$129 Cheap Flights from Chicago (MDW) to Oakland (OAK)

Cheap Flights from Chicago (MDW) to Oakland (OAK) start at $129 for one-way and $257 for round trip. Earn your airline miles on top of our rewards!

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$129
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$129 Cheap Flights From Chicago (MDW) To Oakland (OAK)

3 weeks from now

Cheap Flights from Chicago (MDW) to Oakland (OAK) start at $129 for one-way and $257 for round trip. Earn your airline miles on top of our rewards!

expedia.com

$104
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$104 CHEAP FLIGHTS From Chicago Midway To Oakland (MDW

3 weeks from now

Find flights to Oakland from $104. Fly from Chicago Midway Airport on Southwest, Delta and more. Search for Oakland flights on KAYAK now to find the best deal.

kayak.com

$164
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Cheap Flights From Chicago (Midway) To Oakland From $164

3 weeks from now

Fly one-way from Chicago (Midway) to Oakland starting at $164. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.

southwest.com

$134
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$134+ Cheap Flights From Midway (MDW) To Oakland, CA (OAK)

3 weeks from now

4 days ago · Find airfare and ticket deals for cheap flights from Chicago Midway Airport to Oakland, CA. Search flight deals from various travel partners with one click at $134.

cheapflights.com

$109
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$109 CHEAP FLIGHTS From Oakland To Chicago Midway (OAK

3 weeks from now

Find flights to Chicago Midway Airport from $109. Fly from Oakland on Southwest, Delta and more. Search for Chicago Midway Airport flights on KAYAK now to find the best deal.

kayak.com

$129
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$129 Cheap Flights From Oakland To Chicago (OAK To MDW)

3 weeks from now

Cheap Flights from Oakland (OAK) to Chicago (MDW) start at $129 for one-way and $257 for round trip. Earn your airline miles on top of our rewards!

expedia.com

$134
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$134 Flights From Chicago To Oakland (MDW To OAK)

3 weeks from now

$134 Search for cheap flights deals from MDW to OAK (Midway Intl. to Oakland Intl.). We offer cheap direct, non-stop flights including one way and roundtrip tickets.

travelocity.com

$154
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Cheap Flights From Oakland To Chicago (Midway) From $154

3 weeks from now

Fly one-way from Oakland to Chicago (Midway) starting at $154. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.

southwest.com

$129
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Cheap Flights From Chicago (Midway) To San Francisco (SFO) From …

3 weeks from now

Fly one-way from Chicago (Midway) to San Francisco (SFO) starting at $129. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.

southwest.com

FAQs about $129 Cheap Flights from Chicago (MDW) to Oakland (OAK) Coupon?

How do I book a flight from Oakland to Chicago (Midway)?

To book a flight from Oakland to Chicago (Midway), use Southwest Airlines ®. Find and book your Oakland International Airport to Chicago Midway International Airport flight for a convenient travel experience. Southwest Airlines ® is ideal for both business and pleasure trips, as well as solo and family travel. ...

How do I get from Chicago to Oakland?

Explore the San Francisco Bay Area. Use Oakland as your jumping off point. Book flights from Chicago (Midway) to Oakland with Southwest Airlines ®. It’s easy to find the Chicago Midway International Airport to Oakland International Airport flight to make your booking and travel a breeze. ...

What is the earliest flight from Oakland to Chicago Midway Airport?

Early birds can take the earliest flight from Oakland, California at 5:05 am and will be landing in Chicago Midway Airport at 11:05 am. What’s the latest departure time from Oakland to Chicago Midway Airport? If you prefer to fly at night, the latest flight from Oakland, California to Chicago Midway Airport jets off at 7:20 pm and lands at 1:20 am. ...

Which airport is Chicago Midway Airport?

Oakland airport is called Oakland and the only airport in Chicago Midway Airport is Chicago Midway. Which aircraft models fly most regularly from Oakland to Chicago Midway Airport? We unfortunately don’t have that data for this specific route. On which days can I fly direct from Oakland to Chicago Midway Airport? ...

How long is a nonstop flight from Oakland to Chicago?

The average nonstop flight takes 8h 35m, covering a distance of 1,839 miles. What’s the earliest departure time from Oakland to Chicago Midway Airport? Early birds can take the earliest flight from Oakland, California at 5:05 am and will be landing in Chicago Midway Airport at 11:05 am. ...

When is the best time to fly from Oakland to Chicago?

If you prefer to fly at night, the latest flight from Oakland, California to Chicago Midway Airport jets off at 7:20 pm and lands at 1:20 am. Best time to beat the crowds with an average 14% drop in price. Most popular time to fly with an average 28% increase in price. ...