Cheap flights from Chicago Midway to Oakland from $89

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Cheap Chicago Midway - Oakland flight offers

Find cheap flight tickets and last-minute flight deals from Chicago Midway to Oakland

Southwest Airlines
Sun, 06/21 (MDW) Chicago -> (OAK) Oakland
Direct

Price found 11 days ago
from $89

Info about flights from Chicago Midway to Oakland

Some useful info about flights from Chicago Midway to Oakland to help you plan your next trip

Best price last 15 days $89
Average flight duration 4h 37m
Cheapest month February
Average number of flights per week 2
First flight time 07:20
Last flight time 21:50
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Top airlines on the route Chicago Midway - Oakland

Airlines providing flights to Oakland from Chicago Midway

How much is a flight from Chicago Midway to Oakland?

There’s no fixed price — fares between Chicago and Oakland can vary a lot by day or time.

$89 is the lowest fare found in the past 15 days.

Flying during the week can be more affordable, as weekend flights tend to be pricier. Also consider demand and availability: the last remaining seats often come at higher fares!

Which airports near Chicago or Oakland offer flights?

In many cases, using a nearby airport can improve your chances of finding direct flights or better rates.

  • Airports in Chicago: 3 airports are active - Midway, O'Hare, Rockford.
  • Airports in Oakland: Oakland is the only airport in use at the moment.

Secondary airports can offer faster travel thanks to shorter lines and quicker boarding times than major ones.

Flights from Chicago - Midway to Oakland

Customize your flight from Chicago Midway to Oakland

Jetcost allows you to filter by travel dates, duration, layovers, carriers, and booking providers. You’ll find direct and connecting flights, one-way or round-trip, from Delta, American, United, Expedia, eDreams, and more.

Other popular destinations

Thinking about United States? You might also consider: Las Vegas, Los Angeles, Miami, New York City, Orlando.

You can sort results by price, duration, or departure time to find the best option for you. When available, results always include both low-cost and traditional airlines.

Frequently Asked Questions

Frequently asked questions about flights from Chicago Midway to Oakland.

How much does an airline ticket from Chicago Midway to Oakland cost?

The lowest price recorded in the last 15 days for a flight from Chicago Midway to Oakland is $89.

How far is Chicago from Oakland?

Chicago is about 1839 mi from Oakland.

What are the airports in Oakland?

Oakland has one airport: Oakland.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Las Vegas, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from Chicago to Oakland?

The best time to book a flight from Chicago to Oakland is 1 month in advance, while the worst time is 4 weeks in advance.

What is the cheapest month to fly from Chicago to Oakland?

The cheapest month to fly from Chicago to Oakland is February.

What is the most expensive month to fly from Chicago to Oakland?

The most expensive month to fly from Chicago to Oakland is August.

What is the best day of the week to fly from Chicago to Oakland?

For flights from Chicago to Oakland Sunday is on average the cheapest day to fly, while Sunday is the most expensive day to fly.