Cheap Flights from Chicago to San Francisco
Looking for cheap flights from Chicago to San Francisco? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Chicago to San Francisco vary by season and date, but economy flights can start around 12,500–23,000 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Chicago to San Francisco for specific travel dates.
2026-05-02
ORD - SFO
Economy | Non stop | 5 left
From 12,500 Pts + $18.1
2026-05-02
ORD - SFO
Economy | Non stop | 9+ left
From 17,880 Pts + $30.6
2026-05-02
ORD - SFO
Economy | Non stop | 5 left
From 23,000 Pts + $30.9
2026-05-02
ORD - SFO
Economy | Non stop | 9+ left
From 19,000 Pts + $10.1
2026-05-02
ORD - SFO
Economy | Non stop | 9+ left
From 15,000 Pts + $5.7
2026-05-02
ORD - SFO
Economy | 1 Stop | 9+ left
From 21,500 Pts + $5.6
Premium cabin flights from Chicago to San Francisco
Premium cabin
2026-05-02
ORD - SFO
First | Non stop | 1 left
From 25,000 Pts + $18.1
Premium cabin
2026-05-02
ORD - SFO
Business | Non stop | 1 left
From 40,000 Pts + $42.4
Premium cabin
2026-05-02
ORD - SFO
First | Non stop | 6 left
From 30,000 Pts + $5.7
Premium cabin
2026-05-02
ORD - SFO
First | Non stop | 6 left
From 37,500 Pts + $10.1
Premium cabin
2026-05-02
ORD - SFO
Business | Non stop | 6 left
From 34,380 Pts + $30.6
Premium cabin
2026-05-02
ORD - SFO
Business | Non stop
From 43,600 Pts + $5.6
Selected hotels for your next stay
San Francisco (United States)
Hotel Kabuki
From 17,000 Pts or $252
San Francisco (United States)
Kimpton Alton Hotel
From 28,000 Pts or $226
San Francisco (United States)
InterContinental Hotels Mark Hopkins San Francisco
From 29,000 Pts or $240
Frequently Asked Questions
The cheapest route from Chicago to San Francisco depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Chicago to San Francisco.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to San Francisco.
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points travel planning experience. Yeah!
