Cheap Flights from San Francisco, CA to Chicago, IL from $86

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 $86, 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: $86 (one-way), $147 (round-trip).
Direct flights
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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$161
06:04 — 12:30
06:04 — 12:30 UA587 United Airlines
San Francisco — Chicago
4h 26m
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from$554
06:30 — 13:04
06:30 — 13:04 UA2091 United Airlines
San Francisco — Chicago
4h 34m
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from$149
07:00 — 13:32
07:00 — 13:32 UA1437 United Airlines
San Francisco — Chicago
4h 32m
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from$149
07:00 — 13:32
07:00 — 13:32 UA2145 United Airlines
San Francisco — Chicago
4h 32m
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from$151
08:30 — 14:53
08:30 — 14:53 UA793 United Airlines
San Francisco — Chicago
4h 23m
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from$151
10:35 — 17:08
10:35 — 17:08 UA2147 United Airlines
San Francisco — Chicago
4h 33m
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from$259
10:35 — 17:08
10:35 — 17:08 UA2363 United Airlines
San Francisco — Chicago
4h 33m
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from$301
10:37 — 17:04
10:37 — 17:04 UA714 United Airlines
San Francisco — Chicago
4h 27m
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from$365
11:55 — 18:18
11:55 — 18:18 AS598 Alaska Airlines
San Francisco — Chicago
4h 23m
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from$119
11:55 — 18:18
11:55 — 18:18 HA7000 Hawaiian Airlines
San Francisco — Chicago
4h 23m
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from$154
13:55 — 20:11
13:55 — 20:11 UA1470 United Airlines
San Francisco — Chicago
4h 16m
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from$150
14:45 — 21:08
14:45 — 21:08 UA1225 United Airlines
San Francisco — Chicago
4h 23m
Find flight
from$179
14:55 — 21:18
14:55 — 21:18 UA1791 United Airlines
San Francisco — Chicago
4h 23m
Find flight
from$161
16:50 — 23:13
16:50 — 23:13 UA1970 United Airlines
San Francisco — Chicago
4h 23m
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from$161
16:55 — 23:12
16:55 — 23:12 UA1482 United Airlines
San Francisco — Chicago
4h 17m
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from$149
18:43 — 00:59
+1 day
18:43 — 00:59 UA2117 United Airlines
San Francisco — Chicago
4h 16m
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from$163
18:43 — 00:59
+1 day
18:43 — 00:59 UA2429 United Airlines
San Francisco — Chicago
4h 16m
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from$169
23:00 — 05:13
+1 day
23:00 — 05:13 UA2097 United Airlines
San Francisco — Chicago
4h 13m
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from$149
23:15 — 05:29
+1 day
23:15 — 05:29 UA1048 United Airlines
San Francisco — Chicago
4h 14m
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from$147
23:25 — 05:39
+1 day
23:25 — 05:39 UA494 United Airlines
San Francisco — Chicago
4h 14m
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from$150
23:25 — 05:39
+1 day
23:25 — 05:39 UA567 United Airlines
San Francisco — Chicago
4h 14m
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from$161
23:59 — 06:15
+1 day
23:59 — 06:15 UA2046 United Airlines
San Francisco — Chicago
4h 16m
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from$151
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
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from$86
05:45 — 20:53
05:45 — 07:24 F94158 Frontier Airlines
San Francisco — Las Vegas
7h 39m stop
15:03 — 20:53 F92146 Frontier Airlines
Las Vegas — Chicago
13h 8m
including layover
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from$120
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$116
06:37 — 23:43
06:15 — 09:54 F91230 Frontier Airlines
San Francisco — Denver
9h 53m stop
20:22 — 23:52 F93174 Frontier Airlines
Denver — Chicago
15h 6m
including layover
Find flight
from$121
07:00 — 18:55
07:00 — 09:09 HA6896 Hawaiian Airlines
San Francisco — Seattle
3h 31m stop
12:40 — 18:55 HA6817 Hawaiian Airlines
Seattle — Chicago
9h 55m
including layover
Find flight
from$148
08:00 — 18:55
08:00 — 10:13 HA6832 Hawaiian Airlines
San Francisco — Seattle
2h 27m stop
12:40 — 18:55 HA6817 Hawaiian Airlines
Seattle — Chicago
8h 55m
including layover
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from$148
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
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from$123
09:42 — 23:52
09:42 — 13:24 F91094 Frontier Airlines
San Francisco — Denver
6h 58m stop
20:22 — 23:52 F93174 Frontier Airlines
Denver — Chicago
12h 10m
including layover
Find flight
from$134
09:42 — 20:53
09:42 — 13:24 F91094 Frontier Airlines
San Francisco — Denver
4h 2m stop
17:26 — 20:53 F92210 Frontier Airlines
Denver — Chicago
9h 11m
including layover
Find flight
from$136
10:33 — 20:56
10:33 — 12:13 F92486 Frontier Airlines
San Francisco — Las Vegas
2h 47m stop
15:00 — 20:56 F92146 Frontier Airlines
Las Vegas — Chicago
8h 23m
including layover
Find flight
from$138
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$120
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$130
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
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from$147
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$117
15:02 — 23:56
15:02 — 16:46 HA7009 Hawaiian Airlines
San Francisco — Portland
1h 5m stop
17:51 — 23:56 HA6242 Hawaiian Airlines
Portland — Chicago
6h 54m
including layover
Find flight
from$149
17:49 — 05:40
+1 day
17:49 — 20:00 HA7029 Hawaiian Airlines
San Francisco — Seattle
3h 40m stop
23:40 — 05:40 HA6669 Hawaiian Airlines
Seattle — Chicago
9h 51m
including layover
Find flight
from$142
17:49 — 05:40
+1 day
17:49 — 20:00 HA6834 Hawaiian Airlines
San Francisco — Seattle
3h 40m stop
23:40 — 05:40 HA6669 Hawaiian Airlines
Seattle — Chicago
9h 51m
including layover
Find flight
from$148
18:39 — 23:52
+1 day
18:19 — 22:03 F93440 Frontier Airlines
San Francisco — Denver
21h 59m stop
20:22 — 23:52 F93174 Frontier Airlines
Denver — Chicago
27h 13m
including layover
Find flight
from$121
18:49 — 05:40
+1 day
18:49 — 21:00 HA7025 Hawaiian Airlines
San Francisco — Seattle
2h 40m stop
23:40 — 05:40 HA6669 Hawaiian Airlines
Seattle — Chicago
8h 51m
including layover
Find flight
from$131
19:02 — 11:40
+1 day
18:19 — 22:03 F93440 Frontier Airlines
San Francisco — Denver
9h 32m stop
17:26 — 20:53 F92210 Frontier Airlines
Denver — Chicago
14h 38m
including layover
Find flight
from$123
19:49 — 05:40
+1 day
19:49 — 22:00 HA7031 Hawaiian Airlines
San Francisco — Seattle
1h 40m stop
23:40 — 05:40 HA6669 Hawaiian Airlines
Seattle — Chicago
7h 51m
including layover
Find flight
from$131
20:49 — 05:40
+1 day
20:49 — 22:59 AS559 Alaska Airlines
San Francisco — Seattle
41m stop
23:40 — 05:40 AS328 Alaska Airlines
Seattle — Chicago
6h 51m
including layover
Find flight
from$152
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$131
22:06 — 14:56
+1 day
21:02 — 22:43 F94156 Frontier Airlines
San Francisco — Las Vegas
9h 27m stop
09:25 — 15:00 F92330 Frontier Airlines
Las Vegas — Chicago
14h 50m
including layover
Find flight
from$120
22:06 — 20:56
+1 day
21:02 — 22:43 F94156 Frontier Airlines
San Francisco — Las Vegas
15h 8m stop
15:03 — 20:53 F92146 Frontier Airlines
Las Vegas — Chicago
20h 50m
including layover
Find flight
from$120
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$108
23:38 — 10:42
+1 day
23:38 — 05:20 F94000 Frontier Airlines
San Francisco — Dallas
2h 40m stop
08:00 — 10:42 F91342 Frontier Airlines
Dallas — Chicago
9h 4m
including layover
Find flight
from$128
*Departure and arrival times - local. Updated on July 22, 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 108 $).

The most expensive months are december (from 221 $), october (from 153 $), september (from 148 $).

What is the lowest airfare San Francisco to Chicago?

The cheapest plane ticket found by our users is $86. This airfare is for economy class on one-way F94158 flight by Frontier Airlines for July 23, 2025 which leaves San Francisco in San Francisco at 05:45 am and arrives at Chicago Midway at 14:56.

Economy class
$86
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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 United Airlines - 122 departures per week at the price of from $ 147 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 7497.

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 $119.

  • from $147
    Find
  • AS - Alaska Airlines
    from $119
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  • HA - Hawaiian Airlines
    from $154
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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 $86.

  • from $245
    Find
  • AS - Alaska Airlines
    from $130
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  • F9 - Frontier Airlines
    from $86
    Find
  • SY - Sun Country Airlines
    from $136
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  • TK - Turkish Airlines
    from $1715
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  • AY - Finnair
    from $4171
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  • HA - Hawaiian Airlines
    from $120
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  • MX - Mexicana
    from $373
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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 $86
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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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