SFO - CHI

₹ 12,526 Find Cheap Flights from San Francisco to Chicago – Compare and Save

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Everything you should know

Cheapest return flight
₹ 26,571
Typical prices: ₹ 31,403-₹ 51,186
Southwest
Sat 1/12Fri 7/12
SFO - MDW • 2 stops
Cheapest direct flights
₹ 27,140
Typical prices: ₹ 31,745-₹ 51,689
Southwest
Tue 11/12Fri 14/12
SFO - MDW • Direct
Direct 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 travellers 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 stopover airports
Cheapest • Avg ₹ 27,115 (return)
Shortest trip • 6h 32m (one-way)
Insights
Insights
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We hope you enjoy your trip to Chicago!
Flight Deals
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

Tue, 1 Dec - Mon, 7 Dec
Southwest Logo
07:00 - 17:20SFO  San Francisco-MDW Chicago Midway
8h 20m2 stops Las Vegas Harry Reid Intl Omaha Eppley Airfield
Southwest Logo
08:00 - 15:50MDW  Chicago Midway-SFO San Francisco
9h 50m1 stop Nashville Intl
₹ 26,571Southwest
Wed, 2 Dec - Tue, 8 Dec
Frontier Logo
10:39 - 00:53SFO  San Francisco-ORD Chicago O'Hare Intl
12h 14m1 stop Denver Intl
Frontier Logo
08:30 - 15:38ORD  Chicago O'Hare Intl-SFO San Francisco
9h 08m1 stop Atlanta Hartsfield-Jackson
₹ 26,666Frontier
Thu, 3 Dec - Fri, 4 Dec
Frontier Logo
18:30 - 04:59SFO  San Francisco-ORD Chicago O'Hare Intl
8h 29m1 stop Las Vegas Harry Reid Intl
Frontier Logo
07:00 - 19:15ORD  Chicago O'Hare Intl-SFO San Francisco
14h 15m1 stop Denver Intl
₹ 26,761Frontier
Tue, 1 Dec - Mon, 7 Dec
Frontier Logo
18:30 - 04:59SFO  San Francisco-ORD Chicago O'Hare Intl
8h 29m1 stop Las Vegas Harry Reid Intl
Frontier Logo
06:21 - 11:26ORD  Chicago O'Hare Intl-SFO San Francisco
7h 05m1 stop Las Vegas Harry Reid Intl
₹ 26,951Frontier
Fri, 11 Dec - Mon, 14 Dec
Southwest Logo
23:35 - 06:00SFO  San Francisco-MDW Chicago Midway
4h 25mdirect
Southwest Logo
21:20 - 00:10MDW  Chicago Midway-SFO San Francisco
4h 50mdirect
₹ 27,140Southwest
Thu, 3 Dec - Mon, 7 Dec
Frontier Logo
18:30 - 04:59SFO  San Francisco-ORD Chicago O'Hare Intl
8h 29m1 stop Las Vegas Harry Reid Intl
Frontier Logo
06:21 - 11:26ORD  Chicago O'Hare Intl-SFO San Francisco
7h 05m1 stop Las Vegas Harry Reid Intl
₹ 27,235Frontier
Fri, 4 Dec - Sat, 5 Dec
Frontier Logo
10:39 - 00:53SFO  San Francisco-ORD Chicago O'Hare Intl
12h 14m1 stop Denver Intl
Frontier Logo
06:21 - 13:27ORD  Chicago O'Hare Intl-SFO San Francisco
9h 06m1 stop Las Vegas Harry Reid Intl
₹ 27,805Frontier
Thu, 3 Dec - Sun, 6 Dec
Southwest Logo
06:10 - 17:05SFO  San Francisco-MDW Chicago Midway
8h 55m2 stops Denver Intl Birmingham
Southwest Logo
05:55 - 10:30MDW  Chicago Midway-SFO San Francisco
6h 35m1 stop Denver Intl
₹ 27,994Southwest
Thu, 12 Nov - Sun, 15 Nov
United Airlines Logo
17:10 - 23:27SFO  San Francisco-ORD Chicago O'Hare Intl
4h 17mdirect
United Airlines Logo
20:29 - 23:28ORD  Chicago O'Hare Intl-SFO San Francisco
4h 59mdirect
₹ 28,089United Airlines
Tue, 10 Nov - Fri, 13 Nov
Southwest Logo
07:00 - 17:20SFO  San Francisco-MDW Chicago Midway
8h 20m2 stops Las Vegas Harry Reid Intl Omaha Eppley Airfield
Southwest Logo
12:20 - 18:25MDW  Chicago Midway-SFO San Francisco
8h 05m2 stops Tucson Los Angeles
₹ 28,089Southwest
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 with more confidence.

How much is a return flight from San Francisco to Chicago?

Return flights from San Francisco to Chicago typically range from ₹ 31,403 to ₹ 51,186. The lowest price found in the past 5 days was ₹ 26,571 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 ₹ 38,500 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?

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

•February is the cheapest month to fly from San Francisco to Chicago at ₹ 33,593 return.
•June (₹ 44,601) and November (₹ 43,083) 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.

Key details for San Francisco to Chicago flights

Low season

January

Cheapest flight

₹ 12,526
Beat the crowds with an average 37% drop in traveller numbers.
The most popular month to fly with an average 56% increase in traveller numbers.
One-way 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 return 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 00:10 and lands at 04:35
    • Latest: departs at 23:52 and lands at 04:17.

    The flight takes about 4h 25m.

  • 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 25m, 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 another form of identification, such as a driving licence.

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

    Return flights from San Francisco to Chicago range from ₹ 31,403 to ₹ 51,186, with an average of ₹ 39,511 over the past 12 months. Anything below ₹ 31,403 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 ₹ 39,511 route average. 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 ₹ 27,115 return via Denver Intl (DEN), compared with ₹ 40,186 for direct.

  • 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 ₹ 3,796–₹ 9,489 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 39% leaving in that window. Afternoon departures account for 29%, Night flights for 23%, and Evening flights for 9%.

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

    Yes. Based on fares seen in the past 5 days, return flight prices on this route showed a wide range, from about ₹ 26,571 to ₹ 258,025. That means the highest observed fare was about 10x 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 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 ₹ 13,959, which is 42% 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 ₹ 1,603:

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

    Near Chicago Midway Airport (MDW) – daily rates from around ₹ 3,069:

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

    Near Chicago Greater Rockford Airport (RFD) – daily rates from around ₹ 2,635:

    • 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 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, 9% of flights were delayed in the past three 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 ₹ 35,776 return on average, while Sunday is the most expensive at ₹ 45,740, a difference of ₹ 9,964.

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

  • Which airlines fly from San Francisco to Chicago?

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

    • United Airlines
    • American Airlines
    • Southwest
    • Aer Lingus

  • 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 32m, 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 Millennium Park, River North, and Magnificent Mile. 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

    Baggage 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.

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 ₹ 35,776, about ₹ 9,964 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 ₹ 33,593 return in that month – typically ₹ 11,008 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 stopover option averages ₹ 27,115 return on this route – about ₹ 13,071 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
    • 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, +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 hire