How much is a flight from Chicago to Oakland?

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

Pick a travel date to see today’s available fares.

Fares change often — checking several times throughout the week can make a big difference. Booking in advance often means access to lower prices for the Chicago - Oakland route.

Flying between Chicago and Oakland? 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 Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
• Airports in Oakland: The only active option is Oakland.

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

Find the best flight from Chicago to Oakland

With Jetcost, you can filter results by flight time, airline, price range, and layovers. Choose direct or connecting flights, round-trip or one-way, and compare offers from the best airlines and travel agencies.

Other popular destinations

Searching for flights to United States? Travelers also looked at: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Use filters to exclude options that don’t match your budget or travel preferences and personalize your search for Chicago – Oakland flights.