Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline American Airlines

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

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

Travel Period: May 2024 - April 2025

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

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

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

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday
Cheapest Time 11pm

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

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 Apr, 2024

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  • 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
  • 12:35 - 23:00
    SFO - MDW
  • 12:35 (SFO)San Francisco International Airport
  • 23:00 (MDW)Chicago Midway Airport
  • (WN 4143)Boeing 737 700
  • 8h 25m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 12:55 - 22:30
    SFO - ORD
  • 12:55 (SFO)San Francisco International Airport
  • 22:30 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1835)Airbus
  • 7h 35m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • -
    • -
  • 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

Connecting Flights

  • 05:00 - 08:30
    SFO - DEN
    10:35 - 13:55
    DEN - MDW
  • 05:00 (SFO)San Francisco International Airport
    10:35 (DEN)Denver Intl Airport
  • 08:30 (DEN)Denver Intl Airport
    13:55 (MDW)Chicago Midway Airport
  • (WN 1822)Boeing 737 700
    (WN 878)Boeing 737 700
  • 6h 55m (2h 05m)
  • DEN Denver 2h 05m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 05:00 - 08:30
    SFO - DEN
    12:35 - 15:50
    DEN - MDW
  • 05:00 (SFO)San Francisco International Airport
    12:35 (DEN)Denver Intl Airport
  • 08:30 (DEN)Denver Intl Airport
    15:50 (MDW)Chicago Midway Airport
  • (WN 1822)Boeing 737 700
    (WN 2107)Boeing 737 800
  • 8h 50m (4h 05m)
  • DEN Denver 4h 05m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 05:15 - 08:45
    SFO - DEN
    10:35 - 14:00
    DEN - ORD
  • 05:15 (SFO)San Francisco International Airport
    10:35 (DEN)Denver Intl Airport
  • 08:45 (DEN)Denver Intl Airport
    14:00 (ORD)Chicago O'Hare International Airport
  • (WN 1822)Boeing 737 700
    (WN 2315)Boeing 737 800
  • 6h 45m (1h 50m)
  • DEN Denver 1h 50m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 05:15 - 08:45
    SFO - DEN
    12:10 - 15:35
    DEN - ORD
  • 05:15 (SFO)San Francisco International Airport
    12:10 (DEN)Denver Intl Airport
  • 08:45 (DEN)Denver Intl Airport
    15:35 (ORD)Chicago O'Hare International Airport
  • (WN 1822)Boeing 737 700
    (WN 4161)Boeing 737 700
  • 8h 20m (3h 25m)
  • DEN Denver 3h 25m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 05:25 - 06:55
    SFO - LAS
    09:00 - 14:30
    LAS - MDW
  • 05:25 (SFO)San Francisco International Airport
    09:00 (LAS)Las Vegas McCarran International Airport
  • 06:55 (LAS)Las Vegas McCarran International Airport
    14:30 (MDW)Chicago Midway Airport
  • (WN 1919)Boeing 737 700
    (WN 600)Boeing 737 Max 8 Passenger
  • 7h 05m (2h 05m)
  • LAS Las Vegas 2h 05m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 05:40 - 07:35
    SFO - PHX
    08:55 - 14:10
    PHX - MDW
  • 05:40 (SFO)San Francisco International Airport
    08:55 (PHX)Phoenix Sky Harbor Intl Airport
  • 07:35 (PHX)Phoenix Sky Harbor Intl Airport
    14:10 (MDW)Chicago Midway Airport
  • (WN 5872)Boeing 737 700
    (WN 2069)Boeing 737 800
  • 6h 30m (1h 20m)
  • PHX 1h 20m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 05:40 - 07:35
    SFO - PHX
    09:50 - 15:05
    PHX - MDW
  • 05:40 (SFO)San Francisco International Airport
    09:50 (PHX)Phoenix Sky Harbor Intl Airport
  • 07:35 (PHX)Phoenix Sky Harbor Intl Airport
    15:05 (MDW)Chicago Midway Airport
  • (WN 5872)Boeing 737 700
    (WN 3198)Boeing 737 800
  • 7h 25m (2h 15m)
  • PHX 2h 15m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:00 - 09:35
    SFO - DEN
    11:35 - 15:00
    DEN - ORD
  • 06:00 (SFO)San Francisco International Airport
    11:35 (DEN)Denver Intl Airport
  • 09:35 (DEN)Denver Intl Airport
    15:00 (ORD)Chicago O'Hare International Airport
  • (WN 1822)Boeing 737 Max 8 Passenger
    (WN 2315)Boeing 737 700
  • 7h (2h)
  • DEN Denver 2h
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:00 - 09:35
    SFO - DEN
    12:10 - 15:25
    DEN - MDW
  • 06:00 (SFO)San Francisco International Airport
    12:10 (DEN)Denver Intl Airport
  • 09:35 (DEN)Denver Intl Airport
    15:25 (MDW)Chicago Midway Airport
  • (WN 1822)Boeing 737 Max 8 Passenger
    (WN 2107)Boeing 737 700
  • 7h 25m (2h 35m)
  • DEN Denver 2h 35m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:00 - 07:55
    SFO - PHX
    11:50 - 17:05
    PHX - MDW
  • 06:00 (SFO)San Francisco International Airport
    11:50 (PHX)Phoenix Sky Harbor Intl Airport
  • 07:55 (PHX)Phoenix Sky Harbor Intl Airport
    17:05 (MDW)Chicago Midway Airport
  • (WN 5872)Boeing 737 Max 8 Passenger
    (WN 3199)Boeing 737 800
  • 9h 05m (3h 55m)
  • PHX 3h 55m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:00 - 07:55
    SFO - PHX
    09:40 - 15:00
    PHX - MDW
  • 06:00 (SFO)San Francisco International Airport
    09:40 (PHX)Phoenix Sky Harbor Intl Airport
  • 07:55 (PHX)Phoenix Sky Harbor Intl Airport
    15:00 (MDW)Chicago Midway Airport
  • (WN 5872)Boeing 737 Max 8 Passenger
    (WN 3198)Boeing 737 800
  • 7h (1h 45m)
  • PHX 1h 45m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:30 - 10:00
    SFO - DEN
    11:30 - 15:00
    DEN - ORD
  • 06:30 (SFO)San Francisco International Airport
    11:30 (DEN)Denver Intl Airport
  • 10:00 (DEN)Denver Intl Airport
    15:00 (ORD)Chicago O'Hare International Airport
  • (WN 1822)Boeing 737 700
    (WN 2315)Boeing 737 800
  • 6h 30m (1h 30m)
  • DEN Denver 1h 30m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:30 - 10:00
    SFO - DEN
    12:05 - 15:25
    DEN - MDW
  • 06:30 (SFO)San Francisco International Airport
    12:05 (DEN)Denver Intl Airport
  • 10:00 (DEN)Denver Intl Airport
    15:25 (MDW)Chicago Midway Airport
  • (WN 1822)Boeing 737 700
    (WN 2107)Boeing 737 Max 8 Passenger
  • 6h 55m (2h 05m)
  • DEN Denver 2h 05m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:40 - 08:30
    SFO - PHX
    09:35 - 14:50
    PHX - MDW
  • 06:40 (SFO)San Francisco International Airport
    09:35 (PHX)Phoenix Sky Harbor Intl Airport
  • 08:30 (PHX)Phoenix Sky Harbor Intl Airport
    14:50 (MDW)Chicago Midway Airport
  • (WN 5872)Boeing 737 700
    (WN 3198)Boeing 737 Max 8 Passenger
  • 6h 10m (1h 05m)
  • PHX 1h 05m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 06:40 - 08:30
    SFO - PHX
    11:35 - 17:00
    PHX - ORD
  • 06:40 (SFO)San Francisco International Airport
    11:35 (PHX)Phoenix Sky Harbor Intl Airport
  • 08:30 (PHX)Phoenix Sky Harbor Intl Airport
    17:00 (ORD)Chicago O'Hare International Airport
  • (WN 5872)Boeing 737 700
    (WN 5265)Boeing 737 Max 8 Passenger
  • 8h 20m (3h 05m)
  • PHX 3h 05m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 06:50 - 08:45
    SFO - PHX
    11:10 - 16:25
    PHX - MDW
  • 06:50 (SFO)San Francisco International Airport
    11:10 (PHX)Phoenix Sky Harbor Intl Airport
  • 08:45 (PHX)Phoenix Sky Harbor Intl Airport
    16:25 (MDW)Chicago Midway Airport
  • (WN 5872)Boeing 737 700
    (WN 3199)Boeing 737 Max 8 Passenger
  • 7h 35m (2h 25m)
  • PHX 2h 25m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:05 - 08:25
    SFO - LAX
    09:40 - 15:35
    LAX - MDW
  • 07:05 (SFO)San Francisco International Airport
    09:40 (LAX)Los Angeles International Airport
  • 08:25 (LAX)Los Angeles International Airport
    15:35 (MDW)Chicago Midway Airport
  • (WN 2666)Boeing 737 700
    (WN 3131)Boeing 737 Max 8 Passenger
  • 6h 30m (1h 15m)
  • LAX Los Angeles 1h 15m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 07:10 - 12:50
    SFO - STL
    17:10 - 18:15
    STL - MDW
  • 07:10 (SFO)San Francisco International Airport
    17:10 (STL)St Louis Lambert Intl Airport
  • 12:50 (STL)St Louis Lambert Intl Airport
    18:15 (MDW)Chicago Midway Airport
  • (WN 1395)Boeing 737 700
    (WN 3244)Boeing 737 800
  • 9h 05m (4h 20m)
  • STL Saint Louis 4h 20m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:30 - 09:00
    SFO - LAS
    10:00 - 15:30
    LAS - MDW
  • 07:30 (SFO)San Francisco International Airport
    10:00 (LAS)Las Vegas McCarran International Airport
  • 09:00 (LAS)Las Vegas McCarran International Airport
    15:30 (MDW)Chicago Midway Airport
  • (WN 1919)Boeing 737 700
    (WN 636)Boeing 737 Max 8 Passenger
  • 6h (1h)
  • LAS Las Vegas 1h
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:30 - 09:00
    SFO - LAS
    11:30 - 17:05
    LAS - MDW
  • 07:30 (SFO)San Francisco International Airport
    11:30 (LAS)Las Vegas McCarran International Airport
  • 09:00 (LAS)Las Vegas McCarran International Airport
    17:05 (MDW)Chicago Midway Airport
  • (WN 1919)Boeing 737 700
    (WN 2075)Boeing 737 Max 8 Passenger
  • 7h 35m (2h 30m)
  • LAS Las Vegas 2h 30m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:35 - 08:55
    SFO - LAX
    10:20 - 16:15
    LAX - MDW
  • 07:35 (SFO)San Francisco International Airport
    10:20 (LAX)Los Angeles International Airport
  • 08:55 (LAX)Los Angeles International Airport
    16:15 (MDW)Chicago Midway Airport
  • (WN 2666)Boeing 737 700
    (WN 3131)Boeing 737 800
  • 6h 40m (1h 25m)
  • LAX Los Angeles 1h 25m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:40 - 09:10
    SFO - SAN
    12:40 - 18:35
    SAN - MDW
  • 07:40 (SFO)San Francisco International Airport
    12:40 (SAN)San Diego International Airport
  • 09:10 (SAN)San Diego International Airport
    18:35 (MDW)Chicago Midway Airport
  • (WN 5020)Boeing 737 700
    (WN 106)Boeing 737 Max 8 Passenger
  • 8h 55m (3h 30m)
  • SAN 3h 30m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 08:00 - 09:30
    SFO - LAS
    11:05 - 16:35
    LAS - MDW
  • 08:00 (SFO)San Francisco International Airport
    11:05 (LAS)Las Vegas McCarran International Airport
  • 09:30 (LAS)Las Vegas McCarran International Airport
    16:35 (MDW)Chicago Midway Airport
  • (WN 350)Boeing 737 Max 8 Passenger
    (WN 2075)Boeing 737 800
  • 6h 35m (1h 35m)
  • LAS Las Vegas 1h 35m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 08:05 - 09:35
    SFO - LAS
    12:30 - 18:10
    LAS - MDW
  • 08:05 (SFO)San Francisco International Airport
    12:30 (LAS)Las Vegas McCarran International Airport
  • 09:35 (LAS)Las Vegas McCarran International Airport
    18:10 (MDW)Chicago Midway Airport
  • (WN 1919)Boeing 737 Max 8 Passenger
    (WN 993)Boeing 737 Max 8 Passenger
  • 8h 05m (2h 55m)
  • LAS Las Vegas 2h 55m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 08:35 - 14:15
    SFO - STL
    18:25 - 19:30
    STL - MDW
  • 08:35 (SFO)San Francisco International Airport
    18:25 (STL)St Louis Lambert Intl Airport
  • 14:15 (STL)St Louis Lambert Intl Airport
    19:30 (MDW)Chicago Midway Airport
  • (WN 1395)Boeing 737 700
    (WN 5687)Boeing 737 800
  • 8h 55m (4h 10m)
  • STL Saint Louis 4h 10m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 08:40 - 12:00
    SFO - DEN
    14:35 - 17:55
    DEN - MDW
  • 08:40 (SFO)San Francisco International Airport
    14:35 (DEN)Denver Intl Airport
  • 12:00 (DEN)Denver Intl Airport
    17:55 (MDW)Chicago Midway Airport
  • (WN 2260)Boeing 737 800
    (WN 698)Boeing 737 Max 8 Passenger
  • 7h 15m (2h 35m)
  • DEN Denver 2h 35m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 08:40 - 12:00
    SFO - DEN
    15:45 - 19:05
    DEN - MDW
  • 08:40 (SFO)San Francisco International Airport
    15:45 (DEN)Denver Intl Airport
  • 12:00 (DEN)Denver Intl Airport
    19:05 (MDW)Chicago Midway Airport
  • (WN 2260)Boeing 737 800
    (WN 2825)Boeing 737 700
  • 8h 25m (3h 45m)
  • DEN Denver 3h 45m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 08:45 - 14:45
    SFO - STL
    17:25 - 18:30
    STL - MDW
  • 08:45 (SFO)San Francisco International Airport
    17:25 (STL)St Louis Lambert Intl Airport
  • 14:45 (STL)St Louis Lambert Intl Airport
    18:30 (MDW)Chicago Midway Airport
  • (WN 1395)Boeing 737 700
    (WN 5687)Boeing 737 800
  • 7h 45m (2h 40m)
  • STL Saint Louis 2h 40m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 09:20 - 11:00
    SFO - SAN
    13:50 - 19:45
    SAN - MDW
  • 09:20 (SFO)San Francisco International Airport
    13:50 (SAN)San Diego International Airport
  • 11:00 (SAN)San Diego International Airport
    19:45 (MDW)Chicago Midway Airport
  • (WN 1279)Boeing 737 700
    (WN 171)Boeing 737 800
  • 8h 25m (2h 50m)
  • SAN 2h 50m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 10:00 - 11:30
    SFO - SAN
    12:35 - 18:30
    SAN - MDW
  • 10:00 (SFO)San Francisco International Airport
    12:35 (SAN)San Diego International Airport
  • 11:30 (SAN)San Diego International Airport
    18:30 (MDW)Chicago Midway Airport
  • (WN 3379)Boeing 737 700
    (WN 106)Boeing 737 800
  • 6h 30m (1h 05m)
  • SAN 1h 05m
    • -
    • -
    • W
    • -
    • -
    • -
    • -
  • 10:05 - 13:30
    SFO - DEN
    16:30 - 20:00
    DEN - ORD
  • 10:05 (SFO)San Francisco International Airport
    16:30 (DEN)Denver Intl Airport
  • 13:30 (DEN)Denver Intl Airport
    20:00 (ORD)Chicago O'Hare International Airport
  • (WN 2260)Boeing 737 800
    (WN 1252)Boeing 737 Max 8 Passenger
  • 7h 55m (3h)
  • DEN Denver 3h
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 10:10 - 12:00
    SFO - PHX
    13:20 - 18:35
    PHX - MDW
  • 10:10 (SFO)San Francisco International Airport
    13:20 (PHX)Phoenix Sky Harbor Intl Airport
  • 12:00 (PHX)Phoenix Sky Harbor Intl Airport
    18:35 (MDW)Chicago Midway Airport
  • (WN 3873)Boeing 737 Max 8 Passenger
    (WN 3200)Boeing 737 Max 8 Passenger
  • 6h 25m (1h 20m)
  • PHX 1h 20m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 10:25 - 12:15
    SFO - PHX
    14:55 - 20:10
    PHX - MDW
  • 10:25 (SFO)San Francisco International Airport
    14:55 (PHX)Phoenix Sky Harbor Intl Airport
  • 12:15 (PHX)Phoenix Sky Harbor Intl Airport
    20:10 (MDW)Chicago Midway Airport
  • (WN 3873)Boeing 737 700
    (WN 3201)Boeing 737 800
  • 7h 45m (2h 40m)
  • PHX 2h 40m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 10:50 - 14:25
    SFO - DEN
    16:25 - 19:45
    DEN - MDW
  • 10:50 (SFO)San Francisco International Airport
    16:25 (DEN)Denver Intl Airport
  • 14:25 (DEN)Denver Intl Airport
    19:45 (MDW)Chicago Midway Airport
  • (WN 2260)Boeing 737 Max 8 Passenger
    (WN 2825)Boeing 737 700
  • 6h 55m (2h)
  • DEN Denver 2h
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 10:50 - 14:25
    SFO - DEN
    18:10 - 21:30
    DEN - MDW
  • 10:50 (SFO)San Francisco International Airport
    18:10 (DEN)Denver Intl Airport
  • 14:25 (DEN)Denver Intl Airport
    21:30 (MDW)Chicago Midway Airport
  • (WN 2260)Boeing 737 Max 8 Passenger
    (WN 1603)Boeing 737 700
  • 8h 40m (3h 45m)
  • DEN Denver 3h 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 11:10 - 12:50
    SFO - SAN
    13:50 - 19:45
    SAN - MDW
  • 11:10 (SFO)San Francisco International Airport
    13:50 (SAN)San Diego International Airport
  • 12:50 (SAN)San Diego International Airport
    19:45 (MDW)Chicago Midway Airport
  • (WN 4144)Boeing 737 700
    (WN 171)Boeing 737 800
  • 6h 35m (1h)
  • SAN 1h
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 11:15 - 13:20
    SFO - PHX
    16:55 - 22:20
    PHX - ORD
  • 11:15 (SFO)San Francisco International Airport
    16:55 (PHX)Phoenix Sky Harbor Intl Airport
  • 13:20 (PHX)Phoenix Sky Harbor Intl Airport
    22:20 (ORD)Chicago O'Hare International Airport
  • (WN 3873)Boeing 737 700
    (WN 1440)Boeing 737 Max 8 Passenger
  • 9h 05m (3h 35m)
  • PHX 3h 35m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 11:15 - 13:20
    SFO - PHX
    16:00 - 21:15
    PHX - MDW
  • 11:15 (SFO)San Francisco International Airport
    16:00 (PHX)Phoenix Sky Harbor Intl Airport
  • 13:20 (PHX)Phoenix Sky Harbor Intl Airport
    21:15 (MDW)Chicago Midway Airport
  • (WN 3873)Boeing 737 700
    (WN 3201)Boeing 737 700
  • 8h (2h 40m)
  • PHX 2h 40m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 11:45 - 13:25
    SFO - LAX
    16:55 - 22:50
    LAX - MDW
  • 11:45 (SFO)San Francisco International Airport
    16:55 (LAX)Los Angeles International Airport
  • 13:25 (LAX)Los Angeles International Airport
    22:50 (MDW)Chicago Midway Airport
  • (WN 2667)Boeing 737 700
    (WN 3134)Boeing 737 Max 8 Passenger
  • 9h 05m (3h 30m)
  • LAX Los Angeles 3h 30m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 11:50 - 15:35
    SFO - DEN
    18:35 - 21:55
    DEN - MDW
  • 11:50 (SFO)San Francisco International Airport
    18:35 (DEN)Denver Intl Airport
  • 15:35 (DEN)Denver Intl Airport
    21:55 (MDW)Chicago Midway Airport
  • (WN 1826)Boeing 737 800
    (WN 719)Boeing 737 800
  • 8h 05m (3h)
  • DEN Denver 3h
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 11:50 - 15:35
    SFO - DEN
    17:25 - 20:55
    DEN - ORD
  • 11:50 (SFO)San Francisco International Airport
    17:25 (DEN)Denver Intl Airport
  • 15:35 (DEN)Denver Intl Airport
    20:55 (ORD)Chicago O'Hare International Airport
  • (WN 1826)Boeing 737 800
    (WN 1130)Boeing 737 800
  • 7h 05m (1h 50m)
  • DEN Denver 1h 50m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 11:50 - 15:35
    SFO - DEN
    16:50 - 20:05
    DEN - MDW
  • 11:50 (SFO)San Francisco International Airport
    16:50 (DEN)Denver Intl Airport
  • 15:35 (DEN)Denver Intl Airport
    20:05 (MDW)Chicago Midway Airport
  • (WN 1826)Boeing 737 800
    (WN 2825)Boeing 737 800
  • 6h 15m (1h 15m)
  • DEN Denver 1h 15m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 12:50 - 14:20
    SFO - SAN
    16:30 - 22:20
    SAN - MDW
  • 12:50 (SFO)San Francisco International Airport
    16:30 (SAN)San Diego International Airport
  • 14:20 (SAN)San Diego International Airport
    22:20 (MDW)Chicago Midway Airport
  • (WN 4144)Boeing 737 700
    (WN 106)Boeing 737 700
  • 7h 30m (2h 10m)
  • SAN 2h 10m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 13:15 - 14:55
    SFO - LAS
    17:20 - 23:20
    LAS - ORD
  • 13:15 (SFO)San Francisco International Airport
    17:20 (LAS)Las Vegas McCarran International Airport
  • 14:55 (LAS)Las Vegas McCarran International Airport
    23:20 (ORD)Chicago O'Hare International Airport
  • (WN 1908)Boeing 737 700
    (WN 5411)Boeing 737 Max 8 Passenger
  • 8h 05m (2h 25m)
  • LAS Las Vegas 2h 25m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 13:30 - 15:10
    SFO - LAS
    17:55 - 23:30
    LAS - MDW
  • 13:30 (SFO)San Francisco International Airport
    17:55 (LAS)Las Vegas McCarran International Airport
  • 15:10 (LAS)Las Vegas McCarran International Airport
    23:30 (MDW)Chicago Midway Airport
  • (WN 1908)Boeing 737 700
    (WN 765)Boeing 737 Max 8 Passenger
  • 8h (2h 45m)
  • LAS Las Vegas 2h 45m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 13:30 - 15:10
    SFO - LAS
    16:35 - 22:10
    LAS - MDW
  • 13:30 (SFO)San Francisco International Airport
    16:35 (LAS)Las Vegas McCarran International Airport
  • 15:10 (LAS)Las Vegas McCarran International Airport
    22:10 (MDW)Chicago Midway Airport
  • (WN 1908)Boeing 737 700
    (WN 599)Boeing 737 Max 8 Passenger
  • 6h 40m (1h 25m)
  • LAS Las Vegas 1h 25m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 13:30 - 15:10
    SFO - LAS
    17:20 - 23:20
    LAS - ORD
  • 13:30 (SFO)San Francisco International Airport
    17:20 (LAS)Las Vegas McCarran International Airport
  • 15:10 (LAS)Las Vegas McCarran International Airport
    23:20 (ORD)Chicago O'Hare International Airport
  • (WN 1908)Boeing 737 700
    (WN 5411)Boeing 737 800
  • 7h 50m (2h 10m)
  • LAS Las Vegas 2h 10m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 14:15 - 15:45
    SFO - LAX
    16:55 - 22:50
    LAX - MDW
  • 14:15 (SFO)San Francisco International Airport
    16:55 (LAX)Los Angeles International Airport
  • 15:45 (LAX)Los Angeles International Airport
    22:50 (MDW)Chicago Midway Airport
  • (WN 858)Boeing 737 700
    (WN 3134)Boeing 737 800
  • 6h 35m (1h 10m)
  • LAX Los Angeles 1h 10m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 14:15 - 15:45+ 1
    SFO - LAX
    19:05 - 01:00+ 1
    LAX - MDW
  • 14:15 (SFO)San Francisco International Airport
    19:05 (LAX)Los Angeles International Airport
  • 15:45 (LAX)Los Angeles International Airport + 1
    01:00 (MDW)Chicago Midway Airport
  • (WN 858)Boeing 737 700
    (WN 3135)Boeing 737 800
  • 8h 45m (3h 20m)
  • LAX Los Angeles 3h 20m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 14:35 - 16:05+ 1
    SFO - LAX
    18:50 - 00:45+ 1
    LAX - MDW
  • 14:35 (SFO)San Francisco International Airport
    18:50 (LAX)Los Angeles International Airport
  • 16:05 (LAX)Los Angeles International Airport + 1
    00:45 (MDW)Chicago Midway Airport
  • (WN 858)Boeing 737 700
    (WN 3135)Boeing 737 700
  • 8h 10m (2h 45m)
  • LAX Los Angeles 2h 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
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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 05:00. 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 4 airlines that offer direct flights from San Francisco to Chicago. Find out the list of airlines on Wego.