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Chicago Romantic Hotels

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Wyndham Grand Chicago Riverfront
Wyndham Grand Chicag...
4.0 of 5 stars 2,389 Reviews
Plan Ahead & Save 15%
Chicago's Essex Inn
Chicago's Essex Inn
3.5 of 5 stars 1,327 Reviews
15% off room rate
The Guesthouse Hotel
The Guesthouse Hotel
5.0 of 5 stars 145 Reviews
Cubs Free Parking
Romantic Budget Family-friendly Mid-range Pool Luxury Independent Hotels Near North Side 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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    #1 of 177 hotels in Chicago
    #1 Just for You Great if you love nightlife, In Near North...more Great if you love nightlife, In Near North Side, Close to Michigan Avenueless
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    #2 of 177 hotels in Chicago
    #2 Just for You Popular upscale hotel in Chicago, A top...more Popular upscale hotel in Chicago, A top romantic hotel in Chicago, Has a bar/loungeless
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    #11 of 177 hotels in Chicago
    #3 Just for You Elegant hotel, Popular centrally located...more Elegant hotel, Popular centrally located hotel in Chicago, A top centrally located hotel in Chicagoless
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    #22 of 177 hotels in Chicago
    #4 Just for You Has a pool, Other travelers love this hotel...more Has a pool, Other travelers love this hotel, Upscaleless
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    Hyatt Chicago Magnificent Mile Slideshow
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    #46 of 177 hotels in Chicago
    #5 Just for You Popular stylish hotel in Chicago, A top...more Popular stylish hotel in Chicago, A top stylish hotel in Chicago, Near Millennium Parkless
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    theWit - A DoubleTree by Hilton Slideshow
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    #21 of 177 hotels in Chicago
    #6 Just for You Offers free wifi, Popular upscale hotel in...more Offers free wifi, Popular upscale hotel in Chicago, Close to Cloud Gateless
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    The Silversmith Hotel Slideshow
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    #3 of 177 hotels in Chicago
    #7 Just for You A top romantic hotel in Chicago, Elegant...more A top romantic hotel in Chicago, Elegant hotel, Other travelers love this hotelless
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    #4 of 177 hotels in Chicago
    #8 Just for You Has a bar/lounge, Popular elegant hotel in...more Has a bar/lounge, Popular elegant hotel in Chicago, In Gold Coastless
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    Romantic
    Thompson Chicago, a Thompson Hotel Slideshow
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    #13 of 177 hotels in Chicago
    #9 Just for You A top trendy hotel in Chicago, Popular trendy...more A top trendy hotel in Chicago, Popular trendy hotel in Chicago, Upscaleless
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    #53 of 177 hotels in Chicago
    #10 Just for You Popular upscale hotel in Chicago, Close to...more Popular upscale hotel in Chicago, Close to Michigan Avenue, A top centrally located hotel in Chicagoless
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    Wyndham Grand Chicago Riverfront Slideshow
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    #8 of 177 hotels in Chicago
    #11 Just for You Has a pool, Close to Millennium Park...more Has a pool, Close to Millennium Park, Popular romantic hotel in Chicagoless
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    #26 of 177 hotels in Chicago
    #12 Just for You Offers free wifi, Upscale, Other travelers...more Offers free wifi, Upscale, Other travelers love this hotelless
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    Kinzie Hotel Offers & Announcements Park On Us Package
    #15 of 177 hotels in Chicago
    #13 Just for You Has a bar/lounge, Popular stylish hotel in...more Has a bar/lounge, Popular stylish hotel in Chicago, Mid-range hotelless
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    Kinzie Hotel Slideshow
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    #9 of 177 hotels in Chicago
    #14 Just for You In Near North Side, A top environmentally...more In Near North Side, A top environmentally friendly hotel in Chicago, Popular environmentally friendly hotel in Chicagoless
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    #81 of 177 hotels in Chicago
    #15 Just for You Other travelers love this hotel, Top-tier...more Other travelers love this hotel, Top-tier hotel, Popular elegant hotel in Chicagoless
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    #23 of 177 hotels in Chicago
    #16 Just for You Luxury hotel, City center, Popular romantic...more Luxury hotel, City center, Popular romantic hotel in Chicagoless
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    The James Chicago Slideshow
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    #19 of 177 hotels in Chicago
    #17 Just for You Offers free wifi, Popular contemporary hotel...more Offers free wifi, Popular contemporary hotel in Chicago, In Magnificent Mileless
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    Conrad Chicago Slideshow
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    #12 of 177 hotels in Chicago
    #18 Just for You Has a bar/lounge, Popular upscale hotel in...more Has a bar/lounge, Popular upscale hotel in Chicago, Close to Millennium Parkless
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    #92 of 177 hotels in Chicago
    #19 Just for You Popular centrally located hotel in Chicago...more Popular centrally located hotel in Chicago, Has a spa, Upscaleless
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    Hard Rock Hotel Chicago Slideshow
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    #33 of 177 hotels in Chicago
    #20 Just for You Popular romantic hotel in Chicago, Budget...more Popular romantic hotel in Chicago, Budget hotel, Close to Wrigley Fieldless
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    #68 of 177 hotels in Chicago
    #21 Just for You Popular upscale hotel in Chicago, Has a...more Popular upscale hotel in Chicago, Has a pool, Other travelers love this hotelless
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    #5 of 177 hotels in Chicago
    #22 Just for You A top centrally located hotel in Chicago...more A top centrally located hotel in Chicago, Close to 360 Chicago, Popular centrally located hotel in Chicagoless
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    Romantic
    Waldorf Astoria Chicago Slideshow
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    #103 of 177 hotels in Chicago
    #23 Just for You Has a bar/lounge, Popular mid-range hotel in...more Has a bar/lounge, Popular mid-range hotel in Chicago, In Gold Coastless
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    Romantic
    Hotel Indigo Chicago Downtown Gold Coast Slideshow
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    #37 of 177 hotels in Chicago
    #24 Just for You Offers free wifi, Other travelers love this...more Offers free wifi, Other travelers love this hotel, Popular elegant hotel in Chicagoless
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    Romantic
    Omni Chicago Hotel Slideshow
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    #30 of 177 hotels in Chicago
    #25 Just for You Popular trendy hotel in Chicago, In Near...more Popular trendy hotel in Chicago, In Near North Side, Elegant hotelless
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    #59 of 177 hotels in Chicago
    #26 Just for You Romantic, Popular mid-range hotel in...more Romantic, Popular mid-range hotel in Chicago, Close to Art Institute of Chicagoless
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    Hotel Blake Chicago Slideshow
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    Park Hyatt Chicago Offers & Announcements Suite Experience
    #7 of 177 hotels in Chicago
    #27 Just for You Popular contemporary hotel in Chicago, Other...more Popular contemporary hotel in Chicago, Other travelers love this hotel, Close to 360 Chicagoless
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    #48 of 177 hotels in Chicago
    #28 Just for You City center, Upscale, A top romantic hotel...more City center, Upscale, A top romantic hotel in Chicagoless
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    #67 of 177 hotels in Chicago
    #29 Just for You Has a spa, In Streeterville, Popular chic...more Has a spa, In Streeterville, Popular chic hotel in Chicagoless
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    Romantic
    W Chicago Lakeshore Slideshow
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    #71 of 177 hotels in Chicago
    #30 Just for You Popular upscale hotel in Chicago, Close to...more Popular upscale hotel in Chicago, Close to Millennium Park, Other travelers love this hotelless
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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.
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