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.
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.
Unable to find information about the schedule of direct flights from
Chicago — San Francisco
06/14/2026
Departure
Direct flight
UA2106
starting at $251
starting at $251
starting at $151
The route Chicago — Oakland is served by several airlines: United Airlines and Alaska Airlines. This gives passengers more freedom in choosing flights. You can consider not only the price but also schedules, baggage policies, and onboard service. Our service compares all offers so you can find tickets from $151 and choose the most convenient option. Thanks to airline competition, you may also find promotional fares or special offers, helping you save even more. Plan your trip in advance and choose the best flights without overpaying.
The cheapest one-way flight from Chicago to Oakland departs on 06/13/2026, is operated by Alaska Airlines and costs $151
There is no information about the cheapest roundtrip flight from Chicago to Oakland
Fastest flight from Chicago to Oakland takes 7h 2m
There are direct flights on this route 1 day a week: Su
The distance between Chicago and Oakland is 2971km (1842 miles). The time difference between Chicago and Oakland is 2h
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 $151
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: May, April, September.
The fastest flights from Chicago to Oakland start from 7 hours 2 minutes in the air.
The following airlines operate direct flights on the route Chicago — Oakland: United Airlines
The minimum one-way ticket price from Chicago to Oakland is $124 (May 2026), while the maximum is $248 (March 2026). On average, a ticket costs $187–$396.