Unable to find information about the schedule of direct flights from
Compare airlines, prices, and flight durations for your trip
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 direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Oakland:
•
•
•
•
•
•
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
Chicago — San Francisco
01/16/2026
Departure
Direct flight
UA1807
starting at $382
Chicago — San Francisco
01/18/2026
Departure
Direct flight
AA1253
starting at $382
Chicago — San Francisco
01/23/2026
Departure
Direct flight
AA1475
starting at $318
Chicago — San Francisco
01/23/2026
Departure
Direct flight
AA1253
starting at $397
Chicago — San Francisco
03/11/2026
Departure
Direct flight
UA2106
starting at $190
Chicago — San Francisco
04/23/2026
Departure
Direct flight
UA246
starting at $115
starting at $115
starting at $318
starting at $66
starting at $84
The Chicago — Oakland route is served by a wide range of airlines: 4 in total, including United Airlines, American Airlines, Frontier Airlines, and Alaska Airlines. Competition among carriers gives passengers the opportunity to find tickets at attractive fares — with prices starting from $66. 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 01/22/2026, is operated by Frontier Airlines and costs $66
The cheapest roundtrip flight from Chicago to Oakland departs on 03/08/2026, is operated by Southwest Airlines and costs $145
Fastest flight from Chicago to Oakland takes 9h 50m
There are direct flights on this route 4 days a week: Su, We, Th, and Fr
The distance between Chicago and Oakland is 2971km (1842 miles). There are 9 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 7:50 PM
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.
We couldn't find any special offers for flights from Chicago to Oakland
The cheapest flight ticket from Chicago to Oakland according to data for the last 48 hours costs $66
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: April, February, January.
The fastest flights from Chicago to Oakland start from 9 hours 50 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 $105 (April 2026), while the maximum is $273 (January 2026). On average, a ticket costs $171–$408.
