$55 Cheap Spirit Airlines flights San Diego (SAN) to Chicago (ORD)

You can find affordable return Spirit Airlines flights from $123 from SAN to ORD by organizing your results from "Price (lowest to highest)" on Expedia. Or look for deals from $55 for a one-way journey.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Start searching one to three months before your departure to get cheap fares on Spirit Airlines flights from San Diego Intl. Airport (SAN) to O'Hare Intl. Airport (ORD). You can save 25% by booking your domestic flight 34 to 86 days in advance compared to last-minute reservations made 6 to 12 days out. You could also cut costs by buying your fare on a Sunday, as it's 6% cheaper on average than a Monday, the most expensive day to book.* Nail your timing, and you can enjoy significant savings on domestic trips.*Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.

Sort your results by "Morning" and "Early Morning" to find the earliest flights from SAN to ORD. Leaving early means you're less likely to experience cancellations.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.

Fly from SAN to ORD with Spirit Airlines and look forward to a host of benefits starting with a rewarding loyalty program. When you book through Expedia as a Free Spirit and One Key™ member, you could also earn OneKeyCash™* to redeem on select future travel purchases.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.