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Downtown Chicago Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
Top Holiday Package Deals in Downtown Chicago
![The Allegro Royal Sonesta Hotel Chicago Loop](https://images.trvl-media.com/lodging/1000000/40000/34500/34496/2a95e836_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Virgin Hotels Chicago](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/63f8ab3d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Virgin Hotels Chicago
Reviewed on Jun. 24, 2024
![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/425695dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Trump International Hotel & Tower Chicago
Reviewed on Jun. 25, 2024
![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/cb208a99_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![Chicago Marriott Downtown Magnificent Mile](https://images.trvl-media.com/lodging/1000000/20000/18100/18035/f760b2cf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Chicago Marriott Downtown Magnificent Mile
Reviewed on Jun. 24, 2024
Where to stay in Downtown Chicago
![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.jpg?impolicy=fcrop&w=350&h=192&q=medium)
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
Downtown Chicago Hotel Deals
![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/41255425_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jun. 24, 2024
![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/1676cf3d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jun. 23, 2024
![River Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/a97325e3_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Reviewed on Jun. 24, 2024
Explore other types of vacation packages
Frequently asked questions
Discover the most popular places to visit in Downtown Chicago
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Grant Park
Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.