop Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

$213

per person

Jan 14 - Jan 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.4/10 Very Good! (3,148 reviews)

The bathroom in my room was looking worse for wear, broken tiles and caulk missing. However the room itself was clean and staff was sooooo helpful and courteous which made my stay great! I even was out of body wash and the girl at the front desk made sure I got some after house keeping didn’t bring any after an hour and I wanted to shower. Good people working here!

Reviewed on Oct 28, 2026

Sheraton Grand Chicago Riverwalk

Downtown Chicago

$433

per person

Dec 23 - Dec 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (1,873 reviews)

My experience at the Sheraton was terrible. I was assigned a room right next to the elevator, where there was also a shared microwave for guests on the floor. A large group of young people was placed in the same hallway. They appeared to be intoxicated and made excessive noise from around 11 p.m. until nearly 4 a.m., making it impossible to sleep. I called the front desk three times asking for help, but the noise continued and nothing was resolved. I felt very unsafe and completely let down by the hotel staff. Guests should be able to expect a restful stay and a response when they ask for help. I left exhausted and deeply disappointed. I expected much better from the Sheraton.

Reviewed on Oct 28, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

$281

per person

Jan 14 - Jan 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (5,555 reviews)

Great location, nice rooms, nice rooftop bar and large breakfast buffet included.

Reviewed on Oct 28, 2026

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

$685

per person

Dec 16 - Dec 23

found 14 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

8.6/10 Excellent! (1,005 reviews)

Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Save 100% on your flight

$266

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (2,334 reviews)

We enjoyed our stay at Saint Clair. The staff were all super nice and helpful! Thank you! The room was clean and the bed was very comfortable. We liked the food at Nora's, too. Cons: The shower conditioner was empty. The housekeeping supplies are stored opening right by the elevators. When you get to your floor, it is the first thing you see.

Reviewed on Oct 29, 2026

Where to stay in The Loop

Find the best The Loop areas and neighborhoods for the activities you enjoy most. Learn more about The Loop

A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

The Loop Hotel Deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$129 total

per night

Nov 10 - Nov 11

River Hotel

75 East Wacker Drive Chicago IL

Fully refundableReserve now, pay when you stay

$127 total

per night

Nov 26 - Nov 27

8.8/10 Excellent! (5,570 reviews)

"The rooms need a deep clean, they were clean but stained on the ceiling and carpets. Bed was very worn. Staff were all very nice, from check in to seeing staff in the elevator!"

Reviewed on Oct 29, 2026

Hilton Chicago

720 S Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

$158 total

per night

Nov 27 - Nov 28

See all 1,192 properties in The Loop

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.