Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Lowest round trip fares by airline from San Francisco and Chicago

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

Cheap flights from San Francisco to Chicago

Cheap flights from San Francisco to Chicago

If you fly from San Francisco to Chicago, you will find quite a contrast between the hilly city of San Francisco and the flat city of Chicago. Dependable transportation will make it easy for you to visit all of Chicago's nearby attractions.

It is best to rent a car at Chicago O'Hare International Airport (ORD), then you can head over to Lake Park to get some fresh air. You can relax in the gazebo or stroll along the path next to Lake Opeka. When you have spent enough time enjoying nature, take your car into the city to see the sights.

Key Facts

If you want to spend some time near the airport, before heading into the city, you can visit Frank Lloyd Wright's studio and home in Oak Park. There you will be able to see Wright's drafting room in the studio. The Kohl Children's Museum in Glenview can easily be reached by car. The museum features interactive exhibits, such as an art exhibit where children can paint and play with clay.

Hints and Tips

The flight from San Francisco International Airport (SFO) to Chicago takes approximately four and a half hours. Visit the Chicago History Museum to learn about the city's transformation from a frontier town, into a bustling metropolis.

Packages from San Francisco to Chicago

Hotels in Chicago

See all 1,730 Properties in Chicago
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL
    3.5 out of 5.0
     
     
    3.8 out of 5 (24 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$122

    Congress Plaza Hotel$122
    Hotel Essex Chicago

    Hotel Essex Chicago

    800 S Michigan Ave, Chicago, IL
      4.0 out of 5.0
       
       
      3.8 out of 5 (4 reviews)

      Located in The Loop, this hotel is steps from Lakefront Trail and Grant Park. State Street and Columbia College Chicago are also within 5 minutes. Harrison Station ...

      Hotel Essex Chicago$119

      Hotel Essex Chicago$119
      Warwick Allerton - Chicago

      Warwick Allerton - Chicago

      701 North Michigan Avenue, Chicago, IL
        4.0 out of 5.0
         
         
        3.9 out of 5 (116 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$98

        Warwick Allerton - Chicago$98
        Millennium Knickerbocker Chicago

        Millennium Knickerbocker Chicago

        163 East Walton Place, Chicago, IL
          4.0 out of 5.0
           
           
          4.2 out of 5 (34 reviews)

          Located in Near North Side, this hotel is within a 10-minute walk of John Hancock Center and Museum of Contemporary Art. Navy Pier and Millennium Park are also ...

          Millennium Knickerbocker Chicago$95

          Millennium Knickerbocker Chicago$95
          Swissotel - Chicago

          Swissotel - Chicago

          323 E Wacker Dr, Chicago, IL
            4.5 out of 5.0
             
             
            4.4 out of 5 (36 reviews)

            Located in The Loop, this luxury hotel is within a 5-minute walk of Chicago Riverwalk and Michigan Avenue. Grant Park and Tribune Tower are also within 10 minutes. ...

            Swissotel - Chicago$127

            Swissotel - Chicago$127
            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, Grant Park, and Columbia College Chicago. Buckingham Fountain and Art Institute of Chicago are ...

              Travelodge by Wyndham Downtown Chicago$111

              Travelodge by Wyndham Downtown Chicago$111
              Hilton Chicago O'Hare Airport

              Hilton Chicago O'Hare Airport

              Ohare International Airport, Chicago, IL
                4.0 out of 5.0
                 
                 
                4.0 out of 5 (20 reviews)

                Located in O'Hare, this hotel is within 6 mi (10 km) of Fashion Outlets of Chicago, Donald E. Stephens Convention Center, and Rosemont Theatre. Allstate Arena ...

                Hilton Chicago O'Hare Airport$110

                Hilton Chicago O'Hare Airport$110
                The Whitehall Hotel

                The Whitehall Hotel

                105 E Delaware Pl, Chicago, IL
                  4.0 out of 5.0
                   
                   
                  3.8 out of 5 (142 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$93

                  The Whitehall Hotel$93
                  Palmer House a Hilton Hotel

                  Palmer House a Hilton Hotel

                  17 E Monroe St, Chicago, IL
                    4.0 out of 5.0
                     
                     
                    3.9 out of 5 (53 reviews)

                    Located in The Loop, this spa hotel is within a 5-minute walk of Art Institute of Chicago and Millennium Park. Chicago Theatre and Willis Tower are also within ...

                    Palmer House a Hilton Hotel$139

                    Palmer House a Hilton Hotel$139
                    Hotel Julian

                    Hotel Julian

                    168 N Michigan Avenue, Chicago, IL
                      4.0 out of 5.0
                       
                       
                      5.0 out of 5 (3 reviews)

                      Located in The Loop, this hotel is steps from Chicago Theatre, Grant Park, and State Street. Chicago Cultural Center and Ford Center for the Performing Arts ...

                      Hotel Julian$109

                      Hotel Julian$109
                      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.