
The Loop Holidays from AU$2,249
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Your The Loop Holiday
Experience the best that The Loop has to offer with a tailor-made The Loop holiday package. From its bars and pubs and history to its festivals, get ready to fall for the charms of this food-lovers neighbourhood. 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 holiday into reality, no matter your budget or travel plans.
Top Holiday Package Deals in The Loop



Sonesta Chicago O'Hare Airport Rosemont
Reviewed on 8 Aug. 2025

Our guide on where to stay in The Loop

Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Our pick of the best The Loop Hotel Deals

Congress Plaza Hotel
Reviewed on 8 Aug. 2025

Palmer House a Hilton Hotel
Reviewed on 5 Aug. 2025

citizenM Chicago Downtown
Reviewed on 6 Aug. 2025
Frequently asked questions
Discover the most popular places to visit in The Loop

Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Chicago Riverwalk
Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.

Art Institute of Chicago
From ancient masterpieces to eclectic modern art, uncover a treasure trove of works from all over the world and throughout history.
Activities
