Chicago (ORD) → Oakland (OAK)
About Chicago to Oakland Flights
Discover the best flights from Chicago to Oakland, covering 2,947 km in approximately 4h 11m. Chicago (ORD) to Oakland (OAK) is one of the popular medium-haul routes within United States. With 4 major airlines operating this route including direct flights, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from Chicago to Oakland.
12-Month Price History
Flight prices from Chicago to Oakland vary significantly throughout the year. February typically offers the best deals with average prices around $455, while July sees the highest prices, averaging $751. Savvy travelers can save up to 39% by choosing their travel dates wisely.
Best Time to Fly
Cheapest Month
February
Save up to 40% on average
Most Expensive
July
Peak season pricing
Book in Advance
60 days
For best prices
Booking Tips
For the best prices on Chicago to Oakland flights, we recommend booking 35 days in advance. Domestic flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.
Airlines Serving This Route
| Airline | Economy | Business | First |
|---|---|---|---|
United Airlines UA | $650 | $2400 | $4140 |
American Airlines AA | $680 | $2310 | $3650 |
SkyWest Airlines OO | $730 | $2940 | $3910 |
Kalitta Air K4 | $740 | $2600 | $3550 |
United Airlines
UA
Economy
$650
Business
$2400
First
$4140
American Airlines
AA
Economy
$680
Business
$2310
First
$3650
SkyWest Airlines
OO
Economy
$730
Business
$2940
First
$3910
Kalitta Air
K4
Economy
$740
Business
$2600
First
$3550
Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.
Alternative Flight Options
Milwaukee → Oakland
Milwaukee Mitchell International (MKE) to Oakland International (OAK)
Distance: 2,945 km
Average price: $542
Chicago → Oakland
Chicago Midway International (MDW) to Oakland International (OAK)
Distance: 2,961 km
Average price: $544
Chicago → San Francisco
O'Hare International (ORD) to San Francisco International (SFO)
Distance: 2,964 km
Average price: $545
Chicago → San Jose
O'Hare International (ORD) to San Jose International (SJC)
Distance: 2,937 km
Average price: $541
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Frequently Asked Questions
How long is the flight from Chicago to Oakland?
The flight time from Chicago (ORD) to Oakland (OAK) is approximately 4 hours and 11 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.
What is the distance between Chicago and Oakland?
The aerial distance between Chicago and Oakland is 2,947 kilometers (1,831 miles). This is the straight-line distance, which is used to calculate flight times.
Which airlines fly from Chicago to Oakland?
Several airlines operate flights between Chicago and Oakland, including American Airlines, United Airlines, SkyWest Airlines and 1 more airlines. Direct flights are available on this route.
What is the cheapest month to fly from Chicago to Oakland?
Based on historical data, February typically offers the lowest airfares for flights from Chicago to Oakland. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.
How far in advance should I book my flight to Oakland?
For the best prices on Chicago to Oakland flights, we recommend booking 74 days in advance. Domestic flights can sometimes offer good last-minute deals, but advance booking is usually cheaper.
Do I need a visa to travel from Chicago to Oakland?
Visa requirements depend on your nationality and the purpose of your visit. Since this is a domestic flight, no visa is required for citizens.
What is the time difference between Chicago and Oakland?
Chicago operates on America/Chicago time zone, while Oakland is in the America/Los_Angeles time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.