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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 $116
Wyndham Grand Chicago Riverfront

Wyndham Grand Chicago Riverfront

71 E Wacker Dr, Chicago
     
    4.3
    of 5, from 143 reviews
    4.0 out of 5.0

    This 39-story Chicago hotel is across the river from Magnificent Mile shopping, six blocks from Lake Michigan, and a half-mile from the Loop's theater district and the Art Institute of Chicago.

    The Whitehall Hotel $81
    The Whitehall Hotel

    The Whitehall Hotel

    105 E Delaware Pl, Chicago
       
      4.2
      of 5, from 95 reviews
      4.0 out of 5.0

      Built in 1927, this Chicago hotel is one block from Michigan Avenue shopping and Rush Street restaurants and nightlife; Lake Michigan is within five blocks.

      Crowne Plaza Chicago West Loop $89
      Crowne Plaza Chicago West Loop

      Crowne Plaza Chicago West Loop

      733 W Madison St, Chicago
         
        4.3
        of 5, from 40 reviews
        3.5 out of 5.0

        Just west of the downtown business core, this hotel on Chicago's Near West Side is within a quarter mile of Greektown's restaurants and Harpo Studios. United Center and Millennium Park are within 1 mile.

        Hilton Chicago O'Hare Airport $110
        Hilton Chicago O'Hare Airport

        Hilton Chicago O'Hare Airport

        Ohare International Airport, Chicago
           
          3.8
          of 5, from 48 reviews
          4.0 out of 5.0

          The only hotel on airport property, the Hilton Chicago O'Hare Airport is located 2 miles from the Donald E. Stephens Convention Center and the Rosemont Theatre, and 18 miles from downtown Chicago.

          Loews Chicago O'Hare Hotel $129
          Loews Chicago O'Hare Hotel

          Loews Chicago O'Hare Hotel

          5300 N River Rd, Rosemont
             
            4.5
            of 5, from 74 reviews
            4.5 out of 5.0

            This family-friendly Rosemont hotel is located near the airport, within a 10-minute walk of Rosemont Theatre, Fashion Outlets of Chicago, and Donald E. Stephens Convention Center. MB Financial Park at Rosemont and Rivers Casino are also within 2 mi (3 km). Rosemont Station is 20 minutes by foot and Rosemont Station is 15 minutes.

            Palmer House a Hilton Hotel $90
            Palmer House a Hilton Hotel

            Palmer House a Hilton Hotel

            17 E Monroe St, Chicago
               
              4.3
              of 5, from 354 reviews
              4.0 out of 5.0

              This 1925 Beaux Arts-style Chicago hotel is steps from Millennium Park, 2 blocks from Macy's and the Art Institute, and 1 mile from Lake Michigan, Magnificent Mile shopping, and Wrigley Tower.

              Fairmont Chicago at Millennium Park $152
              Fairmont Chicago at Millennium Park

              Fairmont Chicago at Millennium Park

              200 North Columbus Drive, Chicago
                 
                4.2
                of 5, from 74 reviews
                4.5 out of 5.0

                The 45-story Fairmont Chicago hotel is adjacent to Millennium Park, a half-block from Michigan Avenue, and 3 blocks from Lake Michigan; Navy Pier, Art Institute, State Street and the Museum Campus are within walking distance.

                Hyatt Regency McCormick Place $109
                Hyatt Regency McCormick Place

                Hyatt Regency McCormick Place

                2233 S Martin Luther King Dr, Chicago
                   
                  4.0
                  of 5, from 69 reviews
                  0.0 out of 5.0

                  Connected via enclosed skybridge to the McCormick Place convention complex, the Hyatt Regency is adjacent to a Metro station, with easy access to Chicago's downtown hub. Soldier Field, the home of the Chicago Bears, is a 15 minute walk away.

                  Chicago Athletic Association $132
                  Chicago Athletic Association

                  Chicago Athletic Association

                  12 South Michigan Avenue, Chicago
                     
                    4.4
                    of 5, from 14 reviews
                    4.5 out of 5.0

                    Located in The Loop, this luxury hotel is steps from Downtown Chicago, Millennium Park, and Chicago Cultural Center. Art Institute of Chicago and Chicago Theatre are also within 10 minutes. Madison-Wabash Station and Monroe Station are within a 5-minute walk.

                    The Langham, Chicago $305
                    The Langham, Chicago

                    The Langham, Chicago

                    330 North Wabash Avenue, Chicago
                       
                      4.8
                      of 5, from 5 reviews
                      5.0 out of 5.0

                      Located in the center of Chicago, this family-friendly hotel is within a 15-minute walk of Michigan Avenue and Millennium Park. Art Institute of Chicago and John Hancock Center are also within 1 mi (2 km). State Station is 5 minutes by foot and Randolph-Wabash Station is 6 minutes.

                      Hyatt House Chicago/Evanston $119
                      Hyatt House Chicago/Evanston

                      Hyatt House Chicago/Evanston

                      1515 Chicago Avenue, Evanston
                         
                        5.0
                        of 5, from 4 reviews
                        3.5 out of 5.0

                        Located in the heart of Evanston, this hotel is 0.6 mi (1 km) from Northwestern University and within 6 mi (10 km) of Loyola University Chicago and Skokie Theatre. Wrigley Field and Lincoln Park are also within 9 mi (15 km). Davis Metro Station is 6 minutes by foot and Dempster Station is 7 minutes.

                        Radisson Hotel Schaumburg $79
                        Radisson Hotel Schaumburg

                        Radisson Hotel Schaumburg

                        1998 North Roselle Road, Schaumburg
                           
                          4.4
                          of 5, from 7 reviews
                          3.5 out of 5.0

                          Located in the heart of Schaumburg, this hotel is within 1 mi (2 km) of Schaumburg Medieval Times and Harper College. Woodfield Mall is 3.1 mi (4.9 km) away.

                          River Hotel $85
                          River Hotel

                          River Hotel

                          75 East Wacker Drive, Chicago
                             
                            4.3
                            of 5, from 114 reviews
                            4.0 out of 5.0

                            Located in The Loop, this hotel is within a 5-minute walk of Downtown Chicago, Chicago Theatre, and Wrigley Building. Tribune Tower and Ford Center for the Performing Arts Oriental Theatre are also within 10 minutes. State Station and Randolph-Wabash Station are within a 5-minute walk.

                            Club Quarters Hotel, Central Loop $85
                            Club Quarters Hotel, Central Loop

                            Club Quarters Hotel, Central Loop

                            111 West Adams Street, Chicago
                               
                              4.3
                              of 5, from 182 reviews
                              4.0 out of 5.0

                              Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony Center, the Art Institute, Board of Trade, Willis Tower, Grant Park and the Riverfront, the Theatre District and Magnificent Mile.

                              Springhill Suites by Marriott Chicago Downtown/ River North $99
                              Springhill Suites by Marriott Chicago Downtown/ River North

                              Springhill Suites by Marriott Chicago Downtown/ River North

                              410 North Dearborn Street, Chicago
                                 
                                4.5
                                of 5, from 54 reviews
                                3.5 out of 5.0

                                3 blocks and the Chicago River separate the family-friendly Springhill Suites by Marriott Chicago Downtown from The Loop’s boutique stores and hip restaurants. The Magnificent Mile is 4 blocks to the west. The hotel is also surrounded by 3 CTA transit stations.

                                Hyatt Centric Chicago Magnificent Mile $104
                                Hyatt Centric Chicago Magnificent Mile

                                Hyatt Centric Chicago Magnificent Mile

                                633 N Saint Clair St, Chicago
                                   
                                  4.3
                                  of 5, from 70 reviews
                                  4.0 out of 5.0

                                  This smoke-free 17-story hotel is 1 block from North Michigan Avenue's boutique and specialty stores, 3 blocks from Lake Michigan, 6 blocks from the State & Grand subway station (Red Line), and 7 blocks from the Navy Pier entertainment center.

                                  Ivy Boutique Hotel $89
                                  Ivy Boutique Hotel

                                  Ivy Boutique Hotel

                                  233 E Ontario, Chicago
                                     
                                    4.3
                                    of 5, from 9 reviews
                                    4.5 out of 5.0

                                    Located in Near North Side, this luxury hotel is within a 10-minute walk of Downtown Chicago, Tribune Tower, and Chicago Water Tower. John Hancock Center and Wrigley Building are also within 15 minutes. Grand Station is 9 minutes by foot and Chicago Station is 12 minutes.

                                    Swissotel - Chicago $85
                                    Swissotel - Chicago

                                    Swissotel - Chicago

                                    323 E Wacker Dr, Chicago
                                       
                                      4.4
                                      of 5, from 169 reviews
                                      4.5 out of 5.0

                                      This triangular, 43-story glass hotel is across the street from the Chicago River, 3 blocks from the lakefront running path, and 4 blocks from the Wrigley Building and the Magnificent Mile.

                                      Loews Chicago Hotel $129
                                      Loews Chicago Hotel

                                      Loews Chicago Hotel

                                      455 North Park Drive, Chicago
                                         
                                        4.8
                                        of 5, from 11 reviews
                                        4.5 out of 5.0

                                        Located in Near North Side, this luxury hotel is within a 10-minute walk of Downtown Chicago, Tribune Tower, and Wrigley Building. Navy Pier and Chicago Children's Museum are also within 15 minutes. Grand Station is 11 minutes by foot and State Station is 16 minutes.

                                        The Godfrey Hotel Chicago $92
                                        The Godfrey Hotel Chicago

                                        The Godfrey Hotel Chicago

                                        127 West Huron, at LaSalle, Chicago
                                           
                                          4.1
                                          of 5, from 20 reviews
                                          4.5 out of 5.0

                                          Located in River North, this luxury hotel is within a 15-minute walk of Downtown Chicago, John Hancock Center, and Chicago Water Tower. Merchandise Mart and Tribune Tower are also within 15 minutes. Chicago Station is 6 minutes by foot and Chicago Station is 7 minutes.

                                          Hotel Lincoln $87
                                          Hotel Lincoln

                                          Hotel Lincoln

                                          1816 N Clark Street, Chicago
                                             
                                            4.7
                                            of 5, from 35 reviews
                                            4.0 out of 5.0

                                            Located in Lincoln Park, this boutique hotel is within a 10-minute walk of Park West, Second City, and Chicago History Museum. Lincoln Park Zoo and North Avenue Beach are also within 15 minutes. Sedgwick Station is 12 minutes by foot and Clark-Division Station is 17 minutes.

                                            Hilton Chicago- Michigan Ave Cultural Mile $114
                                            Hilton Chicago- Michigan Ave Cultural Mile

                                            Hilton Chicago- Michigan Ave Cultural Mile

                                            720 S Michigan Ave, Chicago
                                               
                                              4.1
                                              of 5, from 175 reviews
                                              4.0 out of 5.0

                                              Overlooking Grant Park in downtown Chicago, this landmark Hilton hotel is within walking distance of Buddy Guy's Legends, Millennium Park, the Field Museum, Shedd Aquarium, Soldier Field, and the Loop business and shopping district.

                                              Thompson Chicago $152
                                              Thompson Chicago

                                              Thompson Chicago

                                              21 East Bellevue, Chicago
                                                 
                                                4.8
                                                of 5, from 14 reviews
                                                4.5 out of 5.0

                                                This chic, 22-story Chicago hotel is 2 blocks from Lake Michigan and the Magnificent Mile; numerous shops, bars, and nightclubs are within a 3-block radius.

                                                Silversmith Hotel Chicago Downtown $99
                                                Silversmith Hotel Chicago Downtown

                                                Silversmith Hotel Chicago Downtown

                                                10 S Wabash Ave, Chicago
                                                   
                                                  4.2
                                                  of 5, from 52 reviews
                                                  4.0 out of 5.0

                                                  The Silversmith Hotel is conveniently located within 1 block of Michigan Avenue and Millennium Park; Theatre District, Art Institute of Chicago, Soldier Field and McCormick Convention Center are within 2 miles.

                                                  Hyatt Regency Chicago $115
                                                  Hyatt Regency Chicago

                                                  Hyatt Regency Chicago

                                                  151 East Wacker Dr, Chicago
                                                     
                                                    4.1
                                                    of 5, from 267 reviews
                                                    4.0 out of 5.0

                                                    This Magnificent Mile hotel is located among Chicago's world-class shopping, restaurants and attractions. The Navy Pier, Millennium Park and Art Institute are less than a mile away.

                                                    Hotel Felix Chicago $76
                                                    Hotel Felix Chicago

                                                    Hotel Felix Chicago

                                                    111 W Huron St, Chicago
                                                       
                                                      3.7
                                                      of 5, from 20 reviews
                                                      4.0 out of 5.0

                                                      Hotel Felix Chicago is 5 blocks from the Magnificent Mile, one of America’s most dazzling thoroughfares. It’s a 7-minute cab ride to the Navy Pier Ferris Wheel, whose 40 gondolas command unmatched skyline and lake views. Chicago-Red Metro Station is a 6-minute walk from the hotel.

                                                      Embassy Suites Chicago Downtown Magnificent Mile $95
                                                      Embassy Suites Chicago Downtown Magnificent Mile

                                                      Embassy Suites Chicago Downtown Magnificent Mile

                                                      511 North Columbus Drive, Chicago
                                                         
                                                        4.3
                                                        of 5, from 182 reviews
                                                        4.0 out of 5.0

                                                        The Embassy Suites Chicago Downtown Magnificent Mile offers a newly renovated fresh look and is located two blocks from Navy Pier, Magnificent Mile shopping, and within walking distance to Millennium Park.

                                                        The Drake, a Hilton Hotel $123
                                                        The Drake, a Hilton Hotel

                                                        The Drake, a Hilton Hotel

                                                        140 E Walton Place, Chicago
                                                           
                                                          4.3
                                                          of 5, from 59 reviews
                                                          4.0 out of 5.0

                                                          Overlooking Lake Michigan, this opulent 1920s landmark Chicago hotel is set on the Magnificent Mile, with the shops of Water Tower Place a block away; Oak Street Beach is across the street.

                                                          Millennium Knickerbocker Chicago $84
                                                          Millennium Knickerbocker Chicago

                                                          Millennium Knickerbocker Chicago

                                                          163 East Walton Place, Chicago
                                                             
                                                            4.2
                                                            of 5, from 193 reviews
                                                            4.0 out of 5.0

                                                            This 1927 landmark Chicago hotel is a half block from Michigan Avenue/Magnificent Mile shopping, two blocks from Oak Street shopping and Water Tower Place. Lake Michigan is three blocks away.

                                                            Crowne Plaza Hotel Chicago O'Hare $89
                                                            Crowne Plaza Hotel Chicago O'Hare

                                                            Crowne Plaza Hotel Chicago O'Hare

                                                            5440 N River Rd, Rosemont
                                                               
                                                              4.1
                                                              of 5, from 54 reviews
                                                              3.5 out of 5.0

                                                              Situated near the airport, this hotel is within a 5-minute walk of Rosemont Theatre and Donald E. Stephens Convention Center. Fashion Outlets of Chicago and MB Financial Park at Rosemont are also within 10 minutes. Rosemont Station is 14 minutes by foot and Rosemont Station is 13 minutes.

                                                              The Talbott Hotel $134
                                                              The Talbott Hotel

                                                              The Talbott Hotel

                                                              20 E Delaware Pl, Chicago
                                                                 
                                                                4.8
                                                                of 5, from 4 reviews
                                                                4.0 out of 5.0

                                                                Located in Near North Side, this boutique hotel is within a 5-minute walk of Downtown Chicago and John Hancock Center. Chicago Water Tower and Tribune Tower are also within 15 minutes. Chicago Station is only a 4-minute walk and Clark-Division Station is 11 minutes.

                                                                Kinzie Hotel $107
                                                                Kinzie Hotel

                                                                Kinzie Hotel

                                                                20 W Kinzie St, Chicago
                                                                   
                                                                  4.6
                                                                  of 5, from 121 reviews
                                                                  4.0 out of 5.0

                                                                  Within 2 blocks of Chicago's Magnificent Mile and the theater district, the Kinzie Hotel is located in the convenient River North district, a mile from the Hancock Tower and Lake Michigan.

                                                                  Flight Deals

                                                                  Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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                                                                  Terms & Conditions

                                                                  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.


                                                                  TRAVELOCITY10

                                                                  Travelocity Coupon – Save 10% on Select Hotels!

                                                                  Coupon Code: TRAVELOCITY10

                                                                  Qualifying Bookings: This coupon code discount applies only to stand-alone hotel bookings (not a hotel booking in combination with any other product such as flight + hotel or flight + hotel + car) made online at www.Travelocity.com that are pre-paid at the time of booking (subject to the restrictions set out in the terms and conditions below).

                                                                  Coupon code value: 10% off.

                                                                  Maximum Discount Value: The maximum savings discount is up to $300

                                                                  Redemption Period: 12:01am CST, November 1, 2017 to 11:59pm CST, December 31, 2018.

                                                                  Travel Period: The travel dates must be between November 1, 2017 and June 30, 2019 (inclusive).

                                                                  How to use your coupon code
                                                                  • You must make your hotel booking online with Travelocity.com.
                                                                  • Search for a hotel for your desired stay dates, within the travel period given above.
                                                                  • During the booking process, on the payment page you will see the link “Enter coupon code” where you can enter the coupon code.
                                                                  • Enter the coupon code in the relevant field and then click the “Apply” button. If your booking is eligible, the applicable discount will be subtracted from the price of the travel reservation before the application of any taxes, applicable fees or additional costs.
                                                                  • This offer does not apply to multi-room bookings.

                                                                  TERMS AND CONDITIONS

                                                                  1. Subject to the restrictions set out in these terms and conditions and compliance with the above, the coupon code may be applied to a pre-pay stand-alone hotel only booking (not a hotel booking in combination with any other product such as flight + hotel or flight + hotel + car) made online at www.Travelocity.com. The coupon code can only be used for pre-pay bookings and cannot be redeemed against bookings which are paid at the destination.
                                                                  2. The coupon code cannot be redeemed against hotel stays at: Amara, Amari Hotels and Resorts, AMResorts, Aston Resorts, Corinthia Hotels, Emaar Hotels, Fairmont, Fortune Hotels, Four Seasons Hotels & Resorts, Furama, Hilton Worldwide, Hotel 81, HV Hotels, Hyatt, IHG, Independent, Kempinski Hotels and Resorts, La Quinta, Lowes, Mandarin, Mandarin Oriental Hotels Group, Mariana Bay Sands, Marriott, Meritus, Millennium, Movenpick Hotels and Resorts, Omni, Playa, RIU Hotels, Raffles Intl Hotels and Resorts, Rosewood Hotels, Sandals Resorts, Scandic Hotels Chain, Starwood, Swiss Quality Hotels, Swissotel, Taj Hotels Resorts & Palaces, The Leela Palace, The Peninsula Group, Thon Hotels, Venetian Macau, and Vinncci. The list of hotels for qualifying bookings may change at any time.
                                                                  3. The coupon code may only be used in relation to the first room booked on an eligible single booking. This means that where the eligible booking includes more than one room, the coupon code will only be applied against the first room in the booking.
                                                                  4. Customers are limited to two redemptions of this promotion code and up to a maximum savings of $300 per booking. After those two bookings, this promo code will not be able to be used again, even if one or more of those bookings is cancelled.
                                                                  5. The coupon code cannot be redeemed against taxes, supplier fees, cancellation or change fees/penalties, administrative fees or other miscellaneous charges, which are the sole responsibility of the customer.
                                                                  6. Usual booking terms and conditions apply (see http://www.travelocity.com/p/info-other/legal.htm) and all bookings are subject to availability.
                                                                  7. The coupon code may not be used or combined with other coupons, promotions or special offers.
                                                                  8. The coupon code cannot be used for any booking previously made. It will be deemed fully redeemed once a qualifying booking has been made. The coupon code has no cash value and no refunds or cash alternative will be offered. There is no residual value and no credit will be issued if the purchase amount is less than the coupon code discount. The coupon code may not be re-used, even in the event that you change or cancel the booking.
                                                                  9. The coupon code is void where prohibited by law and may only be used by legal residents of the US aged 18 and over.
                                                                  10. Message and data rates may apply. Please consult your wireless service provider regarding their pricing plans. Not all wireless service providers carry the necessary text message service to participate. Check your wireless devise for specific text messaging instructions and capabilities.
                                                                  11. The coupon code may not be used by employees of Expedia, Inc. group companies (including Travelocity) or any other person professionally connected with this offer including, without limitation, travel agency affiliate program partners.
                                                                  12. Improper use of the coupon code by you including but not limited to publication or selling of the coupon code is prohibited, will result in the voiding of the coupon codes use, and may constitute fraud.
                                                                  13. This coupon may not be transferred or sold. Coupon codes obtained through unauthorized channels, mutilated, altered, copied, forged, damaged, manipulated, or tampered with in any way will be deemed void.
                                                                  14. Travelocity reserves the right to change or withdraw this offer at any time and to cancel any bookings made where the coupon was improperly obtained or used to make any speculative, false, or fraudulent bookings.
                                                                  15. This offer is from Travelocity.
                                                                  16. Terms and conditions of this coupon are as written and cannot be changed by any representation of any unauthorized person, including employees of Expedia, Inc. group of companies (including Travelocity). These terms and conditions shall be governed by and construed in accordance with the laws of Washington State, USA.