San Francisco to Chicago flights (SFO → ORD)
Looking for San Francisco to Chicago flights? Cheapest round-trip I’ve found: US$312 on Frontier, 1 stop(s), departing 2027-03-01. That’s US$3 below the typical price for this route. Cheap flights from San Francisco to Chicago change daily — I re-check this route three times a day.
Deal score: Higher than usual — cheaper than 3% of prices I’ve seen on this route.
Best months to fly San Francisco to Chicago
| Month | Cheapest seen |
|---|---|
| August | US$158 |
| November | US$158 |
| September | US$158 |
| February | US$163 |
| October | US$170 |
| January | US$237 |
How to book this fare
I don’t sell tickets — I track prices and point you to where to look. To book San Francisco to Chicago flights:
- Search San Francisco to Chicago on Google Flights for the dates shown above (Mar 2027) — the fare I found is usually still available there.
- Compare the same dates on metasearch sites like Skyscanner or KAYAK to confirm you’re seeing the lowest price.
- Book directly with the airline when you can — it’s often the same price and makes changes or cancellations much easier.
Fares change constantly. If the price has moved, check back — I re-check this route daily.
Other San Francisco to … flights
- San Francisco to Perth flights — US$1,211
- San Francisco to Lisbon flights — US$690
- San Francisco to Rio de Janeiro flights — US$901
- San Francisco to Bali flights — US$839
- San Francisco to Bucharest flights — US$683
- San Francisco to Warsaw flights — US$714
- San Francisco to Phuket flights — US$812
- San Francisco to Dublin flights — US$696
All flights to Chicago · All flights from San Francisco
Prices last checked: 2026-09-25, 6:12:40 a.m.. Prices are indicative and change quickly — confirm on the airline site before booking. See how I find these deals.