$59 Cheap Spirit Airlines flights Oakland (OAK) to Chicago (ORD)

Finding cheap one-way Spirit Airlines flights from OAK to ORD from $59 on Expedia couldn’t be simpler — just filter by “Price (lowest to highest).” Or check out our affordable return fares from $137 for your next break.**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.

Look for one-way or return flights to Chicago in January or February. You could find a cheap fare with Spirit Airlines during these off-season months.

Look for cheap Spirit Airlines flights from Oakland Intl. Airport (OAK) to O’Hare Intl. Airport (ORD) one to three months prior to your departure day. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. No matter the fare class and journey, the best day of the week to book a domestic flight is generally Sunday and the most expensive day tends to be Monday. Passengers who book on a Sunday can save 6% on average compared to those who book on a Monday.**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.

To find out if there’s a direct trip from OAK to ORD with Spirit Airlines or other carriers, check the “Nonstop” box when browsing for flights.

Filter your results by “Early Morning” and “Morning” to see the earliest departures from OAK 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.

Spirit Airlines flights from Oakland Intl. Airport (OAK) to Chicago touch down at O’Hare Intl. Airport (ORD). This is the main entry point here.

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

It’s generally possible to cancel or modify your flight, although there may be additional fees if your booking was made more than 24 hours ago. Need flexible options? Use Expedia’s “No cancel fee” and “Changes included” filters to find flights that won’t penalize you if you have to adjust your plans. To modify your itinerary, head to “Trips,” select your flight and click on “Manage Booking” for further information.