
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from San Francisco to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
United Airlines flights from San Francisco to Chicago
Our best United Airlines deals on San Francisco to Chicago flight tickets
Alaska Airlines flights from San Francisco to Chicago
Our best Alaska Airlines deals on San Francisco to Chicago flight tickets
See travel insights to Chicago from
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 cheapest month to fly to Chicago?
The month of April is, on average, the cheapest month to fly to Chicago from San Francisco, with most prices found around $297. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from San Francisco to Chicago during February average around $299.
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 $420. 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 $574.
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 afternoon. Flights from San Francisco to Chicago during this time can be as low as $358. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $561.
What is the cheapest San Francisco to Chicago flight route?
Fly from San Francisco to Chicago Midway 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 12 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $386 when searching 12 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 $315 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?
Southwest, United Airlines, and American Airlines 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 53% 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?
37 flights are operational daily from San Francisco to Chicago as of February 2025. The most popular departure time for this route is 1:00PM, with 36% 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 263 per week as of February 2025. The most frequent departure day is Thu, with 22% 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 February 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 15.96% of the total bookings. Other popular models include Boeing 777 with 14.84%, Boeing 737-800 with 13.96%, and Boeing 757-300 with 11.73%.
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 39% of the total bookings. Other popular airlines include Frontier with 23%, American Airlines with 19%, and Alaska Airlines with 15%.
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 $74 | Free Cancellation | Rating 6.0 3,339 reviews | |||
PriceFrom $112 | Free Cancellation | Rating 6.3 7,980 reviews | |||
PriceFrom $168 | Free Cancellation | Rating 8.0 9,717 reviews | |||
PriceFrom $185 | Free Cancellation | Rating 7.4 8,723 reviews | |||
PriceFrom $207 | Free Cancellation | Rating 7.2 10,000 reviews | |||
PriceFrom $208 | Free Cancellation | Rating 8.1 4,362 reviews | |||
PriceFrom $236 | Free Cancellation | Rating 8.0 8,140 reviews |
Southwest Flights From San Francisco to Chicago
The lowest priced Southwest flight from San Francisco to Chicago from the last 72 hours was $208. Generally, Southwest has 3 flights on this route every week with an average price of $410. Southwest is rated 8.1/10 by our users.
Alaska Airlines Flights From San Francisco to Chicago
Alaska Airlines is also a popular choice for this route. Alaska Airlines flight deals for San Francisco to Chicago start from as low as $168 round-trip, depending on your selected dates, with average Alaska Airlines deals seen on momondo around $319. Alaska Airlines operates 5 flights to Chicago from San Francisco in an average week. Users have rated it 8.0/10 across 9,717 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.