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Lowest round trip fares by airline from Tampa and Chicago

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

Cheap flights from Tampa to Chicago

Cheap flights from Tampa to Chicago

Landing at Chicago O'Hare International Airport (ORD) will allow you to explore the cultural and commercial hub of the Midwest, whether here on business or for vacation. Explore a myriad of visual arts in the Art Institute of Chicago and Museum of Contemporary Art.

Watch the unveiling of new consumer products or cars at the McCormick Place, one of the largest convention centers in North America. In addition to discovering the culture of ancient Greece at the National Hellenic Museum in Greektown, you can eat some authentic Souvlaki platters at Asteria Souvlaki Place in this ethnic neighborhood.

Key Facts

From ORD, merge onto Interstate-90 to drive through downtown Chicago and reach suburban communities like Evanston and Highland Park. From the Chicago Opera Theater to the Auditorium Theater, there's plenty of performing arts to enjoy in Chicago. Head over to the United Center to watch NBA or NHL action in Chicago's premier indoor arena. Escape the chaos of downtown Chicago by visiting Grant Park along Lake Michigan. In Chicago's largest park, you could stroll through Lurie Garden, or catch an outdoor music concert at the Jay Pritzker Pavilion.

Hints and Tips

The flight from Tampa International Airport (TPA) to O'Hare takes just under three hours. After picking up a rental vehicle at ORD, head to the observation deck at the John Hancock Center and see the skyline of Chi-Town, from a vantage point of more than 1,000 feet above ground.

Packages from Tampa to Chicago

Hotels in Chicago

See all 1,635 Properties in Chicago

Estimated price for 1 night/2 adults

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL
    3.5 out of 5.0
     
     
    3.8 out of 5 (21 reviews)

    Located in The Loop, this hotel is steps from Columbia College Chicago, Museum of Contemporary Photography, and Auditorium Building and Theatre. Fine Arts Building ...

    Congress Plaza Hotel$109

    Aug 19 - Aug 20

    Congress Plaza Hotel$109
    Hyatt Regency Chicago

    Hyatt Regency Chicago

    151 East Wacker Dr, Chicago, IL
      4.0 out of 5.0
       
       
      4.2 out of 5 (89 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$199

      Jul 21 - Jul 22

      Hyatt Regency Chicago$199
      Travelodge by Wyndham Downtown Chicago

      Travelodge by Wyndham Downtown Chicago

      65 E Harrison St, Chicago, IL
        2.0 out of 5.0
         
         
        3.0 out of 5 (39 reviews)

        Located in The Loop, this hotel is steps from Lakefront Trail, Columbia College Chicago, and State Street. Buckingham Fountain and Grant Park are also within ...

        Travelodge by Wyndham Downtown Chicago$95

        Jul 28 - Jul 29

        Travelodge by Wyndham Downtown Chicago$95
        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$113

          Aug 11 - Aug 12

          Hotel Essex Chicago$113
          Central Loop Hotel

          Central Loop Hotel

          111 West Adams Street, Chicago, IL
            4.0 out of 5.0
             
             
            4.2 out of 5 (47 reviews)

            Located in The Loop, this boutique hotel is within a 5-minute walk of Chicago Board of Trade Building and State Street. Willis Tower and Skydeck Ledge are also ...

            Central Loop Hotel$116

            Jul 28 - Jul 29

            Central Loop Hotel$116
            Warwick Allerton - Chicago

            Warwick Allerton - Chicago

            701 North Michigan Avenue, Chicago, IL
              4.0 out of 5.0
               
               
              3.9 out of 5 (115 reviews)

              This family-friendly Chicago hotel is located in the entertainment district, just steps from Northwestern Memorial Hospital and Michigan Avenue. Chicago Water ...

              Warwick Allerton - Chicago$112

              Jul 28 - Jul 29

              Warwick Allerton - Chicago$112
              Kinzie Hotel

              Kinzie Hotel

              20 W Kinzie St, Chicago, IL
                4.0 out of 5.0
                 
                 
                4.5 out of 5 (59 reviews)

                Located in River North, this hotel is steps from House of Blues Chicago and State Street. Tribune Tower and Wrigley Building are also within 10 minutes. Grand ...

                Kinzie Hotel$138

                Aug 11 - Aug 12

                Kinzie Hotel$138
                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 Art Institute of Chicago. Cloud Gate and Grant Park are also ...

                  The St. Clair Hotel – Magnificent Mile$130

                  Aug 18 - Aug 19

                  The St. Clair Hotel – Magnificent Mile$130
                  Hilton Chicago- Michigan Ave Cultural Mile

                  Hilton Chicago- Michigan Ave Cultural Mile

                  720 S Michigan Ave, Chicago, IL
                    4.0 out of 5.0
                     
                     
                    4.3 out of 5 (26 reviews)

                    Located in The Loop, this historic hotel is within a 5-minute walk of Columbia College Chicago and Grant Park. Art Institute of Chicago and Millennium Park are ...

                    Hilton Chicago- Michigan Ave Cultural Mile$162

                    Jul 25 - Jul 26

                    Hilton Chicago- Michigan Ave Cultural Mile$162
                    The Whitehall Hotel

                    The Whitehall Hotel

                    105 E Delaware Pl, Chicago, IL
                      4.0 out of 5.0
                       
                       
                      3.8 out of 5 (141 reviews)

                      Located in Near North Side, this romantic hotel is steps from 900 North Michigan Shops, John Hancock Center, and Water Tower Place. Chicago Water Tower and Michigan ...

                      The Whitehall Hotel$113

                      Jul 28 - Jul 29

                      The Whitehall Hotel$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.

                      *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.