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Cheapest time to fly from San Francisco to Chicago

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week: 8 Dec - 14 Dec
$735
$314
$307
$594
$507
$402
$345
NovemberDecemberJanuaryFebruary
Exchange rate
1 NZD = 0.57 USD
1 USD = 1.77 NZD
Last checked on Sun, 16/11
Distance: 2977 kms
San Francisco airports
San Francisco Intl Airport (SFO)How far from city centre: 18 kms
Chicago airports
O'hare International Airport (ORD)How far from city centre: 22 kms

Comprehensive Guide to Flights from San Francisco to Chicago

Dreaming of a trip from the Golden Gate Bridge to the Windy City? San Francisco and Chicago, two iconic American cities, offer vastly different yet equally captivating experiences. San Francisco, nestled on the Pacific coast, boasts a unique blend of Victorian architecture, vibrant culture, and stunning natural beauty, from the iconic Golden Gate Bridge to the rolling hills of the surrounding landscape. Chicago, a Midwest metropolis, is renowned for its impressive skyline, deep-dish pizza, world-class museums, and a rich history that shaped America. The flight from San Francisco to Chicago is a popular route, and the journey itself is often a highlight of the trip. The average direct flight duration is approximately 4 hours, although this can vary depending on weather conditions, air traffic, and the specific aircraft used. Several major airlines such as United Airlines and American Airlines offer numerous direct flights daily, making it a convenient and frequently serviced route. While direct flights are the fastest way to reach Chicago, there are also alternative flight paths with layovers if needed. These connections might take longer, but they can often offer cost-effective options, especially if you book in advance or are flexible with your travel dates. The ideal months for budget travellers to fly are typically during the off-season, from November to April, when airfare and hotel prices are generally lower. However, it is wise to book your flights at least two to three months in advance to secure the best deals. Chicago's peak travel seasons are summer (June to August) and the holiday season (November to January) because of the pleasant weather and numerous events. Outside of these periods, you'll encounter fewer crowds and potentially lower prices, making it a more peaceful and budget-friendly choice. In short, planning your trip requires considering flight duration, frequency, potential layovers, best booking times, and peak versus off-peak travel. By understanding the various factors influencing the flight, you can make an informed decision to enjoy a cost-effective journey.

Best time to fly to Chicago

Chicago experiences a humid continental climate, meaning distinct seasons with significant temperature variations. Summers (June to August) are warm and humid, with average highs in the low 20s°C and lows around 16°C. Expect plenty of sunshine and occasional thunderstorms. Winters (December to February) are cold and snowy, with average highs around 1°C and lows often below freezing, sometimes with significant snowfall. Spring (March to May) and autumn (September to November) offer pleasant transition periods. Spring brings fluctuating temperatures, with occasional showers, while autumn offers crisp air, vibrant foliage, and milder temperatures ranging from 6°C to 17°C. These seasons present a balance of pleasant weather and fewer crowds. Regardless of the time of your visit, remember that Chicago is known as the ‘Windy City’, experiencing noticeable breezes throughout the year.

San Francisco airports

San Francisco has two major airports that serve commercial flights: San Francisco International Airport (SFO) and Oakland International Airport (OAK).

San Francisco International Airport (SFO)

SFO is a large international airport with numerous terminals, serving as a major hub for various airlines. Opened in 1927, it has undergone several renovations and expansions throughout its history. It's known for its modern facilities, numerous shops and restaurants, and efficient passenger services. It handles a large volume of both domestic and international flights and passengers yearly.

Oakland International Airport (OAK)

OAK is a smaller international airport, offering mainly domestic flights. It is a more cost effective alternative for those willing to travel a little further to reach the city centre. It provides a more relaxed atmosphere than SFO.

Main airlines for this route

  • United Airlines
  • American Airlines
  • Alaska Airlines

Chicago airports

Chicago boasts two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW).

O'Hare International Airport (ORD)

ORD is one of the busiest airports globally, with numerous terminals and countless airlines. Opened in 1943, its history is rich with aviation advancements. It's a major hub for United Airlines and many other carriers. Reaching the city centre from ORD is straightforward. The airport offers excellent public transport links via the CTA Blue Line train to downtown and many suburbs. Taxis and ride-sharing services are readily available outside terminals.

Midway International Airport (MDW)

MDW is a smaller airport than ORD, primarily serving domestic flights. It's particularly convenient for those travelling to or from the city's south side. The Orange Line CTA train provides a direct route to downtown and other parts of the city. Taxis and ride-sharing services are also readily available.

What to do and see in Chicago

Chicago offers a vibrant mix of iconic landmarks, cultural experiences, and exciting activities.

  • Visit Millennium Park: Explore the iconic Cloud Gate ('The Bean'), Crown Fountain, and Lurie Garden, enjoying the city's stunning skyline as a backdrop.
  • Explore Navy Pier: Experience a lively atmosphere, amusement park rides, and stunning views of Lake Michigan.
  • Wander through Magnificent Mile: Indulge in some retail therapy, admire the architecture, and take in the sights of this upscale shopping district.

Frequently asked questions about flights from San Francisco to Chicago

Is it safe to travel from San Francisco to Chicago during the Covid-19 situation?
At eDreams we do our best to ensure that your travel plans won't be affected by restrictions or possible cancellations that United States may apply. Using the flexible ticket gurantee you can decide if you rather rebook or get a refund!
For flights from San Francisco to Chicago, how can I find the cheapest price?
The cheapest price for a flight from San Francisco to Chicago is 138$. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.
How long does the flight from San Francisco to Chicago take?
Flight length from San Francisco to Chicago is around 04:25 hours on average, at an average distance of 2,979 km, for flights for the route (which may have 1 or more stops in other cities in between).
Which airports have flights between San Francisco and Chicago?
The main route from San Francisco to Chicago is: San Francisco Intl Airport (SFO) to O'hare International Airport (ORD). The following airlines fly this route:
Alaska Airlines.

Plan your trip

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