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Cheap flights from San Francisco to Chicago

One-way from $73, found by travellers in the last 7 days. Aviasales checks the live price.

Departure
Return
Prices for nearby dates
Sat, Dec 5Any priceSun, Dec 6Any priceMon, Dec 7Any priceTue, Dec 8$73Wed, Dec 9Any priceThu, Dec 10Any priceFri, Dec 11Any priceSat, Dec 12Any price

Cheapest one-way tickets

Recent finds on different dates, for 1 adult. Baggage and fare rules are shown on Aviasales, where the price is checked live.

Cheapest
$73
Frontier Airlines, flight F9 1094Found 4 days ago, 1 adult
Check price on Aviasales
5:00pmSan FranciscoTue, Dec 8
Travel time 5h 9m, 1 stopSFOORD
12:09amChicagoWed, Dec 9
$94
Frontier Airlines, flight F9 1192Found 4 days ago, 1 adult
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1:36pmSan FranciscoMon, Nov 2
Travel time 6h 25m, 2 stopsSFOORD
10:01pmChicagoMon, Nov 2
$121
Frontier Airlines, flight F9 2930Found 5 days ago, 1 adult
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11:59pmSan FranciscoMon, Oct 26
Travel time 5h 56m, 1 stopSFOMDW
7:55amChicagoTue, Oct 27
$124
Frontier Airlines, flight F9 4156Found 4 days ago, 1 adult
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10:23pmSan FranciscoSun, Nov 15
Travel time 5h 20m, 1 stopSFOORD
5:43amChicagoMon, Nov 16
$133
Frontier Airlines, flight F9 2858Found 3 days ago, 1 adult
Check price on Aviasales
7:25pmSan FranciscoTue, Oct 20
Travel time 5h 49m, 1 stopSFOORD
3:14amChicagoWed, Oct 21

Round trips

The cheapest return tickets found recently, price for the whole trip.

Plan the rest of the trip

  • Mobile data in United StatesTravel eSIM from $4, installed before you fly.
    Compare plans
  • Getting from the airportTransfers and car hire in Chicago, booked ahead at a fixed price.
    See options
  • Things to do in ChicagoPopular tours from $27.95 per person.
    See ideas
  • Flight delayed?Delayed or cancelled? See which passenger rights cover this route.
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Price calendar

The lowest one-way fare found for each day over the next 60 days. A dash means no recent fare; you can still pick that day.

October 2026

MoTuWeThFrSaSu1234$2225–6$2067$1868–9–10–11–12–13–14–15–16–17–18–19–20$13321–22–23–24–25–26$12127–28–29–30$13631–

November 2026

MoTuWeThFrSaSu1–2$943–4–5–6–7–8–9–10–11–12–13–14–15$12416–17–18–19–20–21–22–23–24–25–26–27–28–29–30–

December 2026

MoTuWeThFrSaSu1–2–345678910111213141516171819202122232425262728293031
$121 or lessGreen: the cheapest fifth of fares on this route. Lowest in these 60 days: Nov 2, $94.

Lowest fares by month

In the fares found this week, December has the lowest: from $73 one-way, against $248 in July 2027. Pick a month to see its cheapest date.

$0$100$200$300OctNov$73DecJanFebMarAprMayJunJulAugSep
Show as a table
MonthCheapest one-wayDateStops
October$121Mon, Oct 261 stop
November$94Mon, Nov 22 stops
December$73Tue, Dec 81 stop
January 2027—
February 2027$140Thu, Feb 251 stop
March 2027$143Mon, Mar 11 stop
April 2027—
May 2027$185Sat, May 11 stop
June 2027—
July 2027$248Thu, Jul 11 stop
August 2027$177Tue, Aug 101 stop
September 2027—

Questions travellers ask

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

In the fares found this week, December has the lowest: from $73 one-way, against $248 in July 2027.

Are there direct flights from San Francisco to Chicago?

None of the fares found recently are nonstop. The cheapest options have at least one stop.

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