Southwest® flights from Chicago (Midway) to Oakland from $174*
Fly one-way from Chicago (Midway) to Oakland starting at $174. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.
$47 CHEAP FLIGHTS from Chicago to Oakland (CHI - OAK) - KAYAK
Our data shows that the cheapest route for a return flight from Chicago to Oakland cost $292 and was between Chicago Midway Airport (MDW) and Oakland (OAK). On average, the best prices are found if you fly this route.
Chicago to Oakland - 10 ways to travel via train, plane, bus
The best way to get from Chicago to Oakland is to fly which takes 6h 53m and costs $110 - $470. Alternatively, you can train, which costs $190 - $650 and takes 2 days 4h, you could also bus, which costs $170 - $1,100 and takes 2 days 6h.
Find Cheap Flights from Chicago to Oakland - Google
Flights from Chicago to Oakland. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Chicago to Oakland.
$32 CHEAP FLIGHTS from Chicago O'Hare to Oakland (ORD - OAK) - KAYAK
Recommended round-trip deals departing in the coming months from the most popular airlines that fly from O'Hare Intl to Oakland. Discover the best prices and deals for you by selecting your travel dates. Only flying one-way? Below are some of the best one-way flight deals from O'Hare Intl to Oakland found on KAYAK recently.
Flights From Chicago (ORD) to Oakland, CA / San Francisco, CA …
Fly with Spirit Airlines and get a great deal on flights from Chicago to Oakland, CA / San Francisco, CA AREA. With Spirit's Bare Fare™ You Pay Only the Services You Need!
$39 Flights from Chicago (CHIA) to Oakland (OAK) | Skyscanner
Find the best deals on flights from Chicago (CHIA) to Oakland Metropolitan Oak (OAK). Compare prices from hundreds of major travel agents and airlines, all in one search.
Cheap flights from Chicago to Oakland, California from
The best one-way flight to Oakland, California from Chicago in the past 72 hours is $65. The best round-trip flight deal from Chicago to Oakland, California found on momondo in the last 72 hours is $129.
Direct (non-stop) flights from Chicago to Oakland
All flight schedules from Chicago Midway International , Illinois , USA to Metropolitan Oakland International , California , USA. This route is operated by 1 airline (s), and the flight time is 4 hours and 55 minutes. The distance is 1850 miles.
$65 CHEAP FLIGHTS from Oakland to Chicago (OAK - CHI) - KAYAK
In Oakland, you can board your plane to Chicago at Norman Y. Mineta San Jose International Airport (SJC), Oakland International Airport (OAK), or San Francisco International Airport (SFO). Among the three airports, OAK has the smallest crowds.