SFO to MDW (San Francisco to Chicago) Flights

Last Minute Flights from SFO to MDW

Best airfare and ticket deals for SFO to MDW flights are based on recent deals found by Expedia.com customers within the past 7 days.

Cheapest SFO to MDW Flights

Best airfare and ticket deals for SFO to MDW flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
SFOChicagoApril 20 to April 27$108
SFOChicagoMay 11 to May 18$113
SFOChicagoApril 20 to April 27$114
SFOChicagoApril 23 to April 25$236
*Prices include taxes and fees
SFO to MDW Flight Details
Origin airport
San Francisco Intl.
Origin airport IATA code
SFO
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Distance
1851 mi

Frequently asked questions

Which airlines with flights from San Francisco Airport to Chicago Airport allow free cancellation due to COVID-19?
Type in your preferred dates and destination, then click the big green “Find the best flight deals” button. Once the search results come up, check the “No change fee” box underneath the “Flexible change policies” filter. Before you go ahead and book your San Francisco Airport to MDW fares, read through the airline’s COVID-19 travel-related terms and conditions so you know precisely what can and can’t be changed.
What airlines fly direct from SFO to MDW?
If you’re hoping to fly straight from San Francisco, CA Airport (SFO-San Francisco Intl.) to MDW, Southwest Airlines (WN) is a fabulous option. It services 30 flights a month between these destinations.
How many flights are there from SFO to MDW?
There are no less than 30 flights each day from San Francisco, CA Airport (SFO-San Francisco Intl.) to Chicago, IL Airport (MDW-Midway Intl.), so you have ample opportunities to get to Chicago. Just pick out a date that suits your schedule and secure your airfare.
How long does it take to fly from San Francisco, CA Airport (SFO-San Francisco Intl.) to Chicago, IL Airport (MDW-Midway Intl.)?
On average, it takes 5 hours and 22 minutes to jet from San Francisco, CA Airport (SFO-San Francisco Intl.) to Chicago, IL Airport (MDW-Midway Intl.). That’s enough time to begin your travel blog, do a little last-minute trip planning or read about the wonderful adventures that await you in Chicago.
What is the flight distance from San Francisco, CA Airport (SFO-San Francisco Intl.) to Chicago, IL Airport (MDW-Midway Intl.)?
A laptop crammed with fun stuff to watch will help pass the time on this medium-haul trip of 1850 miles (3000 km). While you’re likely to have some in-flight entertainment options, nothing beats having a blockbuster movie at your fingertips.
How many morning flights are there from SFO to MDW?
The SFO to MDW air corridor is well serviced, with 106 morning flights a week.
  • You can jet off as bright and early as 5:45AM if you go with Southwest Airlines (WN). This carrier offers 58 weekly flights that depart before midday.
  • Or else, pick up a seat with Delta (DL) and head off as early as 6:00AM. This company operates 48 morning flights each week between SFO and MDW.
How many afternoon flights are there from SFO to MDW?
Choose from one of the 110 afternoon and evening flights from SFO to MDW each week and forget about setting the alarm.
  • Come fly with Southwest Airlines (WN), which has 66 afternoon and evening flights each week on this route. The earliest departure is scheduled for 12:00PM.
  • Alternatively, Delta (DL) lists 44 afternoon and evening flights a week, with the first leaving the runway at 12:00PM.
What is the earliest departure time out of San Francisco to Chicago?
Leave SFO at 5:45AM and touch down at MDW at 10:35PM. This is the earliest service you can catch on this route.
What is the latest departure time out of San Francisco to Chicago?
Secure a seat on the 10:50PM flight from SFO, arriving at MDW at 12:40AM, and give yourself time to deal with those last-minute vacation preparations. This is the latest flight you can get on this route.
What is the average price from San Francisco to Chicago?
Round-trip journeys from SFO to MDW begin from around $108. Killer deals don’t stick around forever, so be prepared to book when you see a bargain. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

San Francisco to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from San Francisco to Chicago to attend your cousin’s wedding, to pitch a business idea to your boss, or perhaps simply to treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find the cheapest flights from SFO to MDW, we’ve got you covered here at Flights.com.

We present you with some of the hottest deals on airfare so stop that Google flights search. We want you to spend less on your flight from San Francisco to Chicago, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.