Cheap flights from Midway to Oakland (MDW - OAK)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

How to find the cheapest flight from
Midway (MDW) to Oakland (OAK)

All the information you need to plan the best MDW to OAK flight in 2021: compare Midway to Oakland flight prices with the expected peak season, weather and rainfall in Oakland.
How far in advance should I book a flight from Chicago Midway Airport to Oakland, California?

Users have found that booking a flight from Chicago Midway Airport to Oakland, California at least 32 days early can save you up to 60% on average compared to booking a flight this week. If booking 32 days before your flight isn’t an option for you, users have found flights from Chicago Midway Airport to Oakland, California for as little as $362 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $460 for flights departing within the next 3 days.

When is the cheapest time to fly from Chicago Midway Airport to Oakland, California (MDW - OAK)?

When flying from Chicago Midway Airport to Oakland, California, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest month to fly from Chicago Midway Airport to Oakland, California?

Our data shows that August tends to be the cheapest month to fly to Oakland, California from Chicago Midway Airport. Users have commonly found prices around $272 for the month, but tickets can be as low as $143. Due to multiple factors, prepare for potentially higher prices in December.

Cheap flights from Midway to Oakland in November, December 2021

The best prices found for MDW to OAK flights for November, December
11 Dec - 18 Jan
$365pp
MDW
Chicago Midway
Delta
   
2 STOPS
OAK
Oakland
OAK
Oakland
Delta
   
2 STOPS
MDW
Chicago Midway
2 Dec - 11 Dec
$435pp
MDW
Chicago Midway
Delta
   
2 STOPS
OAK
Oakland
OAK
Oakland
Delta
   
2 STOPS
MDW
Chicago Midway
4 Dec - 6 Dec
$443pp
MDW
Chicago Midway
Delta
   
2 STOPS
OAK
Oakland
OAK
Oakland
Delta
   
2 STOPS
MDW
Chicago Midway

Chicago Midway to Oakland 2022 flight deals

Cheap flights to Oakland from Midway found for next year
11 Dec - 18 Jan
$365pp
MDW
Chicago Midway
Delta
   
2 STOPS
OAK
Oakland
OAK
Oakland
Delta
   
2 STOPS
MDW
Chicago Midway
2 Dec - 11 Dec
$435pp
MDW
Chicago Midway
Delta
   
2 STOPS
OAK
Oakland
OAK
Oakland
Delta
   
2 STOPS
MDW
Chicago Midway
4 Dec - 6 Dec
$443pp
MDW
Chicago Midway
Delta
   
2 STOPS
OAK
Oakland
OAK
Oakland
Delta
   
2 STOPS
MDW
Chicago Midway

Last minute flights from Midway to Oakland

Late deals on round-trip flights to Oakland from Midway, departing today and this week
2 Dec - 11 Dec
$435pp
MDW
Chicago Midway
Delta
   
2 STOPS
OAK
Oakland
OAK
Oakland
Delta
   
2 STOPS
MDW
Chicago Midway
4 Dec - 6 Dec
$443pp
MDW
Chicago Midway
Delta
   
2 STOPS
OAK
Oakland
OAK
Oakland
Delta
   
2 STOPS
MDW
Chicago Midway
3 Dec - 6 Dec
$488pp
MDW
Chicago Midway
Delta
   
2 STOPS
OAK
Oakland
OAK
Oakland
Delta
   
2 STOPS
MDW
Chicago Midway

One-way flights to Oakland from Chicago Midway

The cheapest one-way flights from Midway to Oakland
2:15 am - 4:18 pm
Allegiant Air
2 Stops
16h 03m
MDW - OAK
Allegiant Air
$293
Gotogate
2:15 am - 7:25 am
Multiple Airlines
2 Stops
31h 10m
MDW - OAK
Multiple Airlines
$363
Kiwi.com
4:33 am - 11:30 am
Delta
2 Stops
8h 57m
MDW - OAK
Delta
$380
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Midway</span> to <span class="emphasized">Oakland</span> flights.

Flight FAQs

From Midway to Oakland

What airport do you fly into for flights to Oakland from Chicago Midway?

Oakland (OAK), located 7.0 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to Oakland. 5 airlines have flights to Oakland from Chicago Midway on a regular basis. Booking flights from Chicago Midway to Oakland should not be difficult; the airport handles an average of 4 inbound flights from Chicago Midway per day.

Which airlines flying from Chicago Midway to Oakland have flexible cancellations due to COVID-19?

Some of our airline partners flying from Chicago Midway to Oakland have new flexible policies in place due to COVID-19. Delta, Spirit Airlines, and American Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Delta with this kind of flexibility.

Can I find flights from Chicago Midway Airport to Oakland, California for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago Midway Airport to Oakland, California for under $300. The cheapest flight booked recently is on Delta for just $223, but on average you can expect to pay $377.

Are there last-minute flights available from Chicago Midway Airport to Oakland, California for under $500?

There are currently 9+ open flights from Chicago Midway Airport to Oakland, California within the next 7 days for less than $500.

What days are nonstop flights available from Chicago Midway Airport to Oakland, California?

Nonstop flights are available for this route on the following days: Monday, Friday.

How many flights depart from Chicago Midway Airport to Oakland, California on average per day?

Travelers can expect 3 flights from Chicago Midway Airport to Oakland, California on average per day.
Morning (6am - Noon) - 67% of flight departures
Evening (6pm - Midnight) - 33% of flight departures

How long is the flight from Chicago Midway Airport to Oakland, California?

A quick flight from Chicago Midway Airport to Oakland, California can take about 12h 11m. Delta provides one of the quickest options available for as low as $223. The distance between Chicago Midway Airport and Oakland, California is about 1850 mi.

What is the cheapest airline to fly from Chicago Midway Airport to Oakland, California round-trip?

Cheapflights users have booked flights from Chicago Midway Airport to Oakland, California round-trip from $223. This flight start at 42% lower than the current average price 3 months from now.

What are the cheapest flights from Chicago Midway Airport to Oakland, California?

Looking at all options, your cheapest flight can be booked for $641. While the most popular route (Chicago Midway - Oakland) can be booked for $223 on average our data indicates $641 when flying from Chicago Midway Airport to Oakland, California.

What are the most popular airlines that fly from Chicago Midway Airport to Oakland, California?

The most popular airlines flying from Chicago Midway Airport to Oakland, California are American Airlines, Delta and Spirit Airlines. Something to consider prior to booking your flight.

COVID Restrictions

View COVID Travel Restrictions for Oakland, CA

Do I need a COVID test to fly to Oakland from Midway?

Information is based on travel restrictions for travel to Oakland within the United States

Most visitors from Chicago Midway need to provide a negative COVID-19 test result and/or quarantine to enter Oakland.

COVID-19 testing requirements
Visitors from Chicago Midway must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Oakland.

Quarantine requirements
Visitors from Chicago Midway are not required to quarantine after entering Oakland.

Do I need a test to fly back to Midway from Oakland?

Returning to Chicago Midway from Oakland

COVID-19 testing requirements
Visitors from Oakland must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago Midway.

Quarantine requirements
Visitors from Oakland are not required to quarantine after entering Chicago Midway.

Hide COVID Travel Restrictions for Oakland, CA

Alternative routes for Midway to Oakland

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Oakland

Things to know before you go - useful duration and weather info for your trip from Midway to Oakland.
Average temperature for November in Oakland
64.4 °F
Avg rainfall for November in Oakland
1.7 ″

Airports servicing Chicago

Airports servicing Oakland

Hourly flight availability from Midway to Oakland

See what time of day planes typically take off from Midway towards Oakland.
Morning 6 AM to noon 81% of MDW to OAK departures
Afternoon Noon to 6 PM 18% of MDW to OAK departures
Early morning Midnight to 6 AM 1% of MDW to OAK departures
Evening 6 PM to midnight 0% of MDW to OAK departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Midway to Oakland
See how many times per day planes take to the skies headed from Midway to Oakland.
Sunday
8 daily flights
Monday
8 daily flights
Tuesday
0 flights
Wednesday
11 daily flights
Thursday
3 daily flights
Friday
3 daily flights
Saturday
0 flights
Home North America USA California Oakland Cheap flights from Midway to Oakland