Find the Perfect Chicago Hotel

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Hotels in Chicago

Welcome to the Windy City, home of Bulls, Bears, deep dish pizza and all that jazz! A waterfront city resting along Lake Michigan, Chicago offers an eclectic atmosphere to suit everyone from sports enthusiasts to jazz musicians and from art lovers to foodies. 

Knowing what you plan to do while in town will help you choose the right hotel. That can be a difficult task, however, especially if you’ve never been to Chicago. That’s why we recommend you speak with an agent who’s been there. Our dedicated team of travel agents can help you narrow down your search and pinpoint the perfect Chicago hotel deals to suit your trip.

Airport Hotels in Chicago

If you’re flying into O’hare International Airport (ORD), you may prefer a hotel near the airport. It’s a 40-minute drive to the downtown area, though. If downtown is where you want to stay, consider flying into Chicago Midway (MDW) instead. Booking a hotel near MDW will put you just 20 minutes from downtown Chicago. User our Hotel Finder to find the best Chicago hotel deals. Begin by selecting the airport and our Finder will show you a list of hotels nearby.

Finding a Hotel in Downtown Chicago

There is plenty to see and do in the downtown core of Chicago. Take a ride on the world’s first Ferris wheel on the Navy Pier, enjoy the city’s sultry blues music and indulge in a deep-dish pizza or famous Chicago hot dog. No matter what you plan to do in this vast city, finding hotels in Chicago is easy with the tripcentral.ca Hotel Finder.

Need help? No problem! Call us toll free at 800-665-4981 and ask to speak with an agent who’s been there! Together you can laser in on the ideal Chicago hotel deals. While you’ve got us on the phone, ask us how we can help you find cheap flights to Chicago, book day trips and more.

Rating Avg / Night Hotel Check In / Duration

$178.46 (tx incl.) Congress Plaza Hotel Wed Aug 16, 4 Nights

$198.71 (tx incl.) Holiday Inn Chicago North Shore Thu Aug 17, 3 Nights

$152.26 (tx incl.) Hilton Garden Inn Chicago/midway Airport Fri Aug 18, 2 Nights

$140.04 (tx incl.) Chicago Lake Shore Hotel Sun Jul 30, 3 Nights

$148.37 (tx incl.) Four Points By Sheraton Chicago O'hare Airpor Fri Aug 18, 3 Nights

$191.72 (tx incl.) Holiday Inn O'hare Fri Aug 18, 3 Nights

$162.47 (tx incl.) Jaslin Hotel Thu Aug 17, 3 Nights

$156.26 (tx incl.) Holiday Inn Chicago North-evanston Wed Aug 9, 5 Nights

$186.17 (tx incl.) Staybridge Suites Schererville Fri Aug 18, 2 Nights

$103.50 (tx incl.) Rodeway Inn Mon Jul 31, 4 Nights

$144.32 (tx incl.) Chicago South Loop Hotel Fri Aug 18, 3 Nights

$131.20 (tx incl.) Inn Of Chicago Sun Aug 20, 3 Nights

$214.74 (tx incl.) Clarion Hotel Midway Airport Thu Aug 17, 3 Nights

$239.81 (tx incl.) Springhill Suites Chicago O'hare By Marriott Thu Aug 17, 3 Nights

$164.83 (tx incl.) Pittsfield Apartments + Suites Thu Jul 27, 3 Nights

$225.53 (tx incl.) Hilton Chicago/oak Lawn Wed Aug 16, 4 Nights

$233.14 (tx incl.) Hilton Garden Inn Chicago - North Loop Fri Aug 18, 2 Nights

$126.89 (tx incl.) Doubletree By Hilton Chicago - North Shore Co Fri Aug 18, 3 Nights

$258.79 (tx incl.) Chicago's Essex Inn Mon Aug 7, 3 Nights

$261.88 (tx incl.) Bishops Hall Mon Jul 31, 8 Nights

$240.13 (tx incl.) Holiday Inn Chicago-mart Plaza River North Fri Aug 18, 3 Nights

$270.07 (tx incl.) Crowne Plaza Chicago West Loop Thu Aug 17, 3 Nights

$245.91 (tx incl.) Chicago Marriott Midway Fri Aug 4, 3 Nights

$175.20 (tx incl.) The Buckingham Hotel Mon Jul 24, 3 Nights

$216.31 (tx incl.) Hotel Indigo Chicago Downtown Gold Coast Thu Aug 17, 3 Nights

$200.23 (tx incl.) Hyatt House Chicago/evanston Tue Aug 15, 5 Nights

$275.88 (tx incl.) Holiday Inn Chicago Midway Airport Thu Aug 17, 3 Nights

$258.70 (tx incl.) Millennium Knickerbocker Wed Aug 16, 4 Nights

$288.04 (tx incl.) Hilton Oak Lawn Thu Aug 17, 3 Nights

$221.11 (tx incl.) Public Chicago Fri Aug 18, 2 Nights

$238.51 (tx incl.) Hotel Chicago ? An Autograph Collection Hotel Sun Jul 30, 3 Nights

$181.94 (tx incl.) Chicago Marriott Suites O'hare Fri Aug 18, 3 Nights

$189.99 (tx incl.) Doubletree By Hilton Hotel Chicago North Shor Fri Aug 18, 3 Nights

$230.27 (tx incl.) Hilton Orrington / Evanston Thu Aug 17, 3 Nights

$262.77 (tx incl.) Hotel Felix Chicago Thu Aug 17, 3 Nights

$175.00 (tx incl.) Clarion Inn Fri Aug 18, 2 Nights

$213.14 (tx incl.) Warwick Allerton Hotel Chicago Mon Jul 31, 4 Nights

$230.70 (tx incl.) Central Loop Hotel Fri Aug 18, 3 Nights

$274.83 (tx incl.) Doubletree By Hilton Chicago Magnificent Mile Thu Aug 17, 3 Nights

$257.36 (tx incl.) Palmer House A Hilton Hotel Thu Aug 17, 3 Nights

$531.23 (tx incl.) Hilton Palmer House Thu Aug 17, 3 Nights

$202.44 (tx incl.) Club Quarters Hotel, Central Loop Fri Aug 11, 3 Nights

$225.78 (tx incl.) Charming 2br In Hyde Park By Sonder Sun Jul 30, 4 Nights

$255.23 (tx incl.) W Chicago - Lakeshore Wed Aug 16, 4 Nights

$330.57 (tx incl.) The Westin Chicago River North Fri Aug 18, 2 Nights

$256.74 (tx incl.) The James Chicago Sun Jul 30, 3 Nights

$343.04 (tx incl.) Fairmont Chicago At Millennium Park Fri Aug 18, 3 Nights

$311.20 (tx incl.) Loews Chicago O'hare Hotel Fri Aug 18, 3 Nights

$295.27 (tx incl.) The Gwen, A Luxury Collection Hotel, Chicago Mon Jul 24, 3 Nights

$325.14 (tx incl.) The Godfrey Hotel Chicago Mon Aug 7, 3 Nights

$340.13 (tx incl.) Intercontinental Chicago Magnificent Mile Mon Jul 31, 8 Nights

$336.20 (tx incl.) Ivy Boutique Hotel Sat Aug 12, 5 Nights

$315.30 (tx incl.) Kimpton Hotel Monaco Chicago Thu Aug 17, 3 Nights

$282.22 (tx incl.) Virgin Hotels Chicago Fri Aug 18, 3 Nights

$304.69 (tx incl.) Radisson Blu Aqua Hotel Chicago Thu Aug 17, 3 Nights

$476.30 (tx incl.) Omni Chicago Hotel Thu Aug 17, 3 Nights

$203.33 (tx incl.) Hyatt Regency Mc Cormick Place Sat Aug 19, 3 Nights

$235.46 (tx incl.) The Gwen, A Luxury Collection Hotel, Michigan Thu Jul 27, 3 Nights

$514.60 (tx incl.) Trump International Hotel & Tower Chicago Wed Aug 16, 4 Nights

$604.95 (tx incl.) Waldorf Astoria Chicago Fri Aug 18, 2 Nights

$318.67 (tx incl.) Indigo Chicago Sun Jul 30, 3 Nights

$461.92 (tx incl.) The Peninsula Chicago Mon Jul 24, 3 Nights

$462.41 (tx incl.) Park Hyatt - Chicago Mon Jul 31, 8 Nights

$473.24 (tx incl.) The Ritz-carlton, Chicago Sat Aug 19, 4 Nights

$310.67 (tx incl.) Intercontinental Chicago Thu Jul 27, 3 Nights

Chicago Pictures

Millenium Park - Chicago, Illinois, USA

Millenium Park - Chicago, Illinois, USA

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