
Downtown Chicago Vacations from ¥244,908
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Find the right fit
Rest easy
The Latest Downtown Chicago Vacation Packages




Hotel Riu Plaza Chicago
Reviewed on Aug 14, 2025
Where to stay in Downtown Chicago

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
Reviewed on Aug 14, 2025

Palmer House a Hilton Hotel
Reviewed on Aug 13, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Reviewed on Aug 13, 2025
Frequently asked questions
Discover the most popular places to visit in Downtown Chicago

Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Things to do

Chicago By Night River & Lake Cruise
