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