Cheap Flights from San Francisco to Chicago (SFO - ORD)

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Flights deals from San Francisco to Chicago (SFO - ORD)

Flights from San Francisco to Chicago (SFO - ORD)

Cheap Flights from San Francisco to Chicago

Flights between San Francisco and Chicago vary depending on seasonality, demand, and airline competition. Our data-driven system analyzes millions of fares to help you book at the right time.

Find the best deals from San Francisco to Chicago. Prices start from $402.08.

Cheapest date: 2026-05-10

Best deal: $402.08 on 2026-05-10

Flight Price Trends

Prediction: Prices are stable ➖

Insights

Flight prices from San Francisco to Chicago are currently .

Booking early can help you save more. Based on recent trends, mid-week flights tend to be cheaper than weekends.

Cheapest Days to Fly

Best Weekdays

When is the cheapest time to fly from San Francisco to Chicago ?

The lowest fares are typically found in May 2026, with the best deals around SUNDAY, 10 May. Flying on SUNDAYs can help you save more, with prices starting from $402.08.

Smart Tip: Based on recent data, the cheapest flights from SFO to ORD are typically available on Sunday, 10 May.

Best tips to get cheap flights from San Francisco to Chicago

Choose the cheapest days: Flights on Sundays are currently the most affordable for San Francisco to Chicago, based on recent trends.
Book in advance: Booking 3–6 weeks in advance usually gives the best prices for this route.
Avoid peak travel seasons: Prices tend to be highest in May 2026 . Try to travel during other months for better deals.
Compare multiple airlines: Airlines like are currently offering lower fares on this route. Compare options to get the best deal.
Be flexible with dates: Even shifting your travel by 1–2 days can significantly reduce ticket prices.
Book early morning or late-night flights: These flights are often cheaper than peak-time departures.
Set price alerts: Track fare changes and book when prices drop for San Francisco to ORD flights.

Why book with us?

We analyze millions of flight prices daily to help you find the cheapest flights from San Francisco to Chicago . Our smart algorithms identify the best time to book, helping you save more on every trip.

Frequently asked questions

Best deal: $402.08 on MAY 10, 2026

SUNDAY has the lowest fares starting at $402.08

Average fare is around $402.08

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