$155 Cheap Southwest Airlines flights Detroit (DTW) to Oakland (OAK)

Scoring cheap one-way Southwest Airlines flights from DTW to OAK from $155 on Expedia is simple — just filter by “Price (lowest to highest).” Or check out our affordable round-trip fares from $291 for your next exciting getaway.**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.

Southwest Airlines flights to Oakland are usually more affordable in the off-peak months of January and February. Whether you need a one-way or a return ticket, you could find a better deal then.

Start searching one to three months before your departure to find cheap fares on Southwest Airlines flights from Detroit Metropolitan Wayne County Airport (DTW) to Oakland Intl. Airport (OAK). 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 reduce costs by buying your fare on a Sunday, as it’s 6% cheaper on average than a Monday, the most expensive day to book.* Get your timing spot on, and you can enjoy significant savings on domestic journeys.*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.

Enter your dates, hit search and use the “Nonstop” filter on Expedia to browse any direct flights from DTW to OAK with Southwest Airlines or another carrier.

To find the earliest departures from DTW to OAK with Southwest Airlines, filter your search by “Early Morning” and “Morning.” Booking an early flight usually means you’ll experience fewer 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.

Oakland Intl. Airport (OAK) is the primary Oakland hub for Southwest Airlines flights from Detroit Metropolitan Wayne County Airport (DTW).

Changes are generally free within 24 hours of making your booking, but your airline may charge you after that. For further information about modifying your reservation, head to your “Trips,” select your flight and click on “Manage Booking.” If you’d like the freedom to adjust your plans without being charged, check the “Changes included” or “No cancel fee” filter when organizing your next break.