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Selected fares from Chicago to Oakland
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Route Information for Flights from Chicago to Oakland
| Origin Airport IATA Code | ORD |
|---|---|
| Destination Airport IATA Code | OAK |
| Flight Price | $133 |
| Distance | 2,929 km |
Chicago (CHI) to Oakland (SJC)
Are you flying to Oakland for a much-needed vacation or is it about time for you to have a family reunion? Or maybe you're traveling for work? Hey, anything that gets you away from that desk is a win in our books. You're in the right spot to snatch a killer rate on your next flight from Chicago. Whether you are an expert at navigating the friendly skies or aerial amateur, read below to score the best deal on your next flight.
How do you get the best deal on a flight from CHI to SJC?
We've been in the game a long time, which means getting that great deal on a Oakland flight is easy-peasy. You'll make spending less look so very good with a little know-how.
Which days of the week are cheapest to fly?
It pays to be a weekday warrior. Those middle children of the work week, Tuesday and Wednesday, typically have the best rates. Next in line are Thursday and, surprisingly, Saturday. Most like to fly back from their trip on Sunday so you can save by leaving a day earlier.
Why are flights cheaper if you stay over the weekend?
If you stay through the weekend, generally that return ticket to CHI can be cheaper since you'll be leaving earlier in the week. All those business travelers have less flexible schedules, so that means more savings for you. We're all for that!
Why travel during the off-peak season?
Shoulder or off-peak seasons are when most vacationers aren't flying to certain locations. So when it is chilly, most people head to warmer places like the Caribbean, Mexico, Hawaii, etc., just like the birds (they had it figured out). But in the summer, you'll find that Europe gets busy. You can usually save on your flight when you avoid flying during the peak seasons.
Is that the lowest price?
Airlines change their rates seemingly by the minute. If you discover the price you like, then get it. Unsurprisingly, you're not the only person seeking a stellar deal on a flight from Chicago to Oakland. You might lose your chance to get the flight and the times you want.
Are there any other ways to save?
The Hotwire Hot Rate is what makes us stand out from the rest. You can get one of the best rates on your flight from Chicago (CHI) to Oakland (SJC). You won't find out the time and airline until after you book, but with a little risk you can get huge savings.
Book your Chicago to Oakland flight today
We're here to help you save some money on your next flight from Chicago to Oakland. Use our guide to get you that oh-so-nice price. For the ultra-flexible-go with the flow vacationer, go for the Hotwire Hot Rate. You'll get your flight and have more money in your pockets to do Oakland up right. So say "So long" to Chicago and "Hello" to Oakland.
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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.