Cheap Flights from San Francisco, CA to Chicago, IL from $81

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 $81, 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

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $81 (one-way), $139 (round-trip).
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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 Arrival Flight Details Flight Duration Price
05:00 — 11:27
05:00 — 11:27 UA1448 United Airlines
San Francisco — Chicago
4h 27m
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from$132
06:30 — 13:04
06:30 — 13:04 UA2091 United Airlines
San Francisco — Chicago
4h 34m
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from$141
07:00 — 13:32
07:00 — 13:32 UA1437 United Airlines
San Francisco — Chicago
4h 32m
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from$141
08:30 — 14:53
08:30 — 14:53 UA793 United Airlines
San Francisco — Chicago
4h 23m
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from$143
10:37 — 17:04
10:37 — 17:04 UA714 United Airlines
San Francisco — Chicago
4h 27m
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from$202
11:55 — 18:18
11:55 — 18:18 HA7000 Hawaiian Airlines
San Francisco — Chicago
4h 23m
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from$108
11:55 — 18:18
11:55 — 18:18 AS598 Alaska Airlines
San Francisco — Chicago
4h 23m
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from$111
13:55 — 20:11
13:55 — 20:11 UA1470 United Airlines
San Francisco — Chicago
4h 16m
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from$142
14:55 — 21:18
14:55 — 21:18 UA1791 United Airlines
San Francisco — Chicago
4h 23m
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from$132
16:55 — 23:12
16:55 — 23:12 UA1482 United Airlines
San Francisco — Chicago
4h 17m
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from$141
18:43 — 00:59
+1 day
18:43 — 00:59 UA2117 United Airlines
San Francisco — Chicago
4h 16m
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from$138
23:00 — 05:13
+1 day
23:00 — 05:13 UA2097 United Airlines
San Francisco — Chicago
4h 13m
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from$141
23:15 — 05:29
+1 day
23:15 — 05:29 UA1048 United Airlines
San Francisco — Chicago
4h 14m
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from$139
23:25 — 05:39
+1 day
23:25 — 05:39 UA567 United Airlines
San Francisco — Chicago
4h 14m
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from$132
23:25 — 05:39
+1 day
23:25 — 05:39 UA494 United Airlines
San Francisco — Chicago
4h 14m
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from$142
23:59 — 06:15
+1 day
23:59 — 06:15 UA2046 United Airlines
San Francisco — Chicago
4h 16m
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from$139
*Departure and arrival times - local. Updated on September 17, 2025

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
  • The earliest flight 00:43
  • The latest flight 23:59
  • Distance 1857 ml

The cheapest months to travel to Chicago are january (from 81 $), september (from 81 $), february (from 101 $).

The most expensive months are december (from 208 $), october (from 144 $), august (from 110 $).

What is the lowest airfare San Francisco to Chicago?

The cheapest plane ticket found by our users is $81. This airfare is for economy class on one-way F94158 flight by Frontier Airlines for September 24, 2025 which leaves San Francisco in San Francisco at 05:45 am and arrives at Chicago Midway at 14:56.

Economy class
$81
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Business class
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First class
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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 $ 111 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 7056.

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 $111
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  • HA - Hawaiian Airlines
    from $108
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  • UA - United Airlines
    from $132
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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 $81.

  • AS - Alaska Airlines
    from $123
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  • F9 - Frontier Airlines
    from $81
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  • SY - Sun Country Airlines
    from $128
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  • TK - Turkish Airlines
    from $1614
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  • AY - Finnair
    from $3925
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  • HA - Hawaiian Airlines
    from $113
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  • MX - Mexicana
    from $351
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  • UA - United Airlines
    from $230
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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 $81
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  • Embarkadero-EMB
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  • China Basin Heliport-JCC
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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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 a plane ticket, please select dates.

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