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

$156.97 (tx incl.) Chicago Lake Shore Hotel Fri Jun 16, 3 Nights

$198.64 (tx incl.) Clarion Hotel Midway Airport Fri Jun 2, 2 Nights

$86.18 (tx incl.) Freehand Chicago Fri Jun 23, 3 Nights

$242.67 (tx incl.) The Westin Chicago North Shore Fri Jun 2, 3 Nights

$337.90 (tx incl.) Holiday Inn Chicago North Shore (skokie) Sat Jun 3, 3 Nights

$189.76 (tx incl.) Holiday Inn Chicago North-evanston Sun Jun 4, 4 Nights

$250.99 (tx incl.) Bishops Hall Fri Jun 16, 3 Nights

$284.25 (tx incl.) Hilton Chicago/oak Lawn Fri Jun 2, 2 Nights

$285.22 (tx incl.) Holiday Inn Chicago Midway Airport Thu Jun 8, 3 Nights

$299.46 (tx incl.) Chicago's Essex Inn Fri Jun 23, 4 Nights

$858.54 (tx incl.) Holiday Inn Chicago-mart Plaza River North Sat Jun 3, 1 Nights

$396.80 (tx incl.) Simple 1br In Hermosa By Sonder Thu Jun 8, 3 Nights

$261.20 (tx incl.) Hyatt House Chicago/evanston Sat Jun 10, 4 Nights

$233.23 (tx incl.) Club Quarters Hotel, Wacker At Michigan Fri Jun 16, 3 Nights

$276.79 (tx incl.) Millennium Knickerbocker Sat Jun 17, 7 Nights

$309.04 (tx incl.) Hilton Oak Lawn Fri Jun 2, 2 Nights

$113.00 (tx incl.) Rodeway Inn Thu Jun 8, 3 Nights

$276.50 (tx incl.) Millennium Knickerbocker Chicago Fri Jun 23, 3 Nights

$245.18 (tx incl.) Hilton Orrington / Evanston Mon Jun 12, 3 Nights

$253.94 (tx incl.) Warwick Allerton Hotel Chicago Sat Jun 17, 3 Nights

$300.03 (tx incl.) Public Chicago Fri Jun 23, 4 Nights

$268.01 (tx incl.) Doubletree By Hilton Chicago Magnificent Mile Thu Jun 22, 4 Nights

$301.51 (tx incl.) Crowne Plaza Chicago Metro Downtown Fri Jun 9, 2 Nights

$655.66 (tx incl.) Hilton Orrington/evanston Fri Jun 2, 3 Nights

$523.38 (tx incl.) Fairfield Inn & Suites Chicago Midway Airport Sat Jun 3, 3 Nights

$361.73 (tx incl.) The Westin Michigan Avenue Chicago Fri Jun 16, 3 Nights

$373.90 (tx incl.) Hotel Lincoln Chicago Sat Jun 24, 7 Nights

$270.70 (tx incl.) The James Chicago Fri Jun 16, 7 Nights

$709.58 (tx incl.) Hyatt Regency Chicago Sun Jun 4, 3 Nights

$480.01 (tx incl.) The Westin Chicago River North Thu Jun 8, 3 Nights

$309.92 (tx incl.) The Gwen, A Luxury Collection Hotel, Chicago Fri Jun 23, 3 Nights

$528.90 (tx incl.) Intercontinental Chicago Magnificent Mile Mon Jun 12, 3 Nights

$384.02 (tx incl.) Virgin Hotels Chicago Thu Jun 8, 3 Nights

$598.43 (tx incl.) Conrad Chicago Sat Jun 10, 4 Nights

$613.79 (tx incl.) The Langham, Chicago Fri Jun 16, 3 Nights

$642.11 (tx incl.) The Ritz-carlton, Chicago Sat Jun 24, 7 Nights

$671.62 (tx incl.) Park Hyatt - Chicago Sat Jun 17, 7 Nights

$383.71 (tx incl.) Indigo Chicago Fri Jun 16, 7 Nights

$1606.30 (tx incl.) Trump International Hotel & Tower Chicago Fri Jun 2, 2 Nights

$391.00 (tx incl.) Intercontinental Chicago Thu Jun 22, 4 Nights

$1524.28 (tx incl.) The Peninsula Chicago Fri Jun 2, 3 Nights

Chicago Pictures

Millenium Park - Chicago, Illinois, USA

Millenium Park - Chicago, Illinois, USA

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