Flights from Chicago to Oakland

Typical flight prices, connection options, and distance information for Chicago (MDW) to Oakland (OAK) flights is listed below. Also provided is the relative popularity of the various airport layovers and the cost per mile for frequent flyers looking for a mileage run. The average one way airfares can help a traveler compare flight prices and find low cost / cheap flight deals from Chicago to Oakland. Select a table header to sort.

Flight Route Popularity Distance (Miles) Avg Cost One Way ($) Avg Cost Per Mile ($)
MDW OAK 559 1844 247.75 0.13
MDW DEN OAK 018 1852 230.67 0.12
MDW LAS OAK 035 1928 250.61 0.13
MDW MSP SLC OAK 006 1928 183.64 0.10
MDW LAX OAK 018 2087 231.21 0.11
MDW PHX OAK 012 2090 222.59 0.11
MDW MSP LAX OAK 007 2221 207.63 0.09
MDW PDX OAK 018 2294 276.49 0.12

The MDW OAK direct flight itinerary was the most frequently used from Chicago to Oakland. MDW MSP LAX OAK had the lowest average cost per mile: $0.09 – good for earning more frequent flyer miles.

Potential stopover or connecting airport cities when flying from MDW to OAK may include:

  • Los Angeles – LAX
  • Phoenix – PHX
  • Minneapolis – MSP
  • Denver – DEN
  • Las Vegas – LAS
  • Portland – PDX
  • Salt Lake City – SLC

Flights between Oakland California and Chicago Illinois are compared in the table above. This page can help those interested in mileage runs deals and flying distance as well as best flight prices for tickets. It is relevant to booking cheap flights departing from Chicago IL and arriving Oakland CA and also to the average cost of flights or one way flight fares.