Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Frontier Airlines

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

  • Frontier Airlines Frontier Airlines
  • Spirit Airlines Spirit Airlines
  • American Airlines American Airlines
  • Delta Air Lines Delta Air Lines
  • Alaska Airlines Alaska Airlines
  • United Airlines United Airlines
  • 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 Chicago to San Diego 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 Monday

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

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday
Cheapest Time 5am

The cheapest time of the day to fly from Chicago to San Diego is in the early 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 Apr, 2024

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  • Airline Filter by Airline
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  • Total Duration
    • Shortest
    • Longest
  • Stopover
    All
  • Availability
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 19:35 - 21:47
    ORD - SAN
  • 19:35 (ORD)Chicago O'Hare International Airport
  • 21:47 (SAN)San Diego International Airport
  • United Airlines (UA 1783)Boeing 737 800
  • 4h 12m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • -
    • S
  • Boeing 737 800
  • 20:05 - 22:20
    MDW - SAN
  • 20:05 (MDW)Chicago Midway Airport
  • 22:20 (SAN)San Diego International Airport
  • (WN 782)Boeing 737 700
  • 4h 15m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 20:15 - 22:35
    MDW - SAN
  • 20:15 (MDW)Chicago Midway Airport
  • 22:35 (SAN)San Diego International Airport
  • (WN 3104)Boeing 737 700
  • 4h 20m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 700
  • 20:20 - 22:32
    ORD - SAN
  • 20:20 (ORD)Chicago O'Hare International Airport
  • 22:32 (SAN)San Diego International Airport
  • American Airlines (AA 2065)Airbus
  • 4h 12m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Airbus
  • 20:55 - 23:15
    MDW - SAN
  • 20:55 (MDW)Chicago Midway Airport
  • 23:15 (SAN)San Diego International Airport
  • (WN 782)Boeing 737 700
  • 4h 20m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 06:05 - 12:23
    ORD - SAN
  • 06:05 (ORD)Chicago O'Hare International Airport
  • 12:23 (SAN)San Diego International Airport
  • United Airlines (UA 336)Boeing 737 900
  • 8h 18m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 900
  • 06:25 - 08:40
    MDW - SAN
  • 06:25 (MDW)Chicago Midway Airport
  • 08:40 (SAN)San Diego International Airport
  • (WN 4110)Boeing 737 700
  • 4h 15m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 06:40 - 08:55
    MDW - SAN
  • 06:40 (MDW)Chicago Midway Airport
  • 08:55 (SAN)San Diego International Airport
  • (WN 2785)Boeing 737 700
  • 4h 15m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 06:55 - 09:15
    MDW - SAN
  • 06:55 (MDW)Chicago Midway Airport
  • 09:15 (SAN)San Diego International Airport
  • (WN 472)Boeing 737 700
  • 4h 20m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 700
  • 07:15 - 21:17
    ORD - SAN
  • 07:15 (ORD)Chicago O'Hare International Airport
  • 21:17 (SAN)San Diego International Airport
  • United Airlines (UA 2674)Airbus
  • 16h 02m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Airbus
  • 07:15 - 14:58
    ORD - SAN
  • 07:15 (ORD)Chicago O'Hare International Airport
  • 14:58 (SAN)San Diego International Airport
  • United Airlines (UA 2041)Boeing 737 900
  • 9h 43m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 900
  • 07:25 - 09:40
    MDW - SAN
  • 07:25 (MDW)Chicago Midway Airport
  • 09:40 (SAN)San Diego International Airport
  • (WN 3307)Boeing 737 700
  • 4h 15m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 700
  • 07:40 - 10:11
    ORD - SAN
  • 07:40 (ORD)Chicago O'Hare International Airport
  • 10:11 (SAN)San Diego International Airport
  • United Airlines (UA 264)Boeing 737 800
  • 4h 31m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • -
    • S
  • Boeing 737 800
  • 08:20 - 10:29
    ORD - SAN
  • 08:20 (ORD)Chicago O'Hare International Airport
  • 10:29 (SAN)San Diego International Airport
  • American Airlines (AA 2343)Boeing 737 800
  • 4h 09m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 09:00 - 11:22
    ORD - SAN
  • 09:00 (ORD)Chicago O'Hare International Airport
  • 11:22 (SAN)San Diego International Airport
  • United Airlines (UA 2445)Boeing 737 800
  • 4h 22m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 11:30 - 13:45
    MDW - SAN
  • 11:30 (MDW)Chicago Midway Airport
  • 13:45 (SAN)San Diego International Airport
  • (WN 1001)Boeing 737 700
  • 4h 15m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 700
  • 12:15 - 14:30
    MDW - SAN
  • 12:15 (MDW)Chicago Midway Airport
  • 14:30 (SAN)San Diego International Airport
  • (WN 472)Boeing 737 700
  • 4h 15m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 12:30 - 14:45
    MDW - SAN
  • 12:30 (MDW)Chicago Midway Airport
  • 14:45 (SAN)San Diego International Airport
  • (WN 472)Boeing 737 700
  • 4h 15m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 13:15 - 15:30
    ORD - SAN
  • 13:15 (ORD)Chicago O'Hare International Airport
  • 15:30 (SAN)San Diego International Airport
  • United Airlines (UA 2683)Boeing 737 800
  • 4h 15m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 13:15 - 16:40
    MDW - SAN
  • 13:15 (MDW)Chicago Midway Airport
  • 16:40 (SAN)San Diego International Airport
  • (WN 2535)Boeing 737 700
  • 5h 25m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 700
  • 13:45 - 17:20
    MDW - SAN
  • 13:45 (MDW)Chicago Midway Airport
  • 17:20 (SAN)San Diego International Airport
  • (WN 4380)Boeing 737 700
  • 5h 35m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 14:45 - 17:05
    MDW - SAN
  • 14:45 (MDW)Chicago Midway Airport
  • 17:05 (SAN)San Diego International Airport
  • (WN 472)Boeing 737 700
  • 4h 20m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 700
  • 15:10 - 18:45
    MDW - SAN
  • 15:10 (MDW)Chicago Midway Airport
  • 18:45 (SAN)San Diego International Airport
  • (WN 1924)Boeing 737 700
  • 5h 35m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 16:15 - 18:37
    ORD - SAN
  • 16:15 (ORD)Chicago O'Hare International Airport
  • 18:37 (SAN)San Diego International Airport
  • United Airlines (UA 584)Boeing 737 800
  • 4h 22m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 800
  • 16:20 - 22:50
    MDW - SAN
  • 16:20 (MDW)Chicago Midway Airport
  • 22:50 (SAN)San Diego International Airport
  • (WN 3936)Boeing 737 700
  • 8h 30m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 16:50 - 18:58
    ORD - SAN
  • 16:50 (ORD)Chicago O'Hare International Airport
  • 18:58 (SAN)San Diego International Airport
  • American Airlines (AA 1543)Airbus
  • 4h 08m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Airbus

Connecting Flights

  • 05:30 - 07:10
    MDW - DEN
    08:15 - 09:40
    DEN - SAN
  • 05:30 (MDW)Chicago Midway Airport
    08:15 (DEN)Denver Intl Airport
  • 07:10 (DEN)Denver Intl Airport
    09:40 (SAN)San Diego International Airport
  • (WN 3101)Boeing 737 Max 8 Passenger
    (WN 2371)Boeing 737 700
  • 6h 10m (1h 05m)
  • DEN Denver 1h 05m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 05:30 - 07:10
    MDW - DEN
    09:50 - 11:15
    DEN - SAN
  • 05:30 (MDW)Chicago Midway Airport
    09:50 (DEN)Denver Intl Airport
  • 07:10 (DEN)Denver Intl Airport
    11:15 (SAN)San Diego International Airport
  • (WN 3101)Boeing 737 Max 8 Passenger
    (WN 2949)Boeing 737 800
  • 7h 45m (2h 40m)
  • DEN Denver 2h 40m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 05:35 - 07:25
    MDW - PHX
    08:50 - 10:15
    PHX - SAN
  • 05:35 (MDW)Chicago Midway Airport
    08:50 (PHX)Phoenix Sky Harbor Intl Airport
  • 07:25 (PHX)Phoenix Sky Harbor Intl Airport
    10:15 (SAN)San Diego International Airport
  • (WN 2273)Boeing 737 700
    (WN 4128)Boeing 737 700
  • 6h 40m (1h 25m)
  • PHX Phoenix 1h 25m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 05:35 - 07:00
    MDW - BNA
    08:20 - 10:40
    BNA - SAN
  • 05:35 (MDW)Chicago Midway Airport
    08:20 (BNA)Nashville Airport
  • 07:00 (BNA)Nashville Airport
    10:40 (SAN)San Diego International Airport
  • (WN 270)Boeing 737 700
    (WN 1994)Boeing 737 Max 8 Passenger
  • 7h 05m (1h 20m)
  • BNA Nashville 1h 20m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 05:35 - 07:15
    MDW - PHX
    10:05 - 11:25
    PHX - SAN
  • 05:35 (MDW)Chicago Midway Airport
    10:05 (PHX)Phoenix Sky Harbor Intl Airport
  • 07:15 (PHX)Phoenix Sky Harbor Intl Airport
    11:25 (SAN)San Diego International Airport
  • (WN 2273)Boeing 737 700
    (WN 4129)Boeing 737 800
  • 7h 50m (2h 50m)
  • PHX Phoenix 2h 50m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 05:50 - 07:45
    MDW - LAS
    08:45 - 09:55
    LAS - SAN
  • 05:50 (MDW)Chicago Midway Airport
    08:45 (LAS)Las Vegas McCarran International Airport
  • 07:45 (LAS)Las Vegas McCarran International Airport
    09:55 (SAN)San Diego International Airport
  • (WN 6191)Boeing 737 700
    (WN 2597)Boeing 737 700
  • 6h 05m (1h)
  • LAS Las Vegas 1h
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 05:50 - 07:45
    MDW - LAS
    10:35 - 11:50
    LAS - SAN
  • 05:50 (MDW)Chicago Midway Airport
    10:35 (LAS)Las Vegas McCarran International Airport
  • 07:45 (LAS)Las Vegas McCarran International Airport
    11:50 (SAN)San Diego International Airport
  • (WN 6191)Boeing 737 700
    (WN 2544)Boeing 737 700
  • 8h (2h 50m)
  • LAS Las Vegas 2h 50m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 05:55 - 07:05
    MDW - STL
    10:05 - 11:55
    STL - SAN
  • 05:55 (MDW)Chicago Midway Airport
    10:05 (STL)St Louis Lambert Intl Airport
  • 07:05 (STL)St Louis Lambert Intl Airport
    11:55 (SAN)San Diego International Airport
  • (WN 5846)Boeing 737 Max 8 Passenger
    (WN 4676)Boeing 737 800
  • 8h (3h)
  • STL Saint Louis 3h
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:05 - 07:35
    MDW - MCI
    09:25 - 11:00
    MCI - SAN
  • 06:05 (MDW)Chicago Midway Airport
    09:25 (MCI)Kansas City International Airport
  • 07:35 (MCI)Kansas City International Airport
    11:00 (SAN)San Diego International Airport
  • (WN 1942)Boeing 737 700
    (WN 2704)Boeing 737 800
  • 6h 55m (1h 50m)
  • MCI Kansas City 1h 50m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:10 - 08:05
    MDW - LAS
    09:30 - 10:50
    LAS - SAN
  • 06:10 (MDW)Chicago Midway Airport
    09:30 (LAS)Las Vegas McCarran International Airport
  • 08:05 (LAS)Las Vegas McCarran International Airport
    10:50 (SAN)San Diego International Airport
  • (WN 6191)Boeing 737 Max 8 Passenger
    (WN 2597)Boeing 737 700
  • 6h 40m (1h 25m)
  • LAS Las Vegas 1h 25m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 06:15 - 08:00
    ORD - PHX
    08:50 - 10:15
    PHX - SAN
  • 06:15 (ORD)Chicago O'Hare International Airport
    08:50 (PHX)Phoenix Sky Harbor Intl Airport
  • 08:00 (PHX)Phoenix Sky Harbor Intl Airport
    10:15 (SAN)San Diego International Airport
  • (WN 5245)Boeing 737 800
    (WN 4128)Boeing 737 700
  • 6h (50m)
  • PHX Phoenix 50m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:15 - 08:35
    MDW - DAL
    10:20 - 11:25
    DAL - SAN
  • 06:15 (MDW)Chicago Midway Airport
    10:20 (DAL)Dallas/Fort Worth Love Field Airport
  • 08:35 (DAL)Dallas/Fort Worth Love Field Airport
    11:25 (SAN)San Diego International Airport
  • (WN 1102)Boeing 737 800
    (WN 2338)Boeing 737 700
  • 7h 10m (1h 45m)
  • DAL Dallas 1h 45m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:15 - 08:00
    ORD - PHX
    10:05 - 11:25
    PHX - SAN
  • 06:15 (ORD)Chicago O'Hare International Airport
    10:05 (PHX)Phoenix Sky Harbor Intl Airport
  • 08:00 (PHX)Phoenix Sky Harbor Intl Airport
    11:25 (SAN)San Diego International Airport
  • (WN 5245)Boeing 737 800
    (WN 4129)Boeing 737 800
  • 7h 10m (2h 05m)
  • PHX Phoenix 2h 05m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:15 - 08:00
    ORD - PHX
    12:00 - 13:10
    PHX - SAN
  • 06:15 (ORD)Chicago O'Hare International Airport
    12:00 (PHX)Phoenix Sky Harbor Intl Airport
  • 08:00 (PHX)Phoenix Sky Harbor Intl Airport
    13:10 (SAN)San Diego International Airport
  • (WN 5245)Boeing 737 800
    (WN 444)Boeing 737 700
  • 8h 55m (4h)
  • PHX Phoenix 4h
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:20 - 07:45
    MDW - BNA
    09:20 - 11:40
    BNA - SAN
  • 06:20 (MDW)Chicago Midway Airport
    09:20 (BNA)Nashville Airport
  • 07:45 (BNA)Nashville Airport
    11:40 (SAN)San Diego International Airport
  • (WN 270)Boeing 737 Max 8 Passenger
    (WN 1994)Boeing 737 700
  • 7h 20m (1h 35m)
  • BNA Nashville 1h 35m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:25 - 08:00
    MDW - DEN
    09:25 - 10:45
    DEN - SAN
  • 06:25 (MDW)Chicago Midway Airport
    09:25 (DEN)Denver Intl Airport
  • 08:00 (DEN)Denver Intl Airport
    10:45 (SAN)San Diego International Airport
  • (WN 1699)Boeing 737 Max 8 Passenger
    (WN 2662)Boeing 737 Max 8 Passenger
  • 6h 20m (1h 25m)
  • DEN Denver 1h 25m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:30 - 08:15
    ORD - PHX
    09:20 - 10:35
    PHX - SAN
  • 06:30 (ORD)Chicago O'Hare International Airport
    09:20 (PHX)Phoenix Sky Harbor Intl Airport
  • 08:15 (PHX)Phoenix Sky Harbor Intl Airport
    10:35 (SAN)San Diego International Airport
  • (WN 5245)Boeing 737 Max 8 Passenger
    (WN 4129)Boeing 737 Max 8 Passenger
  • 6h 05m (1h 05m)
  • PHX Phoenix 1h 05m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:30 - 08:10
    ORD - DEN
    09:25 - 10:45
    DEN - SAN
  • 06:30 (ORD)Chicago O'Hare International Airport
    09:25 (DEN)Denver Intl Airport
  • 08:10 (DEN)Denver Intl Airport
    10:45 (SAN)San Diego International Airport
  • (WN 1260)Boeing 737 800
    (WN 2662)Boeing 737 Max 8 Passenger
  • 6h 15m (1h 15m)
  • DEN Denver 1h 15m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:30 - 08:15
    ORD - PHX
    10:25 - 11:40
    PHX - SAN
  • 06:30 (ORD)Chicago O'Hare International Airport
    10:25 (PHX)Phoenix Sky Harbor Intl Airport
  • 08:15 (PHX)Phoenix Sky Harbor Intl Airport
    11:40 (SAN)San Diego International Airport
  • (WN 5245)Boeing 737 700
    (WN 4129)Boeing 737 Max 8 Passenger
  • 7h 10m (2h 10m)
  • PHX Phoenix 2h 10m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 06:30 - 08:15
    ORD - PHX
    11:10 - 12:20
    PHX - SAN
  • 06:30 (ORD)Chicago O'Hare International Airport
    11:10 (PHX)Phoenix Sky Harbor Intl Airport
  • 08:15 (PHX)Phoenix Sky Harbor Intl Airport
    12:20 (SAN)San Diego International Airport
  • (WN 5245)Boeing 737 Max 8 Passenger
    (WN 3966)Boeing 737 800
  • 7h 50m (2h 55m)
  • PHX Phoenix 2h 55m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:30 - 08:15
    ORD - PHX
    12:05 - 13:15
    PHX - SAN
  • 06:30 (ORD)Chicago O'Hare International Airport
    12:05 (PHX)Phoenix Sky Harbor Intl Airport
  • 08:15 (PHX)Phoenix Sky Harbor Intl Airport
    13:15 (SAN)San Diego International Airport
  • (WN 5245)Boeing 737 700
    (WN 1980)Boeing 737 700
  • 8h 45m (3h 50m)
  • PHX Phoenix 3h 50m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 06:30 - 09:10
    MDW - OAK
    11:50 - 13:20
    OAK - SAN
  • 06:30 (MDW)Chicago Midway Airport
    11:50 (OAK)Oakland International Airport
  • 09:10 (OAK)Oakland International Airport
    13:20 (SAN)San Diego International Airport
  • (WN 5472)Boeing 737 700
    (WN 2860)Boeing 737 700
  • 8h 50m (2h 40m)
  • OAK Oakland 2h 40m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 06:30 - 08:10
    ORD - DEN
    12:15 - 13:35
    DEN - SAN
  • 06:30 (ORD)Chicago O'Hare International Airport
    12:15 (DEN)Denver Intl Airport
  • 08:10 (DEN)Denver Intl Airport
    13:35 (SAN)San Diego International Airport
  • (WN 1260)Boeing 737 800
    (WN 3147)Boeing 737 Max 8 Passenger
  • 9h 05m (4h 05m)
  • DEN Denver 4h 05m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:55 - 08:30
    MDW - MCI
    11:55 - 13:20
    MCI - SAN
  • 06:55 (MDW)Chicago Midway Airport
    11:55 (MCI)Kansas City International Airport
  • 08:30 (MCI)Kansas City International Airport
    13:20 (SAN)San Diego International Airport
  • (WN 1942)Boeing 737 700
    (WN 4069)Boeing 737 800
  • 8h 25m (3h 25m)
  • MCI Kansas City 3h 25m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:00 - 08:45
    ORD - DEN
    09:50 - 11:15
    DEN - SAN
  • 07:00 (ORD)Chicago O'Hare International Airport
    09:50 (DEN)Denver Intl Airport
  • 08:45 (DEN)Denver Intl Airport
    11:15 (SAN)San Diego International Airport
  • (WN 1260)Boeing 737 700
    (WN 2949)Boeing 737 800
  • 6h 15m (1h 05m)
  • DEN Denver 1h 05m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 07:00 - 09:00
    MDW - LAS
    11:05 - 12:15
    LAS - SAN
  • 07:00 (MDW)Chicago Midway Airport
    11:05 (LAS)Las Vegas McCarran International Airport
  • 09:00 (LAS)Las Vegas McCarran International Airport
    12:15 (SAN)San Diego International Airport
  • (WN 5661)Boeing 737 800
    (WN 2544)Boeing 737 700
  • 7h 15m (2h 05m)
  • LAS Las Vegas 2h 05m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:00 - 08:45
    ORD - DEN
    12:10 - 13:30
    DEN - SAN
  • 07:00 (ORD)Chicago O'Hare International Airport
    12:10 (DEN)Denver Intl Airport
  • 08:45 (DEN)Denver Intl Airport
    13:30 (SAN)San Diego International Airport
  • (WN 1260)Boeing 737 700
    (WN 4085)Boeing 737 700
  • 8h 30m (3h 25m)
  • DEN Denver 3h 25m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 07:05 - 09:25
    MDW - DAL
    12:45 - 13:50
    DAL - SAN
  • 07:05 (MDW)Chicago Midway Airport
    12:45 (DAL)Dallas/Fort Worth Love Field Airport
  • 09:25 (DAL)Dallas/Fort Worth Love Field Airport
    13:50 (SAN)San Diego International Airport
  • (WN 1102)Boeing 737 800
    (WN 970)Boeing 737 800
  • 8h 45m (3h 20m)
  • DAL Dallas 3h 20m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:15 - 09:00
    ORD - DEN
    10:40 - 12:05
    DEN - SAN
  • 07:15 (ORD)Chicago O'Hare International Airport
    10:40 (DEN)Denver Intl Airport
  • 09:00 (DEN)Denver Intl Airport
    12:05 (SAN)San Diego International Airport
  • (WN 1260)Boeing 737 Max 8 Passenger
    (WN 2949)Boeing 737 800
  • 6h 50m (1h 40m)
  • DEN Denver 1h 40m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:15 - 09:10
    MDW - LAS
    11:35 - 12:45
    LAS - SAN
  • 07:15 (MDW)Chicago Midway Airport
    11:35 (LAS)Las Vegas McCarran International Airport
  • 09:10 (LAS)Las Vegas McCarran International Airport
    12:45 (SAN)San Diego International Airport
  • (WN 5661)Boeing 737 Max 8 Passenger
    (WN 310)Boeing 737 700
  • 7h 30m (2h 25m)
  • LAS Las Vegas 2h 25m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 07:15 - 09:40
    ORD - DAL
    12:45 - 13:50
    DAL - SAN
  • 07:15 (ORD)Chicago O'Hare International Airport
    12:45 (DAL)Dallas/Fort Worth Love Field Airport
  • 09:40 (DAL)Dallas/Fort Worth Love Field Airport
    13:50 (SAN)San Diego International Airport
  • (WN 5820)Boeing 737 Max 8 Passenger
    (WN 970)Boeing 737 800
  • 8h 35m (3h 05m)
  • DAL Dallas 3h 05m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:15 - 09:00
    ORD - DEN
    12:50 - 14:10
    DEN - SAN
  • 07:15 (ORD)Chicago O'Hare International Airport
    12:50 (DEN)Denver Intl Airport
  • 09:00 (DEN)Denver Intl Airport
    14:10 (SAN)San Diego International Airport
  • (WN 1260)Boeing 737 Max 8 Passenger
    (WN 4085)Boeing 737 700
  • 8h 55m (3h 50m)
  • DEN Denver 3h 50m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 07:20 - 09:05
    MDW - PHX
    10:05 - 11:25
    PHX - SAN
  • 07:20 (MDW)Chicago Midway Airport
    10:05 (PHX)Phoenix Sky Harbor Intl Airport
  • 09:05 (PHX)Phoenix Sky Harbor Intl Airport
    11:25 (SAN)San Diego International Airport
  • (WN 2563)Boeing 737 Max 8 Passenger
    (WN 4129)Boeing 737 800
  • 6h 05m (1h)
  • PHX Phoenix 1h
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:20 - 10:00
    MDW - HOU
    11:15 - 12:35
    HOU - SAN
  • 07:20 (MDW)Chicago Midway Airport
    11:15 (HOU)Houston Hobby Airport
  • 10:00 (HOU)Houston Hobby Airport
    12:35 (SAN)San Diego International Airport
  • (WN 5171)Boeing 737 800
    (WN 5104)Boeing 737 800
  • 7h 15m (1h 15m)
  • HOU Houston 1h 15m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 07:20 - 09:05
    MDW - PHX
    12:00 - 13:10
    PHX - SAN
  • 07:20 (MDW)Chicago Midway Airport
    12:00 (PHX)Phoenix Sky Harbor Intl Airport
  • 09:05 (PHX)Phoenix Sky Harbor Intl Airport
    13:10 (SAN)San Diego International Airport
  • (WN 2563)Boeing 737 Max 8 Passenger
    (WN 444)Boeing 737 700
  • 7h 50m (2h 55m)
  • PHX Phoenix 2h 55m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:30 - 09:35
    ORD - LAS
    11:35 - 12:45
    LAS - SAN
  • 07:30 (ORD)Chicago O'Hare International Airport
    11:35 (LAS)Las Vegas McCarran International Airport
  • 09:35 (LAS)Las Vegas McCarran International Airport
    12:45 (SAN)San Diego International Airport
  • (WN 5683)Boeing 737 Max 8 Passenger
    (WN 310)Boeing 737 700
  • 7h 15m (2h)
  • LAS Las Vegas 2h
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 07:30 - 09:35
    ORD - LAS
    12:45 - 14:00
    LAS - SAN
  • 07:30 (ORD)Chicago O'Hare International Airport
    12:45 (LAS)Las Vegas McCarran International Airport
  • 09:35 (LAS)Las Vegas McCarran International Airport
    14:00 (SAN)San Diego International Airport
  • (WN 5683)Boeing 737 Max 8 Passenger
    (WN 4101)Boeing 737 700
  • 8h 30m (3h 10m)
  • LAS Las Vegas 3h 10m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 07:30 - 09:35
    ORD - LAS
    13:05 - 14:20
    LAS - SAN
  • 07:30 (ORD)Chicago O'Hare International Airport
    13:05 (LAS)Las Vegas McCarran International Airport
  • 09:35 (LAS)Las Vegas McCarran International Airport
    14:20 (SAN)San Diego International Airport
  • (WN 5683)Boeing 737 700
    (WN 6065)Boeing 737 700
  • 8h 50m (3h 30m)
  • LAS Las Vegas 3h 30m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:50 - 10:40
    MDW - ATL
    12:05 - 13:40
    ATL - SAN
  • 07:50 (MDW)Chicago Midway Airport
    12:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 10:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    13:40 (SAN)San Diego International Airport
  • (WN 1572)Boeing 737 Max 8 Passenger
    (WN 6065)Boeing 737 700
  • 7h 50m (1h 25m)
  • ATL Atlanta 1h 25m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 07:55 - 09:40
    MDW - PHX
    10:25 - 11:40
    PHX - SAN
  • 07:55 (MDW)Chicago Midway Airport
    10:25 (PHX)Phoenix Sky Harbor Intl Airport
  • 09:40 (PHX)Phoenix Sky Harbor Intl Airport
    11:40 (SAN)San Diego International Airport
  • (WN 2563)Boeing 737 Max 8 Passenger
    (WN 4129)Boeing 737 Max 8 Passenger
  • 5h 45m (45m)
  • PHX Phoenix 45m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 07:55 - 09:40
    MDW - PHX
    12:05 - 13:15
    PHX - SAN
  • 07:55 (MDW)Chicago Midway Airport
    12:05 (PHX)Phoenix Sky Harbor Intl Airport
  • 09:40 (PHX)Phoenix Sky Harbor Intl Airport
    13:15 (SAN)San Diego International Airport
  • (WN 2563)Boeing 737 Max 8 Passenger
    (WN 1980)Boeing 737 700
  • 7h 20m (2h 25m)
  • PHX Phoenix 2h 25m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 08:00 - 09:55
    MDW - LAS
    13:05 - 14:20
    LAS - SAN
  • 08:00 (MDW)Chicago Midway Airport
    13:05 (LAS)Las Vegas McCarran International Airport
  • 09:55 (LAS)Las Vegas McCarran International Airport
    14:20 (SAN)San Diego International Airport
  • (WN 2450)Boeing 737 Max 8 Passenger
    (WN 6065)Boeing 737 700
  • 8h 20m (3h 10m)
  • LAS Las Vegas 3h 10m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 08:05 - 10:00
    MDW - LAS
    11:35 - 12:45
    LAS - SAN
  • 08:05 (MDW)Chicago Midway Airport
    11:35 (LAS)Las Vegas McCarran International Airport
  • 10:00 (LAS)Las Vegas McCarran International Airport
    12:45 (SAN)San Diego International Airport
  • (WN 2450)Boeing 737 Max 8 Passenger
    (WN 310)Boeing 737 700
  • 6h 40m (1h 35m)
  • LAS Las Vegas 1h 35m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 08:05 - 10:00
    MDW - LAS
    12:45 - 14:00
    LAS - SAN
  • 08:05 (MDW)Chicago Midway Airport
    12:45 (LAS)Las Vegas McCarran International Airport
  • 10:00 (LAS)Las Vegas McCarran International Airport
    14:00 (SAN)San Diego International Airport
  • (WN 2450)Boeing 737 Max 8 Passenger
    (WN 4101)Boeing 737 700
  • 7h 55m (2h 45m)
  • LAS Las Vegas 2h 45m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 08:10 - 09:50
    MDW - DEN
    12:10 - 13:30
    DEN - SAN
  • 08:10 (MDW)Chicago Midway Airport
    12:10 (DEN)Denver Intl Airport
  • 09:50 (DEN)Denver Intl Airport
    13:30 (SAN)San Diego International Airport
  • (WN 5797)Boeing 737 700
    (WN 4085)Boeing 737 700
  • 7h 20m (2h 20m)
  • DEN Denver 2h 20m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 08:10 - 09:45
    MDW - DEN
    12:50 - 14:10
    DEN - SAN
  • 08:10 (MDW)Chicago Midway Airport
    12:50 (DEN)Denver Intl Airport
  • 09:45 (DEN)Denver Intl Airport
    14:10 (SAN)San Diego International Airport
  • (WN 1699)Boeing 737 700
    (WN 4085)Boeing 737 700
  • 8h (3h 05m)
  • DEN Denver 3h 05m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 08:15 - 09:55
    MDW - DEN
    10:40 - 12:05
    DEN - SAN
  • 08:15 (MDW)Chicago Midway Airport
    10:40 (DEN)Denver Intl Airport
  • 09:55 (DEN)Denver Intl Airport
    12:05 (SAN)San Diego International Airport
  • (WN 1699)Boeing 737 Max 8 Passenger
    (WN 2949)Boeing 737 800
  • 5h 50m (45m)
  • DEN Denver 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 08:15 - 11:10
    MDW - BWI
    12:50 - 15:20
    BWI - SAN
  • 08:15 (MDW)Chicago Midway Airport
    12:50 (BWI)Baltimore Washington International Airport
  • 11:10 (BWI)Baltimore Washington International Airport
    15:20 (SAN)San Diego International Airport
  • (WN 5903)Boeing 737 800
    (WN 884)Boeing 737 Max 8 Passenger
  • 9h 05m (1h 40m)
  • BWI Baltimore 1h 40m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 08:25 - 10:45
    MDW - DAL
    13:00 - 14:10
    DAL - SAN
  • 08:25 (MDW)Chicago Midway Airport
    13:00 (DAL)Dallas/Fort Worth Love Field Airport
  • 10:45 (DAL)Dallas/Fort Worth Love Field Airport
    14:10 (SAN)San Diego International Airport
  • (WN 5610)Boeing 737 Max 8 Passenger
    (WN 970)Boeing 737 800
  • 7h 45m (2h 15m)
  • DAL Dallas 2h 15m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 08:35 - 11:30
    MDW - BWI
    13:15 - 15:40
    BWI - SAN
  • 08:35 (MDW)Chicago Midway Airport
    13:15 (BWI)Baltimore Washington International Airport
  • 11:30 (BWI)Baltimore Washington International Airport
    15:40 (SAN)San Diego International Airport
  • (WN 5903)Boeing 737 700
    (WN 884)Boeing 737 800
  • 9h 05m (1h 45m)
  • BWI Baltimore 1h 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
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What’s the fastest flight time from Chicago to San Diego?

The fastest flight time for direct flights from Chicago to San Diego is 4 hours 8 minutes. Check latest flight schedules & prices on Wego.

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

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

How far is San Diego from Chicago?

The flight distance between Chicago and San Diego is 2787km. 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 19:35. See the full list of flight times on Wego.

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

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