$133 Cheap Flights from Oakland (OAK) to Chicago (MDW)

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!

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$133
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$133 Cheap Flights From Oakland (OAK) To Chicago (MDW)

2 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

$133
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$133 Flights From Oakland To Chicago (OAK To MDW)

2 weeks from now

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

travelocity.com

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

2 weeks from now

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

kayak.com

$184
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Southwest® Flights From Oakland To Chicago (Midway) From $184*

2 weeks from now

Fly one-way from Oakland to Chicago (Midway) starting at $184. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings. ... Oakland (OAK) to …

southwest.com

$83
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$83 Flights From Oakland (OAK) To Chicago (MDW) | Skyscanner

2 weeks from now

Find the best deals on flights from Oakland Metropolitan Oak (OAK) to Chicago Midway (MDW). Compare prices from hundreds of major travel agents and airlines, all in one search.

skyscanner.com

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

2 weeks from now

Delta flight deals and tickets from Oakland to Chicago (OAK to MDW) from $134

travelocity.com

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

2 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

$87
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Cheap Flights From Oakland (OAK) To Midway (MDW) From $87

2 weeks from now

Find airfare and ticket deals for cheap flights from Oakland, CA to Chicago Midway Airport (MDW). Search flight deals from various travel partners with one click at $87.

cheapflights.com