Flight Route
Chicago to Oakland
MDW → OAK
Airlines
2 operating direct
Direct Flights
Available
Origin
Chicago Midway International Airport
Destination
San Francisco Bay Oakland International Airport
Connection Options
Filter by airline:
+2 moreTransit countries:
Direct
Connection
Route Options
Direct
Direct
1 Stop
via SLC
via DEN
via MCI
via MSP
via LAS
via ABQ
via ONT
via LAX
via PHX
via SAN
via PDX
via SEA
via AUS
via HOU
via GDL
2 Stops
via OMA + SLC
via OMA + DEN
via DSM + DEN
via DEN + SLC
Airlines Flying Direct
AirTran
FLUnited States
DirectCodeshare
Southwest
WNUnited States
Direct
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Price Trends
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Flight Delayed or Cancelled?
You may be entitled to up to €600 in compensation for flight disruptions on your MDW to OAK route.
- Delayed by 3+ hours
- Cancelled flight
- Denied boarding
- Claims valid up to 3 years back
Check Compensation
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Return Flight
OAKMDWDirect
Other Routes from MDW
Arriving at OAK
San Francisco Bay Oakland International Airport