- Must visit
Oakland Museum of California
Major art museum focused on California history, art, and social impact, with strong collections and a lively modern campus.
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The cheapest and fastest flights from Chicago, IL to Oakland, CA
Showing times, prices and bookable tickets for Nov 04
- Cheapest price on Nov 04
- $317
- Average ticket price on Nov 04
- $317
- Fastest journey on Nov 04
- 11 h 46 m
- Average journey duration on Nov 04
- 11 h 46 m
- Flights on Nov 04
- 1
- Distance
- 2970 km
Cheap tickets
The best way to find a cheap flight ticket from Chicago, IL to Oakland, CA is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Oakland, CA will cost around $317 if you buy it on the day, but the cheapest tickets can be found for only $317.
Fast flights
On Wed, Nov 04, we found 1 flights from Chicago, IL to Oakland, CA, including 1 direct services.
On Wed, Nov 04 the direct flights cover the 2970 km distance in an average of 11 h 46 m but if you time it right, some flights will get you there in just 11 h 46 m .
On Wed, Nov 04 the longest flights will take 11 h 46 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
1:00 PM 11h46 Chicago, IL 12:46 AM Oakland, CA $317 1 One-way 0 transfers
1:00 PM 11h46 Chicago, IL 12:46 AM Oakland, CA $317 1 One-way 0 transfers
Journey information
Overview: Chicago, IL to Oakland, CA flight
USAUSA
Flights from Chicago, IL to Oakland, CA depart on average 45 times per day, taking around 7h 33m. Cheap flight tickets for this journey start at $145 but you can travel from only $143 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 6h 12m. May is the cheapest month to fly.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $143
Plan this route
Journey facts
- Distance1845 miles (2970 km)
- Average flight duration7h 33m
- Cheapest ticket price$145
- Flights per day45
- Fastest flight6h 12m
- First flight12:43 AM
- Last flight11:33 PM
- Cheapest MonthMay
- Cheapest DayTue
- High SeasonJul - Sep
- Low SeasonOct - Dec
- Best time to book49 days
Understand & plan this route
Explore this journey
Book with confidence
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $143
Frequently asked questions about your Chicago, IL to Oakland, CA trip
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Chicago, IL to Oakland, CA.
Cheap plane tickets from Chicago, IL to Oakland, CA can start from as little as $145 when you book in advance. The average flight ticket price for Chicago, IL to Oakland, CA is $462 ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The earliest flight from Chicago, IL to Oakland, CA leaves at 12:43 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Chicago, IL to Oakland, CA leaves at 11:33 PM.
There are {frequency} flights a day from Chicago, IL to Oakland, CA which require at least one change with {providers}. Schedules can vary on holidays or weekends with fewer flights.
Why should you book Chicago, IL to Oakland, CA flights with Omio?
Alaska Airlines operates all flights services from Chicago, IL to Oakland, CA.
Omio is an official ticket reseller for all your travel options from Chicago, IL to Oakland, CA.
Why book with Omio vs Alaska Airlines?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare Alaska Airlines with all available travel options, which are train and bus to ensure you get the best deal for traveling from Chicago, IL to Oakland, CA.
Why book with Omio over Skyscanner, Trip or Edreams?
- Multiple modes of transport: Omio allows you to compare travel options including train and bus to find the ideal travel option from Chicago, IL to Oakland, CA.
Airlines
Airlines from Chicago, IL to Oakland, CA
Flights from Chicago, IL to Oakland, CA with Alaska Airlines. Flights with a stop available on this route with Alaska Airlines. Use the details below to compare onboard facilities.
Alaska Airlines
About
Alaska Airlines, headquartered in SeaTac, Washington, is a major U.S. airline and the fifth-largest in North America by scheduled passengers carried as of 2024. Along with its regional partners, Horizon Air and SkyWest Airlines, Alaska Airlines operates a route network primarily connecting cities along the West Coast of the United States, including Alaska and Hawaii, to over 100 destinations in the contiguous U.S., the Bahamas, Belize, Canada, Costa Rica, Guatemala, and Mexico. The airline is a member of the Oneworld alliance, offering passengers access to a broad global network. Alaska Airlines is known for its customer service and loyalty program, Mileage Plan, and offers First Class, Premium Class, and Main Cabin seating options. The airline's primary hub is Seattle-Tacoma International Airport. In 2024, its parent company, Alaska Air Group, acquired Hawaiian Airlines.
Luggage & cancellation policy
Average Alaska Airlines Duration
6h 12m
Cheapest Alaska Airlines Price
$145
Alaska Airlines frequency
45 a day
Luggage included
1 carry-on bag (22 x 14 x 9) and 1 personal item included
Additional luggage
Checked bags fees start at $30 for first bag, $40 for second bag
Cancellation Policy
Saver fares are non-refundable. Main and First Class fares are refundable with fee, depending on fare type and elite status
Pregnant on board
Passengers can fly up to 36 weeks pregnant. After 28 weeks, medical certificate required
Unaccompagned minor
Unaccompanied minor service available for children ages 5-17. Service fee is $50 per direction on nonstop flights
Amenities on board the airplane
Wifi
USB plugs
Accessibility
Alaska Airlines provides wheelchair assistance and special services for passengers with disabilities, including meet-and-assist services and accessible seating
Pets
Pets allowed in cabin and cargo hold. Service animals welcome. Fees apply for pets in cabin ($100)
Entertaiment on board
Companies, tickets, and onboard amenities between Chicago, IL and Oakland, CA
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
When taking a flight from Chicago, IL to Oakland, CA, you can count on Alaska Airlines for the best way to get you to Oakland, CA. You can also check all possible airlines who offer a service between Chicago, IL and Oakland, CA and compare the amenities they offer before buying a plane ticket.
For international flights we recommend to arrive 2.5 to 3 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e.g., 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs). Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you. Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.
Complete guide to Oakland, CA
Things to do in Oakland, CA
Discover the best of Oakland, CA — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Oakland, CA trip today.
- Recommended
The Black Panther Party Museum
Independent museum preserving Black Panther Party history through photographs, artifacts, and community-centered interpretation in West Oakland.
- Recommended
Museum of Children's Art (MOCHA)
Children's museum and cultural center with hands-on exhibits celebrating Black creativity, history, and family learning experiences.
- Must visit
Lake Merritt
Beloved urban lake ringed by paths, gardens, and skyline views, ideal for walking, birdwatching, and experiencing everyday Oakland life.
- Must visit
Jack London Square
Waterfront promenade and marina district with bay views, sailing activity, and sunset walks near Oakland's western edge.
- Recommended
Joaquin Miller Park
Large hillside park with redwoods, trails, and picnic areas, offering a peaceful escape and classic East Bay outdoor scenery.
- Gluten-free
Smoked Brisket
Smoked beef brisket with a peppery bark, reflecting Oakland’s strong barbecue culture shaped by Southern Black migration and longtime neighborhood smokehouses.
- Vegetarian
- Gluten-free
Coleslaw
A tangy, mayo-based cabbage side commonly served with Oakland barbecue. It is a staple pairing at local smokehouses and cookouts.
Fried Chicken
Crisp fried chicken often served with waffles or sides, tied to Oakland’s soul food tradition and beloved at classic neighborhood restaurants.
Commis
Refined tasting-menu restaurant highlighting seasonal California ingredients with polished service and an elegant, modern dining room.
Cafe Colucci
Longtime Ethiopian restaurant praised for injera platters, stews, and traditional coffee in a welcoming, community-focused space.
Shan Dong Restaurant
Celebrated Oakland Chinatown destination for handmade noodles and dumplings in a busy, casual setting with strong local following.
United States Dollar ($)
Oakland is moderate for US cities: lodging is often high, but dining and BART or buses are usually cheaper than in San Francisco.
Average meal costs
- Budget
- $12-18 for fast food or casual takeout.
- Mid-range
- $25-45 per person for a restaurant meal.
- Fine dining
- $75+ per person for upscale dining.
- Coffee
- $4-6 for a cappuccino or latte.
Tipping culture
Tip 18-20% at restaurants, 15-20% for taxis or rideshares, and $1-2 per drink or coffee is appreciated.
Plan your visit to Oakland, CA
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Oakland, CA.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Oakland, CA, travelers should be cautious of petty theft, including pickpocketing and car break-ins, especially in crowded areas and public transportation hubs. Avoid displaying valuables openly and park in well-lit, secure areas. Scams such as fake ticket sellers or overcharging by unlicensed taxi or rideshare drivers have been reported. Staying alert, using official transportation services, and verifying ticket purchases online can help ensure a safer experience.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
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.
It's helpful to compare your options as there are 2 ways to travel between Chicago, IL and Oakland, CA including taking a train and bus.
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.
Departure airports in Chicago
Arrival airports in Oakland
Which Chicago, IL airport do flights to Oakland, CA leave from?
Flights from Chicago, IL to Oakland, CA depart from O'Hare International Airport. The airport is 2 miles (4 km) from Chicago, IL city centre at 10000 W O'Hare Ave, Chicago, IL 60666, USA.
O'Hare International Airport (ORD)10000 W O'Hare Ave, Chicago, IL 60666, USA
City-centre transport
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:
SubwayBlue Line · 1h 7m · $6 · every ~23 min
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?
Flights from Chicago, IL to Oakland, CA arrive at Oakland International Airport. Oakland International Airport is 3 miles (5 km) from Oakland, CA city centre.
Oakland International Airport (OAK)1 Airport Dr, Oakland, CA 94621, USA
City-centre transport
Getting to Oakland International Airport from Oakland city centre
Oakland International Airport is 5 km from Oakland city centre. Public transport options include:
SubwayGrey-S · 20m · $5 · every ~21 min
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..
Airports for flights from Chicago, IL to Oakland, CA
See which airports are used for flights between Chicago, IL and Oakland, CA, including airport details.
Flights from Chicago, IL to Oakland, CA generally leave from O'Hare International Airport and arrive in Oakland International Airport.O'Hare International Airport is 2 miles (4 km) away from Chicago, IL city centre and Oakland International Airport is 3 miles (5 km) from Oakland, CA city centre.
Most popular flights from Chicago, IL
Most popular flights to and from Oakland, CA and Chicago, IL
Most popular flights to Oakland, CA
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