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The term “flyover” is an insult when it comes to Chicago. The Midwest’s most populated city reads like a love letter to many things—architecture, food, theater and sports to name a few—but don’t expect to do it all in one visit. Start with Millennium Park, a Cubs game and a slice of deep dish pizza and return again and again to explore its fascinating neighborhoods and hang out by the Lake.   


Hotel Deals

Wyndham Grand Chicago Riverfront $151
Reviewed on Apr 3, 2019
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Wyndham Grand Chicago Riverfront

Wyndham Grand Chicago Riverfront

71 E Wacker Dr, Chicago, IL
     
    4.3 of 5
    4.0 out of 5.0

    Great location to loop, parks, restaurants, and shopping. Had a wonderful time walking and checking out the architecture.

    The Whitehall Hotel $93
    Reviewed on Apr 29, 2019
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    The Whitehall Hotel

    The Whitehall Hotel

    105 E Delaware Pl, Chicago, IL
       
      4.2 of 5
      4.0 out of 5.0

      Great location, good-sized room, pleasant and efficient staff (check-in/check-out) and good value.

      Crowne Plaza Chicago West Loop $79
      Reviewed on May 1, 2019
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      Crowne Plaza Chicago West Loop

      Crowne Plaza Chicago West Loop

      25 South Halsted Street, Chicago, IL
         
        4.2 of 5
        3.5 out of 5.0

        The bed was comfortable. The staff were helpful. Things were nice and clean.

        Hilton Chicago O'Hare Airport $130
        Reviewed on Apr 27, 2019
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        Hilton Chicago O'Hare Airport

        Hilton Chicago O'Hare Airport

        Ohare International Airport, Chicago, IL
           
          3.7 of 5
          4.0 out of 5.0

          No complaints . Nice hotel staff. Great location!

          Loews Chicago O'Hare Hotel $119
          Reviewed on Dec 26, 2018
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          Loews Chicago O'Hare Hotel

          Loews Chicago O'Hare Hotel

          5300 N River Rd, Rosemont, IL
             
            4.5 of 5
            4.5 out of 5.0

            My room service order was not complete but they compliment my sandwich

            Palmer House a Hilton Hotel $125
            Reviewed on May 13, 2019
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            Palmer House a Hilton Hotel

            Palmer House a Hilton Hotel

            17 E Monroe St, Chicago, IL
               
              4.3 of 5
              4.0 out of 5.0

              Beautiful architecture, friendly staff, convenient location. Bed was not comfortable and the pool is under renovation so not many amenities available

              Fairmont Chicago at Millennium Park $184
              Reviewed on Dec 11, 2017
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              Fairmont Chicago at Millennium Park

              Fairmont Chicago at Millennium Park

              200 North Columbus Drive, Chicago, IL
                 
                4.3 of 5
                4.5 out of 5.0

                I have stayed at the Fairmont Millenium Park Chicago at least a dozen times. The room I received was in need of a renovation. Carpet was tattered as well as the bed frame. The mattress was lumpy. The room needed a fresh coat of paint. I never had an experience like this on my previous visits. Too ...

                Hyatt Regency McCormick Place $119
                Reviewed on May 3, 2019
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                Hyatt Regency McCormick Place

                Hyatt Regency McCormick Place

                2233 S Martin Luther King Dr, Chicago, IL
                   
                  4.0 of 5
                  4.0 out of 5.0

                  Away from downtown and east check in. I also like the fact that the parking fee isn't outrageous.

                  Chicago Athletic Association $229
                  Reviewed on Apr 8, 2019
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                  Chicago Athletic Association

                  Chicago Athletic Association

                  12 South Michigan Avenue, Chicago, IL
                     
                    4.4 of 5
                    4.5 out of 5.0

                    If you're looking for an unusual hotel with outstanding service- this is your place. Old world charm with modern convenience...

                    Trump International Hotel & Tower Chicago $500
                    Reviewed on Apr 28, 2019
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                    Trump International Hotel & Tower Chicago

                    Trump International Hotel & Tower Chicago

                    401 N Wabash Ave, Chicago, IL
                       
                      4.8 of 5
                      5.0 out of 5.0

                      You might expect a 5-star review to focus on the amazing rooms, the first-class service, and wonderful amenities. That is a baseline for luxurious hotels so no stars for that. The 5 stars are for the Front Desk staff who didn't just check us in, but cared who we are and why we were in Chicago; the ...

                      The Langham, Chicago $319
                      Reviewed on Mar 25, 2019
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                      The Langham, Chicago

                      The Langham, Chicago

                      330 North Wabash Avenue, Chicago, IL
                         
                        4.8 of 5
                        5.0 out of 5.0

                        This hotel exceeded my expectations. Everything was luxurious. No need to stay anywhere else. Truly a 5 star hotel!

                        Hyatt House Chicago/Evanston $129
                        Reviewed on Oct 3, 2018
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                        Hyatt House Chicago/Evanston

                        Hyatt House Chicago/Evanston

                        1515 Chicago Avenue, Evanston, IL
                           
                          4.8 of 5
                          3.5 out of 5.0

                          Good location near to Northwestern University. Basic breakfast. Clean rooms.

                          Radisson Hotel Schaumburg $84
                          Reviewed on Oct 26, 2018
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                          Radisson Hotel Schaumburg

                          Radisson Hotel Schaumburg

                          1998 North Roselle Road, Schaumburg, IL
                             
                            4.0 of 5
                            3.5 out of 5.0

                            The hotel was nicely maintained and, the staff was friendly. The close proximity to the Medieval Times dinner theater was a nice bonus.

                            River Hotel $139
                            Reviewed on May 11, 2019
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                            River Hotel

                            River Hotel

                            75 East Wacker Drive, Chicago, IL
                               
                              4.3 of 5
                              4.0 out of 5.0

                              The service was excellent. They gave us an early check in. Every staff person was friendly and helpful. The coffee and snack area on tge 2nd floor was great. There was a yogaa mat in the closet and several good, short videos on the TV and the location was excellent. As i read in other reviews the ...

                              Club Quarters Hotel, Central Loop $152
                              Reviewed on Apr 6, 2019
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                              Club Quarters Hotel, Central Loop

                              Club Quarters Hotel, Central Loop

                              111 West Adams Street, Chicago, IL
                                 
                                4.3 of 5
                                4.0 out of 5.0

                                The rooms are very nice and the desk staff is courteous and attentive. The corridor to my room smelled a little of weed, which is the first time I have ever noticed this in a CQ!

                                Springhill Suites by Marriott Chicago Downtown/ River North $115
                                Reviewed on Mar 3, 2019
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                                Springhill Suites by Marriott Chicago Downtown/ River North

                                Springhill Suites by Marriott Chicago Downtown/ River North

                                410 North Dearborn Street, Chicago, IL
                                   
                                  4.5 of 5
                                  3.5 out of 5.0

                                  Friendship of staff. Clean all around,beautiful hotel

                                  Hyatt Centric Chicago Magnificent Mile $144
                                  Reviewed on Mar 29, 2019
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                                  Hyatt Centric Chicago Magnificent Mile

                                  Hyatt Centric Chicago Magnificent Mile

                                  633 N Saint Clair St, Chicago, IL
                                     
                                    4.4 of 5
                                    4.0 out of 5.0

                                    Location is great. Noise from ambulances is not acceptable. Pool was really disappointing. It’s was the smallest pool I have ever seen at a hotel and the floor was so slippery I thought my kids were going to fall and get hurt. Everything else was good.

                                    Ivy Boutique Hotel $109
                                    Reviewed on Mar 20, 2019
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                                    Ivy Boutique Hotel

                                    Ivy Boutique Hotel

                                    233 E Ontario, Chicago, IL
                                       
                                      4.5 of 5
                                      4.5 out of 5.0

                                      Beautiful hotel, small, bar in the lobby, modern. Staff was nice and helpful! Room was BEAUTIFUL. Walking distance from the mag mile and millennium park! Would stay here again!

                                      Swissotel - Chicago $143
                                      Reviewed on Nov 26, 2018
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                                      Swissotel - Chicago

                                      Swissotel - Chicago

                                      323 E Wacker Dr, Chicago, IL
                                         
                                        4.4 of 5
                                        4.5 out of 5.0

                                        The service was professional and friendly. The room was outstanding.

                                        Loews Chicago Hotel $169
                                        Reviewed on Apr 29, 2019
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                                        Loews Chicago Hotel

                                        Loews Chicago Hotel

                                        455 North Park Drive, Chicago, IL
                                           
                                          4.7 of 5
                                          4.5 out of 5.0

                                          It was our anniversary and they brought up to our room a bottle of champagne and chocolate covered strawberries! Such a nice surprise!

                                          The Godfrey Hotel Chicago $171
                                          Reviewed on Apr 25, 2019
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                                          The Godfrey Hotel Chicago

                                          The Godfrey Hotel Chicago

                                          127 West Huron, at LaSalle, Chicago, IL
                                             
                                            4.1 of 5
                                            4.5 out of 5.0

                                            First time in Chicago and I couldn’t have picked a better hotel! Centrally located, courteous staff, clean, modern & fun! I highly highly recommend it and will definitely be back!

                                            Hotel Lincoln $149
                                            Reviewed on Apr 28, 2019
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                                            Hotel Lincoln

                                            Hotel Lincoln

                                            1816 N Clark Street, Chicago, IL
                                               
                                              4.7 of 5
                                              4.0 out of 5.0

                                              A great place to stay when visiting the Colleges. The hotel is within walking distance to Wrigley Field, and the Lincoln Park Zoo is across the street. We had a wonderful stay. The rooftop bar is an excellent place to start your evening!!

                                              Hilton Chicago- Michigan Ave Cultural Mile $129
                                              Reviewed on May 16, 2019
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                                              Hilton Chicago- Michigan Ave Cultural Mile

                                              Hilton Chicago- Michigan Ave Cultural Mile

                                              720 S Michigan Ave, Chicago, IL
                                                 
                                                4.1 of 5
                                                4.0 out of 5.0

                                                Very close to Soldier Field. Staff was excellent. Hotel parking

                                                Silversmith Hotel Chicago Downtown $223
                                                Reviewed on May 22, 2019
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                                                Silversmith Hotel Chicago Downtown

                                                Silversmith Hotel Chicago Downtown

                                                10 S Wabash Ave, Chicago, IL
                                                   
                                                  4.3 of 5
                                                  4.0 out of 5.0

                                                  Great location for what I had planned. I enjoyed my stay & will return when possible.

                                                  Hyatt Regency Chicago $159
                                                  Reviewed on May 22, 2019
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                                                  Hyatt Regency Chicago

                                                  Hyatt Regency Chicago

                                                  151 East Wacker Dr, Chicago, IL
                                                     
                                                    4.1 of 5
                                                    4.0 out of 5.0

                                                    Room was not real clean. Check the corners of all the carpet in the rooms

                                                    Hotel Felix Chicago $95
                                                    Reviewed on May 14, 2019
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                                                    Hotel Felix Chicago

                                                    Hotel Felix Chicago

                                                    111 W Huron St, Chicago, IL
                                                       
                                                      3.8 of 5
                                                      4.0 out of 5.0

                                                      I come here every time I visit Chicago. The location is amazing. Everything is near it from restaurants to shopping. The hotel front desk is very quick and efficient. The bellhop boys were so sweet to my son and I. My room was a queen bed but it was perfect for mother and son getaway for Mother’s ...

                                                      Embassy Suites Chicago Downtown Magnificent Mile $153
                                                      Reviewed on May 9, 2019
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                                                      Embassy Suites Chicago Downtown Magnificent Mile

                                                      Embassy Suites Chicago Downtown Magnificent Mile

                                                      511 North Columbus Drive, Chicago, IL
                                                         
                                                        4.3 of 5
                                                        4.0 out of 5.0

                                                        The breakfast was great in that you could have fresh custom made omelettes. We found it a unique idea to have an afternoon reception of snacks and drinks. It was a nice way to meet other guests of the hotel.

                                                        The Drake, a Hilton Hotel $129
                                                        Reviewed on Feb 24, 2019
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                                                        The Drake, a Hilton Hotel

                                                        The Drake, a Hilton Hotel

                                                        140 E Walton Place, Chicago, IL
                                                           
                                                          4.4 of 5
                                                          4.0 out of 5.0

                                                          We thoroughly enjoyed our stay at the Drake. When the staff found out it was my daughters birthday they sent up a cake to our room. This completely made her day Thank you

                                                          Millennium Knickerbocker Chicago $97
                                                          Reviewed on May 13, 2019
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                                                          Millennium Knickerbocker Chicago

                                                          Millennium Knickerbocker Chicago

                                                          163 East Walton Place, Chicago, IL
                                                             
                                                            4.2 of 5
                                                            4.0 out of 5.0

                                                            Gorgeous hotel with so much history. Love staying here!

                                                            Crowne Plaza Hotel Chicago O'Hare $109
                                                            Reviewed on Apr 15, 2019
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                                                            Crowne Plaza Hotel Chicago O'Hare

                                                            Crowne Plaza Hotel Chicago O'Hare

                                                            5440 N River Rd, Rosemont, IL
                                                               
                                                              4.0 of 5
                                                              3.5 out of 5.0

                                                              The building was outdated, it had a older furniture and had a little smell to it also.

                                                              The Talbott Hotel $99
                                                              Reviewed on Mar 30, 2019
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                                                              The Talbott Hotel

                                                              The Talbott Hotel

                                                              20 E Delaware Pl, Chicago, IL
                                                                 
                                                                4.8 of 5
                                                                4.0 out of 5.0

                                                                perfectly located. everything we wanted to do was within walking distance

                                                                Kinzie Hotel $139
                                                                Reviewed on Apr 1, 2019
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                                                                Kinzie Hotel

                                                                Kinzie Hotel

                                                                20 W Kinzie St, Chicago, IL
                                                                   
                                                                  4.6 of 5
                                                                  4.0 out of 5.0

                                                                  Room was chilly and we couldn't get thermostat unlocked to warrm ot up.

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                                                                  Hotel deals: Offers valid at participating hotels only and are subject to availability. Minimum night stay may be required, and varies by property. Rules, restrictions, and black out dates may apply. See property pages for further details.

                                                                  Air pricing: Sample prices are quoted for one adult and include taxes and fees for round-trip travel on the promoted airline. Prices do not include baggage fees that may be charged by the applicable airline. Actual price may vary based on time/date of search, booking date, travel dates, origin, and destination. Sample prices above are updated daily; prices are found on www.Travelocity.com and quoted in U.S. dollars. Advance booking requirements, minimum/maximum stay requirements, blackout dates, and other restrictions may apply and vary by booking date, travel dates, origin city, and destination. Portions of these flights may be operated by the airlines code-share partners. Fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates. Lower fares may be available to selected destinations. Tickets are nontransferable and nonrefundable. Read the complete penalty rules for changes and cancellations applicable to the fare you're considering booking.