Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Frontier Airlines

The cheapest airline(s) flying from San Francisco to Chicago is Frontier Airlines.

  • Frontier Airlines Frontier Airlines
  • Alaska Airlines Alaska Airlines
  • American Airlines American Airlines
  • United Airlines United Airlines
  • Delta Air Lines Delta Air Lines
  • Southwest Airlines Southwest Airlines
  • Sun Country Airlines Sun Country Airlines
  • JetBlue Airways JetBlue Airways
Cheapest Month September

Travel Period: August 2024 - July 2025

The cheapest month(s) to fly from San Francisco to Chicago is September.

  • Aug 2024
  • Sep 2024
  • Oct 2024
  • Nov 2024
  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
Cheapest Day of the Week Monday

The cheapest day(s) of the week to fly from San Francisco to Chicago is Monday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday
Cheapest Time 9am

The cheapest time of the day to fly from San Francisco to Chicago is in the morning.

Early Morning 12:01am - 06:00am
Morning 6:01am - 12:00pm
Afternoon 12:01pm - 6:00pm
Evening 6:01pm to 12:00am
12am
6am
12pm
6pm

Flight Schedules

Last Updated: Tue, 2 Jul, 2024

  • Depart Earliest
    • Earliest
    • Latest
  • Arrive
    • Earliest
    • Latest
  • Airline Filter by Airline
    All
  • Total Duration
    • Shortest
    • Longest
  • Stopover
    All
  • Availability
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 18:52 - 01:11+ 1
    SFO - ORD
  • 18:52 (SFO)San Francisco International Airport
  • 01:11 (ORD)Chicago O'Hare International Airport + 1
  • United Airlines (UA 1152)Boeing 737 900
  • 4h 19m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 900
  • 23:00 - 05:10+ 1
    SFO - ORD
  • 23:00 (SFO)San Francisco International Airport
  • 05:10 (ORD)Chicago O'Hare International Airport + 1
  • United Airlines (UA 1494)Boeing 737 900
  • 4h 10m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 900
  • 23:45 - 06:04+ 1
    SFO - ORD
  • 23:45 (SFO)San Francisco International Airport
  • 06:04 (ORD)Chicago O'Hare International Airport + 1
  • Alaska Airlines (AS 456)Boeing 737
  • 4h 19m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737
  • 23:59 - 06:00+ 1
    SFO - ORD
  • 23:59 (SFO)San Francisco International Airport
  • 06:00 (ORD)Chicago O'Hare International Airport + 1
  • United Airlines (UA 476)Boeing 737 900
  • 4h 01m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 900
  • 23:59 - 06:13+ 1
    SFO - ORD
  • 23:59 (SFO)San Francisco International Airport
  • 06:13 (ORD)Chicago O'Hare International Airport + 1
  • American Airlines (AA 2113)Boeing 737 800
  • 4h 14m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 05:30 - 11:46
    SFO - ORD
  • 05:30 (SFO)San Francisco International Airport
  • 11:46 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2631)Boeing 737 900
  • 4h 16m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 900
  • 06:20 - 12:40
    SFO - ORD
  • 06:20 (SFO)San Francisco International Airport
  • 12:40 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2614)Boeing 737 800
  • 4h 20m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 07:00 - 13:05
    SFO - ORD
  • 07:00 (SFO)San Francisco International Airport
  • 13:05 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1092)Boeing 737 900
  • 4h 05m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 900
  • 07:00 - 17:10
    SFO - ORD
  • 07:00 (SFO)San Francisco International Airport
  • 17:10 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2325)Boeing 737 800
  • 8h 10m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 08:00 - 14:19
    SFO - ORD
  • 08:00 (SFO)San Francisco International Airport
  • 14:19 (ORD)Chicago O'Hare International Airport
  • Alaska Airlines (AS 598)Boeing 737
  • 4h 19m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737
  • 08:30 - 14:44
    SFO - ORD
  • 08:30 (SFO)San Francisco International Airport
  • 14:44 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2145)Boeing 737 900
  • 4h 14m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 900
  • 09:00 - 18:54
    SFO - ORD
  • 09:00 (SFO)San Francisco International Airport
  • 18:54 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1069)Boeing 737 800
  • 7h 54m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 10:40 - 16:50
    SFO - ORD
  • 10:40 (SFO)San Francisco International Airport
  • 16:50 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2230)Boeing 757 300 Series
  • 4h 10m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 757 300 Series
  • 12:55 - 23:35
    SFO - ORD
  • 12:55 (SFO)San Francisco International Airport
  • 23:35 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1835)Airbus
  • 8h 40m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Airbus
  • 12:55 - 23:12
    SFO - ORD
  • 12:55 (SFO)San Francisco International Airport
  • 23:12 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2667)Boeing 737 900
  • 8h 17m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 900
  • 13:00 - 19:16
    SFO - ORD
  • 13:00 (SFO)San Francisco International Airport
  • 19:16 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 693)Boeing 757 300 Series
  • 4h 16m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 757 300 Series
  • 13:20 - 19:40
    SFO - ORD
  • 13:20 (SFO)San Francisco International Airport
  • 19:40 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2122)Boeing 737 800
  • 4h 20m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 14:02 - 20:10
    SFO - ORD
  • 14:02 (SFO)San Francisco International Airport
  • 20:10 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2627)Boeing 737 900
  • 4h 08m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 900
  • 16:40 - 22:37
    SFO - ORD
  • 16:40 (SFO)San Francisco International Airport
  • 22:37 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 468)Boeing 757 300 Series
  • 3h 57m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 757 300 Series
No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
What’s the fastest flight time from San Francisco to Chicago?

The fastest flight time for direct flights from San Francisco to Chicago is 3 hours 57 minutes. Check latest flight schedules & prices on Wego.

What’s the most popular airline flying from San Francisco to Chicago?

The most popular airline flying from San Francisco to Chicago is American Airlines. Find the latest flight deals on Wego.

How far is Chicago from San Francisco?

The flight distance between San Francisco and Chicago is 2985km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 05:30. The last flight of the day departs at 18:52. See the full list of flight times on Wego.

How many airlines offer direct flights from San Francisco to Chicago?

There are 3 airlines that offer direct flights from San Francisco to Chicago. Find out the list of airlines on Wego.