Chicago Holidays
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Where to stay in Chicago
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 Chicago
Hilton Chicago/Magnificent Mile Suites
Clean room, few dust spots, warm and cozy stay
Reviewed on 20 Dec, 2025
Palmer House a Hilton Hotel
Decent room and the staff at the front desk and restaurant were friendly and helpful. The front desk area is cramped and confusing (i.e.) once you get your key card from check-in, it is so tight in that area that that it’s unclear how you get out of the area without pushing past the people in line ...
Reviewed on 22 Dec, 2025
Club Quarters Hotel Wacker at Michigan, Chicago
good
Reviewed on 21 Dec, 2025
Popular places to visit
Wrigley Field
Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.
McCormick Place
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
What to do in Chicago
Wendella's 90-min Chicago River Architecture Tour
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
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- Aon Center
- Apollo Theater Chicago
- Art Institute of Chicago
- Buckingham Fountain
- Burnham Park
- Visit Magnificent Mile
- Chicago Museum Campus Holidays
- Visit South Loop
- Visit The Loop
- Cicero Holidays
- Cloud Gate
- Cna Center
- Downtown Chicago Holidays
- Frank Lloyd Wright Historic District
- Gold Coast Holidays
- Goose Island Holidays
- Grant Park
- Kathy Osterman Beach
- Lakeview Holidays
- Lincoln Park Conservatory
- Lincoln Park Zoo
- Mccormick Place
- Merchandise Mart
- Millennium Park
- Montrose Beach
- Pritzker Pavilion
- Shops at North Bridge
- Soldier Field
- University of Illinois Chicago
- Walt Disney House
- West Town Holidays
- Willis Tower
- Wrigley Field
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
