Cheap flights from San Francisco to Chicago from $38
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Francisco to Chicago departing on 8/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Frontier flights from San Francisco to Chicago
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How to get the cheapest flight ticket from San Francisco to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between San Francisco and Chicago?
What is the cheapest month to fly to Chicago?
The month of February is, on average, the cheapest month to fly to Chicago from San Francisco, with most prices found around $286. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from San Francisco to Chicago during January average around $307.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $406. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from San Francisco to Chicago for around $510.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from San Francisco to Chicago during this time can be as low as $422. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $486.
What is the cheapest San Francisco to Chicago flight route?
Fly from San Francisco to Chicago O'Hare Intl for the best San Francisco - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from San Francisco when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $369 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from San Francisco for as low as $294 on momondo.
What cabin class options are available on San Francisco to Chicago flights?
There are 4 cabin classes available to choose from on San Francisco to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from San Francisco to Chicago?
Frontier, Hawaiian Airlines, and Southwest are the most popular carriers operating from San Francisco to Chicago
What airlines fly to Chicago?
United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Chicago from San Francisco according to our data. United Airlines is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 8 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from San Francisco to Chicago on average per day?
55 flights are operational daily from San Francisco to Chicago as of July 2025. The most popular departure time for this route is 10:00AM, with 48% of flights per day taking off at noon.
How many flights depart from San Francisco to Chicago on average per week?
The number of flights available between San Francisco and Chicago is 385 per week as of July 2025. The most frequent departure day is Thu, with 25% of weekly flights leaving on this day.
When to book flights from San Francisco to Chicago
Cheap San Francisco to Chicago (SFO to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from San Francisco to Chicago
How far is San Francisco to Chicago by plane?
A flight from San Francisco to Chicago will travel around 1852.8 mi. Typically, this will take 4h 05m by plane in normal conditions.
When did momondo last update prices for flights from San Francisco Airport to Chicago?
Prices for flights from San Francisco Airport to Chicago are updated daily.
How many operators does momondo search for flights from San Francisco Airport to Chicago?
As of July 2025, there are 8 operators available to choose from for flights from San Francisco Airport to Chicago.
How old do you have to be to fly from San Francisco Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San Francisco Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from San Francisco to Chicago?
Based on momondo bookings for flights between San Francisco and Chicago, the leading plane model is Airbus A321neo, making up 15.45% of the total bookings. Other popular models include Boeing 737-800 with 14.72%, Boeing 777 with 14.68%, and Boeing 757-300 with 12.29%.
What is the most popular airline from San Francisco to Chicago?
Based on momondo bookings for flights between San Francisco and Chicago, the leading airline is United Airlines, making up 41% of the total bookings. Other popular airlines include American Airlines with 30%, Alaska Airlines with 13%, and Frontier with 10%.
Best airlines flying from San Francisco to Chicago
Compare and see reviews for airlines that fly from San Francisco to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $60 | Free Cancellation | Rating 5.9 3,284 reviews | |||
| PriceFrom $108 | Free Cancellation | Rating 7.8 2,545 reviews | |||
| PriceFrom $128 | Free Cancellation | Rating 8.0 7,983 reviews | |||
| PriceFrom $133 | Free Cancellation | Rating 7.4 8,861 reviews | |||
| PriceFrom $143 | Free Cancellation | Rating 6.3 8,094 reviews | |||
| PriceFrom $172 | Free Cancellation | Rating 8.0 10,000 reviews | |||
| PriceFrom $197 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $198 | Free Cancellation | Rating 8.0 4,270 reviews |
Alaska Airlines Flights From San Francisco to Chicago
The lowest priced Alaska Airlines flight from San Francisco to Chicago from the last 72 hours was $172. Generally, Alaska Airlines has 6 flights on this route every week with an average price of $306. Alaska Airlines is rated 8.0/10 by our users.
Southwest Flights From San Francisco to Chicago
Southwest is also a popular choice for this route. Southwest flight deals for San Francisco to Chicago start from as low as $198 round-trip, depending on your selected dates, with average Southwest deals seen on momondo around $353. Southwest operates 6 flights to Chicago from San Francisco in an average week. Users have rated it 8.0/10 across 4,270 reviews.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from San Francisco to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from San Francisco to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from San Francisco to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from San Francisco on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from San Francisco to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from San Francisco. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from San Francisco to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from San Francisco to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.