The Loop Vacations from $323

Book a Hotel + Flight or Car together to unlock savings

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.
Comfort Inn Chicago Schaumburg - O'Hare Airport
Arlo Chicago
Hotel Riu Plaza Chicago
Warwick Allerton - Chicago
Holiday Inn Chicago O'Hare – Rosemont by IHG

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

The Loop Hotel Deals

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $150 total per night from Jul 2 to Jul 3
$150 total
Jul 2 - Jul 3
Total includes taxes and fees
7.8/10 Good! (8,892 reviews)
"It was in a great location. My friends and I had a great stay here and were super close to Millenium park. Bus stops were close and the hotel was great overall. Parking was expensive so make sure to book it somewhere else beforehand as well. You will find better deals that way."

Reviewed on Jun 29, 2025

Congress Plaza Hotel
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $199 total per night from Jul 7 to Jul 8
$199 total
Jul 7 - Jul 8
Total includes taxes and fees
8.8/10 Excellent! (2,303 reviews)
"Amazing"

Reviewed on Jun 29, 2025

Swissotel - Chicago
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $144 total per night from Jul 2 to Jul 3
$144 total
Jul 2 - Jul 3
Total includes taxes and fees
9.2/10 Wonderful! (3,239 reviews)
"Great!"

Reviewed on Jun 28, 2025

citizenM Chicago Downtown
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.

Discover the most popular places to visit in The Loop

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.