
$79 Cheap flight deals from Chicago (CHI) to Oakland (SJC)
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This Weekend's Flight Deals from Chicago to Oakland
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $79 One Way, $141 Round Trip from Chicago to Oakland
Prices starting at $141 for return flights and $79 for one-way flights to Oakland were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Oakland economy flight packages

Sonoma Creek Inn
Jun 4 - Jun 7
Chicago (ORD) to Oakland (OAK)
Oakland (OAK) to Chicago (ORD)
Reviewed on Apr 14, 2025


HYATT house Pleasant Hill
Jun 12 - Jun 15
Chicago (ORD) to Oakland (OAK)
Oakland (OAK) to Chicago (ORD)
Reviewed on Nov 21, 2024
More About Flying To Oakland from Chicago
Route Information for Flights from Chicago to Oakland
Origin Airport IATA Code | CHI |
---|---|
Destination Airport IATA Code | SJC |
Distance | 1842 mi |
Direct Flight Airlines | American Airlines, Qatar Airways, Air Canada, JAL, Austrian, Aer Lingus, Emirates, Asiana Airlines, Virgin Australia, Air New Zealand, United Airlines, Alaska Airlines, Qantas, Finnair, Royal Jordanian, Hawaiian Airlines, Iberia, ANA, Brussels Airlines, Lufthansa, Singapore Airlines, Gulf Air, British Airways |
Earliest Flight Arrival | 4:20PM UTC |
Latest Flight Arrival | 6:59AM UTC |
Cheap Flights from Chicago to Oakland
Airports in Chicago
The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.
Chicago Airport Parking
Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.
Chicago Airport Transportation
There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.
Chicago Airport Restaurants
Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.
Flights to Oakland
If you're looking for cheap flights to Oakland, using Orbitz.com makes it easy to find what you need. The website searches available flights landing at the Oakland International Airport to find you tickets with a low fare.
Oakland International Airport
The Oakland International Airport is located on Airport Drive, approximately 10 miles from downtown Oakland and 25 miles from downtown San Francisco. The airport has hubs for 11 different airlines, including JetBlue, US Airways, Hawaiian Airlines and Delta. When you use Orbitz.com to book your flight, you'll find flight options from all of the airlines. This makes it easy for you to choose the option that fits your travel needs.
Transportation from the Airport
The Bay Area Rapid Transit (BART) train services the Oakland International Airport. The fare between the airport and downtown Oakland is $1.75. You can also take the bus from the airport into Oakland. The bus costs $2 for adults and $1 for children. It runs every 15 minutes from 4:56 a.m. to 12:06 a.m. and every hour from 12:35 a.m. to 4:30 a.m. If you want access to your own vehicle, you can reserve a rental car using Orbitz.com.
Weather in Oakland
Oakland has moderate weather. Temperatures range from 44 degrees Fahrenheit to 57 degrees Fahrenheit during the winter months. During the summer, the temperatures range from 55 degrees Fahrenheit to 75 degrees Fahrenheit. The winter months are Oakland's off-peak travel season. If you use Orbitz.com to plan your trip during this time, it will be easy to find cheap flights to Oakland.
Highlights and Attractions
Popular attractions in Oakland include the Oakland Zoo, Old Oakland and the Oakland Museum of California. Orbitz.com does more than book cheap flights to Oakland. You can also use the website to purchase tickets to area attractions.
Frequently asked questions
Flights to Oakland
Flights from Chicago
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Oakland Airports
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Top Trending
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.