Cheap Flight Tickets from San Francisco (SFO) to Chicago (MDW), Starting at $235

Good to Know: Cheapest and Fastest SFO - MDW Flights

Useful information for finding best airline tickets from San Francisco International to Chicago Midway International on your next trip.

Cheapest Round Trip Flight

$319

WN Southwest Airlines • 1 stop • 20h 55m

Jul 16 – Jul 19

The cheapest round trip flight from San Francisco to Chicago (SFO-MDW-SFO) is currently $319

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Cheapest One way Flight

$235

WN Southwest Airlines • 1 stop • 32h 20m

Jul 10

The cheapest one way flight from San Francisco to Chicago (SFO-MDW) is currently $235

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Cheapest Direct Flight

$329

WN Southwest Airlines • nonstop • 6h 50m

Jul 16

The cheapest nonstop flight from San Francisco to Chicago (SFO-MDW) is currently $329

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Fastest Flight

6h 50m

The fastest nonstop flight from San Francisco to Chicago (SFO-MDW) takes 6h 50m

Top Airlines Flying from San Francisco to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

Latest Flight Deals from San Francisco (SFO) to Chicago (MDW)

Compare and book low fare round-trip air tickets from San Francisco to Chicago. Ideal for travelers with confirmed return itineraries.

Jul 16 - Jul 19, Economy
WN
San Francisco → Chicago
20h 55m
9:25 AM - 12:20 AM • 1 stop
WN
San Francisco → Chicago
20h 45m
10:25 PM - 9:10 AM • 1 stop
$319
Southwest Airlines
Jul 16 - Jul 19, Economy
WN
San Francisco → Chicago
22h 15m
6:45 PM - 10:20 AM • 1 stop
WN
San Francisco → Chicago
16h 50m
6:10 AM - 2:20 PM • 1 stop
$319
Southwest Airlines
Jul 16 - Jul 19, Economy
WN
San Francisco → Chicago
10h 55m
5:00 AM - 1:55 PM • 1 stop
WN
San Francisco → Chicago
13h 40m
5:25 AM - 11:45 AM • 1 stop
$319
Southwest Airlines
Jul 16 - Jul 19, Economy
WN
San Francisco → Chicago
6h 50m
5:50 AM - 12:00 PM • nonstop
WN
San Francisco → Chicago
7h 25m
9:30 PM - 12:15 AM • nonstop
$329
Southwest Airlines
Jul 16 - Jul 19, Economy
WN
San Francisco → Chicago
10h 45m
10:50 AM - 7:35 PM • 1 stop
WN
San Francisco → Chicago
7h 25m
9:30 PM - 12:15 AM • nonstop
$334
Southwest Airlines
Jul 16 - Jul 19, Economy
WN
San Francisco → Chicago
15h 10m
7:00 AM - 6:10 PM • 1 stop
WN
San Francisco → Chicago
7h 20m
9:45 AM - 12:25 PM • nonstop
$334
Southwest Airlines

Fly from San Francisco to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from San Francisco to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on San Francisco to Chicago Flights

What are the airports in San Francisco?
SFO
What’s the most popular airline flying from SFO to MDW?
The most popular airline flying from San Francisco to Chicago are
Can I fly from SFO to MDW non-stop?
Yes, you can fly SFO to MDW non-stop on
Which airlines fly nonstop between San Francisco and Chicago?
The non-stop flights between San Francisco and Chicago are .
What’s the earliest departure time from SFO to MDW Airport?
The earliest flight leaves SFO at 5:00 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my San Francisco to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from SFO to MDW?
Read the fare rules of the San Francisco to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from San Francisco and Chicago?
operate flights between San Francisco and Chicago
How long does a flight from San Francisco to Chicago take?
It takes approximately 4 hour to fly non-stop from SFO to MDW, which is 1854.54 miles by air.
Which airlines provide the cheapest flights from San Francisco (SFO) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from SFO were found on WN : USD 307
Do I need a passport to fly between SFO and MDW?
No
What’s the latest departure time from SFO to MDW ?
The last flight leaves SFO at 11:56 pm

San Francisco (SFO) to Chicago (MDW): Airport Information

Origin Airport San Francisco International , San Francisco, US
Destination Airport Chicago Midway International , Chicago, US
Distance 1855 miles

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