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Lowest round trip fares by airline from San Diego and Chicago
Cheapest prices ($74 One Way, $163 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fly From San Diego to Chicago
Origin | San Diego |
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Destination | Chicago |
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Popular Airlines |
Cheap flights from San Diego to Chicago
Leave coastal California and explore the Windy City for business or leisure, by flying from San Diego to Chicago O'Hare International Airport (ORD). Begin your tour through this Midwest cultural mecca by visiting the Museum Campus, where you can discover marine life at the Shedd Aquarium, or study dinosaur fossils at the Field Museum. This museum complex is part of the waterfront Grant Park, which boasts an array of other attractions like the Buckingham Fountain and the Petrillo Music Shell.
Key Facts
You can explore downtown Chicago by riding CTA trains, or driving along Interstate-90 in a rental car. This highway will also lead you to Chicago's suburbs such as Elgin and Park Ridge. Head to the U.S. Cellular Field to cheer on the Chicago White Sox, or visit Wrigley Field to root for the Chicago Cubs.
Book a room along Magnificent Mile to enjoy great views of Chicago's iconic skyline, and then do some shopping in upscale designer stores. Visit the Chicago History Museum and discover the heritage of Chi-Town. Take an elevator to the top of the Willis Tower and enjoy sweeping views of downtown Chicago and Lake Michigan.
Hints and Tips
The flight from San Diego International Airport (SAN) to Chicago takes about four hours to complete. Once you land at ORD, check out the historic military airplanes on display in Terminal 2.
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