SFO - CHI

$122 Find Cheap Flights from San Francisco to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$262
Typical prices: $331-$539
Southwest
Sat 11/3Sat 11/10
SFO - MDW • 2 stops
Cheapest non-stop
$264
Typical prices: $335-$545
American Airlines
Sun 10/28Tue 10/30
SFO - ORD • Non-stop
Nonstop flights
You can fly direct with United Airlines, American Airlines and others. Average duration is 4h 25m.
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 3% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 91% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 6 weeks in advance save around 38% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 15% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $286 (round-trip)
Shortest trip • 6h 32m (one-way)
Insights
Insights
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We hope you love your trip to Chicago!

Cheap Flights from San Francisco to Chicago (SFO-CHI)

 

Cheap flights from San Francisco to Chicago with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Mon, Oct 26 - Thu, Oct 29
Frontier Logo
2:17 pm - 9:35 amSFO  San Francisco-ORD Chicago O'Hare Intl
17h 18m2 stops Las Vegas Harry Reid Intl Dallas/Fort Worth
Frontier Logo
8:13 pm - 5:07 pmORD  Chicago O'Hare Intl-SFO San Francisco
22h 54m2 stops Dallas/Fort Worth Las Vegas Harry Reid Intl
$262Frontier
Wed, Oct 21 - Thu, Nov 5
Frontier Logo
12:00 pm - 12:24 amSFO  San Francisco-ORD Chicago O'Hare Intl
10h 24m1 stop Denver Intl
Frontier Logo
6:30 am - 12:20 amORD  Chicago O'Hare Intl-SFO San Francisco
19h 50m1 stop Denver Intl
$262Frontier
Tue, Nov 3 - Tue, Nov 10
Southwest Logo
8:00 am - 7:40 pmSFO  San Francisco-MDW Chicago Midway
9h 40m2 stops Denver Intl Cincinnati Cinci./N. Kentucky
Southwest Logo
5:20 am - 11:45 amMDW  Chicago Midway-SFO San Francisco
8h 25m2 stops Phoenix Sky Harbor Intl Los Angeles
$262Southwest
Thu, Dec 10 - Mon, Dec 14
Southwest Logo
7:00 am - 5:20 pmSFO  San Francisco-MDW Chicago Midway
8h 20m2 stops Las Vegas Harry Reid Intl Omaha Eppley Airfield
Southwest Logo
1:20 pm - 10:10 pmMDW  Chicago Midway-SFO San Francisco
10h 50m2 stops Detroit Metropolitan Wayne County Denver Intl
$262Southwest
Thu, Nov 26 - Wed, Dec 2
American Airlines Logo
10:39 am - 12:13 amSFO  San Francisco-ORD Chicago O'Hare Intl
11h 34m1 stop Los Angeles
American Airlines Logo
8:56 pm - 12:07 amORD  Chicago O'Hare Intl-SFO San Francisco
5h 11mnonstop
$263American Airlines
Thu, Nov 26 - Wed, Dec 2
American Airlines Logo
9:13 am - 12:13 amSFO  San Francisco-ORD Chicago O'Hare Intl
13h 00m1 stop Los Angeles
American Airlines Logo
9:45 am - 12:53 pmORD  Chicago O'Hare Intl-SFO San Francisco
5h 08mnonstop
$263American Airlines
Wed, Oct 28 - Sat, Oct 31
Delta Logo
2:15 pm - 11:34 pmSFO  San Francisco-ORD Chicago O'Hare Intl
7h 19m1 stop Seattle/Tacoma Intl
Delta Logo
9:59 am - 10:15 pmORD  Chicago O'Hare Intl-SFO San Francisco
14h 16m2 stops Minneapolis St Paul Los Angeles
$263Delta
Sat, Nov 21 - Wed, Dec 2
Multiple Airlines Logo
9:23 pm - 12:53 amSFO  San Francisco-ORD Chicago O'Hare Intl
25h 30m1 stop Denver Intl
Multiple Airlines Logo
6:00 am - 2:12 pmORD  Chicago O'Hare Intl-SFO San Francisco
10h 12m1 stop Seattle/Tacoma Intl
$263Multiple Airlines
Mon, Nov 2 - Mon, Nov 9
Multiple Airlines Logo
2:44 pm - 11:49 pmSFO  San Francisco-ORD Chicago O'Hare Intl
7h 05m1 stop San Diego
Multiple Airlines Logo
5:15 pm - 8:19 amORD  Chicago O'Hare Intl-SFO San Francisco
17h 04m1 stop Las Vegas Harry Reid Intl
$266Multiple Airlines
Wed, Nov 4 - Mon, Nov 9
Delta Logo
7:05 am - 10:05 pmSFO  San Francisco-ORD Chicago O'Hare Intl
13h 00m2 stops Los Angeles Salt Lake City
Delta Logo
5:55 pm - 11:33 pmORD  Chicago O'Hare Intl-SFO San Francisco
7h 38m1 stop Seattle/Tacoma Intl
$272Delta

Price, demand and travel trends for San Francisco to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from San Francisco to Chicago?

Round-trip flights from San Francisco to Chicago typically range from $331 to $539. The lowest price found in the past 5 days was $262, on Southwest.

What is the cheapest San Francisco to Chicago flight route?

There's little price difference between San Francisco to Chicago routes. They average around $406 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from San Francisco to Chicago?

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from San Francisco to Chicago. It’s 10% cheaper than the average day, while Sunday is the most expensive, with prices 15% higher.

What’s the cheapest month to fly from San Francisco to Chicago?

•February is the cheapest month to fly from San Francisco to Chicago at $354 round-trip.
•June ($470) and November ($454) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 32% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from San Francisco to Chicago the cheapest?

Flights from San Francisco to Chicago are cheapest 6 weeks before departure. Booking in this window typically costs about 38% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice for your flight from San Francisco to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines and Alaska Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on SFO

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Key details for San Francisco to Chicago flights

Low season

January

Cheapest flight

$122
Beat the crowds with an average 53% drop in travelers.
The most popular month to fly with an average 70% increase in travelers.
One-way flight from San Francisco to Chicago O'Hare Intl Airport

When to book flights from San Francisco to Chicago

Are your dates flexible? Find out the best times to travel from San Francisco to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your San Francisco to Chicago flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from San Francisco to Chicago?

    These are the earliest and latest flight times available from San Francisco to Chicago:

    • Earliest: departs at 12:10 am and lands at 4:35 am
    • Latest: departs at 11:52 pm and lands at 4:17 am.

    The flight takes about 4h 25m.

  • What cabin classes can I book on flights from San Francisco to Chicago?

    Three cabin classes are available on flights from San Francisco to Chicago:

    • Economy Class
    • Business Class
    • First Class

  • How long is a flight from San Francisco to Chicago?

    A nonstop flight from San Francisco to Chicago takes 4h 25m, covering 1,855 miles.

  • Do I need a passport to fly from San Francisco to Chicago?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a San Francisco to Chicago flight?

    Round-trip flights from San Francisco to Chicago range from $331 to $539, with an average of $416 over the past 12 months. Anything below $331 counts as a good deal.

  • How expensive are last-minute San Francisco to Chicago flights?

    Last-minute fares on this route (booked within two weeks of departure) run 40% above the $416 route average. Book 6 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from San Francisco to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $286 round-trip via Denver Intl (DEN), compared to $423 for nonstop.

  • What is the standard checked-bag allowance on flights from San Francisco to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from San Francisco to Chicago spread across the day?

    Morning is the busiest departure period on San Francisco to Chicago flights, with 40% of flights leaving in that window. Afternoon departures account for 26%, night flights for 21%, and evening flights for 13%.

  • Have flight prices from San Francisco to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $262 to $2,370. That means the highest observed fare was about 9x higher than the lowest one.

  • Which airlines offer Wi-Fi on San Francisco to Chicago flights?

    Two airlines offer in-flight Wi-Fi on San Francisco to Chicago flights:

    • American Airlines
    • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

  • How are flight prices from San Francisco to Chicago looking right now?

    One-way fares from San Francisco to Chicago are currently lower than usual. Average one-way flight prices are about $130, which is 49% below the typical average for this route.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $28:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • Which airports can I use when flying from San Francisco to Chicago?

    Flights from San Francisco to Chicago usually depart from San Francisco (SFO) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • What time of day has the fewest delays on flights from San Francisco to Chicago?

    Morning flights have the fewest delays on this route, while evening departures tend to have the most.

  • At what point is a flight considered delayed from San Francisco to Chicago?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the San Francisco to Chicago route, 9% of flights were delayed in the past 3 months, with delays averaging 3h 03m.

  • Which airports do connecting flights from San Francisco to Chicago pass through?

    One-stop flights from San Francisco to Chicago most commonly connect through:

    • San Diego (SAN) - 21% of one-stop connections
    • Las Vegas Harry Reid Intl (LAS) - 18% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 17% of one-stop connections
    • Denver Intl (DEN) - 13% of one-stop connections

  • Can I save money by using flexible dates for flights from San Francisco to Chicago?

    Yes. Flexible dates can save you up to 22% on flights from San Francisco to Chicago. Wednesday is the cheapest departure day at $377 round-trip on average, while Sunday is the most expensive at $482, a difference of $105.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from San Francisco to Chicago?

    4 airlines operate flights between San Francisco and Chicago. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines
    • Southwest
    • Aer Lingus

  • How much time can I save by choosing a different layover airport from San Francisco to Chicago?

    Flying via Salt Lake City (SLC) gives the shortest average 1-stop total travel time at 6h 32m, compared with 6h 48m via Chicago O'Hare Intl (ORD) and 6h 54m via Kansas City (MCI).

  • What is the time difference between San Francisco and Chicago?

    Chicago is 2 hours ahead of San Francisco (Central Time vs Pacific Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

  • Which airlines offer extra legroom and free seat selection on San Francisco to Chicago flights?

    Among airlines operating San Francisco to Chicago flights:

    • American Airlines: offers extra legroom; offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection
    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on San Francisco to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class
    • Southwest: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

  • Should I fly into Chicago O’Hare or Chicago Midway Airport?

    O’Hare Airport is located within Chicago, Illinois, 17 miles northwest of the Chicago Loop. The smaller Midway International Airport is located 10 miles southwest of the center. Both airports offer easy public transport connections, so you can’t go wrong with either one.

  • What is the cheapest way to get from the airport to downtown Chicago?

    The “L” train is an inexpensive way to get downtown from the airport. The O’Hare train station is situated on the lower level concourse of Chicago O’Hare Airport, with direct connections from Terminals 1, 2, and 3. The CTA Blue Line trains from Chicago O’Hare run 24/7, with a travel time of 40-45 minutes. If you arrive at Midway Airport, the Midway train station is a short walk east of the airport. Orange Line train services run from early in the morning until 1 am. It takes 20-25 minutes to travel by train to the downtown loop.

  • How do I get around Chicago O’Hare Airport?

    Getting around Chicago O’Hare Airport is easy using the Airport Transit System (ATS), which operates 24 hours a day along a 2.5-mile-long track. This service connects all four terminals, various parking facilities, the Kiss ‘N’ Fly drop off point, and the PACE bus stop. The ATS service is free and takes nine minutes to complete a round trip.

  • What is the closest hotel to Chicago O’Hare?

    The Hilton Chicago O’Hare Airport Hotel is only a short walk from the airport’s domestic terminals. Amenities include a fitness center, restaurants, conference rooms, and a barber shop. If you need to freshen up after your flight, travelers can use the showers at the hotel’s health club for a small cost.

  • Where can I relax at SFO?

    Start an early vacation at any of the numerous lounges at San Francisco Airport. Head to the Centurion Lounge at Gate 74 of Terminal 3 whereas Concourse A of International Terminal is home to the Air France-KLM Lounge. Pay at the door or buy a lounge permit to access their amenities such as showers and drinks. You may also access the USO lounge on the Mezzanine Level of Terminal 1 if you are an active US military member as well as your family. Amenities offered at this lounge include drinks, games, toys, as well as books.

  • Where can I park at San Francisco International Airport (SFO)?

    There are several parking options at SFO ranging from hourly and daily parking to short and long-term parking. The Domestic Garage in the heart of SFO offers short-term parking whereas in the front of the International Terminal there is hourly and daily parking at the International Parking garages. There is an off-site long-term parking at 801 South Airport Boulevard.

  • What is there for kids to do at ORD?

    Are you taking your children with you? ORD airport provides travelers with kid-friendly services to ensure a wonderful travel experience. Encourage your children to point out flags they identify or count them out at Terminal 3's Grand Hall of Flags, which represents countries served directly by American Airlines from O'Hare. Furthermore, Terminal 2 houses the Kids on the Fly exhibit, where children may play an aviation inspector or explore the helicopter simulator.

  • Does Chicago Midway Airport (MDW) offer accessible services?

    Yes. The airport has accessible parking spots in each of its parking structures in addition to the bathrooms that are wheelchair-accessible and are situated in Gates A9 and A4A of Concourse A and Gate B15 of Concourse B. Passengers with hearing impairments have access to TTY telephones. At drop-off and pick-up sites, the airport also offers curb ramps and elevators. Shuttles with elevators are provided for free between the terminals and the parking lots.

Your guide to booking San Francisco to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Wednesday departure and avoid flying on Sunday. On this route, Wednesday flights average $377, about $105 less than Sunday fares (22% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 6 weeks before you fly. On this route, that window historically saves about 38% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your San Francisco to Chicago trip for February. Fares historically average $354 round-trip in that month - typically $116 less than the most expensive month, which is June (based on the last 12 months).
  • For the best chance of arriving on time, fly with United Airlines. Over the past three months, 91% of United Airlines flights from San Francisco to Chicago arrived on time, slightly above the route average of 91%. When flights on this route arrive late, they're delayed by an average of 3h 03m, so choosing an airline with strong on-time performance can make a difference if you're on a tight schedule.
  • If you have the time, taking a 1-stop flight through Denver Intl Airport (DEN) can be cheaper than flying direct. The cheapest layover option averages $286 round-trip on this route - about $138 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel
  • Flights from San Francisco to Chicago usually depart from San Francisco International Airport. If you’re traveling with children, San Francisco International Airport has a number of interactive play areas to keep kids busy. Additionally, the video arts room showcases contemporary works from local filmmakers and many restaurants have special menus for children.
  • American Airlines and United Airlines offer regular, direct flights from San Francisco to Chicago O’Hare. Non-stop flights take less than four hours to arrive and the return trip takes around five hours.
  • The San Francisco International Airport incorporates a wide selection of art and exhibitions to provide a rich cultural and educational experience for travelers. While you’re waiting for your flight, you can visit more than twenty-five galleries throughout the terminals that reflect the history and cultural life of San Francisco. Travelers can also visit the Aviation Library and Louis A. Turpen Aviation Museum, which house a permanent collection with a focus on local aviation history.
  • Want to relax before your flight from San Francisco to Chicago? Treat yourself to a manicure, pedicure, or massage at one of four XpresSpa outlets at San Francisco International Airport. There are also two dedicated spaces to practice yoga if you want to stretch out before getting on the plane.
  • Complimentary Wi-Fi is available at San Francisco International Airport, O’Hare International Airport, and Midway International Airport. Charging stations and power outlets can be found throughout the terminals and baggage claim areas.
  • Perch your laptop and hold meetings while on the go at the Executive Center of Terminal 3 in Chicago O’Hare International Airport (ORD). The business center is equipped with meeting rooms and charging stations convenient for business travelers.
  • ORD is Chicago’s major hub and it features four terminals and nine concourses. If you want to transfer between terminals, the automated train ATS will provide convenient access to the entire airport complex.
  • SFO provides the Wag Brigade in an effort to relax and de-stress their passengers on flights from San Francisco to Chicago. Look out for four-legged volunteers throughout the airport and pet them.
  • If you want a quiet area to meditate and reflect, head to the Berman Reflection Room at the Main Hall of the International Terminal of SFO.
  • Your four-legged companion is welcome at Chicago Midway Airport. However, there are some limits and laws in place. MDW's pet policies, like those of other airports, require all pets to be restrained in crates unless they are utilizing pet relieving areas or being screened for security. The airport has two hygienic pet relieving areas, one indoor across Gate A5 in Concourse A and one outdoor on the Lower Level terminal road.

Prefer to fly direct from San Francisco to Chicago?

 
Find which airlines fly direct from San Francisco Airport to Chicago, which days they fly and book direct flights.

Direct departures

San Francisco to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Friday

American Airlines,Southwest,United Airlines, +1 more

American Airlines,Southwest, +2 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Chicago to San Francisco

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

More options for your flight from San Francisco to Chicago

Complete your trip to Chicago with a hotel stay or car rental