
$70 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 $70 One Way, $142 Round Trip from Chicago to Oakland
Prices starting at $142 for return flights and $70 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

Fairmont Sonoma Mission Inn & Spa
Dec 1 - Dec 6
Chicago (ORD) to Oakland (OAK)
Reviewed on May 31, 2023

Lavender, A Four Sisters Inn
Dec 18 - Dec 22
Chicago (CHI) to Oakland (OAK)
Oakland (OAK) to Chicago (CHI)
Reviewed on Aug 6, 2025

Hotel Yountville
Dec 1 - Dec 6
Chicago (ORD) to Oakland (OAK)
Reviewed on May 24, 2025
Oakland first class flight packages

Oakland Marriott City Center
Dec 4 - Dec 8
Chicago (ORD) to Oakland (OAK)
Reviewed on Aug 4, 2025

Residence Inn by Marriott Berkeley
Dec 4 - Dec 8
Chicago (ORD) to Oakland (OAK)
Reviewed on Aug 28, 2024
More About Flying To Oakland from Chicago
Route Information for Flights from Chicago to Oakland
Origin Airport IATA Code | CHI |
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Destination Airport IATA Code | SJC |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
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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
- Flights to Eureka
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- Flights to Riverside
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More Destinations
- Flights from Atlanta to Emeryville
- Flights from Boston to Emeryville
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- Flights from Indianapolis to Emeryville
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- Flights from Missoula to Emeryville
- Flights from Sacramento to Emeryville
- Flights from Fort Lauderdale to Emeryville
- Flights from Scranton to Emeryville
- Flights from Fargo to Emeryville
- Flights from Los Angeles (LAX) to Oakland (OAK)
- Flights from Duluth to Berkeley
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- Flights from Istanbul to Bay Area
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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.



