Flights from Oakland to Chicago
Cheap OAK to Chicago flights
Book your OAK to MDW flights with Expedia and find last-minute Oakland to Chicago airfare. Expedia offers discount airfare on multiple airline carriers that fly direct and indirect routes between OAK and MDW, with new flight deals and promotions almost daily. When you book your next trip from Oakland Intl. to Midway Intl. with Expedia, you can rest assured you’re getting great ticket prices and excellent service from one of the world’s most trusted travel providers.
Discount flights from Oakland to Chicago airfare
Browse the best deals on flights from OAK to MDW. Deals are based on recent deals found by other Expedia users like you. Pricing may have changed for individual airlines. Expand the list to see all available flight deals from OAK to MDW.
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Last Minute Oakland Flight Deals
Traveling on short notice? Expedia offers great deals on last-minute flights from Oakland Airport to the most popular destinations. Deals are based on recent prices found by other Expedia users within the last 12 hours. Prices change often for individual airlines, so check back regularly!
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San Jose Silicon Valley, California (OAK) to Chicago, Illinois (MDW)
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- Roundtrip (including all taxes and fees)
- Per Adult
- Based on e-ticket purchase
- Shown without coupon discounts
The lowest roundtrip price(s) recently found
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| Airport | Flight To | Travel Dates (Nights) |
Hotel Rating | Package Discount |
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Popular Flights from Oakland, California
Browse popular flight destinations from Oakland (OAK), and plan your next exciting trip. Expedia has cheap flights from Oakland on multiple airline carriers, so book your next trip today!
Top Oakland Flights to US Destinations
Oakland to Chicago (OAK - ORD)
Oakland to New York (OAK - JFK)
Oakland to Denver (OAK - DEN)
Oakland to Atlanta (OAK - ATL)
Oakland to San Francisco (OAK - SFO)
Oakland to Miami (OAK - MIA)
Oakland to Los Angeles (OAK - LAX)
Oakland to Las Vegas (OAK - LAS)
Oakland to Houston (OAK - IAH)
Oakland to Newark (OAK - EWR)
Oakland to New York (OAK - JFK)
Oakland to Denver (OAK - DEN)
Oakland to Atlanta (OAK - ATL)
Oakland to San Francisco (OAK - SFO)
Oakland to Miami (OAK - MIA)
Oakland to Los Angeles (OAK - LAX)
Oakland to Las Vegas (OAK - LAS)
Oakland to Houston (OAK - IAH)
Oakland to Newark (OAK - EWR)
Top Oakland International Destinations
Popular Flights from Chicago, Illinois
Browse popular flight destinations from Chicago (MDW), and plan your next exciting trip. Expedia has cheap flights from Chicago on multiple airline carriers, so book your next trip today!
Top Chicago Flights to US Destinations
Chicago to Chicago (MDW - ORD)
Chicago to New York (MDW - JFK)
Chicago to Denver (MDW - DEN)
Chicago to Atlanta (MDW - ATL)
Chicago to San Francisco (MDW - SFO)
Chicago to Miami (MDW - MIA)
Chicago to Los Angeles (MDW - LAX)
Chicago to Las Vegas (MDW - LAS)
Chicago to Houston (MDW - IAH)
Chicago to Newark (MDW - EWR)
Chicago to New York (MDW - JFK)
Chicago to Denver (MDW - DEN)
Chicago to Atlanta (MDW - ATL)
Chicago to San Francisco (MDW - SFO)
Chicago to Miami (MDW - MIA)
Chicago to Los Angeles (MDW - LAX)
Chicago to Las Vegas (MDW - LAS)
Chicago to Houston (MDW - IAH)
Chicago to Newark (MDW - EWR)
Top Chicago International Destinations
OAK to MDW Route Map
Oakland to Chicago Flights, Stats and Airplanes
Route information for flights from Oakland Intl. to Midway Intl..
Origin:
Destination:
Distance:
1,839.71 miles
OAK - Oakland Intl. Airlines
Browse the the most popular airlines servicing the Oakland (OAK) airport. Visit their flights pages to learn more about the most popular routes these carriers fly.
MDW - Midway Intl. Airlines
Browse the most popular airlines servicing the Chicago (MDW) airport. Visit their flights pages to learn more about the most popular routes these carriers fly.
Interesting Facts About Flights from Oakland to Chicago (OAK to MDW)
- Northwest Airlines operated flights from OAK to MDW using one type of aircraft in 2009.
- The newest aircraft servicing OAK to MDW in 2009 was Northwest Airlines' A319 from Airbus Industrie. The A319 started flying in 1997.
- The oldest aircraft servicing trips from Oakland, CA to Chicago, IL in 2009 was UNITED's A320-1/2 from Airbus Industrie which started flying in 1990.
- The largest aircraft servicing flights between Oakland and Chicago from UNITED is the A320-1/2 built by Airbus Industrie with 138 seats.
- The smallest aircraft servicing flights from OAK to MDW for Northwest Airlines is the A319 built by Airbus Industrie with 54 seats.
- The average aircraft occupancy on flights from Oakland to Chicago in 2009 was 64.01%.
- There were 102 passengers that flew from Oakland to Chicago in 2009.
- UNITED, Northwest Airlines offer flights from Oakland, CA to Chicago, IL.
- In 2009, there were 2 airline companies operating between Oakland and Chicago.
- UNITED carried a total of 54 passengers from OAK to MDW in 2009.
- 192 seats were available on flights from OAK to MDW in 2009. Of those seats, a total of 102 passengers flew on all flights from OAK to MDW that year.
(Source: FAA & BTS 2009 Databases)
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