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Chicago Hotels with Pools

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Holiday Inn Chicago O'Hare
Holiday Inn Chicago...
3.5 of 5 stars 421 Reviews
Save 10-30%
Congress Plaza Hotel
Congress Plaza Hotel
3.0 of 5 stars 1,602 Reviews
stay 2 nights or more
dana hotel and spa
dana hotel and spa
4.5 of 5 stars 1,681 Reviews
Receive $10 F&B credit
Pool Budget Family-friendly Mid-range Luxury Independent Hotel Near North Side Romantic Fitness center Downtown / The Loop Boutique Charming Quaint Quiet City Center Classic Business Best Value Green Spa Room Service Restaurant Suites Beach Casino Airport Transportation Pets Allowed Free Parking Bar/Lounge Kitchenette Free Breakfast Internet Business services Free Wifi Meeting room Concierge Non-Smoking Hotel Trendy 4-star 3-star Air Conditioning Millennium Park Art Institute of Chicago Michigan Avenue 2-star 360 Chicago Willis Tower - Skydeck Chicago Magnificent Mile Streeterville Gold Coast Lakeview Reduced mobility rooms 5-star Hyatt Wrigley Field Museum of Science and Industry Lincoln Park West Loop Cloud Gate Hilton Hotels Holiday Inn Marriott Kimpton Hotels Fairfield Inn Northwest Side Hampton Inn Southwest Side Golf course Renaissance Courtyard Lincoln Square W Hotels Best Western Residence Inn DoubleTree Westin La Quinta Inn & Suites South Loop Ascend Collection Kenwood Four Seasons O'Hare Hyatt Place Homewood Suites Holiday Inn Express Wrigleyville Embassy Suites Joie De Vivre Sheraton Days Inn Radisson Blu JW Marriott Howard Johnson Sofitel Clarion Preferred Boutique Travelodge Aloft 1-star Warwick Hotels Wyndham Hard Rock Hotels Fairmont Omni Hotels Marriott Autograph Collection Peninsula Conrad Red Roof Inns Hilton Garden Inn Best Western Plus Springhill Suites Crowne Plaza Rodeway Inn Swissôtel Hotels & Resorts Millennium Rogers Park Wicker Park / Bucktown Thompson Chinatown InterContinental Loews Luxury Collection Waldorf Astoria Hotel Indigo DePaul Comfort Suites Hyde Park
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    #6 of 178 hotels in Chicago
    #31 Just for You Has a bar/lounge, City center, Popular...more Has a bar/lounge, City center, Popular elegant hotel in Chicagoless
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    Pool
    The Peninsula Chicago
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    #113 of 178 hotels in Chicago
    #32 Just for You Has a pool, In Magnificent Mile, Other...more Has a pool, In Magnificent Mile, Other travelers love this hotelless
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    Chicago Marriott Downtown Magnificent Mile
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    #95 of 178 hotels in Chicago
    #33 Just for You Offers free wifi, Popular mid-range hotel in...more Offers free wifi, Popular mid-range hotel in Chicago, In Near North Sideless
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    Holiday Inn Chicago Mart Plaza River North
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    #56 of 178 hotels in Chicago
    #34 Just for You Mid-range hotel, Popular kid-friendly hotel...more Mid-range hotel, Popular kid-friendly hotel in Chicago, A top kid-friendly hotel in Chicagoless
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    Pool
    La Quinta Inn & Suites Chicago Downtown
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    #87 of 178 hotels in Chicago
    #35 Just for You Close to Willis Tower - Skydeck Chicago...more Close to Willis Tower - Skydeck Chicago, Other travelers love this hotelless
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    Holiday Inn Chicago Downtown
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    #84 of 178 hotels in Chicago
    #36 Just for You Has a bar/lounge, Popular mid-range hotel in...more Has a bar/lounge, Popular mid-range hotel in Chicagoless
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    Chicago Marriott O\\
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    #79 of 178 hotels in Chicago
    #37 Just for You In Near North Side, Popular centrally...more In Near North Side, Popular centrally located hotel in Chicago, Has a poolless
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    AC Hotel Chicago Downtown
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    #78 of 178 hotels in Chicago
    #38 Just for You A top family-friendly hotel in Chicago...more A top family-friendly hotel in Chicago, Mid-range hotel, Other travelers love this hotelless
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    Hilton Suites Chicago\/Magnificent Mile
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    #61 of 178 hotels in Chicago
    #39 Just for You Great if you love traveling like a local...more Great if you love traveling like a local, Has a spa, Popular contemporary hotel in Chicagoless
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    Renaissance Chicago Hotel
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    #70 of 178 hotels in Chicago
    #40 Just for You Offers free wifi, In Near North Side...more Offers free wifi, In Near North Side, Popular mid-range hotel in Chicagoless
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    Courtyard Chicago Downtown River North
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    #40 of 178 hotels in Chicago
    #41 Just for You Mid-range hotel, Other travelers love this...more Mid-range hotel, Other travelers love this hotel, Has a fitness centerless
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    Holiday Inn Chicago - Midway Airport
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    #75 of 178 hotels in Chicago
    #42 Just for You Has a pool, In Magnificent Mile
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    Homewood Suites by Hilton Chicago Downtown\/Magnificent Mile
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    #32 of 178 hotels in Chicago
    #43 Just for You Popular mid-range hotel in Chicago, Close to...more Popular mid-range hotel in Chicago, Close to Museum of Science and Industry, A top eco-conscious hotel in Chicagoless
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    #44 of 178 hotels in Chicago
    #44 Just for You Has a bar/lounge, Mid-range hotel, Other...more Has a bar/lounge, Mid-range hotel, Other travelers love this hotelless
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    Marriott Chicago Midway
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    #99 of 178 hotels in Chicago
    #45 Just for You Offers free wifi, Budget hotel, Popular...more Offers free wifi, Budget hotel, Popular budget hotel in Chicagoless
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    Holiday Inn Express Chicago-Midway Airport
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    #92 of 178 hotels in Chicago
    #46 Just for You Provides business services, Popular...more Provides business services, Popular mid-range hotel in Chicagoless
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    #80 of 178 hotels in Chicago
    #47 Just for You Mid-range hotel, Close to Willis Tower...more Mid-range hotel, Close to Willis Tower - Skydeck Chicago, Other travelers love this hotelless
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    Pool
    Buckingham Athletic Club
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    #35 of 178 hotels in Chicago
    #48 Just for You Has a spa, In West Loop, A top stylish hotel...more Has a spa, In West Loop, A top stylish hotel in Chicagoless
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    Pool
    Soho House Chicago
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    #102 of 178 hotels in Chicago
    #49 Just for You Has a pool, Budget hotel, Popular budget...more Has a pool, Budget hotel, Popular budget hotel in Chicagoless
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    Fairfield Inn Chicago Midway Airport
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    #127 of 178 hotels in Chicago
    #50 Just for You Mid-range hotel, Other travelers love this...more Mid-range hotel, Other travelers love this hotel, Offers free wifiless
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    Corporate Suites Network at Presidential Towers
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    #107 of 178 hotels in Chicago
    #51 Just for You Romantic, A top romantic hotel in Chicago...more Romantic, A top romantic hotel in Chicago, Popular romantic hotel in Chicagoless
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    Union League Club
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    #114 of 178 hotels in Chicago
    #52 Just for You Has a bar/lounge, Near Art Institute of...more Has a bar/lounge, Near Art Institute of Chicagoless
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    Pool
    The Standard Club
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    #60 of 178 hotels in Chicago
    #53 Just for You Has a restaurant, Other travelers love this...more Has a restaurant, Other travelers love this hotel, Near Cloud Gateless
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    University Club of Chicago
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    #15 of 178 hotels in Chicago
    #54 Just for You A top trendy hotel in Chicago, Elegant...more A top trendy hotel in Chicago, Elegant hotel, Near Michigan Avenueless
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    Pool
    Loews Chicago Hotel
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    #112 of 178 hotels in Chicago
    #55 Just for You Has a pool, Close to Millennium Park
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    Chicago Athletic Association Hotel
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    #120 of 178 hotels in Chicago
    #56 Just for You Has a fitness center, Other travelers love...more Has a fitness center, Other travelers love this hotelless
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    Pool
    Suite Home Chicago - One Superior Place
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    #121 of 178 hotels in Chicago
    #57 Just for You Popular budget hotel in Chicago, Has a...more Popular budget hotel in Chicago, Has a bar/lounge, Budget hotelless
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    BEST WESTERN Grant Park Hotel
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    #132 of 178 hotels in Chicago
    #58 Just for You Provides business services, Close to Willis...more Provides business services, Close to Willis Tower - Skydeck Chicagoless
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    Pool
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    #134 of 178 hotels in Chicago
    #59 Just for You Mid-range hotel, Other travelers love this...more Mid-range hotel, Other travelers love this hotel, Has a fitness centerless
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    Clarion Hotel Midway Airport
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    #140 of 178 hotels in Chicago
    #60 Just for You In Kenwood, Popular mid-range hotel in...more In Kenwood, Popular mid-range hotel in Chicagoless
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    Chicago Lake Shore Hotel
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    *Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.