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Find Cheap Flights from San Francisco to Chicago SFO MDW

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.

Good to know

Useful information for finding cheap flights from San Francisco International to Chicago Midway International and booking your next trip

Cheapest Round Trip Flight

$385

WN Southwest Airlines • 1 stop • 7h 30m

Jul 02 – Jul 07

The cheapest round trip flight from San Francisco International to Chicago Midway International is currently $385

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Cheapest Direct Flight

$551

WN Southwest Airlines • nonstop • 6h 45m

Jul 02

The cheapest nonstop flight from San Francisco International to Chicago Midway International is currently $551

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Fastest Flight

6h 45m

The fastest nonstop flight from San Francisco International to Chicago Midway International takes 6h 45m

Recent airfare deals on San Francisco to Chicago

Jul 02 - Jul 07, Economy
WN
San Francisco → Chicago
7h 30m
3:20 PM - 12:55 AM • 1 stop
F9
San Francisco → Chicago
14h 7m
4:26 PM - 10:25 AM • 1 stop
$385
Southwest Airlines
Jul 02 - Jul 07, Economy
WN
San Francisco → Chicago
8h 30m
12:15 PM - 10:55 PM • 1 stop
F9
San Francisco → Chicago
9h 19m
9:56 PM - 12:15 PM • 1 stop
$394
Southwest Airlines
Jul 02 - Jul 07, Economy
WN
San Francisco → Chicago
8h 30m
12:15 PM - 12:05 AM • 1 stop
F9
San Francisco → Chicago
9h 17m
9:56 PM - 9:21 PM • 1 stop
$448
Southwest Airlines
Jul 02 - Jul 07, Economy
WN
San Francisco → Chicago
8h 30m
12:15 PM - 10:55 PM • 1 stop
F9
San Francisco → Chicago
15h 18m
8:35 AM - 7:30 AM • 2 stops
$517
Southwest Airlines
Jul 02 - Jul 07, Economy
WN
San Francisco → Chicago
8h 30m
12:15 PM - 12:05 AM • 1 stop
F9
San Francisco → Chicago
12h 4m
9:56 PM - 11:25 PM • 2 stops
$526
Southwest Airlines
Jul 02 - Jul 07, Economy
WN
San Francisco → Chicago
8h 35m
12:15 PM - 9:15 PM • 1 stop
F9
San Francisco → Chicago
12h 4m
9:56 PM - 11:25 PM • 2 stops
$545
Southwest Airlines

Facts to know while booking flights from San Francisco to Chicago

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 9:10 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 545
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 3:20 pm

Essential Information for Booking Flights from San Francisco (SFO) - AI Insights

What's the cheapest airline from sfo to mdw?
Delta Airlines (DL) offers the most affordable flights from San Francisco to Chicago Midway International, with a fare of approximately $650 for a round-trip ticket for one passenger in Economy class.
What's the popular airline to fly from sfo to mdw?
Delta Airlines (DL) offers popular routes from San Francisco to Chicago Midway International, providing a comfortable economy flight for one passenger.
What's the cheapest day of the week to fly from sfo to mdw?
Sunday is the cheapest day to fly from San Francisco to Chicago Midway International.
What's the cheapest month to fly from sfo to mdw?
March is the cheapest month to fly from San Francisco to Chicago Midway International.
What is the cheapest airline to fly from San Francisco to Chicago Midway International?
Delta Airlines (DL) is generally considered the cheapest option for flights from San Francisco to Chicago Midway International.
When does the cheapest flight typically depart from San Francisco?
The cheapest days to fly from San Francisco to Chicago Midway International are typically Sunday.
What is the most affordable month to travel from San Francisco to Chicago Midway International?
March is generally considered the most affordable month to fly from San Francisco to Chicago Midway International.

Flights from San Francisco to Chicago

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

Popular Airlines

Southwest Airlines-WN
Delta Airline, DL
United Airlines, UA

Popular Origin & Destination

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