MDW - OAK
$169 Find cheap flights from Chicago Midway Airport to Oakland
This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Oakland departing on 7/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
Round-trip
1 adult
Economy
Search hundreds of travel sites at once for deals on flights to Oakland
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oakland, as well as popular online travel agencies
...and more
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oakland, as well as popular online travel agencies
In the last 7 days travelers have searched 42,686,544 times on KAYAK, and here is why:
Cheap flight deals from Midway to Oakland (MDW-OAK)
These are the cheapest deals for flights from Midway to Oakland currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Recent round-trip flight deals from Midway to Oakland
Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to Oakland.
Recent one-way flight deals from Midway to Oakland
Only flying one-way? Below are some of the best one-way flight deals from Midway to Oakland found on KAYAK recently.
Recent last minute flight deals from Midway to Oakland
Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Midway to Oakland.
Recent direct flight deals from Midway to Oakland
The latest deals for direct flights from Midway to Oakland so you can sit back and relax without the need for a layover.
Cheap bus & train deals from Midway to Oakland
Find recent round-trip train or bus tickets from Midway to Oakland.
All round-trip flight deals to Oakland
The cheapest plane tickets to Oakland found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Flights from Midway to Oakland - Travel Insights & Trends
Get data-powered insights and trends into flights from Midway to Oakland to help you find the cheapest flights, the best time to fly and much more.
What is the cheapest month to fly from Chicago Midway Airport to Oakland, California?
To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Oakland, California, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Oakland, California is February, where tickets cost $154 on average. On the other hand, the most expensive months are March and June, where the average cost of tickets is $439 and $362 respectively.
Which airlines provide the cheapest flights from Chicago Midway Airport to Oakland?
The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on Delta ($169) and Frontier ($564). The cheapest round-trip tickets were found on Delta ($407) and Frontier ($636).
How many flights are there between Chicago Midway Airport and Oakland, California per day?
Each day, there are between 2 and 3 nonstop flights that take off from Chicago Midway Airport and land in Oakland, California, with an average flight time of 4h 27m. The most common departure time is 5:00 am and most flights take off in the evening. Each week, there are 20 flights. The most frequent day of departure is Wednesday, when 15% of all weekly flights depart. The fewest flights depart on a Sunday.
Which cabin class options are there for flights between Chicago Midway Airport and Oakland, California?
The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.
What’s the earliest departure time from Chicago Midway Airport to Oakland?
Early birds can take the earliest flight from Chicago Midway Airport at 5:35 am and will be landing in Oakland, California at 8:00 am.
What’s the latest departure time from Chicago Midway Airport to Oakland?
If you prefer to fly at night, the latest flight from Chicago Midway Airport to Oakland, California jets off at 10:40 pm and lands at 1:10 am.
Good to know
Cheapest flight | $169 |
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When to book flights from Midway to Oakland
Are your dates flexible? Find out the best times to travel from Midway to Oakland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.
FAQs for booking Chicago Midway Airport to Oakland flights
Prefer to fly non-stop from Chicago Midway Airport to Oakland?
Find which airlines fly direct from Midway to Oakland, which days they fly and book direct flights.
Nonstop departures
Chicago Midway to Oakland
Monday
Southwest
Southwest
Tuesday
Southwest
Southwest
Wednesday
Southwest
Southwest
Thursday
Southwest
Southwest
Friday
Southwest
Southwest
Saturday
Southwest
Southwest
Sunday
Southwest
Southwest
Nonstop returns
Oakland to Chicago Midway
Monday
Southwest
Southwest
Tuesday
Southwest
Southwest
Wednesday
Southwest
Southwest
Thursday
Southwest
Southwest
Friday
Southwest
Southwest
Saturday
Southwest
Southwest
Sunday
Southwest
Southwest
Book cheap flights from Chicago to Oakland
Recent one-way flight deals
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Oakland found on KAYAK in the last 72 hours.
7/4qui
1 stopDelta
7h 59mMDW-OAK
$169
7/10qua
2 stopsDelta
16h 33mMDW-OAK
$188
7/9ter
2 stopsDelta
16h 33mMDW-OAK
$203
10/13dom
2 stops
18h 24mMDW-OAK
$392
6/20qui
2 stops
17h 51mMDW-OAK
$404
6/24seg
2 stopsFrontier
17h 30mMDW-OAK
$564
6/20qui
2 stopsFrontier
15h 50mMDW-OAK
$565
6/20qui
1 stopVolaris
15h 33mMDW-OAK
$679
7/8seg
2 stopsAlaska Airlines
16h 01mMDW-OAK
$716
7/7dom
3 stopsAlaska Airlines
41h 35mMDW-OAK
$787
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Last minute flights from Midway to Oakland
Last minute flight, train and bus deals
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Oakland that are departing in the next 10 days.
6/3seg
multi-stop
25h 04mMDW-OAK
6/4ter
multi-stop
13h 13mOAK-MDW
$677
6/3seg
multi-stop
26h 15mMDW-OAK
6/4ter
multi-stop
13h 13mOAK-MDW
$682
6/1sáb
multi-stopFrontier
16h 10mMDW-OAK
6/4ter
multi-stopFrontier
13h 13mOAK-MDW
$893
5/31sex
multi-stopFrontier
17h 30mMDW-OAK
6/12qua
multi-stopFrontier
21h 48mOAK-MDW
$921
5/31sex
multi-stopFrontier
17h 30mMDW-OAK
6/12qua
multi-stopFrontier
13h 08mOAK-MDW
$953
6/3seg
multi-stopDelta
11h 36mMDW-OAK
6/5qua
multi-stopDelta
9h 16mOAK-MDW
$1,034
6/1sáb
multi-stop
25h 41mMDW-OAK
6/4ter
multi-stop
20h 30mOAK-MDW
$1,035
6/2dom
multi-stopDelta
8h 04mMDW-OAK
6/4ter
multi-stopDelta
13h 05mOAK-MDW
$1,044
6/4ter
multi-stopDelta
11h 36mMDW-OAK
6/6qui
multi-stopDelta
9h 16mOAK-MDW
$1,108
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Chicago Midway Airport - Oakland Flights
Departure:
Chicago Midway Airport (MDW)United States
Destination:
Oakland (OAK)United States
Return flight deals:
Oakland - Chicago Midway Airport
Cabin classes:
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