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OAK (Oakland) to MDW (Chicago) Flights $310.8

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Cheap OAK to MDW Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Chicago

$178.38

Interesting Facts About Flights from Oakland to Chicago (OAK to MDW)

Question : When flying into Chicago, is Chicago Midway International Airport your cheapest option?
Answer : Luckily for you, there is another airport near Chicago. O'Hare International Airport (ORD) is 16 miles away, and over the next two months flights are being booked 53% cheaper than flights to Chicago Midway International Airport.

Question : What is the cheapest round-trip ticket you can get to Chicago?
Answer : Delta Air Lines is the leader in keeping prices down for their passengers over the next three months. Fares are being booked at just $272, which is quite a deal when compared to the high-end bookings of $1,173.

Question : Is there another local airport that can get you to Chicago?
Answer : Metropolitan Oakland International Airport is a terrific airport, but in getting you to Chicago, there is a lower cost option – San Francisco International Airport. It's just 12 miles away and flights are being priced 35% cheaper over the next few months.

Question : Is this route your best bet for getting to Chicago with minimal delays?
Answer : The best measurement of overall promptness combines both on-time percentage and total delay minutes. OAK to MDW currently has 3 stars out of 5, an average score at best.

Question : About how long is the flight from Oakland to Chicago?
Answer : The average flight duration between OAK and MDW is four hours and eight minutes.

Question : If you’re booking OAK to MDW, how many different choices of departure times do you have?
Answer : It does differ by the day of the week, but on average, you can expect two different choices of flight times when you book. You won't have as many choices on this route as most other routes departing the United States.

Question : Which airline has been on schedule from Metropolitan Oakland International Airport (OAK) to Chicago Midway International Airport (MDW) the most?
Answer : Southwest Airlines will have you to MDW on time 85% of the time. Life has too much to offer to spend it waiting in an airport, so check out Southwest Airlines to get in and out of airports as quickly as possible. Note that if they do have a delay, it usually lasts less than 15 minutes.