Cheap Flights from San Francisco, CA to Chicago, IL from $85

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On Cheapflightsplus.com you will find 20 direct and 258 connecting flights from San Francisco to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $85, 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: $85 (one-way), $146 (round-trip).

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Best Flights from San Francisco to Chicago Today

Take a look at the list of non stop flights and flights with layovers from San Francisco to Chicago with the lowest price of $85. The fastest direct flight takes 4h 13m and the fastest connecting – 6h 4m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $85 Find flight	11:55 San Francisco San Francisco	18:18 Chicago O'Hare International	4h 23m	Hawaiian Airlines	HA7000
from $88 Find flight	11:55 San Francisco San Francisco	18:18 Chicago O'Hare International	4h 23m	Alaska Airlines	AS598
from $105 Find flight	23:25 San Francisco San Francisco	05:39+1 день Chicago O'Hare International	4h 14m	United Airlines	UA567
from $126 Find flight	18:43 San Francisco San Francisco	00:59+1 день Chicago O'Hare International	4h 16m	United Airlines	UA2429
from $160 Find flight	10:37 San Francisco San Francisco	17:04 Chicago O'Hare International	4h 27m	United Airlines	UA714
from $193 Find flight	10:35 San Francisco San Francisco	17:08 Chicago O'Hare International	4h 33m	United Airlines	UA2147
from $224 Find flight	10:35 San Francisco San Francisco	17:08 Chicago O'Hare International	4h 33m	United Airlines	UA2363
from $87 Find flight	15:00 San Francisco San Francisco	23:53 Chicago O'Hare International	6h 53m layover 1h 39m - Denver	Frontier Airlines	F91094 F93172
from $87 Find flight	06:37 San Francisco San Francisco	00:10+1 день Chicago O'Hare International	15h 33m layover 10h 14m - Denver	Frontier Airlines	F91230 F93172
from $88 Find flight	23:30 San Francisco San Francisco	11:49+1 день Chicago Midway	10h 19m layover 4h 10m - Dallas	Frontier Airlines	F94000 F91888
from $89 Find flight	20:53 San Francisco San Francisco	23:31+1 день Chicago O'Hare International	24h 38m layover 15h 54m - Orlando	Frontier Airlines	F91646 F92791
from $90 Find flight	12:03 San Francisco San Francisco	23:39 Chicago O'Hare International	9h 36m layover 3h 45m - Portland	Hawaiian Airlines	HA7006 HA6374
from $92 Find flight	08:57 San Francisco San Francisco	23:25 Chicago O'Hare International	12h 28m layover 6h 47m - Phoenix	Frontier Airlines	F92638 F91828
from $97 Find flight	12:03 San Francisco San Francisco	23:39 Chicago O'Hare International	9h 36m layover 3h 45m - Portland	Alaska Airlines	AS835 AS376
from $120 Find flight	11:48 San Francisco San Francisco	23:59 Chicago O'Hare International	10h 11m layover 1h 30m - Spokane 1h 11m - Seattle	Hawaiian Airlines	HA4881 HA4774 HA6819
from $126 Find flight	11:00 San Francisco San Francisco	23:59 Chicago O'Hare International	10h 59m layover 1h 19m - Los Angeles 1h 0m - Seattle	Alaska Airlines	AS3290 AS1083 AS538

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on July 02, 2025

Flight Schedule San Francisco (California) to Chicago (Illinois)

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	Flight Details	Flight Duration	Price
05:00 — 11:27	05:00 — 11:27 UA1448 United Airlines San Francisco — Chicago	4h 27m	Find flight from$105
06:30 — 13:04	06:30 — 13:04 UA2091 United Airlines San Francisco — Chicago	4h 34m	Find flight from$111
07:00 — 13:32	07:00 — 13:32 UA1437 United Airlines San Francisco — Chicago	4h 32m	Find flight from$111
07:00 — 13:32	07:00 — 13:32 UA2145 United Airlines San Francisco — Chicago	4h 32m	Find flight from$113
08:30 — 14:53	08:30 — 14:53 UA793 United Airlines San Francisco — Chicago	4h 23m	Find flight from$113
10:35 — 17:08	10:35 — 17:08 UA2147 United Airlines San Francisco — Chicago	4h 33m	Find flight from$193
10:35 — 17:08	10:35 — 17:08 UA2363 United Airlines San Francisco — Chicago	4h 33m	Find flight from$224
10:37 — 17:04	10:37 — 17:04 UA714 United Airlines San Francisco — Chicago	4h 27m	Find flight from$160
11:55 — 18:18	11:55 — 18:18 HA7000 Hawaiian Airlines San Francisco — Chicago	4h 23m	Find flight from$85
11:55 — 18:18	11:55 — 18:18 AS598 Alaska Airlines San Francisco — Chicago	4h 23m	Find flight from$88
13:55 — 20:11	13:55 — 20:11 UA1470 United Airlines San Francisco — Chicago	4h 16m	Find flight from$112
14:55 — 21:18	14:55 — 21:18 UA1791 United Airlines San Francisco — Chicago	4h 23m	Find flight from$105
16:50 — 23:13	16:50 — 23:13 UA1970 United Airlines San Francisco — Chicago	4h 23m	Find flight from$120
16:55 — 23:12	16:55 — 23:12 UA1482 United Airlines San Francisco — Chicago	4h 17m	Find flight from$111
18:43 — 00:59 +1 day	18:43 — 00:59 UA2117 United Airlines San Francisco — Chicago	4h 16m	Find flight from$120
18:43 — 00:59 +1 day	18:43 — 00:59 UA2429 United Airlines San Francisco — Chicago	4h 16m	Find flight from$126
23:00 — 05:13 +1 day	23:00 — 05:13 UA2097 United Airlines San Francisco — Chicago	4h 13m	Find flight from$111
23:25 — 05:39 +1 day	23:25 — 05:39 UA567 United Airlines San Francisco — Chicago	4h 14m	Find flight from$105
23:25 — 05:39 +1 day	23:25 — 05:39 UA494 United Airlines San Francisco — Chicago	4h 14m	Find flight from$112
23:59 — 06:15 +1 day	23:59 — 06:15 UA2046 United Airlines San Francisco — Chicago	4h 16m	Find flight from$113
05:45 — 14:56	10:53 — 12:34 F94158 Frontier Airlines San Francisco — Las Vegas 1h 54m stop 06:11 — 11:48 F92330 Frontier Airlines Las Vegas — Chicago	7h 11m including layover	Find flight from$105
06:00 — 16:49	06:00 — 08:04 HA7023 Hawaiian Airlines San Francisco — Seattle 2h 33m stop 10:50 — 16:57 HA6818 Hawaiian Airlines Seattle — Chicago	8h 49m including layover	Find flight from$110
06:37 — 00:10 +1 day	06:37 — 10:17 F91230 Frontier Airlines San Francisco — Denver 10h 14m stop 20:31 — 00:10 F93172 Frontier Airlines Denver — Chicago	15h 33m including layover	Find flight from$87
08:57 — 23:25	08:57 — 11:04 F92638 Frontier Airlines San Francisco — Phoenix 6h 47m stop 17:51 — 23:25 F91828 Frontier Airlines Phoenix — Chicago	12h 28m including layover	Find flight from$92
09:05 — 17:15	09:11 — 14:48 SY392 Sun Country Airlines San Francisco — Minneapolis 54m stop 15:42 — 17:21 SY259 Sun Country Airlines Minneapolis — Chicago	6h 10m including layover	Find flight from$117
10:08 — 22:04	09:15 — 11:26 HA7027 Hawaiian Airlines San Francisco — Seattle 3h 36m stop 16:25 — 22:30 HA6821 Hawaiian Airlines Seattle — Chicago	9h 56m including layover	Find flight from$114
10:08 — 19:48	09:15 — 11:26 AS1113 Alaska Airlines San Francisco — Seattle 1h 16m stop 13:45 — 19:42 AS410 Alaska Airlines Seattle — Chicago	7h 40m including layover	Find flight from$120
12:03 — 23:39	12:03 — 13:50 HA7006 Hawaiian Airlines San Francisco — Portland 3h 45m stop 17:35 — 23:39 HA6374 Hawaiian Airlines Portland — Chicago	9h 36m including layover	Find flight from$90
12:03 — 23:39	12:03 — 13:50 AS835 Alaska Airlines San Francisco — Portland 3h 45m stop 17:35 — 23:39 AS376 Alaska Airlines Portland — Chicago	9h 36m including layover	Find flight from$97
13:20 — 22:20	10:37 — 12:15 F94306 Frontier Airlines San Francisco — San Diego 1h stop 16:53 — 22:56 F91856 Frontier Airlines San Diego — Chicago	7h including layover	Find flight from$109
14:45 — 23:59	14:39 — 16:50 HA7030 Hawaiian Airlines San Francisco — Seattle 1h stop 17:55 — 23:59 HA6819 Hawaiian Airlines Seattle — Chicago	7h 14m including layover	Find flight from$120
15:00 — 23:53	15:00 — 18:43 F91094 Frontier Airlines San Francisco — Denver 1h 39m stop 20:22 — 23:53 F93172 Frontier Airlines Denver — Chicago	6h 53m including layover	Find flight from$87
18:13 — 17:09 +1 day	18:09 — 23:59 SY396 Sun Country Airlines San Francisco — Minneapolis 15h 43m stop 15:36 — 17:15 SY261 Sun Country Airlines Minneapolis — Chicago	20h 56m including layover	Find flight from$114
19:26 — 12:07 +1 day	18:55 — 21:12 AS1065 Alaska Airlines San Francisco — Seattle 8h 21m stop 06:00 — 12:07 AS408 Alaska Airlines Seattle — Chicago	14h 41m including layover	Find flight from$123
20:53 — 23:31 +1 day	20:45 — 05:20 F91646 Frontier Airlines San Francisco — Orlando 15h 54m stop 21:57 — 00:04 F92791 Frontier Airlines Orlando — Chicago	24h 38m including layover	Find flight from$89
20:53 — 08:07 +1 day	20:45 — 05:20 F91646 Frontier Airlines San Francisco — Orlando 43m stop 06:10 — 08:22 F93043 Frontier Airlines Orlando — Chicago	9h 14m including layover	Find flight from$97
23:30 — 11:49 +1 day	00:22 — 05:58 F94000 Frontier Airlines San Francisco — Dallas 4h 10m stop 13:37 — 15:59 F91888 Frontier Airlines Dallas — Chicago	10h 19m including layover	Find flight from$88
23:59 — 17:15 +1 day	23:59 — 05:35 SY398 Sun Country Airlines San Francisco — Minneapolis 10h 1m stop 17:36 — 19:17 SY261 Sun Country Airlines Minneapolis — Chicago	15h 16m including layover	Find flight from$102

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on July 2, 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 86 $), july (from 86 $), february (from 107 $).

The most expensive months are december (from 220 $), october (from 152 $), september (from 147 $).

What is the lowest airfare San Francisco to Chicago?

The cheapest plane ticket found by our users is $85. This airfare is for economy class on one-way HA7000 flight by Hawaiian Airlines for July 14, 2025 which leaves San Francisco in San Francisco at 11:55 am and arrives at Chicago O'Hare International at 18:18.

Economy class

$85

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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 6 regular airlines and 2 low-cost airlines. Most of the flights on this route are operated by United Airlines - 64 departures per week at the price of from $ 105 . And the most expensive tickets are offered by United Airlines airline - from $ 585.

Direct flights

There are 20 nonstop flights on the route. The fastest direct flight is UA2097 by United Airlines takes 4h 13m and the cheapest is HA7000 by Hawaiian Airlines for $85.

UA - United Airlines

from $105

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AS - Alaska Airlines

from $88

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HA - Hawaiian Airlines

from $85

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Connecting Flights

There are 258 flights with layovers on the route. The fastest connecting flight is SY392 by Sun Country Airlines takes 6h 4m and the cheapest is HA7000 by Hawaiian Airlines for $87.

UA - United Airlines

from $183

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AS - Alaska Airlines

from $97

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F9 - Frontier Airlines

from $87

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SY - Sun Country Airlines

from $102

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HA - Hawaiian Airlines

from $90

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MX - Mexicana

from $288

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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 $85
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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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Airplanes

There are flights to Chicago from San Francisco by 6 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

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.

San Francisco — Los Angeles

from $62

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San Francisco — New York

from $70

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San Francisco — Las Vegas

from $57

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San Francisco — San Diego

from $67

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San Francisco — Seattle

from $54

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San Francisco — Chicago

from $69

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San Francisco — Boston

from $59

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San Francisco — Miami

from $61

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San Francisco — Phoenix

from $58

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San Francisco — Washington D.C.

from $66

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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.

San Francisco — Vancouver

from $56

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San Francisco — London

from $72

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San Francisco — Tokyo

from $73

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San Francisco — Toronto

from $67

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San Francisco — Mumbai

from $63

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San Francisco — Paris

from $58

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San Francisco — Sydney

from $78

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San Francisco — Manila

from $67

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San Francisco — Cancun

from $69

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San Francisco — Singapore

from $56

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How to book a plane 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.