AirportFusion

Flights from Oakland to Chicago

Every non-stop option between the Oakland area and the Chicago area: airlines, airport pairs, estimated fares and flight times. Launch a full door-to-door search to add ground transport on both sides, one-stop alternatives and an AI recommendation.

Estimated price

from €314

Flight time

≈ 4h 26m

Distance

2947 km

Airlines

3

Compare door-to-door itineraries

Free — includes trains, taxis and buses to the airports, plus connecting flights.

Airlines flying Oakland → Chicago non-stop

Airport pairs served

RouteAirlinesFlight timeEstimated price
OAK → MDW2≈ 4h 27mfrom €314
OAK → ORD1≈ 4h 26mfrom €321

Prices are deterministic estimates based on distance, season and airline — final fares come from the booking partner.

Frequently asked questions

Which airlines fly direct from Oakland to Chicago?
3 airline(s) operate non-stop flights between the Oakland area and the Chicago area, including Southwest Airlines, Spirit Airlines, AirTran Airways.
How much does a flight from Oakland to Chicago cost?
Our estimates start at €314 for a one-way non-stop ticket. Real fares vary with the season, the day of the week and how early you book — Tuesdays and Wednesdays are usually cheapest.
How long is the flight from Oakland to Chicago?
The non-stop flight covers about 2947 km and takes approximately 4h 26m, depending on the exact airport pair and winds.
What is the fastest door-to-door option?
It depends on which airports you can reach easily. AirportFusion compares every airport around your exact address — including trains, taxis and buses on both sides — and recommends the best complete itinerary.
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