Best airfares from Chicago to Oakland
Jetradar compares airfares from Chicago to Oakland with hundreds of airlines (including United Airlines, American Airlines, Alaska Airlines) and dozens of online travel agencies in one single place. We provide you with all the options to find the cheapest flights to Oakland, you choose where to book. Also there you can find airlines special offers from Chicago to Oakland. The cheapest round-trip price found within the last week was $93. The cheapest oneway price found within the last week was $54.Cheapest Flights from Chicago, IL to Oakland, CA
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Airline One Way One Way / Round-Trip Round-Trip 
United Airlines $100 $139 
American Airlines $143 $143 
Alaska Airlines $148 $197 
JetBlue Airways $211 $367 
Aeromexico $544 $748 -
Airline One Way One Way / Round-Trip Round-Trip 
Virgin America $96 $178 
Spirit Airlines $220 $116 
Frontier Airlines $45 $106 
Southwest Airlines $88 $257 
Hawaiian Airlines Find $1,352 -
Airline One Way One Way / Round-Trip Round-Trip 
Sun Country Airlines $846 Find 
Volaris $318 $551 
Great Lakes Airlines Find $698
Flights from Chicago to Oakland
Travelling from Chicago to Oakland advices and facts
- The distance between Chicago and Oakland is 1850 miles (or 2978 kilometers).
- The shortest flight time is 5h 54m
- When you fly from Chicago to Oakland, don't forget about the time difference. The time in Oakland is -2:00 from the Chicago time. The current time in Oakland is 09:01pm and 11:01pm in Chicago. Check this again shortly before your flight.