Vacation Packages w/ Airfare, Hotel & Tours to Chicago

Chicago, known as the "Windy City," is a vibrant metropolis with a rich history and diverse culture. From the iconic skyline with towering skyscrapers to the beautiful Lake Michigan waterfront, there is no shortage of things to see and do in this bustling city. Travelers can explore world-class muse... read more

Chicago Explorer

Spend 3, 4, or 5 nights in The Windy City! Explore Chicago's main sights, like Millennium Park, Buckingham Fountain, Navy Pier, and more. Try deep-dish pizza and a Chicago-style hot dog! There's nothing like Chicago, and it's time to discover its magic.

From
JFK $680 * Per Person

3+ Nights

2 People

* Vacation is round-trip, per person, based on 2 travelers from John F Kennedy Intl (JFK). Includes air, airport taxes, and hotel. Additional baggage charges may apply. Rates are available for 1 to 9 travelers.

The Palmer House, a Hilton Hotel - Dining Area

Iconic Hotels: Palmer House, Chicago

Discover Chicago's vibrant energy from the heart of the city at Palmer House, a Hilton Hotel, where you can immerse yourself in the perfect blend of historic elegance and modern comfort. Located amidst the iconic landmarks, you'll find yourself steps away from the Magnificent Mile, Art Institute, and Millennium Park. Whether you're exploring the city or simply unwinding in luxurious accommodations, Palmer House promises an exceptional Chicago vacation.