Chicago Hotel Deals | Chicago Cheap Hotel

Finding Chicago hotel deals

Looking for the best hotel deals money can buy in Chicago? The trick is knowing when to visit, how to avoid the crowds, and thinking less like a tourist, and more like a local. As the third largest city in the U.S., Chicago welcomes millions of tourists each year, and is a popular place to visit all year round.

Many people visit Chicago around a special event, like a convention or festival, making the months of June and September particularly hard to score great hotel deals. The good news is that Chicago's world-renowned attractions and magnificent shopping opportunities are available 365 days a year. If you're willing to brave the cold and windy winters Chicago is known for, you'll find the months of January-March offer smaller crowds and cheaper hotel rates. Chicago's high season runs April-December, while low season runs January-March.

Chicago's mass transportation system is reliable, getting residents and tourists quickly to where they need to be. If you don't have your heart set on staying directly Downtown, look for hotels in some of the bordering neighborhoods. The further south you go, the better your chances of scoring cheap Chicago hotel deals. Budget travelers should look at hotels located near the airport. The Chicago O'Hare Airport is a short 45 minute train ride to downtown. While hotels in the Loop cater to business travelers during the week, these same hotels sometimes feature sweet bargains for weekend tourists!

From the Chicago Marriott Downtown and the Four Points By Sheraton Midway Airport to the Westin Chicago River North and the Hyatt Regency Chicago, there's a trusted-brand hotel for everyone. Maybe you're hip to the frequent stay promotions offered by Starwood Hotels and Priority Club Rewards. While programs are scheduled to change throughout the year, expect double points and free night's stays at selected chains. Hotel brands like Hilton and Hyatt will offer sometimes cheaper rates for longer stays, especially for stays of three nights or more.

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