Award flights from San Diego (SAN) to Chicago Midway (MDW)

No non-stop service on record — the hubs below are how this pair connects. The cheapest award seat we have seen went for 15,000 points.

Who flies it

Airlines seen operating this pair, non-stop or through one of their hubs.

We have not mapped this pair yet.

Points per person, one way, as last observed.

Date	Airline	Routing	Economy	Premium	Business	First	Seen
2026-09-21	DL	1 stop · via DTW · 8h 47m	15,000	—	—	—	2d ago
2026-09-22	DL	2 stops · via LAX, DTW · 11h 14m	15,000	—	—	—	2d ago