Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
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.
Prices starting at $119 for return flights and $60 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.
|Origin Airport IATA Code||SJC|
|Destination Airport IATA Code||CHI|
|Direct Flight Airlines||American Airlines, Qatar Airways, JAL, Air Canada, LOT - Polish Airlines, Austrian, Aer Lingus, Asiana Airlines, Air New Zealand, United Airlines, Alaska Airlines, Qantas, Royal Jordanian, SAS, Iberia, Brussels Airlines, Lufthansa, Singapore Airlines, Gulf Air, British Airways|
|Earliest Flight Arrival||1:27PM UTC|
|Latest Flight Arrival||12:48PM UTC|
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).
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.
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.
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.
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.
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.
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.
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.
Our Covid-19 Travel Advisor will answer all your questions about current travel restrictions and quarantine requirements when taking a plane flight from San Francisco to Chicago.
You'll find 3 airlines that fly direct from San Francisco, CA Airport (SFO-San Francisco Intl.) to O'Hare Intl. Airport (ORD), so get ready to hit that "book" button. One of these popular carriers will have your perfect flight:
The quickest flight from San Jose, CA Airport (SJC-Norman Y. Mineta San Jose Intl.) to ORD is 4 hours and 48 minutes. Order your favorite wine from the drink trolley, start your travel journal or get to know your neighbors — you'll have plenty of time on this medium-haul journey.
The carriers that fly frequently between San Francisco Airport and ORD include United Airlines (UA). This well-known option offers 152 flights on the route each month. American Airlines (AA) also travels from San Francisco to Chicago. It's another reputable choice and has 134 flights monthly.
We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.
Consider flying out early in the week to save on your airfare. Orbitz data from 2020 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.
We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.
To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!
*According to flight demand on Orbitz.com from January to December 2020. 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.