Cheap flights from Chicago Midway to San Francisco
Chicago Midway to San Francisco (MDW → SFO). We are tracking 11 fares on this route.
Cheapest tracked fare $105 · typical price $245 · you save about $140 (57%)
Cheapest fares we're tracking
Airline
Departs
Stops
Price
Frontier Airlines
2026-09-17
1 stop
$105
Frontier Airlines
2026-10-10
1 stop
$105
Frontier Airlines
2026-10-29
1 stop
$105
Frontier Airlines
2026-10-20
1 stop
$109
Frontier Airlines
2026-10-21
1 stop
$109
Southwest Airlines
2026-10-30
Direct
$117
Southwest Airlines
2026-10-09
Direct
$125
Southwest Airlines
2026-10-01
Direct
$132
Southwest Airlines
2026-09-21
2 stops
$145
Frontier Airlines
2026-09-11
1 stop
$193
Southwest Airlines
2026-09-09
Direct
$196
Could you save more?
The airport you were going to fly from is often not the cheapest one. Compare every airport in a region against each other, or check whether a multi-day stopover beats the direct fare.
How cheap can flights from Chicago Midway to San Francisco get?
The cheapest fare we have tracked on this route is $105, compared with a typical $245 for a trip of this distance.
Is it cheaper to fly to San Francisco from a different airport?
Often, yes. Fares out of secondary airports are frequently cheaper than the obvious hub, but they are the ones most likely to be missing from a normal search. Our reverse search compares every airport in a region against each other so the cheaper departure point is not hidden.
Could a stopover make Chicago Midway to San Francisco cheaper?
Sometimes. On thin long-haul routes a two-leg trip with a multi-day stopover can beat the direct fare, and occasionally a direct fare is not sold at all. Our detour search prices those routings against the direct flight.