Chicago, IL CHI to Oakland, CA OAK flight with Alaska Airlines

Sun, Sep 20
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Journey information

Overview: Chicago, IL to Oakland, CA flight

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Flights from Chicago, IL to Oakland, CA depart on average 41 times per day, taking around 7h 25m. Cheap flight tickets for this journey start at $325 (€266) but you can travel from only $191 (€156) 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 $191 (€156)
Distance
1845 miles (2970 km)
Average flight duration
7h 25m
Cheapest ticket price
$325 (€266)
Flights per day
41
Fastest flight
6h 12m
First flight
12:43 AM
Last flight
11:33 PM
Cheapest Month
May
Cheapest Day
Tue
High Season
Jul - Sep
Low Season
Oct - Dec
Best time to book
49 days
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 $191 (€156)

The cheapest and fastest flights from Chicago, IL to Oakland, CA

Showing times, prices and bookable tickets for Sep 20

Cheapest price on Sep 20

$567

Average ticket price on Sep 20

$567

Fastest journey on Sep 20

7 h 16 m

Average journey duration on Sep 20

7 h 16 m

Flights on Sep 20

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 $567 if you buy it on the day, but the cheapest tickets can be found for only $567.

Fast flights

On Sun, Sep 20, we found 1 flights from Chicago, IL to Oakland, CA, including 1 direct services.

On Sun, Sep 20 the direct flights cover the 2970 km distance in an average of 7 h 16 m but if you time it right, some flights will get you there in just 7 h 16 m .

On Sun, Sep 20 the longest flights will take 7 h 16 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.

  • Alaska Airlines
    7:09 PM7h16
    Chicago, IL
    2:25 AMOakland, CA
    $5671One-way
    0 transfers

Travel Information

Compare train and bus 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 an average ticket price of $252 For those with little time, consider booking a bus, which has an average total journey time of 50h 58m. Average ticket prices depend on the travel mode: a bus costs an average of $252, while a train costs an average of $929.

Distance: 1845 miles (2970 km)

Compare train with

Most popular
Train
Bus
Driving

$929

Average price

$252

Average price

Cheapest

$435

Average price

(fuel + tolls)

57h 36m

Average total duration

57h 6m

Onboard

+

30m

Additional time*

50h 58m

Average total duration

Fastest

50h 28m

Onboard

+

30m

Additional time*

31h 5m

Average total duration

(door-to-door)

Amtrak

Most popular train company

Greyhound

Most popular bus company

Your own car or car rental

Direct Options

Direct Options

Direct Options

The cheapest way to travel from Chicago, IL to Oakland, CA is a bus with an average price of $252 (€206).

This is compared to other travel options from Chicago, IL to Oakland, CA:

A bus is $389 (€318) less than a flight for this route with tickets for a flight from Chicago, IL to Oakland, CA costing on average $642 (€525).

A bus is $677 (€553) less than a train for this route with tickets for a train from Chicago, IL to Oakland, CA costing on average $929 (€760).

The fastest way to travel from Chicago, IL to Oakland, CA is by flight with an average journey time of 7h 25m.

Other travel options to Oakland, CA take longer:

Bus takes on average 50h 28m.

Train takes on average 57h 6m.

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.
We recommend using the train as it is the most popular way to get from Chicago, IL to Oakland, CA among Omio's users.

Live departures

Chicago, IL to Oakland, CA flight times

The table below shows live departures for Chicago, IL to Oakland, CA flights for today, Saturday, September 19. You can also manually refresh the results below to see updated flight journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
Alaska AirlinesAS587 · AS621 · AS31046:00 AM O'Hare International Airport
14h12
6:12 PM Oakland International Airport2 transfers
Alaska AirlinesAS587 · AS697 · AS31086:00 AM O'Hare International Airport
15h52
7:52 PM Oakland International Airport2 transfers
Alaska AirlinesAS587 · AS488 · AS22836:00 AM O'Hare International Airport
12h30
4:30 PM Oakland International Airport2 transfers
Alaska AirlinesAS587 · AS5336:00 AM O'Hare International Airport
9h19
1:19 PM Oakland International Airport1 transfer
Alaska AirlinesAS587 · AS621 · AS31086:00 AM O'Hare International Airport
15h52
7:52 PM Oakland International Airport2 transfers
Alaska AirlinesAS587 · AS791 · AS22836:00 AM O'Hare International Airport
12h30
4:30 PM Oakland International Airport2 transfers
Alaska AirlinesAS587 · AS13286:00 AM O'Hare International Airport
14h55
6:55 PM Oakland International Airport1 transfer
Alaska AirlinesAS587 · AS765 · AS31086:00 AM O'Hare International Airport
15h52
7:52 PM Oakland International Airport2 transfers
Alaska AirlinesAS587 · AS7066:00 AM O'Hare International Airport
18h54
10:54 PM Oakland International Airport1 transfer
Alaska AirlinesAS587 · AS697 · AS31046:00 AM O'Hare International Airport
14h12
6:12 PM Oakland International Airport2 transfers
Alaska AirlinesAS1470 · AS1368 · AS7067:20 AM O'Hare International Airport
17h34
10:54 PM Oakland International Airport2 transfers
Alaska AirlinesAS1470 · AS576 · AS22837:20 AM O'Hare International Airport
11h10
4:30 PM Oakland International Airport2 transfers
Alaska AirlinesAS1470 · AS31037:20 AM O'Hare International Airport
9h13
2:33 PM Oakland International Airport1 transfer
Alaska AirlinesAS1470 · AS31087:20 AM O'Hare International Airport
14h32
7:52 PM Oakland International Airport1 transfer
Alaska AirlinesAS1470 · AS31047:20 AM O'Hare International Airport
12h52
6:12 PM Oakland International Airport1 transfer
Alaska AirlinesAS1470 · AS574 · AS7067:20 AM O'Hare International Airport
17h34
10:54 PM Oakland International Airport2 transfers
Alaska AirlinesAS1470 · AS1373 · AS7067:20 AM O'Hare International Airport
17h34
10:54 PM Oakland International Airport2 transfers
Alaska AirlinesAS1470 · AS685 · AS7067:20 AM O'Hare International Airport
17h34
10:54 PM Oakland International Airport2 transfers
Alaska AirlinesAS583 · AS621 · AS31048:00 AM O'Hare International Airport
12h12
6:12 PM Oakland International Airport2 transfers
Alaska AirlinesAS583 · AS7358:00 AM O'Hare International Airport
27h27
9:27 AM Oakland International Airport1 transfer
Alaska AirlinesAS583 · AS488 · AS22838:00 AM O'Hare International Airport
10h30
4:30 PM Oakland International Airport2 transfers
Alaska AirlinesAS583 · AS13288:00 AM O'Hare International Airport
12h55
6:55 PM Oakland International Airport1 transfer
Alaska AirlinesAS583 · AS621 · AS31088:00 AM O'Hare International Airport
13h52
7:52 PM Oakland International Airport2 transfers
Alaska AirlinesAS583 · AS765 · AS31088:00 AM O'Hare International Airport
13h52
7:52 PM Oakland International Airport2 transfers
Alaska AirlinesAS583 · AS7068:00 AM O'Hare International Airport
16h54
10:54 PM Oakland International Airport1 transfer
Alaska AirlinesAS579 · AS13281:03 PM O'Hare International Airport
7h52
6:55 PM Oakland International Airport1 transfer
Alaska AirlinesAS579 · AS7351:03 PM O'Hare International Airport
22h24
9:27 AM Oakland International Airport1 transfer
Alaska AirlinesAS579 · AS7061:03 PM O'Hare International Airport
11h51
10:54 PM Oakland International Airport1 transfer
Alaska AirlinesAS579 · AS5331:03 PM O'Hare International Airport
26h16
1:19 PM Oakland International Airport1 transfer
Alaska AirlinesAS1447 · AS31082:18 PM O'Hare International Airport
7h34
7:52 PM Oakland International Airport1 transfer
Alaska AirlinesAS1447 · AS31032:18 PM O'Hare International Airport
26h15
2:33 PM Oakland International Airport1 transfer
Alaska AirlinesAS1447 · AS21022:18 PM O'Hare International Airport
22h48
11:06 AM Oakland International Airport1 transfer
Alaska AirlinesAS325 · AS2258 · AS7352:22 PM O'Hare International Airport
21h05
9:27 AM Oakland International Airport2 transfers
Alaska AirlinesAS325 · AS743 · AS7352:22 PM O'Hare International Airport
21h05
9:27 AM Oakland International Airport2 transfers
Alaska AirlinesAS325 · AS743 · AS7062:22 PM O'Hare International Airport
10h32
10:54 PM Oakland International Airport2 transfers
Alaska AirlinesAS325 · AS452 · AS7352:22 PM O'Hare International Airport
21h05
9:27 AM Oakland International Airport2 transfers
Alaska AirlinesAS325 · AS31302:22 PM O'Hare International Airport
24h27
12:49 PM Oakland International Airport1 transfer
Alaska AirlinesAS407 · AS5334:08 PM O'Hare International Airport
23h11
1:19 PM Oakland International Airport1 transfer
Alaska AirlinesAS407 · AS7064:08 PM O'Hare International Airport
8h46
10:54 PM Oakland International Airport1 transfer
Alaska AirlinesAS407 · AS7354:08 PM O'Hare International Airport
19h19
9:27 AM Oakland International Airport1 transfer
Alaska AirlinesAS337 · AS7357:00 PM O'Hare International Airport
16h27
9:27 AM Oakland International Airport1 transfer
Alaska AirlinesAS337 · AS453 · AS31307:00 PM O'Hare International Airport
19h49
12:49 PM Oakland International Airport2 transfers
Alaska AirlinesAS337 · AS5337:00 PM O'Hare International Airport
20h19
1:19 PM Oakland International Airport1 transfer
Alaska AirlinesAS337 · AS2049 · AS31307:00 PM O'Hare International Airport
19h49
12:49 PM Oakland International Airport2 transfers
Alaska AirlinesAS337 · AS13287:00 PM O'Hare International Airport
25h55
6:55 PM Oakland International Airport1 transfer

Find all the dates and times for this journey

Compare prices and tickets Chicago, IL to Oakland, CA by train or bus

Compare train and bus 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.

Sat
Sep 19
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Oct 02

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.

  • 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.

View on mapVisit website
  • Recommended

The Black Panther Party Museum

Independent museum preserving Black Panther Party history through photographs, artifacts, and community-centered interpretation in West Oakland.

View on mapVisit website
  • 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.

View on mapVisit website

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.

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.

FAQs
Cheap plane tickets from Chicago, IL to Oakland, CA can start from as little as $325 (€266) when you book in advance. The average flight ticket price for Chicago, IL to Oakland, CA is $642 (€525) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by plane from Chicago, IL to Oakland, CA is 6h 12m to travel the 1845 miles (2970 km) long route. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
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.
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 1 miles (3 km) away from Chicago, IL city centre and Oakland International Airport is 3 miles (5 km) from Oakland, CA city centre.
The cheapest month for a flight from Chicago, IL to Oakland, CA is May.
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.
Since neither Chicago, IL nor Oakland, CA are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is a time difference of 2 h between Chicago, IL and Oakland, CA all year round.
The best events to attend in Oakland, CA include:
  • 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.
Some of the most interesting sights to explore in Oakland, CA are:
  • 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.
The best holidays to experience in Oakland, CA include:
  • 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.
The best things to do in Oakland, CA include:
  • 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.
The best season to visit Oakland, CA is Spring or Fall. The best weather to explore Oakland, CA is during April-October.
We recommend using the train as it is the most popular way to get from Chicago, IL to Oakland, CA among Omio's users.
For domestic flights we recommend to arrive 1.5 to 2 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.
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.

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, USAWifiShoppingParkingDiningATMTaxisAccessibilityWCHotelShowerLoungeLost and Found OfficeCar Rental
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..

More about O'Hare International Airport

More options for your journey from Chicago, IL to Oakland, CA

Here are some other resources that might have the information you need

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