Cheap flights from San Francisco Bay Area to Chicago from $59
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 Bay Area to Chicago departing on 5/29. 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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How to get the cheapest flight ticket from San Francisco Bay Area 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 February is, on average, the cheapest month to fly to Chicago from San Francisco Bay Area, 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 Bay Area to Chicago during January average around $308.
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 $414. 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 Bay Area to Chicago for around $564.
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 Bay Area to Chicago during this time can be as low as $374. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $543.
What is the cheapest San Francisco Bay Area to Chicago flight route?
Fly from San Francisco to Chicago Midway for the best San Francisco Bay Area - 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 Bay Area when booking 12 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $375 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 Bay Area for as low as $306 on momondo.
What cabin class options are available on San Francisco Bay Area to Chicago flights?
There are 4 cabin classes available to choose from on San Francisco Bay Area 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 Bay Area to Chicago?
Spirit Airlines, Hawaiian Airlines, and United Airlines are the most popular carriers operating from San Francisco Bay Area 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 Bay Area according to our data. United Airlines is the first choice among our users, with 54% 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 Bay Area to Chicago on average per day?
As of April 2025, 45 flights take off from San Francisco Bay Area and land in Chicago each day. The most common flight departure time for this route is 1:00PM, with 34% of daily flights taking off in the afternoon.
How many flights depart from San Francisco Bay Area to Chicago on average per week?
As of April 2025, there are 318 flights per week flying from San Francisco Bay Area to Chicago. The most common day of the week flights depart is Wed, with 27% of flights taking off on this day.
Cheap San Francisco Bay Area to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from San Francisco Bay Area to Chicago
When did momondo last update prices for flights from San Francisco Bay Area to Chicago?
Prices for flights from San Francisco Bay Area to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from San Francisco Bay Area to Chicago?
The number of operators available for flights from San Francisco Bay Area to Chicago is 8 as of April 2025.
How old do you have to be to fly from San Francisco Bay Area 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 Bay Area to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from San Francisco Bay Area to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from San Francisco Bay Area to Chicago is Boeing 737-800 (18.92% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (9.62%), Airbus A320neo (8.97%), and Airbus A321neo (7.53%).
Best airlines flying from San Francisco Bay Area to Chicago
Compare and see reviews for airlines that fly from San Francisco Bay Area to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $55 | Free Cancellation | Rating 5.9 3,287 reviews | |||
| PriceFrom $113 | Free Cancellation | Rating 6.3 7,963 reviews | |||
| PriceFrom $138 | Free Cancellation | Rating 8.0 9,968 reviews | |||
| PriceFrom $138 | Free Cancellation | Rating 7.9 2,406 reviews | |||
| PriceFrom $185 | Free Cancellation | Rating 7.4 8,696 reviews | |||
| PriceFrom $197 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $208 | Free Cancellation | Rating 8.0 4,294 reviews | |||
| PriceFrom $235 | Free Cancellation | Rating 8.0 7,936 reviews |
Traveling to a place near Chicago?
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Why should I use momondo to find a flight deal from San Francisco Bay Area to Chicago?
It is quick and easy to find San Francisco Bay Area to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
Can I find flights from San Francisco Bay Area to Chicago with flexible booking policies on momondo?
All flight searches from San Francisco Bay Area to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from San Francisco Bay Area to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from San Francisco Bay Area. 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 Bay Area to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of San Francisco Bay Area to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.