What’s the cost of a flight from San Diego to Chicago?

Prices vary based on date, airline, and availability. Compare several options if you're flying between San Diego and Chicago.

Choose a date to explore the best fares now.

If possible, avoid holiday periods: ticket prices tend to rise quickly and availability drops, especially on busy routes. Morning and evening flights are often in high demand too — book early to get a good fare.

Flying between San Diego and Chicago? Consider these airports

Depending on your destination and where you’re starting from, it might make sense to look beyond the main hubs.

• Airports in San Diego: You can fly from either San Diego - International or McClellan-Palomar.
• Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.

Check if your destination airport has a rail link — it can make getting around easier. Jetcost lets you view options from all San Diego airports in a single search.

Match your flight search to your preferences: San Diego – Chicago

Jetcost makes it easy to find the right flight. Set filters for flight time, price, number of stops, and preferred airline. You’ll see offers from the best airlines and travel agencies.

Other popular destinations

Thinking about traveling to United States? Other users also viewed: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Don’t forget to check change or cancellation policies, especially if your plans aren’t final. For a more targeted search, you can also set price limits directly in the filters.