Cheap flights from Midway (MDW) to Oakland (OAK)

MDW — OAK
Aug 16 — Aug 231

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 61 days early can save you up to 73% on average compared to booking a flight this week. If booking 61 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 $450 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 $634 for flights departing within the next 3 days.

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

Our data shows that October tends to be the cheapest month to fly to Oakland, California from Chicago Midway Airport. Users have commonly found prices around $352 for the month, but tickets can be as low as $161. Due to multiple factors, prepare for potentially higher prices in June.

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.

Cheap flights from Midway to Oakland in August, September 2022

The best prices found for MDW to OAK flights for August, September
Aug 30 - Sep 3
MDW

Chicago Midway

OAK

Oakland

1 stop

16h 29m
OAK

Oakland

MDW

Chicago Midway

1 stop

19h 00m
$161

Frontier

Pick Dates

Deal found 8/9/22

Sep 19 - Sep 23
MDW

Chicago Midway

OAK

Oakland

1 stop

16h 30m
OAK

Oakland

MDW

Chicago Midway

1 stop

22h 21m
$162

Frontier

Pick Dates

Deal found 8/9/22

Sep 14 - Sep 17
MDW

Chicago Midway

OAK

Oakland

1 stop

16h 22m
OAK

Oakland

MDW

Chicago Midway

1 stop

11h 12m
$163

Frontier

Pick Dates

Deal found 8/10/22

Midway to Oakland 2022 flight deals

Cheap flights to Oakland from Midway found for this year
Aug 30 - Sep 3
MDW

Chicago Midway

OAK

Oakland

1 stop

16h 29m
OAK

Oakland

MDW

Chicago Midway

1 stop

19h 00m
$161

Frontier

Pick Dates

Deal found 8/9/22

Oct 5 - Oct 10
MDW

Chicago Midway

OAK

Oakland

1 stop

16h 30m
OAK

Oakland

MDW

Chicago Midway

1 stop

11h 00m
$162

Frontier

Pick Dates

Deal found 8/8/22

Sep 14 - Sep 17
MDW

Chicago Midway

OAK

Oakland

1 stop

16h 22m
OAK

Oakland

MDW

Chicago Midway

1 stop

11h 12m
$163

Frontier

Pick Dates

Deal found 8/10/22

Cheap Frontier flights from Midway to Oakland

Aug 30 - Sep 3
MDW

Chicago Midway

OAK

Oakland

1 stop

16h 29m
OAK

Oakland

MDW

Chicago Midway

1 stop

19h 00m
$161

Frontier

Pick Dates

Deal found 8/9/22

Oct 5 - Oct 10
MDW

Chicago Midway

OAK

Oakland

1 stop

16h 30m
OAK

Oakland

MDW

Chicago Midway

1 stop

11h 00m
$162

Frontier

Pick Dates

Deal found 8/8/22

Sep 14 - Sep 17
MDW

Chicago Midway

OAK

Oakland

1 stop

16h 22m
OAK

Oakland

MDW

Chicago Midway

1 stop

11h 12m
$163

Frontier

Pick Dates

Deal found 8/10/22

Last minute flights from Midway to Oakland

Late deals on return flights to Oakland from Midway, departing today and this week
Aug 20 - Aug 27
MDW

Chicago Midway

OAK

Oakland

1 stop

16h 23m
OAK

Oakland

MDW

Chicago Midway

1 stop

12h 15m
$164

Frontier

Pick Dates

Deal found 8/10/22

Aug 20 - Aug 27
MDW

Chicago Midway

OAK

Oakland

1 stop

6h 14m
OAK

Oakland

MDW

Chicago Midway

1 stop

12h 15m
$167

Frontier

Pick Dates

Deal found 8/8/22

Aug 17 - Aug 24
MDW

Chicago Midway

OAK

Oakland

1 stop

9h 18m
OAK

Oakland

MDW

Chicago Midway

1 stop

13h 02m
$168

Frontier

Pick Dates

Deal found 8/10/22

One-way flights to Oakland from Midway

The cheapest one-way flights from Midway to Oakland
Aug 20
MDW

Chicago Midway

OAK

Oakland

1 stop

6h 14m
$80

Frontier

Pick Dates

Deal found 8/10/22

Aug 20
MDW

Chicago Midway

OAK

Oakland

1 stop

6h 14m
$81

Frontier

Pick Dates

Deal found 8/8/22

Sep 12
MDW

Chicago Midway

OAK

Oakland

2 stops

13h 31m
$85

Frontier

Pick Dates

Deal found 8/9/22

Related info for your journey

Useful info, stats and facts about Midway to Oakland flights.

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. 3 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 6 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 Southwest 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 $200 on Cheapflights?

Yes, there are multiple flights from Chicago Midway Airport to Oakland, California for under $200. The cheapest flight booked recently is on Frontier for just $161, but on average you can expect to pay $172.

Are there last-minute flights available from Chicago Midway Airport to Oakland, California for under $200?

There are currently 20+ open flights from Chicago Midway Airport to Oakland, California within the next 7 days for less than $200.

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 $161. This flight start at 60% lower than the current average price 3 months from now.

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 Delta, Frontier and Spirit Airlines. Something to consider prior to booking your flight.

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

Looking at all options, your cheapest flight can be booked for $107. While the most popular route (Chicago Midway - Oakland) can be booked for $164 on average our data indicates $343 when flying from Chicago Midway Airport to Oakland, California.

Alternative routes for Midway to Oakland

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

Hourly flight availability from Midway to Oakland

See what time of day planes typically take off from Midway to Oakland
25%of flight departuresEarly morningMidnight to 6 am
53%of flight departuresMorning6 am to noon
6%of flight departuresAfternoonNoon to 6 pm
16%of flight departuresEvening6 pm to midnight
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
Sunday6daily flights
Monday6daily flights
Tuesday6daily flights
Wednesday6daily flights
Thursday6daily flights
Friday6daily flights
Saturday8daily flights