Journey information
Overview: Chicago, IL to Oakland, CA flight
Flights from Chicago, IL to Oakland, CA depart on average 34 times per day, taking around 12h 54m. Cheap flight tickets for this journey start at $324 (€266) but you can travel from only $184 (€150) by bus.
The earliest flight runs at 00:43, the last at 23:33. The fastest flight covers the 1845 miles (2970 km) distance in 7h 16m. May is the cheapest month to fly.
Distance 1845 miles (2970 km) |
Average flight duration 12h 54m |
Cheapest ticket price $324 (€266) |
Flights per day 34 |
Fastest flight 7h 16m |
First flight 12:43 AM |
Last flight 11:33 PM |
Cheapest Month May |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Jul - Sep |
Best time to book 56 days |
Travel Information
Compare train, bus, and flight for Chicago, IL to Oakland, CA
Omio recommends booking the train as it is the most popular option from Chicago, IL to Oakland, CA among Omio's users. If you are prioritising price take the bus with prices starting from $184. For those with little time consider booking a flight which can get you there in 12h 54m. The ticket price range depends on the travel mode: a bus costs an average of $184, and a train costs an average of $236.
Distance: 1845 miles (2970 km)
Compare flight with
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$425 Average price | $482 Average price | $373 Average price Cheapest | $428 Average price (fuel + tolls) |
15h 54m Average total duration Fastest 12h 54m Onboard + 3h 0m Additional time* | 57h 33m Average total duration 57h 3m Onboard + 30m Additional time* | 51h 26m Average total duration 50h 56m Onboard + 30m Additional time* | 31h 5m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Chicago, IL to Oakland, CA:
A bus is $52 (€43) less than a flight for this route with tickets for a flight from Chicago, IL to Oakland, CA costing on average $425 (€348).
A bus is $109 (€89) less than a train for this route with tickets for a train from Chicago, IL to Oakland, CA costing on average $482 (€394).
Other travel options to Oakland, CA take longer:
Bus takes on average 50h 56m.
Train takes on average 57h 3m.
Live departures
Chicago, IL to Oakland, CA flight times
The table below shows live departures for Chicago, IL to Oakland, CA flights for today, Sunday, June 21. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 7:09 PM Chicago, IL | 7h16 | 2:25 AM Oakland, CA | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to Oakland, CA by train, bus, or flight
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Jun 22
Jun 23
Jun 24
Jun 25
Jun 26
Jun 27
Jun 28
FAQs: Chicago, IL to Oakland, CA Flight
Find answers to the most common questions about traveling from Chicago, IL to Oakland, CA by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Oakland, CA, this guide helps you travel smarter and with confidence.

- Oakland Art + Soul Festival, a vibrant celebration of Oakland's diverse culture featuring local artists, musicians, and food vendors
- First Fridays, a monthly arts and culture event showcasing local artists and businesses with live music and food trucks
- Oakland International Film Festival, an annual event highlighting independent films from around the world with screenings and panel discussions.
- Lake Merritt, a large tidal lagoon offering scenic walking paths and boating activities
- Oakland Museum of California, a museum dedicated to the art, history, and natural sciences of California
- Jack London Square, a waterfront area with dining, shopping, and entertainment options
- Redwood Regional Park, a vast park with hiking trails through towering redwood trees
- Chabot Space and Science Center, an interactive museum with planetarium shows and telescopes for stargazing.
- Visit the vibrant Temescal Alley, known for its unique shops and eateries
- Explore the historic USS Potomac, Franklin D. Roosevelt's "Floating White House"
- Enjoy a performance at the Fox Theater, a beautifully restored 1920s movie palace
- Discover the diverse flavors at the Oakland First Fridays street festival
- Take a scenic bike ride along the Bay Trail, offering stunning views of the San Francisco Bay.
- Independence Day, vibrant fireworks and festive celebrations throughout the city
- Labor Day, pleasant weather and local events celebrating community and culture
- Thanksgiving, a time for family gatherings with fewer tourists and beautiful autumn scenery.
popular airports
Popular airports from Chicago, IL to Oakland, CA
Most Chicago, IL to Oakland, CA flights use the O'Hare International Airport to Oakland International Airport airport pair. Use this guide to compare Chicago, IL and Oakland, CA airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
Which Chicago, IL airport do flights to Oakland, CA leave from?
Getting to O'Hare International Airport from Chicago city centre
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport airport facilities and services
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food and drink
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Wi-Fi and ATMs
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Luggage and lost property
Lost and found is available at the station.
Parking, taxis and toilets
Available at O'Hare International Airport: Parking, Taxis, WC.
Bike and car services
Available at O'Hare International Airport: Car Rental.
Accessibility
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Shops, hotels and contact
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Which Oakland, CA airport do flights from Chicago, IL arrive at?
Getting to Oakland International Airport from Oakland city centre
Oakland International Airport is 5 km from Oakland city centre. Public transport options include:
Oakland International Airport airport facilities and services
Oakland International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food and drink
Food options include: Restaurants are located in both terminals; options include fast food and sit-down dining, such as Peet's Coffee and Subway.
Wi-Fi and ATMs
Free Wi-Fi available throughout the airport. ATMs are located in both terminals.
Luggage and lost property
Lost and found is available at the station.
Parking, taxis and toilets
Available at Oakland International Airport: Parking, Taxis, WC.
Bike and car services
Available at Oakland International Airport: Car Rental.
Accessibility
Accessibility facilities are available at Oakland International Airport: Ramps, toilets.
Shops, hotels and contact
Nearby hotels include Hotels within walking distance, Hilton Oakland Airport is nearby..
More options for your journey from Chicago, IL to Oakland, CA
Here are some other resources that might have the information you need

