$44 Cheap flight deals from San Francisco (SJC) to Chicago (CHI)

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This Weekend's Flight Deals from San Francisco to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $44 One Way, $110 Round Trip from San Francisco to Chicago

Prices starting at $110 for return flights and $44 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chicago economy flight packages

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theWit Chicago, a Hilton Hotel
The Emily Hotel
W Chicago - Lakeshore
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Chicago first class flight packages

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Pendry Chicago
Swissotel - Chicago
Park Hyatt Chicago
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More About Flying To Chicago from San Francisco

Route Information for Flights from San Francisco to Chicago

Origin Airport IATA Code
SJC
Destination Airport IATA Code
CHI
Distance
1842 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Air Canada, Aer Lingus, Emirates, Asiana Airlines, Virgin Australia, Air New Zealand, United Airlines, Alaska Airlines, Qantas, Royal Jordanian, Iberia, Hawaiian Airlines, ANA, Brussels Airlines, Lufthansa, Singapore Airlines, British Airways
Earliest Flight Arrival
3:26PM UTC
Latest Flight Arrival
1:54PM UTC

Traveling from San Francisco to Chicago

San Francisco International Airport Information

The San Francisco International Airport (Highway 101 near the junction of Highway 380) is the primary commercial passenger airport serving San Francisco and the surrounding areas. The airport hosts most international and domestic airlines offering cheap flights from San Francisco. You can also use Orbitz.com to book an alternate flight out of Oakland International Airport (1 Oakland Drive, Oakland) or San Jose International Airport (2065 Airport Boulevard, San Jose).

Parking at San Francisco International Airport

San Francisco International's parking garages are a 10-minute walk or less from the gates, and there is free shuttle service from the long-term lots. Parking costs anywhere from $18 to $38 per day, depending on the option you choose. If you've used Orbitz.com to book your discount flights, you may have saved enough to justify spending the extra money to use the airport's valet parking service.

Ground Transportation Information

A taxi, limousine or shared-ride van to the airport will cost anywhere from $17 to $40. Factor in plenty of extra travel time for the 13-mile ride, as rush-hour traffic can be brutal. You can also use the public BART system or the SamTrans public bus service, both of which will cost you less than $10. Don't forget to use Orbitz.com before you leave to book a rental car in your destination city.

Restaurant Options at the Airport

The San Francisco airport has roughly 50 eateries where you can grab a coffee or have a light meal. Most of the restaurants and cafes are located within the terminals past the security checkpoint, but there are a few restaurants before you reach the security gates. Have a great flight to your final destination, and don't forget to use Orbitz.com the next time you're looking for cheap flights from San Francisco.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Frequently asked questions

Are there non-stop flights from San Francisco to Chicago?
Buckle up and enjoy a worry-free flight on board one of the 3 airlines that fly direct from San Francisco, CA (SFO-San Francisco Intl.) to O’Hare Intl. Airport (ORD). We’ve complied a list of well-known carriers to book with:

  • United Airlines
  • American Airlines
  • Alaska Airlines

What is the shortest flight from San Francisco to Chicago?
The shortest flight time from San Francisco to Chicago is 4 hours and 40 minutes. Grab a wine from the drink trolley, go over your travel itinerary or get to know your seat mate — you’ll have plenty of time on this medium-haul trip.
What airlines fly from San Francisco to Chicago most frequently?
There are a couple of airlines offering frequent flights from San Francisco Intl. Airport (SFO) to ORD, including United Airlines (UA). Popular with travelers, it operates 243 flights on this route each month. American Airlines (AA) also travels from San Francisco to Chicago. It’s another reputable choice and offers 126 flights each month.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.