Search Chicago Hotels

Flight only Hotel only Flight + Hotel

Chicago Hotels

A big city filled with people from all walks of life, Chicago has a lot to offer. Chicago is an epicenter for many things like music, performing arts, dining, shopping, and sports. There are high-end hotels, inexpensive inns, and bed and breakfast lodges available to people planning to take a trip to the Windy City. Chicago hotel guests can purchase travel packages, some of which may even include event discounts.

Chicago Quick Picks and Tips

Conventions

McCormick Place convention center, Donald E. Stephens Convention Center, and the University Center Conference Chicago are hosts to expos, parties, trade shows, and large dinners.

Dining

Chicago's wide range of dining spots is a reflection of the diverse culture within the city. Chicago hotel residents can try popular local dishes like the Chicago-style pizza, Chicago Hot Dog, or the Italian Beef Sandwich. Charlie Trotter's and Alinea are two well-known Chicago restaurants to check out.

Major Point of Interest

Chicago hotel guests will enjoy taking a boat cruise or architecture tour, or they can visit a museum, or watch a movie. The cool thing is that all of these activities can be explored in one place, the Navy Pier.

Shopping

Chicago tourists with hotel reservations can take some time to do a little shopping at the popular Oak Street and State Street; these two shopping areas have designer boutiques and retail outlets.

Sports

Travelers should see a Chicago Bulls, Bears, Cubs, or White Sox game.

Cheap Chicago hotel and travel tips

3 days of baseball, brats and beers

A pair of cheap Chicago hotels for St. Patty’s Day weekend

Cheap Halloween getaways to the Windy City

For a cheap Halloween getaway, you'll find it hard to resist Windy City where cheap Chicago hotels, rustling leaves and cool fall temps and early bargains on holiday shopping deals are only half the reason to go. For me, it's the many Halloween attractions that keep me coming back for more. Don't take my word for it -- plan your trip now and don't miss these favorite Chicago Halloween celebrations.

Weekly travel deals: Save on Chicago, Las Vegas hotels

Get 30% a cheap Chicago hotel on Michigan Avenue, find big savings on Las Vegas hotels, and save on AirTran flights.

Cheap Chicago hotels, eats and activities

Stay in a cheap Chicago hotel -- even enjoy Spanish tapas and spectacular city views -- all on a budget vacation in the Windy City.

Cheap Chicago Hotels

Destination Hotel Special Offers Stars
Chicago The Talbott Hotel Last Minute Deal! 4 stars
Chicago Inn of Chicago, an Ascend Collection hotel 3 stars
Chicago Warwick Allerton Hotel Chicago Stay 4 Nights and Save 22% 4 stars
Chicago Congress Plaza Hotel at Grant Park Save 10% on your stay 3 stars
Chicago Embassy Suites Chicago - Downtown/Lakefront 3 stars
Chicago Kinzie Hotel (formerly the Amalfi Hotel) 4 stars
Chicago Raffaello Hotel Stay 1 night, Save 30% 4 stars
Chicago Red Roof Inn Chi Downtown Magnificent Mile Save 15% on your stay 2 stars
Chicago SpringHill Suites by Marriott Chicago Downtown/River North 3 stars
Chicago River Hotel 3 stars
Chicago Club Quarters Central Loop 3 stars
Chicago Chicago's Essex Inn Save 15% on your stay 3 stars
Chicago ACME Hotel Company Chicago Save 15% on your stay 3 stars
Chicago Central Loop Hotel 3 stars
Chicago The Whitehall Hotel Save 20% on non-refundable with advance purchase 4 stars
Chicago Hyatt Regency Chicago Free High-Speed Internet, Free Valet Parking 4 stars
Chicago Courtyard by Marriott Chicago Downtown/River North Rate includes breakfast 3 stars
Chicago Hilton Chicago Includes Self-Parking 4 stars
Chicago Four Points by Sheraton Chicago Downtown/Magnificent Mile Save 40% on your stay 3 stars
Chicago Thompson Chicago Save 25% on your stay 4 stars
Chicago dana hotel and spa 4 stars
Chicago Fairmont Chicago Millennium Park Summer Offer – Save 15% on your stay 4 stars
Chicago The Drake Hotel 4 stars
Chicago PUBLIC Chicago Business Advantage Flex - Same Day Cancel 4 stars
Chicago Monaco Chicago, a Kimpton Hotel Save 10% on your stay 4 stars
Chicago Club Quarters Wacker at Michigan 3 stars
Chicago Hotel Blake, an Ascend Hotel Collection Member 4 stars
Chicago Holiday Inn CHICAGO-MART PLAZA RIVER NORTH 3 stars
Chicago Courtyard by Marriott Chicago Downtown/Magnificent Mile Rate includes breakfast 3 stars
Chicago Residence Inn by Marriott Chicago Downtown/River North 3 stars
Chicago W Chicago Lakeshore Save 20% on your stay 4 stars
Chicago Allegro Chicago, a Kimpton Hotel Save 30% on your stay 4 stars
Chicago Omni Chicago Hotel Save 10% on your stay 4 stars
Chicago Radisson Blu Aqua Hotel, Chicago Save 20% on your stay 4 stars
Chicago Hilton Chicago/Magnificent Mile Suites 3 stars
Chicago The Silversmith Hotel Chicago Save 15% with advance purchase 3 stars
Chicago MileNorth, A Chicago Hotel 4 stars
Chicago InterContinental CHICAGO MAGNIFICENT MILE 4 stars
Chicago Hyatt Chicago Magnificent Mile 4 stars
Chicago Millennium Knickerbocker Hotel Save 15% on your stay 4 stars
Chicago Sofitel Chicago Water Tower Save 25% on your stay 4 stars
Chicago Crowne Plaza CHICAGO MAGNIFICENT MILE 4 stars
Chicago Hyatt Place Chicago River North Save 15% on your stay 4 stars
Chicago Hotel Indigo CHICAGO DOWNTOWN GOLD COAST 3 stars
Chicago DoubleTree by Hilton Hotel Chicago - Magnificent Mile 3 stars
Chicago Embassy Suites Chicago - Downtown 3 stars
Chicago Sheraton Chicago Hotel & Towers Save 20% on your stay 4 stars
Chicago Residence Inn by Marriott Chicago Downtown/Magnificent Mile 3 stars
Chicago Marriott Chicago Downtown Magnificent Mile Rate includes breakfast 4 stars
Chicago The Palmer House Hilton 4 stars