Best Flights starting from $283
from$283economy
Chicago (MDW)
Tue, Jun 30
Roundtrip
Oakland (OAK)
Tue, Jul 7
from$350economy
Chicago (MDW)
Mon, Jun 29
Roundtrip
Oakland (OAK)
Mon, Jul 6
from$437economy
Chicago (MDW)
Sun, Jun 28
Roundtrip
Oakland (OAK)
Sun, Jul 5
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Other Destinations
Chicago (MDW) to Miami (MIA) in June from $100
From $100
Chicago (MDW) to Pensacola (PNS) in June from $107
From $107
Chicago (MDW) to Atlanta (ATL) in June from $118
From $118
Chicago (MDW) to Dallas (DAL) in June from $159
From $159
Chicago (MDW) to Tampa (Any) in June from $205
From $205
Chicago (MDW) to New York (Any) in June from $207
From $207
Flights from Other Cities
Portland (PDX) to Oakland (OAK) in June from $117
From $117
Houston (Any) to Oakland (OAK) in June from $141
From $141
Long Beach (LGB) to Oakland (OAK) in June from $192
From $192
Little Rock (LIT) to Oakland (OAK) in June from $194
From $194
Phoenix (Any) to Oakland (OAK) in June from $245
From $245
Dallas (DAL) to Oakland (OAK) in June from $301
From $301