Cheap flights from San Francisco Bay Area to Chicago Midway Airport from $88
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 Midway Airport departing on 5/24. 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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Southwest flights from San Francisco Bay Area to Chicago Midway Airport
Our best Southwest deals on San Francisco Bay Area to Chicago Midway Airport flight tickets
Frontier flights from San Francisco Bay Area to Chicago Midway Airport
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How to get the cheapest flight ticket from San Francisco Bay Area to Chicago Midway Airport
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 Midway Airport?
The month of September is, on average, the cheapest month to fly to Chicago Midway Airport from San Francisco Bay Area, with most prices found around $176. If you are unable to visit Chicago Midway Airport during the month of September, then departing from San Francisco Bay Area during the month January is also very affordable. Most momondo users find prices during this month for around $207.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from San Francisco Bay Area. The lowest ticket price found for a Wednesday departure recently was $225. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from San Francisco Bay Area because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $416.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from San Francisco Bay Area in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $178 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $486. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest San Francisco Bay Area to Chicago Midway flight route?
Fly from San Francisco to Chicago Midway for the best San Francisco Bay Area - Chicago Midway flight prices
How far in advance should I book a flight to Chicago Midway Airport?
You are more likely to see cheaper flights to Chicago Midway Airport from San Francisco Bay Area when booking 19 weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $291 when searching 19 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from San Francisco Bay Area for as low as $112 on momondo.
What cabin class options are available on San Francisco Bay Area to Chicago Midway flights?
There are 1 cabin classes available to choose from on San Francisco Bay Area to Chicago Midway 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 Midway?
Frontier, Southwest, and Delta are the most popular carriers operating from San Francisco Bay Area to Chicago Midway
What airlines fly to Chicago Midway Airport?
Southwest, Frontier and Delta are the top three most popular airlines that fly to Chicago Midway Airport from San Francisco Bay Area according to our data. Southwest is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 6 different airlines that fly to Chicago Midway Airport 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 Midway Airport on average per day?
3 flights are operational daily from San Francisco Bay Area to Chicago Midway Airport as of April 2025. The most popular departure time for this route is 6:00AM, with 74% of flights per day taking off at noon.
How many flights depart from San Francisco Bay Area to Chicago Midway Airport on average per week?
As of April 2025, 26 flights take off from San Francisco Bay Area and land in Chicago Midway Airport each week. The most common flight departure day for this route is Tue, with 27% of weekly flights taking off on this day.
Cheap San Francisco Bay Area to Chicago Midway Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from San Francisco Bay Area to Chicago Midway Airport
When did momondo last update prices for flights from San Francisco Bay Area to Chicago Midway Airport?
Prices for flights from San Francisco Bay Area to Chicago Midway Airport were last updated today.
How many operators does momondo search for flights from San Francisco Bay Area to Chicago Midway Airport?
As of April 2025, there are 6 operators available to choose from for flights from San Francisco Bay Area to Chicago Midway Airport.
How old do you have to be to fly from San Francisco Bay Area to Chicago Midway Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Francisco Bay Area to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from San Francisco Bay Area to Chicago Midway Airport?
momondo data reveals that the most frequently booked plane model on the route from San Francisco Bay Area to Chicago Midway Airport is Boeing 737 MAX 8, representing 15.50% of all bookings. The subsequent popular models are Boeing 737-800 at 12.44%, Boeing 737-700 Passenger/BBJ1 (winglets) at 11.69%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 11.57%.
Best airlines flying from San Francisco Bay Area to Chicago Midway Airport
Compare and see reviews for airlines that fly from San Francisco Bay Area to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $58 | Free Cancellation | Rating 5.9 3,283 reviews | |||
| PriceFrom $185 | Free Cancellation | Rating 7.4 8,685 reviews | |||
| PriceFrom $197 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $197 | Free Cancellation | Rating 8.0 9,918 reviews | |||
| PriceFrom $208 | Free Cancellation | Rating 8.0 4,287 reviews | |||
| PriceFrom $236 | Free Cancellation | Rating 8.0 7,920 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 Bay Area to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from San Francisco Bay Area.
Can I find flights from San Francisco Bay Area to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from San Francisco Bay Area which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from San Francisco Bay Area to Chicago?
Once you have performed a search for San Francisco Bay Area to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from San Francisco Bay Area to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from San Francisco Bay Area. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.