Cheap flights from Chicago to Oakland

Choose between United Airlines, Spirit Airlines, or Delta Air Lines to find the best price

Why travel with Kiwi.com?
Best price

100+ million searches a day to find you the best available price.

Unique content

Explore unique options you won’t find anywhere else.

Travel hacks

Discover flight options and prices the airlines don’t want you to see.

Tips to know when travelling to Oakland

Oakland travel tips

1) Try to reveal the mystery of the Watermelon Rock in Oakland

When you walk along the shores of San Leandro Bay in Oakland, you will notice one interesting detail — the Watermelon Rock. This human-made landmark is mostly known among locals; they try to get rid of this, but then they see the renovated rock again. Rumors of the artists' identities range from mermaids to a local college sports team. What is your guess?

2) Visit the Oakland's most legendary restaurant of the 20th century

Head to 1800 Madison Street in Oakland to dine at the Terrace Room. It was opened in 1934. When you enjoy petit filet mignon, bear in mind this is where famous locals gathered to listen to live KLX radio shows and dance to Count Basie.

3) Notice a hidden gem of Oakland — little gnomes on the facades and the base of telephone poles

If you are attentive when you walk around Oakland, you can notice little painted habitants — gnomes. Despite locals' complaints, anonymous artists continue drawing on the facades and the base of telephone poles. Try to take a photo of each gnome and check how attentive you are. Start your exploration in the Adams Point and Haddon Hill districts.

Travelers usually depart from O Hare International, Chicago Midway International, Chicago, IL - Union Station, Chicago Rockford International, or Chicago Downtown Greyhound Station when they travel from Chicago to Oakland. Book your trip to arrive at Oakland International, Oakland, Emeryville, CA station, Oakland Jack London Square, or Oakland, CA - Coliseum/Airport Station. The most popular airlines for this route are United Airlines, Spirit Airlines, Delta Air Lines, Frontier Airlines, and American Airlines. Chicago and Oakland have 321 direct flights per week. When you arrive at Oakland, consider visiting Big Sur, Golden Gate Bridge, and Alcatraz.

Check-in for a flight from Chicago to Oakland

NameCarrier codeIATA CodePassport needed during bookingOnline check-in available
United AirlinesUALUAYesNo
Spirit AirlinesNKSNKNoOpens 24 days before flight
Closes 1 hours before flight
Delta Air LinesDALDLYesOpens 24 days before flight
Closes 1 hours before flight
Frontier AirlinesFFTF9NoOpens 24 days before flight
Closes 1 hours before flight
American AirlinesAALAAYesNo

Frequently asked questions

What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and Las Vegas, Guadalajara, Denver, Orlando, Phoenix, Mexico City, Paris, Barcelona, Tampa, Miami, London, Rome, Los Angeles, Madrid, Fort Myers, Athens, San Francisco, New York, Austin, Atlanta.
What are the most popular routes to and from Oakland?
Travelers frequently search for route combinations, such as Oakland and Las Vegas, Los Angeles, Phoenix, Mexico City, Atlanta, Houston, Washington, D.C., Detroit, Barcelona, Paris, New York, Burbank, San Diego, London, Rome, Tampa, Berlin, Indianapolis, Cancún, Guadalajara.
Which airports are there in Chicago?
Chicago is mainly served by O Hare International. But there are other airports nearby, including Chicago Midway International, Chicago Rockford International.
What airports are near Chicago?
The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, Dane County Regional, Central Illinois Regional, Fort Wayne International, Quad City International, General Wayne A. Downing Peoria International, South Bend International, Kalamazoo/Battle Creek International, University of Illinois Willard.
What airports are near Oakland?
The main airport in Oakland is Oakland International. It is also served by San Francisco International, Sacramento International, Oakland International, San Jose International, Charles M. Schulz–Sonoma County, Stockton Metropolitan, Monterey Regional, Merced Regional, Buchanan Field.
What buses and trains depart from Chicago?
A number of bus and train companies depart from Chicago, including Barons Bus, Greyhound.
Is it possible to combine flights, buses, and trains in one itinerary when traveling between Chicago and Oakland?
Yes, it's possible to combine different modes of transport between Chicago and Oakland thanks to our Virtual Interlining technology. Making use of not only flights but also trains and buses between Chicago and Oakland can give rise to new adventures. Read more about how Virtual Interlining works on Kiwi.com Stories.
What is Virtual Interlining and how do I use it?
Virtual Interlining provides a revolutionary way of traveling. You can combine different modes of transport like flights, trains, and buses into one itinerary. And this often saves money. Thanks to the world's largest carrier database, the Kiwi.com search function enables anyone to mix and match different modes of transport easily.
Which airlines fly between Chicago and Oakland?
Currently, you can fly between Chicago and Oakland with United Airlines, Spirit Airlines, Delta Air Lines, Frontier Airlines, American Airlines.
When's the best time to travel between Chicago and Oakland?
What flights operate between Chicago and Oakland?
How many airports are there near Chicago?
How many airports are there near Oakland?
Is it possible to reach Chicago by bus or train?
What time do nonstop (direct) flights between Chicago and Oakland depart?
What time do nonstop (direct) flights between Chicago and Oakland arrive?
What time do flights between Chicago and Oakland depart?
What time do flights between Chicago and Oakland arrive?

Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.

Explore alternative trips

Flights from Chicago

Flights to Oakland

Popular routes

Find the best connection from Chicago to Oakland

Search, compare, and book flights, trains, or buses to get there.

Search flights, trains & buses