SFO - CHI

$220 Find Cheap Flights from San Francisco to Chicago – Compare and Save

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Everything you should know

Cheapest return flight
$460
Typical prices: $565-$937
United Airlines
Fri 12/10Mon 15/10
SFO - ORD • Direct
Cheapest one-way flight
$220
Typical prices: $303-$573
Alaska Airlines
Sat 15/12
SFO - ORD • 1 stop
Direct flights
You can fly direct with United Airlines, American Airlines, and Southwest. Average duration is 4h 26m
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 travellers 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 stopover airports
Cheapest • Avg $460 (return)
Shortest trip • 6h 29m (one-way)
Insights
Insights
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We hope you enjoy your trip to Chicago!
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Booking Insights
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 return flight deals from San Francisco to Chicago

Mon, 12 Oct - Thu, 15 Oct
United Airlines Logo
22:42 - 05:01SFO  San Francisco-ORD Chicago O'Hare Intl
4h 19mdirect
United Airlines Logo
21:40 - 00:30ORD  Chicago O'Hare Intl-SFO San Francisco
4h 50mdirect
$460United Airlines
Mon, 7 Dec - Wed, 6 Jan
Alaska Airlines Logo
09:40 - 23:59SFO  San Francisco-ORD Chicago O'Hare Intl
12h 19m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
14:11 - 20:03ORD  Chicago O'Hare Intl-SFO San Francisco
7h 52m1 stop Portland
$467Alaska Airlines
Sat, 10 Oct - Fri, 16 Oct
United Airlines Logo
15:00 - 21:37SFO  San Francisco-ORD Chicago O'Hare Intl
4h 37mdirect
United Airlines Logo
16:40 - 19:32ORD  Chicago O'Hare Intl-SFO San Francisco
4h 52mdirect
$474United Airlines
Mon, 5 Oct - Fri, 9 Oct
JetBlue Logo
23:10 - 13:47SFO  San Francisco-ORD Chicago O'Hare Intl
12h 37m1 stop Fort Lauderdale
JetBlue Logo
14:55 - 00:07ORD  Chicago O'Hare Intl-SFO San Francisco
11h 12m1 stop Fort Lauderdale
$489JetBlue
Sat, 17 Oct - Fri, 23 Oct
Alaska Airlines Logo
19:11 - 05:40SFO  San Francisco-ORD Chicago O'Hare Intl
8h 29m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
15:49 - 22:49ORD  Chicago O'Hare Intl-SFO San Francisco
9h 00m1 stop Seattle/Tacoma Intl
$491Alaska Airlines
Fri, 16 Oct - Mon, 19 Oct
United Airlines Logo
18:38 - 00:55SFO  San Francisco-ORD Chicago O'Hare Intl
4h 17mdirect
United Airlines Logo
21:40 - 00:30ORD  Chicago O'Hare Intl-SFO San Francisco
4h 50mdirect
$502United Airlines
Mon, 5 Oct - Thu, 8 Oct
JetBlue Logo
23:10 - 13:47SFO  San Francisco-ORD Chicago O'Hare Intl
12h 37m1 stop Fort Lauderdale
JetBlue Logo
14:55 - 00:07ORD  Chicago O'Hare Intl-SFO San Francisco
11h 12m1 stop Fort Lauderdale
$503JetBlue
Sat, 5 Dec - Thu, 7 Jan
Delta Logo
06:00 - 14:53SFO  San Francisco-ORD Chicago O'Hare Intl
6h 53m1 stop Minneapolis St Paul
Delta Logo
06:00 - 11:09ORD  Chicago O'Hare Intl-SFO San Francisco
7h 09m1 stop Minneapolis St Paul
$507Delta
Tue, 8 Dec - Thu, 7 Jan
Alaska Airlines Logo
07:00 - 17:49SFO  San Francisco-ORD Chicago O'Hare Intl
8h 49m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
08:00 - 21:49ORD  Chicago O'Hare Intl-SFO San Francisco
15h 49m2 stops Seattle/Tacoma Intl Los Angeles
$509Alaska Airlines
Thu, 10 Dec - Fri, 8 Jan
Alaska Airlines Logo
06:00 - 17:49SFO  San Francisco-ORD Chicago O'Hare Intl
9h 49m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
14:11 - 20:03ORD  Chicago O'Hare Intl-SFO San Francisco
7h 52m1 stop Portland
$519Alaska Airlines
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 return flight from San Francisco to Chicago?

Return flights from San Francisco to Chicago start at $460. Prices are below average for this route right now, with typical return fares ranging from $565 to $937. The lowest price found in the past 5 days was $460 on United Airlines.

What is the cheapest San Francisco to Chicago flight route?

There's little price difference between San Francisco to Chicago routes. They average around $701 return, 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 and 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 $606 return.
•June ($821) and July ($778) 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.

Key details for San Francisco to Chicago flights

Low season

February

Cheapest flight

$220
Best time to beat the crowds (15% less expensive on average)
Most popular time to fly (14% more expensive on average)
Flights 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 return 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.

  • 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 00:10 and lands at 04:36
    • Latest: departs at 23:51 and lands at 04:17.

    The flight takes about 4h 26m.

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

    Only Economy class is available on flights from San Francisco to Chicago.

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

    A direct flight from San Francisco to Chicago takes 4h 26m, covering 4,805 km.

  • 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?

    Return flights from San Francisco to Chicago range from $565 to $937, with an average of $718 over the past 12 months. Anything below $565 counts as a good deal.

  • 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 $718. Book 6 weeks before departure for the lowest fares.

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

    On this route, stopover flights are cheaper than direct options on average. Stopover fares average $460 return via Denver Intl (DEN), compared with $732 for direct.

  • 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: 89% on time

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

  • 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 $70–$175 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 41% leaving in that window. Afternoon departures account for 28%, Night flights for 22%, and Evening flights for 9%.

  • 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 programme, while 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 $266, which is 39% 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 $30:

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

    Near Chicago Midway Airport (MDW) – daily rates from around $56:

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

    Near Chicago Greater Rockford Airport (RFD) – daily rates from around $53:

    • 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).

  • 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.

  • At what point is a flight considered delayed on the route 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 51 minutes.

  • 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 $655 return on average, while Sunday is the most expensive at $842, a difference of $187. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • Which airlines are available on the route from San Francisco to Chicago?

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

    • United Airlines
    • American Airlines
    • Southwest

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

    Flying via Salt Lake City (SLC) gives the shortest average 1-stop total travel time of 6h 29m, compared to 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 and River North. 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 travellers should 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.

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 instead of Sunday. On this route, Wednesday flights average $655 – about $187 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 $606 return in that month – typically $215 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 hours51 minutes, so choosing an airline 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 stopover option averages $460 return on this route – about $272 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.
    - 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.

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 hire