Cheap Flight Tickets from San Francisco (SFO) to Chicago (MDW), Starting at $170

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

$170

WN Southwest Airlines • nonstop • 6h 55m

Sep 27 – Sep 30

The cheapest round trip flight from San Francisco to Chicago (SFO-MDW-SFO) is currently $170

🔍 Search Flights

Cheapest Direct Flight

$170

WN Southwest Airlines • nonstop • 6h 55m

Sep 27

The cheapest nonstop flight from San Francisco to Chicago (SFO-MDW) is currently $170

🔍 Search Flights

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

United Airlines, UA

United Airlines

WestJet Airlines

WestJet Airlines

Aeromexico Airline (AM)

Aeromexico

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.

Sep 27 - Sep 30, Economy
WN
San Francisco → Chicago
6h 55m
8:50 AM - 3:05 PM • nonstop
WN
San Francisco → Chicago
7h 10m
10:25 AM - 12:55 PM • nonstop
$170
Southwest Airlines
Sep 27 - Sep 30, Economy
WN
San Francisco → Chicago
6h 50m
11:40 PM - 5:50 AM • nonstop
WN
San Francisco → Chicago
7h 15m
7:05 PM - 9:40 PM • nonstop
$170
Southwest Airlines
Sep 27 - Sep 30, Economy
WN
San Francisco → Chicago
10h 40m
7:50 PM - 4:30 AM • 1 stop
WN
San Francisco → Chicago
7h 10m
10:25 AM - 12:55 PM • nonstop
$173
Southwest Airlines
Sep 27 - Sep 30, Economy
WN
San Francisco → Chicago
10h 35m
12:00 PM - 8:35 PM • 1 stop
WN
San Francisco → Chicago
7h 15m
7:05 PM - 9:40 PM • nonstop
$173
Southwest Airlines
Sep 27 - Sep 30, Economy
WN
San Francisco → Chicago
11h 50m
3:45 PM - 12:55 AM • 1 stop
WN
San Francisco → Chicago
7h 10m
10:25 AM - 12:55 PM • nonstop
$173
Southwest Airlines
Sep 27 - Sep 30, Economy
F9
San Francisco → Chicago
16h 41m
11:58 PM - 11:59 AM • 1 stop
F9
San Francisco → Chicago
11h 43m
1:21 PM - 6:24 PM • 1 stop
$240
Frontier 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 F9 : USD 240
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 11:58 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

More Flight Options for San Francisco (SFO) and Chicago (MDW)

Why Fareleaders for SFO to MDW Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on San Francisco to Chicago flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on SFO to MDW flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of San Francisco to Chicago flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the San Francisco (SFO) to Chicago (MDW)
Terms and Conditions*