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Your The Loop Holiday
Lose yourself in the magic of this food-lovers neighbourhood with a The Loop holiday package. From its bars and pubs and history to its festivals, there's lots here for every traveller. Kick start your trip to The Loop with a visit to nearby attractions such as Millennium Park, Willis Tower and Art Institute of Chicago. Expedia is here to help put your plans into action. Book your ideal The Loop holiday now.
LondonHouse Chicago, Curio Collection by Hilton
Reviewed on 21 May 2024
Trump International Hotel & Tower Chicago
Reviewed on 22 May 2024
Level Chicago – Old Town
Reviewed on 16 Mar 2024
Pendry Chicago
Reviewed on 23 May 2024
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.
Top hotels in The Loop
Reviewed on 20 May 2024
Reviewed on 21 May 2024
Reviewed on 20 May 2024
Frequently asked questions
Popular places to visit
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
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.
Willis Tower
Visit the Skydeck and gaze down over the Chicago cityscape from a dazzling 1,353 feet above the sidewalk.
Things to do
Chicago Pizza Tour
Chicago C3® by CityPASS®
Chicago Private Instagram Car Tour (Private & All-Inclusive)
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.