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Chicago Hotels with Pools

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Wyndham Grand Chicago Riverfront
Wyndham Grand Chicag...
4.5 of 5 stars 2,236 Reviews
Plan Ahead & Save 15%
dana hotel and spa
dana hotel and spa
4.5 of 5 stars 1,542 Reviews
Receive a $10 F&B credit
Carlton Inn Midway
Carlton Inn Midway
4.5 of 5 stars 442 Reviews
$10 off room rate
Pool Budget Family-friendly Mid-range Luxury Independent Hotels Near North Side Romantic Fitness center 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 3-star 4-star Air Conditioning Millennium Park Art Institute of Chicago Michigan Avenue 360 Chicago 2-star Willis Tower - Skydeck Chicago Lakeview 5-star Hyatt Wrigley Field Cloud Gate Museum of Science and Industry Reduced mobility rooms Hilton Hotels Marriott Holiday Inn Kimpton Hotels Hampton Inn Southwest Side Fairfield Inn Gold Coast Golf course Renaissance Courtyard Northwest Side Best Western Holiday Inn Express DoubleTree Ascend Collection Residence Inn Four Seasons La Quinta Inn & Suites Lincoln Square W Hotels O'Hare Westin Embassy Suites Homewood Suites Omni Hotels Luxury Collection Peninsula Best Western Plus Springhill Suites Clarion Joie de Vivre Rogers Park Days Inn 1-star Aloft Waldorf Astoria Hyatt Place Conrad Fairmont Howard Johnson Lincoln Park Radisson Blu Sofitel Crowne Plaza Hard Rock Hotels Sheraton Preferred Boutique Swissôtel Hotels & Resorts Hotel Indigo Wicker Park / Bucktown Thompson Hyde Park Travelodge DePaul Hilton Garden Inn Wyndham Rodeway Inn Loews JW Marriott Marriott Autograph Collection Millennium Comfort Suites Red Roof Inns Warwick Hotels InterContinental
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    #92 of 176 hotels in Chicago
    #31 Just for You Has a pool, In Near North Side, Popular… more Has a pool, In Near North Side, Popular contemporary hotel in Chicago less
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    Holiday Inn Chicago Mart Plaza River North Slideshow
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    #110 of 176 hotels in Chicago
    #32 Just for You City center, Has a bar/lounge, Popular… more City center, Has a bar/lounge, Popular centrally located hotel in Chicago less
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    Chicago Marriott Downtown Magnificent Mile Slideshow
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    #93 of 176 hotels in Chicago
    #33 Just for You Mid-range hotel, In The Loop, Popular… more Mid-range hotel, In The Loop, Popular family-friendly hotel in Chicago less
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    Holiday Inn Chicago Downtown Slideshow
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    #76 of 176 hotels in Chicago
    #34 Just for You A top centrally located hotel in Chicago… more A top centrally located hotel in Chicago, Popular mid-range hotel in Chicago, Offers free wifi less
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    Hilton Suites Chicago/Magnificent Mile Slideshow
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    #51 of 176 hotels in Chicago
    #35 Just for You Other travelers love this hotel, Popular… more Other travelers love this hotel, Popular kid-friendly hotel in Chicago, A top kid-friendly hotel in Chicago less
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    #116 of 176 hotels in Chicago
    #36 Just for You Has a pool, Mid-range hotel
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    Pool
    Holiday Inn Chicago O'Hare Slideshow
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    #63 of 176 hotels in Chicago
    #37 Just for You Has a bar/lounge, In O'Hare, Popular… more Has a bar/lounge, In O'Hare, Popular chic hotel in Chicago less
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    Renaissance Chicago O'Hare Suites Hotel Slideshow
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    #46 of 176 hotels in Chicago
    #38 Just for You Provides business services, Popular… more Provides business services, Popular mid-range hotel in Chicago, Other travelers love this hotel less
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    Marriott Chicago Midway Slideshow
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    #64 of 176 hotels in Chicago
    #39 Just for You Offers free wifi, In Near North Side
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    Courtyard Chicago Downtown River North Slideshow
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    #59 of 176 hotels in Chicago
    #40 Just for You A top romantic hotel in Chicago, Has a spa… more A top romantic hotel in Chicago, Has a spa, Great if you enjoy local culture less
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    Renaissance Chicago Hotel Slideshow
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    #57 of 176 hotels in Chicago
    #41 Just for You Has a pool, Other travelers love this hotel… more Has a pool, Other travelers love this hotel, Mid-range hotel less
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    Holiday Inn Chicago - Midway Airport Slideshow
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    #89 of 176 hotels in Chicago
    #42 Just for You Popular mid-range hotel in Chicago, In Near… more Popular mid-range hotel in Chicago, In Near North Side less
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    Homewood Suites by Hilton Chicago Downtown/Magnificent Mile Slideshow
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    #39 of 176 hotels in Chicago
    #43 Just for You A top eco-conscious hotel in Chicago, Close… more A top eco-conscious hotel in Chicago, Close to Museum of Science and Industry, Popular eco-conscious hotel in Chicago less
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    #84 of 176 hotels in Chicago
    #44 Just for You Mid-range hotel, Other travelers love this… more Mid-range hotel, Other travelers love this hotel, Has a bar/lounge less
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    Chicago Marriott O'Hare Slideshow
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    #99 of 176 hotels in Chicago
    #45 Just for You Offers free wifi, Budget hotel, Popular… more Offers free wifi, Budget hotel, Popular budget hotel in Chicago less
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    Holiday Inn Express Chicago-Midway Airport Slideshow
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    #69 of 176 hotels in Chicago
    #46 Just for You Close to Willis Tower - Skydeck Chicago… more Close to Willis Tower - Skydeck Chicago, Popular mid-range hotel in Chicago less
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    #41 of 176 hotels in Chicago
    #47 Just for You Other travelers love this hotel, Romantic… more Other travelers love this hotel, Romantic, Popular stylish hotel in Chicago less
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    #98 of 176 hotels in Chicago
    #48 Just for You Mid-range hotel, Has a pool
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    #124 of 176 hotels in Chicago
    #49 Just for You Near Willis Tower - Skydeck Chicago, In The… more Near Willis Tower - Skydeck Chicago, In The Loop less
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    Corporate Suites Network at Presidential Towers Slideshow
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    #106 of 176 hotels in Chicago
    #50 Just for You Budget hotel, Other travelers love this… more Budget hotel, Other travelers love this hotel, Popular budget hotel in Chicago less
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    Fairfield Inn Chicago Midway Airport Slideshow
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    #105 of 176 hotels in Chicago
    #51 Just for You A top romantic hotel in Chicago, Popular… more A top romantic hotel in Chicago, Popular romantic hotel in Chicago, Has a fitness center less
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    #114 of 176 hotels in Chicago
    #52 Just for You Near Art Institute of Chicago, In The Loop
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    #55 of 176 hotels in Chicago
    #53 Just for You Has a pool, Other travelers love this hotel… more Has a pool, Other travelers love this hotel, Near Cloud Gate less
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    #19 of 176 hotels in Chicago
    #54 Just for You A top romantic hotel in Chicago, Elegant… more A top romantic hotel in Chicago, Elegant hotel, Near Millennium Park less
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    #117 of 176 hotels in Chicago
    #55 Just for You Has a fitness center
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    #118 of 176 hotels in Chicago
    #56 Just for You Has a bar/lounge, Budget hotel, Popular… more Has a bar/lounge, Budget hotel, Popular centrally located hotel in Chicago less
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    BEST WESTERN Grant Park Hotel Slideshow
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    #130 of 176 hotels in Chicago
    #57 Just for You Mid-range hotel, Other travelers love this… more Mid-range hotel, Other travelers love this hotel, Offers free wifi less
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    #132 of 176 hotels in Chicago
    #58 Just for You Has a pool, Popular mid-range hotel in… more Has a pool, Popular mid-range hotel in Chicago less
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    Clarion Hotel Midway Airport Slideshow
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    #2 of 176 hotels in Chicago
    #59 Just for You A top romantic hotel in Chicago, In Near… more A top romantic hotel in Chicago, In Near North Side, Popular upscale hotel in Chicago less
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    #38 of 176 hotels in Chicago
    #60 Just for You Upscale, Other travelers love this hotel… more Upscale, Other travelers love this hotel, Near Millennium Park less
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    theWit - A DoubleTree by Hilton Slideshow
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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.