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Lowest round trip fares by airline from Cancun and Chicago

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

Cheap flights from Cancun to Chicago

Cancun to Chicago

Cheap flights from Cancun to Chicago

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Hotels in Chicago

See all 1,619 Properties in Chicago

Estimated price for 1 night/2 adults

Hotel Essex Chicago

Hotel Essex Chicago

800 S Michigan Ave, Chicago, IL
    4.0 out of 5.0
     
     
    4.0 out of 5 (1 reviews)

    Located in The Loop, this hotel is within a 5-minute walk of Lakefront Trail, State Street, and Columbia College Chicago. Grant Park and Buckingham Fountain ...

    Hotel Essex Chicago$90

    May 27 - May 28

    Hotel Essex Chicago$90
    Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    17 E Monroe St, Chicago, IL
      4.0 out of 5.0
       
       
      4.0 out of 5 (52 reviews)

      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 ...

      Palmer House a Hilton Hotel$120

      May 26 - May 27

      Palmer House a Hilton Hotel$120
      Hyatt Regency Chicago

      Hyatt Regency Chicago

      151 East Wacker Dr, Chicago, IL
        4.0 out of 5.0
         
         
        4.2 out of 5 (84 reviews)

        Located in The Loop, this eco-friendly hotel is steps from Chicago Riverwalk and Michigan Avenue Bridge. Chicago Theatre and Millennium Park are also within ...

        Hyatt Regency Chicago$127

        May 27 - May 28

        Hyatt Regency Chicago$127
        Embassy Suites Chicago Downtown Magnificent Mile

        Embassy Suites Chicago Downtown Magnificent Mile

        511 North Columbus Drive, Chicago, IL
          4.0 out of 5.0
           
           
          4.3 out of 5 (34 reviews)

          Located in Near North Side, this hotel is within a 10-minute walk of Chicago Riverwalk, Michigan Avenue, and Northwestern Memorial Hospital. Navy Pier and Water ...

          Embassy Suites Chicago Downtown Magnificent Mile$130

          May 27 - May 28

          Embassy Suites Chicago Downtown Magnificent Mile$130
          Hyatt Centric Chicago Magnificent Mile

          Hyatt Centric Chicago Magnificent Mile

          633 N Saint Clair St, Chicago, IL
            4.0 out of 5.0
             
             
            4.2 out of 5 (33 reviews)

            Located in Near North Side, this romantic hotel is steps from Northwestern Memorial Hospital and Michigan Avenue. Water Tower Place and John Hancock Center are ...

            Hyatt Centric Chicago Magnificent Mile$112

            May 27 - May 28

            Hyatt Centric Chicago Magnificent Mile$112
            Omni Chicago Suites - Magnificent Mile

            Omni Chicago Suites - Magnificent Mile

            676 N Michigan Ave, Chicago, IL
              4.5 out of 5.0
               
               
              5.0 out of 5 (2 reviews)

              Omni Chicago Suites - Magnificent Mile is at the center of Chicago’s most prestigious neighborhood, 3 blocks from the shores of Lake Michigan and around the ...

              Omni Chicago Suites - Magnificent Mile$179

              May 27 - May 28

              Omni Chicago Suites - Magnificent Mile$179
              The St. Clair Hotel – Magnificent Mile

              The St. Clair Hotel – Magnificent Mile

              162 East Ontario Street, Chicago, IL
                2.5 out of 5.0
                 
                 
                4.0 out of 5 (5 reviews)

                Located in Near North Side, this hotel is within 1 mi (2 km) of Navy Pier, Millennium Park, and Cloud Gate. Art Institute of Chicago and Grant Park are also ...

                The St. Clair Hotel – Magnificent Mile$85

                May 27 - May 28

                The St. Clair Hotel – Magnificent Mile$85
                Congress Plaza Hotel

                Congress Plaza Hotel

                520 South Michigan Avenue, Chicago, IL
                  3.5 out of 5.0
                   
                   
                  4.0 out of 5 (15 reviews)

                  Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.

                  Congress Plaza Hotel$129

                  May 28 - May 29

                  Congress Plaza Hotel$129
                  River Hotel

                  River Hotel

                  75 East Wacker Drive, Chicago, IL
                    4.0 out of 5.0
                     
                     
                    4.2 out of 5 (39 reviews)

                    Located in The Loop, this hotel is within a 5-minute walk of Chicago Riverwalk and Chicago Theatre. Michigan Avenue and House of Blues Chicago are also within ...

                    River Hotel$98

                    May 27 - May 28

                    River Hotel$98
                    Sofitel Chicago Magnificent Mile

                    Sofitel Chicago Magnificent Mile

                    20 E Chestnut St, Chicago, IL
                      4.5 out of 5.0
                       
                       
                      4.7 out of 5 (18 reviews)

                      Located 1 block from Rush Street nightclubs, Oak Street shopping, and the Magnificent Mile, this 32-story Gold Coast hotel is 2 blocks from the John Hancock ...

                      Sofitel Chicago Magnificent Mile$113

                      May 26 - May 27

                      Sofitel Chicago Magnificent Mile$113
                      Map

                      *Savings based on all holiday package bookings with Flight + Hotel on CheapTickets.com from January through December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

                      Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other CheapTickets users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

                      Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $75 service fee charged by CheapTickets.

                      Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.