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
$251
Typical prices: $323-$536
Frontier
Mon 11/5Fri 11/9
SFO - ORD • 2 stops
Cheapest non-stop
$257
Typical prices: $330-$542
Southwest
Sat 9/29Wed 10/3
SFO - MDW • Non-stop
Nonstop flights
You can fly direct with United Airlines, American Airlines and Southwest. Average duration is 4h 27m
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 40% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 16% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $263 (round-trip)
Shortest trip • 6h 29m (one-way)
Insights
Insights
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Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San Francisco to Chicago

Thu, Nov 5 - Mon, Nov 9
Frontier Logo
6:02 pm - 5:13 amSFO  San Francisco-ORD Chicago O'Hare Intl
9h 11m2 stops Ontario Las Vegas Harry Reid Intl
Frontier Logo
6:30 am - 11:17 amORD  Chicago O'Hare Intl-SFO San Francisco
6h 47m1 stop Denver Intl
$251Frontier
Wed, Oct 14 - Tue, Nov 10
Frontier Logo
7:25 pm - 6:34 amSFO  San Francisco-ORD Chicago O'Hare Intl
9h 09m1 stop Los Angeles
Frontier Logo
6:30 am - 8:32 pmORD  Chicago O'Hare Intl-SFO San Francisco
16h 02m2 stops Denver Intl Los Angeles
$251Frontier
Tue, Oct 6 - Tue, Feb 9
Multiple Airlines Logo
7:11 pm - 5:38 amSFO  San Francisco-ORD Chicago O'Hare Intl
8h 27m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
7:40 am - 12:44 pmORD  Chicago O'Hare Intl-SFO San Francisco
7h 04m1 stop San Diego
$252Multiple Airlines
Wed, Sep 23 - Mon, Sep 28
Multiple Airlines Logo
9:27 am - 7:21 pmSFO  San Francisco-ORD Chicago O'Hare Intl
7h 54m1 stop San Diego
Multiple Airlines Logo
8:55 pm - 8:14 amORD  Chicago O'Hare Intl-SFO San Francisco
13h 19m1 stop Las Vegas Harry Reid Intl
$253Multiple Airlines
Tue, Sep 29 - Sat, Oct 3
United Airlines Logo
6:10 am - 12:45 pmSFO  San Francisco-ORD Chicago O'Hare Intl
4h 35mnonstop
United Airlines Logo
7:44 am - 10:30 amORD  Chicago O'Hare Intl-SFO San Francisco
4h 46mnonstop
$257United Airlines
Thu, Sep 24 - Mon, Sep 28
United Airlines Logo
5:00 am - 11:25 amSFO  San Francisco-ORD Chicago O'Hare Intl
4h 25mnonstop
United Airlines Logo
9:40 pm - 12:30 amORD  Chicago O'Hare Intl-SFO San Francisco
4h 50mnonstop
$257United Airlines
Tue, Oct 20 - Thu, Oct 22
American Airlines Logo
7:10 am - 1:44 pmSFO  San Francisco-ORD Chicago O'Hare Intl
4h 34mnonstop
American Airlines Logo
3:15 pm - 6:15 pmORD  Chicago O'Hare Intl-SFO San Francisco
5h 00mnonstop
$257American Airlines
Thu, Oct 15 - Mon, Oct 19
American Airlines Logo
3:18 pm - 9:50 pmSFO  San Francisco-ORD Chicago O'Hare Intl
4h 32mnonstop
American Airlines Logo
9:31 pm - 12:30 amORD  Chicago O'Hare Intl-SFO San Francisco
4h 59mnonstop
$257American Airlines
Tue, Sep 29 - Sat, Oct 3
Southwest Logo
11:40 pm - 5:50 amSFO  San Francisco-MDW Chicago Midway
4h 10mnonstop
Southwest Logo
7:05 pm - 9:45 pmMDW  Chicago Midway-SFO San Francisco
4h 40mnonstop
$257Southwest
Tue, Oct 13 - Sat, Oct 17
Southwest Logo
11:40 pm - 5:50 amSFO  San Francisco-MDW Chicago Midway
4h 10mnonstop
Southwest Logo
7:05 pm - 9:50 pmMDW  Chicago Midway-SFO San Francisco
4h 45mnonstop
$257Southwest
Booking Insights

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 from San Francisco to Chicago with more confidence.

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

Round-trip flights from San Francisco to Chicago start at $251. Prices are below average for this route right now, with typical round-trip fares ranging from $323 to $536. The lowest price found in the past 5 days was $251 on Frontier.

What is the cheapest San Francisco to Chicago flight route?

There's little price difference between San Francisco to Chicago routes. They average around $401 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?

Wednesday is the cheapest day of the week to fly from San Francisco to Chicago, it is 9% cheaper than the average day. Sunday is the most expensive day with flight prices 17% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from San Francisco to Chicago?

  • September is the cheapest month to fly from San Francisco to Chicago at $347 round-trip.
  • June ($470) and July ($445) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 35% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices 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 40% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

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

February

Cheapest flight

$122
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from San Francisco to Chicago Midway 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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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.

  • 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.

  • What airlines are available from San Francisco to Chicago?

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

    • United Airlines
    • American Airlines
    • Southwest

  • 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).

  • 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 and a checked bag in Economy Class

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

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

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

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • 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 $263 round-trip via Denver Intl (DEN), compared to $419 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.

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

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

    • Denver Intl (DEN) - 21% of one-stop connections
    • San Diego (SAN) - 17% of one-stop connections
    • Las Vegas Harry Reid Intl (LAS) - 15% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 13% of one-stop connections

    Denver Intl (DEN) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 23% on the San Francisco to Chicago route. Wednesday is the cheapest departure day at $375 round-trip on average, while Sunday is the most expensive at $482, a difference of $107. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • 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, 10% of flights were delayed in the past 3 months, with delays averaging 2 hours 42 minutes.

  • 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 41% of flights leaving in that window. Afternoon departures account for 28%, night flights for 22%, and evening flights for 9%.

  • What popular places can I visit in Chicago?

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

  • 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 4:37 am
    • Latest: departs at 11:44 pm and lands at 4:11 am.

    The flight takes about 4h 27m.

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

    Last-minute fares on this route - booked within 2 weeks of departure - run 42% above the route average of $411. Book 6 weeks before departure for the lowest fares.

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

    A nonstop flight from San Francisco to Chicago takes 4h 27m, 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.

  • 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 $251 to $2,369. That means the highest observed fare was about 9x higher than the lowest one.

  • 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 $126, which is 50% below the typical average for this route.

  • How does United Airlines’s on-time performance compare to other airlines on San Francisco to Chicago flights?

    United Airlines is slightly above the route average for timely arrivals, while American Airlines has a lower on-time arrival rate. On-time arrival rates on San Francisco to Chicago flights are:

    • United Airlines: 91% on time
    • American Airlines: 89% on time
    • Alaska Airlines: 73% on time

    Overall, flights on this route are on time 90% of the time on average.

  • How do delay rates compare for morning and evening flights from San Francisco to Chicago?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • 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 29m, 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 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
    · Dollar
    · Ace

    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 $30:

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

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

    Round-trip flights from San Francisco to Chicago range from $323 to $536, with an average of $411 over the past 12 months. Anything below $323 counts as a good deal.

  • 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.

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 can be flexible, aim for a Wednesday departure instead of Sunday. On this route, Wednesday flights average $375 - about $107 less than Sunday (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 40% 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 September. Fares historically average $347 round-trip in that month - typically $123 less than the most expensive month, which is June (based on the last 12 months).
  • If arriving on time is high on your priority list, United Airlines is the strongest pick on this route. 91% of United Airlines flights from San Francisco to Chicago arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 90%. When flights on this route do arrive late, the average delay is 2 hours 42 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • 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 $263 round-trip on this route - about $156 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

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

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