Find United Airlines cheap flights from San Diego to Chicago. Enjoy a San Diego to Chicago modern flight experience in premium cabins with Wi-Fi.

Cheap Flights from San Diego (SAN) to Chicago (ORD) start at $33 for one-way and $68 for round trip. Earn your airline miles on top of our rewards!

Flights from San Diego to Chicago. Use Google Flights to plan your next trip and find cheap one way or round trip flights from San Diego to Chicago. Find the best flights fast, track...

Are you searching for American Airlines flights from San Diego to Chicago? Find the best selections and fly in style.

Jan 23, 2025 · Explore the most affordable flight options available from San Diego to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on …

San Diego International Airport (SAN) to Chicago Midway International Airport (MDW) is the most popular route. There are 15 direct departures a week to choose from. If you prefer starting …

Fly one-way from San Diego to Chicago (Midway) starting at $236. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.

Our data shows that the cheapest route for a return flight from San Diego to Chicago cost $265 and was between San Diego (SAN) and Chicago O'Hare Intl Airport (ORD). On average, the …

Fly one-way from San Diego to Chicago (O'Hare) starting at $180. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from San Diego to O'Hare Intl. Discover the best prices and deals for you by selecting …