On Cheapflightsplus.com you will find 23 direct and 447 connecting flights from San Francisco to Chicago. You can compare airfare deals from 8 airlines and multiple travel sites from $82, book and save on cheap plane tickets and last minute offers. Also check out SFO-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip San Francisco to Chicago Flight Deals

Cheapest flights in

october

: $ 82 (one-way), $ 141 (round-trip).
One-way
Two-way
October
121 $
November
December
January
February
March
April
May
June
July
August
September
October
224 $
November
December
January
February
March
April
May
June
July
August
September

Flight Information

Below we will explain in detail what the flights cost on the destination from San Francisco to Chicago depends on and how to choose the most interesting flight option for you.

Distance between San Francisco and Chicago is 2987 miles. Time difference between the cities is 2h. Airplanes depart 00:43 to 23:59 from 3 San Francisco airports and arrive 00:43 to 23:59 to 7 Chicago airports. Average flight time is 4h 23m.

  • The fastest flight 4h 13m
  • Average flight time 4h 23m
  • Distance 1857 ml

The cheapest months to travel to Chicago are october (from 82 $), january (from 82 $), february (from 102 $).

The most expensive months are december (from 209 $), september (from 140 $), august (from 111 $).

What is the lowest airfare San Francisco to Chicago?

The cheapest plane ticket found by our users is $82. This airfare is for economy class on one-way F94158 flight by Frontier Airlines for October 8, 2025 which leaves San Francisco in San Francisco at 05:45 am and arrives at Chicago Midway at 14:56.

Economy class
$82
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Business class
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First class
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Flight Schedule San Francisco (California) to Chicago (Illinois)

05:00 — 11:27
4h 27m flight time
Find flight
from$133
San Francisco — Chicago
UA1448 United Airlines
06:30 — 13:04
4h 34m flight time
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from$146
San Francisco — Chicago
UA2091 United Airlines
07:00 — 13:32
4h 32m flight time
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from$143
San Francisco — Chicago
UA2145 United Airlines
07:00 — 13:32
4h 32m flight time
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from$146
San Francisco — Chicago
UA1437 United Airlines
08:30 — 14:53
4h 23m flight time
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from$143
San Francisco — Chicago
UA793 United Airlines
10:37 — 17:04
4h 27m flight time
Find flight
from$204
San Francisco — Chicago
UA714 United Airlines
11:55 — 18:18
4h 23m flight time
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from$108
San Francisco — Chicago
HA7000 Hawaiian Airlines
11:55 — 18:18
4h 23m flight time
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from$112
San Francisco — Chicago
AS598 Alaska Airlines
13:55 — 20:11
4h 16m flight time
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from$142
San Francisco — Chicago
UA1470 United Airlines
14:55 — 21:18
4h 23m flight time
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from$133
San Francisco — Chicago
UA1791 United Airlines
16:55 — 23:12
4h 17m flight time
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from$146
San Francisco — Chicago
UA1482 United Airlines
18:43 — 00:59+1day
4h 16m flight time
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from$139
San Francisco — Chicago
UA2117 United Airlines
23:15 — 05:29+1day
4h 14m flight time
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from$139
San Francisco — Chicago
UA1048 United Airlines
23:25 — 05:39+1day
4h 14m flight time
Find flight
from$133
San Francisco — Chicago
UA567 United Airlines
23:25 — 05:39+1day
4h 14m flight time
Find flight
from$142
San Francisco — Chicago
UA494 United Airlines
23:59 — 06:15+1day
4h 16m flight time
Find flight
from$139
San Francisco — Chicago
UA2046 United Airlines
Full flight schedule will help you in detecting at what time planes fly from San Francisco to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
*Departure and arrival times - local. Updated on October 2, 2025.

Popular Airlines on the Route

The flight San Francisco — Chicago is served by 8 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 90 departures per week at the price of from $112. And the most expensive tickets are offered by Alaska Airlines airline - from $7095.

Direct flights

There are 23 nonstop flights on the route. The fastest direct flight is UA2097 by United Airlines takes 4h 13m and the cheapest is F94158 by Frontier Airlines for $108.
  • AS - Alaska Airlines
    from $112
  • HA - Hawaiian Airlines
    from $108
  • UA - United Airlines
    from $133
See more direct flights

Connecting Flights

There are 447 flights with layovers on the route. The fastest connecting flight is UA1527 by United Airlines takes 5h 58m and the cheapest is F94158 by Frontier Airlines for $82.
  • AS - Alaska Airlines
    from $123
  • F9 - Frontier Airlines
    from $82
  • SY - Sun Country Airlines
    from $129
  • TK - Turkish Airlines
    from $1624
  • AY - Finnair
    from $3947
  • HA - Hawaiian Airlines
    from $114
  • MX - Mexicana
    from $353
  • UA - United Airlines
    from $232
See more connecting flights

Airports

You can fly from San Francisco to Chicago from 3 airports (San Francisco, Embarkadero, China Basin Heliport).

San Francisco airports

  • San Francisco-SFO
    from $82
  • Embarkadero-EMB
  • China Basin Heliport-JCC

Chicago airports

  • O'Hare International-ORD
  • Midway-MDW
  • Dupage County-DPA
  • Chicago FSS-CHI
  • Merrill C Meigs (closed)-CGX
  • Pal-Waukee-PWK
  • Chicago NAS-NOH

Top Domestic Destinations from San Francisco

You may also consider searching for discounted plane tickets to some other popular places from San Francisco within United States.

Top International Destinations from San Francisco

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find Flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

To find an airline ticket, please select dates.

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