Unable to find information about the schedule of direct flights from
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Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to Oakland. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A non-stop flight is the most convenient and comfortable way to fly from Chicago to Oakland, despite the fact that sometimes flights with transfers can cost significantly less.
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Oakland:
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Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
Unable to find information about the schedule of direct flights from
We couldn't find any special offers for flights from Chicago to Oakland
Chicago — San Francisco
06/12/2026
Departure
Direct flight
UA1577
starting at $379
Chicago — San Francisco
06/16/2026
Departure
Direct flight
AA3054
starting at $453
starting at $379
starting at $453
starting at $185
starting at $191
The Chicago — Oakland route is served by a wide range of airlines: 4 in total, including United Airlines, American Airlines, Alaska Airlines, and Southwest Airlines. Competition among carriers gives passengers the opportunity to find tickets at attractive fares — with prices starting from $185. Our service helps compare all available offers within seconds and choose the most convenient option. You can filter flights by price, departure time, or baggage rules to make your trip as comfortable as possible. With so many airlines, there’s always a chance to catch special promotions and save.
The cheapest one-way flight from Chicago to Oakland departs on 06/15/2026, is operated by Alaska Airlines and costs $185
There is no information about the cheapest roundtrip flight from Chicago to Oakland
Fastest flight from Chicago to Oakland takes 6h 45m
There are direct flights on this route 2 days a week: Tu and Fr
The distance between Chicago and Oakland is 2971km (1842 miles). There are 8 direct flights from Chicago to Oakland. The time difference between Chicago and Oakland is 2h. Flights from Chicago begin at 7:45 AM. The latest flight from Chicago departs at 4:05 PM
The cheapest flight ticket from Chicago to Oakland according to data for the last 48 hours costs $185
Often the best time to buy tickets from Chicago to Oakland is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Oakland can be found flying in these months: March, February, June.
The fastest flights from Chicago to Oakland start from 6 hours 45 minutes in the air.
The following airlines operate direct flights on the route Chicago — Oakland: United Airlines, American Airlines
The minimum one-way ticket price from Chicago to Oakland is $136 (March 2026), while the maximum is $210 (June 2026). On average, a ticket costs $175–$391.
