Flights from Chicago to Oakland start at €306.94 and take 7h 45m at their fastest.
The Flights from Chicago to Oakland starts at €306.94 and takes 7h 45m door to door, run by 1 operator over 3,059 km, with around 5 departures a day. Fares bottom out about 60 days before departure.
Two journeys we can sell today, with the service number each operator files them under.
Changes at Denver, with 54 minutes between services and a walk of about 5 minutes.
Door to door 9hCO2 756.9 kgChanges 1Fixed, no changes
Door to door 7h 45mCO2 452.7 kgChanges 0Fixed, no changes
Speed, flexibility and what is on board. Nothing here is a rating, because we have not earned one.
| Operator | From | Fastest | Typical speed | Flexibility | On board |
|---|---|---|---|---|---|
 Southwest Airlines | €291.60 | 7h 25m | 740 km/h | Fixed fare | Not published |
That is the traveling done. What happens after you walk out into Oakland is not something we sell.
Sort by distance from Oakland Long Wharf and you can see which places are ten minutes on foot and which are not.
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The same search run across the whole booking window, so the shape of the curve is visible rather than described.
Median cheapest fare for each weekday, taken across the next three weeks of real prices.
The stations, airports and ports each mode on this corridor actually uses.
Direct or connecting, how far the route really runs, and what happens when a connection is missed.
The questions people actually ask about this trip, answered from the same prices and times the page above is built on rather than written once and left to go stale.
The Flight from Chicago to Oakland takes 7h 45m door to door, of which 4h 35m is spent moving. The route runs 3,059 km. The difference between the two times is reaching the terminal and leaving it at the far end, which every time on this page includes.
The Flight from Chicago to Oakland starts at €306.94 for one passenger, checked on September 28, 2026. A typical fare is €291.60. Both are the total including taxes, supplier fees and our service fee, so the price here is the price at checkout.
1 operators run the Flight from Chicago to Oakland: Southwest Airlines. Between them they file around 5 departures a day. The operator table on this page compares them on fare, journey time, cruising speed, fare conditions and what is provided on board.
The Flight from Chicago to Oakland leaves from Chicago MDW and arrives at Oakland OAK. Allow about 3h 10m for reaching the departure terminal and leaving the arrival one. That time is already inside every door to door figure quoted on this page.
Fares for the Flight from Chicago to Oakland bottom out around 60 days ahead, at €181.86. The gap between the cheapest and most expensive lead time across the window is 267 percent, measured on September 28, 2026. Booking inside the final week has consistently cost more.
The Flight from Chicago to Oakland produces about 452.7 kg of CO2 per passenger over 3059 km, which works out at roughly 148 grams per passenger kilometer. That figure is for the whole journey and for one traveler, not for the vehicle.
Observed service A carrier record shows this named operator serving this named pair, and we carry that through unchanged.
Schedules, seat counts and fares are generated by our own model until the supplier contracts are signed. Places, coordinates, operators, which operator serves which pair, and every distance are real. We would rather say that on every page than let a modeled number pass for a filed one.
Defined in full at Door to door, Fares, The booking window, Carbon