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

$203.66 (tx incl.) Carleton Of Oak Park Tue Oct 17, 4 Nights

$155.81 (tx incl.) Hilton Garden Inn Chicago/midway Airport Fri Oct 6, 6 Nights

$177.79 (tx incl.) Holiday Inn Chicago North Shore Sat Oct 7, 3 Nights

$157.31 (tx incl.) Holiday Inn O'hare Thu Oct 19, 3 Nights

$144.84 (tx incl.) Holiday Inn Chicago North-evanston Fri Sep 29, 3 Nights

$144.06 (tx incl.) Chicago Lake Shore Hotel Sun Oct 1, 4 Nights

$197.50 (tx incl.) Pittsfield Apartments + Suites Thu Sep 28, 3 Nights

$142.72 (tx incl.) Rodeway Inn Fri Sep 29, 2 Nights

$136.25 (tx incl.) Inn Of Chicago Sun Oct 22, 1 Nights

$179.55 (tx incl.) Courtyard By Marriott Chicago Midway Airport Fri Oct 6, 3 Nights

$261.13 (tx incl.) Bishops Hall Tue Oct 17, 4 Nights

$279.01 (tx incl.) Chicago Marriott Midway Thu Oct 5, 3 Nights

$212.16 (tx incl.) Hilton Chicago/oak Lawn Fri Sep 29, 3 Nights

$250.57 (tx incl.) Hotel Indigo Chicago Downtown Gold Coast Sun Oct 1, 4 Nights

$307.01 (tx incl.) Smart 2br In Wicker Park By Sonder Thu Oct 19, 3 Nights

$239.14 (tx incl.) Hilton Garden Inn Chicago - North Loop Thu Sep 28, 3 Nights

$243.53 (tx incl.) Chicago's Essex Inn Fri Sep 29, 2 Nights

$289.43 (tx incl.) Sleek 2br In Wicker Park By Sonder Thu Oct 19, 3 Nights

$258.71 (tx incl.) Unique 2br In Wicker Park By Sonder Wed Oct 11, 3 Nights

$313.58 (tx incl.) The Whitehall Hotel Tue Oct 17, 4 Nights

$306.50 (tx incl.) Hilton Oak Lawn Fri Oct 6, 6 Nights

$284.70 (tx incl.) Doubletree By Hilton Chicago Magnificent Mile Thu Oct 5, 3 Nights

$317.52 (tx incl.) Hilton Orrington / Evanston Thu Oct 19, 3 Nights

$247.30 (tx incl.) Hard Rock Hotel Chicago Fri Sep 29, 3 Nights

$144.77 (tx incl.) Ameristar Casino Hotel East Chicago Sun Oct 22, 3 Nights

$189.77 (tx incl.) Hotel Lincoln Sun Oct 1, 4 Nights

$232.42 (tx incl.) Warwick Allerton Hotel Chicago Fri Sep 29, 3 Nights

$246.93 (tx incl.) Club Quarters Hotel, Central Loop Thu Oct 19, 3 Nights

$247.12 (tx incl.) Hyatt Regency Mccormick Place Thu Sep 28, 3 Nights

$198.85 (tx incl.) Ambassador Chicago Thu Oct 12, 3 Nights

$301.98 (tx incl.) Cambria Chicago Magnificent Mile Fri Oct 6, 3 Nights

$187.04 (tx incl.) Central Loop Hotel Thu Oct 12, 3 Nights

$279.61 (tx incl.) Fairfield Inn & Suites Chicago Midway Airport Thu Oct 5, 3 Nights

$398.54 (tx incl.) Sofitel Chicago Magnificent Mile Tue Oct 17, 4 Nights

$383.19 (tx incl.) Hotel Lincoln Chicago Fri Oct 6, 6 Nights

$363.89 (tx incl.) The Westin Chicago River North Thu Oct 19, 3 Nights

$295.78 (tx incl.) Fairmont Chicago At Millennium Park Fri Sep 29, 3 Nights

$321.09 (tx incl.) The James Chicago Sun Oct 1, 4 Nights

$470.17 (tx incl.) Kimpton Hotel Monaco Chicago Thu Oct 5, 3 Nights

$291.97 (tx incl.) Hyatt Regency Chicago Thu Sep 28, 3 Nights

$309.93 (tx incl.) The Godfrey Hotel Chicago Thu Oct 12, 3 Nights

$314.99 (tx incl.) W Chicago - Lakeshore Wed Oct 11, 3 Nights

$373.11 (tx incl.) Omni Chicago Suites - Magnificent Mile Tue Oct 10, 4 Nights

$427.40 (tx incl.) The Gwen, A Luxury Collection Hotel, Michigan Thu Oct 5, 3 Nights

$580.71 (tx incl.) Trump International Hotel & Tower Chicago Tue Oct 17, 4 Nights

$411.00 (tx incl.) Indigo Chicago Fri Oct 6, 6 Nights

$185.33 (tx incl.) Hampton Inn And Suites Schererville Sun Oct 22, 3 Nights

Chicago Pictures

Millenium Park - Chicago, Illinois, USA

Millenium Park - Chicago, Illinois, USA

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