Best airfares from Oakland to Chicago
Jetradar compares airfares from Oakland to Chicago 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 Chicago, you choose where to book. Also there you can find airlines special offers from Oakland to Chicago. The cheapest round-trip price found within the last week was $107. The cheapest oneway price found within the last week was $49.Cheapest Flights from Oakland, CA to Chicago, IL
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Airline One Way One Way / Round-Trip Round-Trip 
United Airlines $80 $141 
American Airlines $126 $153 
Alaska Airlines $137 $200 
JetBlue Airways $187 $333 
Aeromexico $601 $554 -
Airline One Way One Way / Round-Trip Round-Trip 
Virgin America $101 $176 
Spirit Airlines $72 $167 
Eva Air Find $240 
Frontier Airlines $42 $80 
Southwest Airlines $255 $148 -
Airline One Way One Way / Round-Trip Round-Trip 
Hawaiian Airlines Find Find 
Sun Country Airlines $311 $503 
Volaris $433 $526 
Allegiant Air Find $534 
Great Lakes Airlines $451 Find
Flights from Oakland to Chicago
Travelling from Oakland to Chicago advices and facts
- The distance between Oakland and Chicago is 1850 miles (or 2978 kilometers).
- The shortest flight time is 5h 54m
- When you fly from Oakland to Chicago, don't forget about the time difference. The time in Chicago is 02:00 from the Oakland time. The current time in Chicago is 08:27am and 06:27am in Oakland. Check this again shortly before your flight.