Flights from San Francisco to Chicago from $191

Compare All SFO to CHI Flights

Prices are per person for one-way travel. Click “Book” to complete your reservation on the partner site.

2 of 2 flights

Airline	Schedule	Stops	Duration	Price
WN WN · 3635	10:15 SFO 04:30 CHI	0 stop(s)	18h 15m	$191 Best	Book →
F9 F9 · 1230	Schedule on partner site	2 stop(s)	—	$383	Book →

Airport Information

Key details about departure and arrival airports for this route

SFO

San Francisco International Airport

City: San Francisco
Country: US
Type: Large Airport
Elevation: 13 ft

SFO Airport Guide →

Tips for San Francisco to Chicago Flights

Save money and travel smarter with these route-specific tips

📅 When to Book

Book SFO–CHI flights 6–8 weeks in advance for the best prices. Last-minute fares are typically 40–60% more expensive on this route.

💰 Price Trends

The average fare is $287, but prices as low as $191 are available. That’s a potential saving of 50% compared to the most expensive option.

✈ Direct vs Connecting

No direct flights currently listed. Consider flexible dates or nearby airports for better connections.

📍 Flexible Dates

Flying midweek (Tuesday–Thursday) on SFO–CHI is typically 15–30% cheaper. Use our price comparison to spot the best day to fly.

Frequently Asked Questions

Everything you need to know about flying SFO to CHI

What is the cheapest flight from San Francisco to Chicago?

The cheapest flight from San Francisco (SFO) to Chicago (CHI) currently starts at $191 with WN. Prices are updated regularly and may vary by date and availability.

How many airlines fly from SFO to CHI?

We found 2 airline(s) operating on the SFO–CHI route, including WN, F9.

Are there direct flights from San Francisco to Chicago?

No direct flights are currently listed on this route. All available options involve at least one stop. Consider flexible dates or nearby airports for better connection options.

What is the average flight price on this route?

The average flight price from San Francisco to Chicago is approximately $287. Prices range from $191 to $383 depending on airline, time, and class.

How long is the flight from SFO to CHI?

The average flight duration from San Francisco to Chicago is approximately 18 hours 15 minutes. Direct flights are typically shorter than connecting options.

What is the baggage allowance on SFO–CHI flights?

Baggage allowance varies by airline and fare class. Most economy fares on this route include 1 carry-on (7–8 kg) and 1 checked bag (20–23 kg). Always confirm baggage rules on the airline's site at booking — low-cost carriers may charge for checked bags.