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Lowest round trip fares by airline from Chicago and San Antonio

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

Cheap flights from Chicago to San Antonio

Cheap flights from Chicago to San Antonio

The Chicago O’Hare International (ORD) Airport is located on the northwest side of the city. If you are coming from The Loop or the downtown area, you can choose to take the CTA or the Metra Rail. The Pace Suburban bus brings people in from the suburbs. Typical flight times are two-and-a-half hours to San Antonio International (SAT) Airport. Ride the eight miles to the downtown area in the convenient GO shuttle. You can also arrange for a taxi, shuttle or rental car.

Attractions and Tips

The Alamo is one of the main attractions in San Antonio. It was here that a relatively small amount of men held off the Mexican army for 13 days. Guided tours are available if you want to learn more about the history of The Alamo. The San Fernando Cathedral, as well as the San Antonio Missions National Historical Park, is also worth seeing during your visit. The three hundred acres of the Brackenridge Park also calls to visitors with shaded walkways and various gardens. The San Antonio Zoo and the Witte Museum are both close by.

For a break in milder temperatures, consider visiting sometime between November and April. Interestingly, this is also not considered a peak season for visitors. In the summer, visitors flood into the city, with the hot and humid weather conditions pushing temperatures up to the mid-90s.

Packages from Chicago to San Antonio

Hotels in San Antonio

See all 1,211 Properties in San Antonio
Hotel Contessa - Luxury Suites on the Riverwalk

Hotel Contessa - Luxury Suites on the Riverwalk

306 W Market Street, San Antonio, TX
    4.0 out of 5.0
     
     
    4.4 out of 5 (18 reviews)

    Located in Downtown San Antonio, this spa hotel is steps from Briscoe Western Art Museum and River Walk. Henry B. Gonzalez Convention Center and San Antonio ...

    Hotel Contessa - Luxury Suites on the Riverwalk$135

    Hotel Contessa - Luxury Suites on the Riverwalk$135
    Riverwalk Plaza

    Riverwalk Plaza

    100 Villita Street, Dwyer/Main Plaza, San Antonio, TX
      4.0 out of 5.0
       
       
      4.0 out of 5 (8 reviews)

      This family-friendly San Antonio hotel is located on the riverwalk, within a 5-minute walk of Tower Life Building and River Walk. San Antonio Majestic Theater ...

      Riverwalk Plaza$99

      Riverwalk Plaza$99
      El Tropicano Riverwalk Hotel

      El Tropicano Riverwalk Hotel

      110 Lexington Ave, San Antonio, TX
        3.0 out of 5.0
         
         
        3.3 out of 5 (44 reviews)

        Located in Downtown San Antonio, this hotel is within a 10-minute walk of Tobin Center for the Performing Arts and River Walk. San Antonio Majestic Theater and ...

        El Tropicano Riverwalk Hotel$79

        El Tropicano Riverwalk Hotel$79
        La Cantera Resort & Spa

        La Cantera Resort & Spa

        16641 La Cantera Pkwy, San Antonio, TX
          4.0 out of 5.0
           
           
          5.0 out of 5 (3 reviews)

          This family-friendly San Antonio resort is located in Far North Central, within 2 mi (3 km) of The Shops of La Cantera, Six Flags Fiesta Texas, and University ...

          La Cantera Resort & Spa$215

          La Cantera Resort & Spa$215
          Omni La Mansion del Rio

          Omni La Mansion del Rio

          112 College St, San Antonio, TX
            4.0 out of 5.0
             
             
            4.5 out of 5 (6 reviews)

            Located in Downtown San Antonio, this spa hotel is within a 5-minute walk of Buckhorn Saloon and Museum and River Walk. San Antonio Station is 21 minutes by ...

            Omni La Mansion del Rio$143

            Omni La Mansion del Rio$143
            Wyndham San Antonio River Walk

            Wyndham San Antonio River Walk

            111 E Pecan St, San Antonio, TX
              4.0 out of 5.0
               
               
              3.4 out of 5 (37 reviews)

              Located in Downtown San Antonio, this hotel is within a 5-minute walk of Travis Park, San Antonio Majestic Theater, and River Walk. Market Square and Alamo are ...

              Wyndham San Antonio River Walk$139

              Wyndham San Antonio River Walk$139
              Hotel Valencia Riverwalk

              Hotel Valencia Riverwalk

              150 E Houston St, San Antonio, TX
                4.0 out of 5.0
                 
                 
                4.4 out of 5 (14 reviews)

                Located in Downtown San Antonio, this romantic hotel is steps from San Antonio Majestic Theater and River Walk. Market Square and Alamo are also within 10 minutes. ...

                Hotel Valencia Riverwalk$164

                Hotel Valencia Riverwalk$164
                Red Roof Inn PLUS+ San Antonio Downtown - Riverwalk

                Red Roof Inn PLUS+ San Antonio Downtown - Riverwalk

                1011 E Houston St, San Antonio, TX
                  2.5 out of 5.0
                   
                   
                  3.5 out of 5 (31 reviews)

                  Located in Downtown San Antonio, this hotel is within a 10-minute walk of San Antonio Cavalry Museum, Alamo, and Shops at Rivercenter. Henry B. Gonzalez Convention ...

                  Red Roof Inn PLUS+ San Antonio Downtown - Riverwalk$60

                  Red Roof Inn PLUS+ San Antonio Downtown - Riverwalk$60
                  La Quinta Inn & Suites by Wyndham San Antonio Airport

                  La Quinta Inn & Suites by Wyndham San Antonio Airport

                  850 Halm Blvd, San Antonio, TX
                    2.5 out of 5.0
                     
                     
                    4.1 out of 5 (28 reviews)

                    Located in North San Antonio - SAT, this hotel is within 3 mi (5 km) of North Star Mall, Quarry Golf Club, and Alamo Quarry Market. Marion Koogler McNay Art ...

                    La Quinta Inn & Suites by Wyndham San Antonio Airport$70

                    La Quinta Inn & Suites by Wyndham San Antonio Airport$70
                    The Westin Riverwalk, San Antonio

                    The Westin Riverwalk, San Antonio

                    420 W Market St, San Antonio, TX
                      4.0 out of 5.0
                       
                       
                      3.9 out of 5 (16 reviews)

                      Located in Downtown San Antonio, this spa hotel is within a 10-minute walk of River Walk, Henry B. Gonzalez Convention Center, and Alamo. Market Square and Alamodome ...

                      The Westin Riverwalk, San Antonio$134

                      The Westin Riverwalk, San Antonio$134
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                      *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.