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Airports in Chicago
The cheapest time of year to fly to Chicago from San Francisco is August. Most expensive is December
The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday
in the afternoon
San Francisco to Chicago flights are approximately 14% more expensive at noon than in the afternoon
American Airlines, Frontier, and Juneyao Airlines are the most popular carriers operating from San Francisco to Chicago
San Francisco - Chicago O'Hare Intl
Fly from San Francisco to Chicago O'Hare Intl for the best San Francisco - Chicago flight prices
31 days before
The cheapest time to buy a flight from San Francisco to Chicago is approximately 31 days to departure
|San Francisco Airport (SFO) to Chicago O'Hare Intl Airport (ORD)||$256|
|San Francisco Airport (SFO) to Chicago Midway Airport (MDW)||$256|
|Oakland Airport (OAK) to Chicago O'Hare Intl Airport (ORD)||$155|
|San Jose Airport (SJC) to Chicago O'Hare Intl Airport (ORD)||$340|
|Oakland Airport (OAK) to Chicago Midway Airport (MDW)||$345|
|San Jose Airport (SJC) to Chicago Midway Airport (MDW)||$358|
When traveling from San Francisco to Chicago, the most popular airport to fly into is Chicago O'Hare Intl Airport. The majority of travelers flying into Chicago O'Hare Intl Airport from San Francisco are departing from San Francisco Airport. If you are looking for alternate airports to fly out of when traveling to Chicago, you can try flying out of San Francisco Airport (in San Francisco), Oakland Airport (in Oakland), or San Jose Airport (in San Jose). When traveling from San Francisco, it is helpful to have an alternative airport to fly into when you land in Chicago. Good options for arrival airports in Chicago, you can try Chicago Midway Airport (in Chicago), Chicago O'Hare Intl Airport (in Chicago), or Chicago Greater Rockford Airport (in Chicago). The cheapest route from San Francisco to Chicago is OAK — ORD with an average price of $155 RT during the month of May.
|Juneyao Airlines||PriceFrom $14||Free Cancellation||Rating|
|Frontier||PriceFrom $86||Free Cancellation||Rating|
Low price. You get what you pay for. Flight was on time. Staff friendly. Nothing besides the flight is free - not even a snack or drink offered. Not very comfortable seats - basically a lawn chair. But, like I said, you get what you pay for.
1 / 10
|Spirit Airlines||PriceFrom $86||Free Cancellation||Rating|
Nothing 1st Spirit flight and the last
1 / 10
|Alaska Airlines||PriceFrom $108||Free Cancellation||Rating|
First time we fly Alaskan and it certainly won’t be our last. Flights were in time, staff was friendly and helpful. Other airlines need to improve and be more like Alaskan. Overall a great experience. Thank you!
1 / 10
|American Airlines||PriceFrom $158||Free Cancellation||Rating|
Sit too short, headrest was low even on max extension and uncomfortable, i’m 6 foot hight, never seen that short sit. Armrests were too low as well.
1 / 10
|Sun Country Air||PriceFrom $163||Free Cancellation||Rating|
Unfriendly staff, the pilot never announced anything during the entire flight including we’re at altitude, what the weather was like at the destination how much time is left if we were ahead or behind schedule etc. Very funny gay gene flight crew.
1 / 10
|United Airlines||PriceFrom $171||Free Cancellation||Rating|
Very smooth boarding, and excellent crew service. Food needs improving. Please provide eggs for breakfast. Also not enough water provided for this long flight. Crew needs to come around every 3 hours to offer water. Bigger size water bottles. Or provide a spigot to fill water bottles. Crew were always helpful and willing to provide water.
1 / 10
|Delta||PriceFrom $201||Free Cancellation||Rating|
Best airline ever!
1 / 10
The lowest priced Alaska Airlines flight from San Francisco to Chicago from the last 72 hours was $108. Generally, Alaska Airlines has 7 flights on this route every week with an average price of $430. Alaska Airlines is rated 8.0/10 by our users.
Southwest is also a popular choice for this route. Southwest flight deals for San Francisco to Chicago start from as low as $299 round-trip, depending on your selected dates, with average Southwest deals seen on momondo around $516. Southwest operates 6 flights to Chicago from San Francisco in an average week. Users have rated it 7.6/10 across 300 reviews.
Some of our partner airlines flying from San Francisco to Chicago are adopting new policies due to the global impact of COVID-19. Some of the airlines that may be waiving their cancellation fees are United Airlines, American Airlines, and Alaska Airlines. You can search for the full list of airlines like United Airlines that are offering this flexibility.
A flight from San Francisco to Chicago will travel around 1852.8 mi. Typically, this will take 4h 06m by plane in normal conditions.
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from San Francisco to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Yes. All flights to Chicago from San Francisco on momondo can be compared and filtered by various policies on offer, including flexible booking.
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If you are not ready to book a flight from San Francisco to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.