Explore flight options from San Francisco to Chicago with competitive pricing starting from $372.
San Francisco
SFO
→
Chicago
ORD
10/14/2025 – 10/21/2025
Cheap flight deals from San Francisco to Chicago
Average price start from:
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$200
Round-trip flights from San Francisco to Chicago starting at $200. Book now for the best deals!
One-way from:
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$99
One-way flights from San Francisco to Chicago starting at $99. Great for flexible travel!
Cheapest day:
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Wednesday
Wednesday is the cheapest day to fly from San Francisco to Chicago. Save more by booking on this day!
Cheapest In:
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$90
Apr 2025
Apr 2025 is the cheapest month to fly from San Francisco to Chicago with prices starting at $90.
Find flight deals from San Francisco to Chicago
Cheapest flights from San Francisco to Chicago
ONEWAY FLIGHTS
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Explore the cheapest oneway flights from San Francisco to Chicago spotted daily.
SFO
San Francisco
SFO - San Francisco • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$99
Non-stop • 60 min
SFO
San Francisco
SFO - San Francisco • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$100
Non-stop • 60 min
SFO
San Francisco
SFO - San Francisco • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$109
Non-stop • 60 min
SFO
San Francisco
SFO - San Francisco • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$119
Non-stop • 60 min
SFO
San Francisco
SFO - San Francisco • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$146
Non-stop • 60 min
SFO
San Francisco
SFO - San Francisco • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$148
Non-stop • 60 min
SFO
San Francisco
SFO - San Francisco • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$159
Non-stop • 60 min
SFO
San Francisco
SFO - San Francisco • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$160
Non-stop • 60 min
SFO
San Francisco
SFO - San Francisco • 2025-10-14 • 09:00
Unknown
60 min
ORD
Unknown City
$214
Non-stop • 60 min
Price Trends & Analysis
Weekly Price Trends
If your flying dates are flexible, consider flying to Chicago on a Wednesday.
Monthly Price Trends
Lowest fares from San Francisco to Chicago typically available in January.
Weather & Climate Information
Temperature
Chicago experiences a humid continental climate, with summer temperatures averaging 70-85°F (21-29°C) and winter temperatures ranging from 20-35°F (-6 to 2°C). The best times for comfortable travel are late spring (May) and early fall (September to October), when temperatures are mild and precipitation is generally lower.
Rainfall
The best time to visit Chicago is during late spring (May to early June) when temperatures are mild and outdoor festivals abound. This period also offers fewer crowds compared to summer, allowing you to enjoy local events like the Chicago Blues Festival and the Chicago Gourmet Festival comfortably.
Airlines at Chicago
Book your journey from San Francisco to Chicago with leading airlines including Frontier Airlines, United Airlines, American Airlines, Alaska Airlines. These carriers provide excellent connectivity and multiple daily options for convenient travel.
The typical flight time is about 10-15 hours, with most flights featuring one stopover for better pricing and route optimization. When traveling from San Francisco to Chicago, these airlines ensure a smooth and comfortable experience with their modern fleet and professional service.
Places to Visit in Chicago
Chicago, the Windy City, captivates with its stunning skyline and vibrant neighborhoods, each brimming with a unique charm. Visitors can explore the historic architecture of the Loop, savor world-renowned deep-dish pizza, and immerse themselves in the rich cultural tapestry at the Art Institute and the Field Museum. With a lively music scene echoing from blues clubs to jazz lounges and picturesque lakeside parks, Chicago promises an unforgettable blend of history, art, and culinary delights that will leave every traveler inspired and enchanted.
About Chicago
Discover the beauty of Chicago when flying from San Francisco. This captivating city combines rich heritage with contemporary charm, offering something special for every traveler. Plan your visit during off-peak periods for optimal savings and a more relaxed experience.
Airlines Flying from San Francisco to Chicago
Book your journey from San Francisco to Chicago with leading airlines including Frontier Airlines, United Airlines, American Airlines, Alaska Airlines. These carriers provide excellent connectivity and multiple daily options for convenient travel.
The typical flight time is about 10-15 hours, with most flights featuring one stopover for better pricing and route optimization. When traveling from San Francisco to Chicago, these airlines ensure a smooth and comfortable experience with their modern fleet and professional service.
Hotels in Chicago
For your visit to Chicago, choose hotels near ORD Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
About Chicago
Discover the beauty of Chicago when flying from San Francisco. This captivating city combines rich heritage with contemporary charm, offering something special for every traveler. Plan your visit during off-peak periods for optimal savings and a more relaxed experience.
Places to Visit in Chicago
Chicago, the Windy City, captivates with its stunning skyline and vibrant neighborhoods, each brimming with a unique charm. Visitors can explore the historic architecture of the Loop, savor world-renowned deep-dish pizza, and immerse themselves in the rich cultural tapestry at the Art Institute and the Field Museum. With a lively music scene echoing from blues clubs to jazz lounges and picturesque lakeside parks, Chicago promises an unforgettable blend of history, art, and culinary delights that will leave every traveler inspired and enchanted.
Hotels in Chicago
For your visit to Chicago, choose hotels near ORD Airport for maximum convenience. Many accommodations offer complimentary airport shuttle services.
Airlines Flying from San Francisco to Chicago
Book your journey from San Francisco to Chicago with leading airlines including Frontier Airlines, United Airlines, American Airlines, Alaska Airlines. These carriers provide excellent connectivity and multiple daily options for convenient travel.
The typical flight time is about 10-15 hours, with most flights featuring one stopover for better pricing and route optimization. When traveling from San Francisco to Chicago, these airlines ensure a smooth and comfortable experience with their modern fleet and professional service.
Frequently Asked Questions
How much does it cost to fly from San Francisco to Chicago?
Flight prices start from $99 for this route. Save more by booking during January and choosing Wednesday departures.
What's the flight duration from San Francisco to Chicago?
The typical flight time is approximately 10-15 hours, with most routes featuring one stopover for better pricing and convenience.
What airlines serve the San Francisco to Chicago route?
Several airlines operate flights including Frontier Airlines, United Airlines, American Airlines. Compare schedules and prices to find the best option for your travel needs.
When should I book my flight for the best price?
For optimal savings, book 2-3 months ahead and consider traveling during January when demand is lower.
Where can I stay near ORD Airport?
There are several hotels near ORD Airport with convenient shuttle services. Many offer comfortable accommodations for both business and leisure travelers.
What makes Chicago worth visiting?
Chicago combines rich cultural heritage with modern attractions. Visit during pleasant weather months to experience the city at its best.
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