Discover the Windy City this season with a winter getaway from Los Angeles for just $495 (per person, two people sharing a room).
You are flying with United Airlines direct from Los Angeles. Our sample dates are January 26 until February 2nd.
You can find more dates and prices using ITA Matrix (Review and How-to for ITA Matrix is here).
The fares book into N and G class and should earn 100% with Krisflyer (Singapore Airlines).
Stay at the DoubleTree by Hilton Hotel Chicago – Magnificent Mile – the property has winter rates as low as $92 which are available for the dates we checked.
“Located two blocks from Michigan Avenue and the famous Magnificent Mile, DoubleTree by Hilton Hotel Chicago – Magnificent Mile puts you in easy reach of some of the city’s best shopping, dining and entertainment. Less than 45 minutes from Chicago O’Hare and Midway Airports, DoubleTree by Hilton Chicago – Magnificent Mile lets you make the most of your time in the city.
From the signature DoubleTree chocolate chip cookie upon arrival, to the welcoming staff and contemporary comfort of the surroundings, this downtown Chicago hotel makes your trip hassle-free. Each guest room is equipped with modern amenities including an HDTV and WiFi access. Upgrade to a stylish suite and enjoy extra space with a separate living area. Our DoubleTree Parlor Suites feature 6-seat dining tables, ideal for small corporate meetings and celebrations.
Dive into the seasonal rooftop pool and work out in the fitness center. Enjoy breakfast at MARKETHOUSE restaurant or savor a delicious lunch or dinner in the Lobby Lounge.”