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

$227.88 (tx incl.) Hyatt Place Chicago Midway Airport Tue Jul 30, 5 Nights

$205.05 (tx incl.) Jaslin Hotel Tue Jul 30, 5 Nights

$186.15 (tx incl.) Chicago Lake Shore Hotel Tue Jul 30, 2 Nights

$173.31 (tx incl.) The Homestead Evanston Thu Aug 1, 3 Nights

$110.14 (tx incl.) Wicker Park Place Sat Jul 27, 3 Nights

$175.27 (tx incl.) Chicago South Loop Hotel Thu Aug 15, 3 Nights

$164.37 (tx incl.) Hilton Garden Inn Chicago/midway Airport Sat Aug 3, 3 Nights

$283.84 (tx incl.) Mccormick Place Guest House Fri Aug 9, 1 Nights

$145.07 (tx incl.) Holiday Inn Chicago North-evanston Mon Aug 12, 4 Nights

$207.52 (tx incl.) Courtyard By Marriott Chicago Midway Airport Thu Aug 1, 3 Nights

$129.36 (tx incl.) Found Hotel Chicago River North Sun Jul 28, 1 Nights

$178.70 (tx incl.) Holiday Inn Chicago North Shore Thu Aug 8, 3 Nights

$217.36 (tx incl.) Holiday Inn Chicago Midway Airport Thu Aug 1, 4 Nights

$224.08 (tx incl.) Hilton Chicago/oak Lawn Tue Jul 30, 5 Nights

$230.34 (tx incl.) Freehand Chicago Tue Jul 30, 2 Nights

$191.83 (tx incl.) Congress Plaza Hotel Sat Jul 27, 3 Nights

$219.98 (tx incl.) Hyatt House Chicago/evanston Thu Aug 15, 3 Nights

$204.86 (tx incl.) Hilton Garden Inn Chicago North Shore/evansto Sat Aug 3, 3 Nights

$162.01 (tx incl.) The Tremont Chicago Hotel At Magnificent Mile Thu Aug 15, 3 Nights

$234.54 (tx incl.) Chicago Marriott Midway Thu Aug 1, 3 Nights

$258.38 (tx incl.) Hilton Orrington / Evanston Tue Jul 30, 5 Nights

$281.84 (tx incl.) Claridge House Tue Jul 30, 2 Nights

$201.99 (tx incl.) Central Loop Hotel Sat Jul 27, 3 Nights

$193.60 (tx incl.) Hotel Felix Chicago Tue Aug 13, 2 Nights

$238.41 (tx incl.) Millennium Knickerbocker Chicago Mon Aug 5, 3 Nights

$171.15 (tx incl.) Warwick Allerton - Chicago Mon Aug 12, 5 Nights

$311.16 (tx incl.) Thewit Chicago - A Doubletree By Hilton Hotel Tue Jul 30, 5 Nights

$284.66 (tx incl.) The Godfrey Hotel Chicago Tue Jul 30, 2 Nights

$234.67 (tx incl.) Hilton Garden Inn Chicago Downtown/north Loop Sat Jul 27, 3 Nights

$290.87 (tx incl.) Londonhouse Chicago, Curio Collection By Hilt Thu Aug 15, 3 Nights

$324.71 (tx incl.) Omni Chicago Suites - Magnificent Mile Sat Aug 3, 3 Nights

$212.00 (tx incl.) Swissotel Chicago Fri Aug 9, 1 Nights

$337.00 (tx incl.) West Loop Lofts Mon Aug 12, 4 Nights

$400.44 (tx incl.) Intercontinental Chicago Magnificent Mile Thu Aug 1, 3 Nights

$398.28 (tx incl.) W Chicago - Lakeshore Sun Aug 4, 3 Nights

$497.40 (tx incl.) Intercontinental Chicago Tue Jul 30, 5 Nights

$498.20 (tx incl.) Park Hyatt - Chicago Tue Jul 30, 2 Nights

$434.32 (tx incl.) Four Seasons Hotel Chicago Sat Jul 27, 3 Nights

$564.80 (tx incl.) The Langham, Chicago Thu Aug 15, 3 Nights

$429.68 (tx incl.) Waldorf Astoria Chicago Sun Jul 28, 1 Nights

$575.94 (tx incl.) Trump International Hotel & Tower Chicago Mon Aug 5, 3 Nights

$303.60 (tx incl.) Sofitel Chicago Magnificent Mile Mon Aug 12, 5 Nights

$1334.80 (tx incl.) The Peninsula Chicago Mon Aug 12, 5 Nights

Chicago Pictures

Millenium Park - Chicago, Illinois, USA

Millenium Park - Chicago, Illinois, USA

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