Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Frontier Airlines

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

  • Frontier Airlines Frontier Airlines
  • Spirit Airlines Spirit Airlines
  • Southwest Airlines Southwest Airlines
  • American Airlines American Airlines
  • United Airlines United Airlines
  • Alaska Airlines Alaska Airlines
Cheapest Month December

Travel Period: December 2024 - November 2025

The cheapest month(s) to fly from Chicago to San Antonio is December.

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

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

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Sat, 2 Nov, 2024

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  • Availability
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 19:40 ORD
    22:49 SAT
    3Hrs, 09m Direct
  • ORDChicago O'Hare International Airport 19:40 - SAT 22:49 3h 09m Direct
  • ORDChicago O'Hare International Airport 19:40
  • SATSan Antonio International Airport 22:49
  • 3h 09m
  • Direct
  • United Airlines (UA 1504)Boeing 737 700
  • United Airlines (UA 1504)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 700
  • 20:50 ORD
    23:53 SAT
    3Hrs, 03m Direct
  • ORDChicago O'Hare International Airport 20:50 - SAT 23:53 3h 03m Direct
  • ORDChicago O'Hare International Airport 20:50
  • SATSan Antonio International Airport 23:53
  • 3h 03m
  • Direct
  • American Airlines (AA 431)Boeing 737 800
  • American Airlines (AA 431)
    • -
    • T
    • W
    • -
    • -
    • S
    • -
  • Boeing 737 800
  • 20:50 ORD
    23:51 SAT
    3Hrs, 01m Direct
  • ORDChicago O'Hare International Airport 20:50 - SAT 23:51 3h 01m Direct
  • ORDChicago O'Hare International Airport 20:50
  • SATSan Antonio International Airport 23:51
  • 3h 01m
  • Direct
  • American Airlines (AA 431)Boeing 737 800
  • American Airlines (AA 431)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • Boeing 737 800
  • 20:55 MDW
    23:50 SAT
    2Hrs, 55m Direct
  • MDWChicago Midway Airport 20:55 - SAT 23:50 2h 55m Direct
  • MDWChicago Midway Airport 20:55
  • SATSan Antonio International Airport 23:50
  • 2h 55m
  • Direct
  • Southwest Airlines (WN 110)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 110)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • Boeing 737 Max 8 Passenger
  • 09:07 ORD
    12:18 SAT
    3Hrs, 11m Direct
  • ORDChicago O'Hare International Airport 09:07 - SAT 12:18 3h 11m Direct
  • ORDChicago O'Hare International Airport 09:07
  • SATSan Antonio International Airport 12:18
  • 3h 11m
  • Direct
  • United Airlines (UA 1883)Boeing 737 Max 8 Passenger
  • United Airlines (UA 1883)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Boeing 737 Max 8 Passenger
  • 09:10 MDW
    12:10 SAT
    3Hrs, 00m Direct
  • MDWChicago Midway Airport 09:10 - SAT 12:10 3h Direct
  • MDWChicago Midway Airport 09:10
  • SATSan Antonio International Airport 12:10
  • 3h
  • Direct
  • Southwest Airlines (WN 3568)Boeing 737 800
  • Southwest Airlines (WN 3568)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • Boeing 737 800
  • 09:20 MDW
    12:20 SAT
    3Hrs, 00m Direct
  • MDWChicago Midway Airport 09:20 - SAT 12:20 3h Direct
  • MDWChicago Midway Airport 09:20
  • SATSan Antonio International Airport 12:20
  • 3h
  • Direct
  • Southwest Airlines (WN 1542)Boeing 737 800
  • Southwest Airlines (WN 1542)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 800
  • 10:00 ORD
    12:58 SAT
    2Hrs, 58m Direct
  • ORDChicago O'Hare International Airport 10:00 - SAT 12:58 2h 58m Direct
  • ORDChicago O'Hare International Airport 10:00
  • SATSan Antonio International Airport 12:58
  • 2h 58m
  • Direct
  • American Airlines (AA 1112)Boeing 737 800
  • American Airlines (AA 1112)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 10:00 ORD
    13:01 SAT
    3Hrs, 01m Direct
  • ORDChicago O'Hare International Airport 10:00 - SAT 13:01 3h 01m Direct
  • ORDChicago O'Hare International Airport 10:00
  • SATSan Antonio International Airport 13:01
  • 3h 01m
  • Direct
  • American Airlines (AA 1112)Boeing 737 800
  • American Airlines (AA 1112)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • Boeing 737 800
  • 10:10 MDW
    13:10 SAT
    3Hrs, 00m Direct
  • MDWChicago Midway Airport 10:10 - SAT 13:10 3h Direct
  • MDWChicago Midway Airport 10:10
  • SATSan Antonio International Airport 13:10
  • 3h
  • Direct
  • Southwest Airlines (WN 3568)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 3568)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 16:55 MDW
    19:50 SAT
    2Hrs, 55m Direct
  • MDWChicago Midway Airport 16:55 - SAT 19:50 2h 55m Direct
  • MDWChicago Midway Airport 16:55
  • SATSan Antonio International Airport 19:50
  • 2h 55m
  • Direct
  • Southwest Airlines (WN 1542)Boeing 737 700
  • Southwest Airlines (WN 1542)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 700
  • 18:20 ORD
    23:10 SAT
    4Hrs, 50m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 18:20 - SAT 23:10 4h 50m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 18:20
    IAHHouston George Bush Intercontinental Airport 22:05
  • IAHHouston George Bush Intercontinental Airport 21:19
    SATSan Antonio International Airport 23:10
  • 4h 50m (46m)
  • 1 Stop IAH · Houston 46m
  • United Airlines (UA 534)Boeing 737 900
    United Airlines (UA 1645)Boeing 737 800
  • United Airlines (UA 534)
    • -
    • -
    • W
    • -
    • -
    • -
    • -
  • 18:20 ORD
    23:10 SAT
    4Hrs, 50m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 18:20 - SAT 23:10 4h 50m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 18:20
    IAHHouston George Bush Intercontinental Airport 22:05
  • IAHHouston George Bush Intercontinental Airport 21:19
    SATSan Antonio International Airport 23:10
  • 4h 50m (46m)
  • 1 Stop IAH · Houston 46m
  • United Airlines (UA 534)Boeing 737 Max 8 Passenger
    United Airlines (UA 1645)Airbus
  • United Airlines (UA 534)
    • -
    • -
    • -
    • T
    • F
    • -
    • S
  • 18:20 ORD
    23:10 SAT
    4Hrs, 50m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 18:20 - SAT 23:10 4h 50m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 18:20
    IAHHouston George Bush Intercontinental Airport 22:05
  • IAHHouston George Bush Intercontinental Airport 21:19
    SATSan Antonio International Airport 23:10
  • 4h 50m (46m)
  • 1 Stop IAH · Houston 46m
  • United Airlines (UA 534)Boeing 737 Max 8 Passenger
    United Airlines (UA 1645)Boeing 737 800
  • United Airlines (UA 534)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 18:20 ORD
    23:10 SAT
    4Hrs, 50m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 18:20 - SAT 23:10 4h 50m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 18:20
    IAHHouston George Bush Intercontinental Airport 22:05
  • IAHHouston George Bush Intercontinental Airport 21:19
    SATSan Antonio International Airport 23:10
  • 4h 50m (46m)
  • 1 Stop IAH · Houston 46m
  • United Airlines (UA 534)Boeing 737 900
    United Airlines (UA 1645)Airbus
  • United Airlines (UA 534)
    • M
    • -
    • -
    • -
    • -
    • -
    • -
  • 18:20 ORD
    23:13 SAT
    4Hrs, 53m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 18:20 - SAT 23:13 4h 53m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 18:20
    IAHHouston George Bush Intercontinental Airport 22:05
  • IAHHouston George Bush Intercontinental Airport 21:19
    SATSan Antonio International Airport 23:13
  • 4h 53m (46m)
  • 1 Stop IAH · Houston 46m
  • United Airlines (UA 534)Boeing 737 900
    United Airlines (UA 5476)Embraer 175
  • United Airlines (UA 534)
    • -
    • T
    • -
    • -
    • -
    • -
    • -
  • 18:40 MDW
    23:05 SAT
    4Hrs, 25m 1 Stop (DAL)
  • MDWChicago Midway Airport 18:40 - SAT 23:05 4h 25m 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 18:40
    DALDallas/Fort Worth Love Field Airport 21:55
  • DALDallas/Fort Worth Love Field Airport 21:05
    SATSan Antonio International Airport 23:05
  • 4h 25m (50m)
  • 1 Stop DAL · Dallas 50m
  • Southwest Airlines (WN 4851)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 296)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 4851)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 18:45 ORD
    23:52 SAT
    5Hrs, 07m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 18:45 - SAT 23:52 5h 07m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 18:45
    DFWDallas/Fort Worth Intl Airport 22:38
  • DFWDallas/Fort Worth Intl Airport 21:39
    SATSan Antonio International Airport 23:52
  • 5h 07m (59m)
  • 1 Stop DFW · Dallas 59m
  • American Airlines (AA 1559)Airbus
    American Airlines (AA 1217)Boeing 737 800
  • American Airlines (AA 1559)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 19:00 MDW
    01:10 SAT
    6Hrs, 10m 1 Stop (BNA)
  • MDWChicago Midway Airport 19:00 - SAT 01:10 6h 10m 1 Stop (BNA) Nashville
  • MDWChicago Midway Airport 19:00
    BNANashville Airport 22:35
  • BNANashville Airport 20:30
    SATSan Antonio International Airport 01:10
  • 6h 10m (2h 05m)
  • 1 Stop BNA · Nashville 2h 05m
  • Southwest Airlines (WN 3969)Boeing 737 700
    Southwest Airlines (WN 1693)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 3969)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 05:00 ORD
    09:45 SAT
    4Hrs, 45m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 05:00 - SAT 09:45 4h 45m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 05:00
    DFWDallas/Fort Worth Intl Airport 08:26
  • DFWDallas/Fort Worth Intl Airport 07:35
    SATSan Antonio International Airport 09:45
  • 4h 45m (51m)
  • 1 Stop DFW · Dallas 51m
  • American Airlines (AA 370)Boeing 737 800
    American Airlines (AA 2759)Boeing 737 800
  • American Airlines (AA 370)
    • -
    • T
    • W
    • -
    • -
    • S
    • -
  • 05:00 ORD
    09:45 SAT
    4Hrs, 45m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 05:00 - SAT 09:45 4h 45m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 05:00
    DFWDallas/Fort Worth Intl Airport 08:26
  • DFWDallas/Fort Worth Intl Airport 07:41
    SATSan Antonio International Airport 09:45
  • 4h 45m (45m)
  • 1 Stop DFW · Dallas 45m
  • American Airlines (AA 370)Boeing 737 800
    American Airlines (AA 2759)Boeing 737 800
  • American Airlines (AA 370)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 05:00 ORD
    11:07 SAT
    6Hrs, 07m 1 Stop (CLT)
  • ORDChicago O'Hare International Airport 05:00 - SAT 11:07 6h 07m 1 Stop (CLT) Charlotte
  • ORDChicago O'Hare International Airport 05:00
    CLTCharlotte Airport 08:55
  • CLTCharlotte Airport 07:56
    SATSan Antonio International Airport 11:07
  • 6h 07m (59m)
  • 1 Stop CLT · Charlotte 59m
  • American Airlines (AA 2842)Boeing 737 Max 8 Passenger
    American Airlines (AA 1514)Boeing 737 800
  • American Airlines (AA 2842)
    • -
    • T
    • W
    • -
    • -
    • S
    • -
  • 05:00 ORD
    11:07 SAT
    6Hrs, 07m 1 Stop (CLT)
  • ORDChicago O'Hare International Airport 05:00 - SAT 11:07 6h 07m 1 Stop (CLT) Charlotte
  • ORDChicago O'Hare International Airport 05:00
    CLTCharlotte Airport 08:55
  • CLTCharlotte Airport 07:55
    SATSan Antonio International Airport 11:07
  • 6h 07m (1h)
  • 1 Stop CLT · Charlotte 1h
  • American Airlines (AA 2842)Boeing 737 Max 8 Passenger
    American Airlines (AA 1514)Boeing 737 800
  • American Airlines (AA 2842)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 05:00 MDW
    11:40 SAT
    6Hrs, 40m 1 Stop (HOU)
  • MDWChicago Midway Airport 05:00 - SAT 11:40 6h 40m 1 Stop (HOU) Houston
  • MDWChicago Midway Airport 05:00
    HOUHouston Hobby Airport 10:35
  • HOUHouston Hobby Airport 07:50
    SATSan Antonio International Airport 11:40
  • 6h 40m (2h 45m)
  • 1 Stop HOU · Houston 2h 45m
  • Southwest Airlines (WN 1149)Boeing 737 800
    Southwest Airlines (WN 1368)Boeing 737 700
  • Southwest Airlines (WN 1149)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 05:00 ORD
    11:46 SAT
    6Hrs, 46m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 05:00 - SAT 11:46 6h 46m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 05:00
    DFWDallas/Fort Worth Intl Airport 10:17
  • DFWDallas/Fort Worth Intl Airport 07:41
    SATSan Antonio International Airport 11:46
  • 6h 46m (2h 36m)
  • 1 Stop DFW · Dallas 2h 36m
  • American Airlines (AA 370)Boeing 737 800
    American Airlines (AA 1957)Airbus
  • American Airlines (AA 370)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 05:20 MDW
    11:35 SAT
    6Hrs, 15m 1 Stop (DEN)
  • MDWChicago Midway Airport 05:20 - SAT 11:35 6h 15m 1 Stop (DEN) Denver
  • MDWChicago Midway Airport 05:20
    DENDenver Intl Airport 08:25
  • DENDenver Intl Airport 07:05
    SATSan Antonio International Airport 11:35
  • 6h 15m (1h 20m)
  • 1 Stop DEN · Denver 1h 20m
  • Southwest Airlines (WN 2248)Boeing 737 700
    Southwest Airlines (WN 205)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 2248)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 05:30 MDW
    12:15 SAT
    6Hrs, 45m 1 Stop (PHX)
  • MDWChicago Midway Airport 05:30 - SAT 12:15 6h 45m 1 Stop (PHX) Phoenix
  • MDWChicago Midway Airport 05:30
    PHXPhoenix Sky Harbor Intl Airport 09:10
  • PHXPhoenix Sky Harbor Intl Airport 08:25
    SATSan Antonio International Airport 12:15
  • 6h 45m (45m)
  • 1 Stop PHX · Phoenix 45m
  • Southwest Airlines (WN 1674)Boeing 737 800
    Southwest Airlines (WN 1689)Boeing 737 700
  • Southwest Airlines (WN 1674)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 05:45 ORD
    11:18 SAT
    5Hrs, 33m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 05:45 - SAT 11:18 5h 33m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 05:45
    IAHHouston George Bush Intercontinental Airport 10:10
  • IAHHouston George Bush Intercontinental Airport 08:42
    SATSan Antonio International Airport 11:18
  • 5h 33m (1h 28m)
  • 1 Stop IAH · Houston 1h 28m
  • United Airlines (UA 2850)Boeing 737 900
    United Airlines (UA 1186)Boeing 737 900
  • United Airlines (UA 2850)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 05:45 ORD
    11:18 SAT
    5Hrs, 33m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 05:45 - SAT 11:18 5h 33m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 05:45
    IAHHouston George Bush Intercontinental Airport 10:10
  • IAHHouston George Bush Intercontinental Airport 08:42
    SATSan Antonio International Airport 11:18
  • 5h 33m (1h 28m)
  • 1 Stop IAH · Houston 1h 28m
  • United Airlines (UA 2850)Boeing 737 900
    United Airlines (UA 1186)Boeing 737 700
  • United Airlines (UA 2850)
    • M
    • T
    • W
    • T
    • F
    • -
    • S
  • 05:45 MDW
    12:55 SAT
    7Hrs, 10m 1 Stop (HOU)
  • MDWChicago Midway Airport 05:45 - SAT 12:55 7h 10m 1 Stop (HOU) Houston
  • MDWChicago Midway Airport 05:45
    HOUHouston Hobby Airport 11:50
  • HOUHouston Hobby Airport 08:35
    SATSan Antonio International Airport 12:55
  • 7h 10m (3h 15m)
  • 1 Stop HOU · Houston 3h 15m
  • Southwest Airlines (WN 1149)Boeing 737 800
    Southwest Airlines (WN 4930)Boeing 737 700
  • Southwest Airlines (WN 1149)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 05:45 ORD
    13:07 SAT
    7Hrs, 22m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 05:45 - SAT 13:07 7h 22m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 05:45
    IAHHouston George Bush Intercontinental Airport 11:59
  • IAHHouston George Bush Intercontinental Airport 08:42
    SATSan Antonio International Airport 13:07
  • 7h 22m (3h 17m)
  • 1 Stop IAH · Houston 3h 17m
  • United Airlines (UA 2850)Boeing 737 900
    United Airlines (UA 1177)Boeing 737 Max 9 Passenger
  • United Airlines (UA 2850)
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 05:50 MDW
    10:35 SAT
    4Hrs, 45m 1 Stop (DAL)
  • MDWChicago Midway Airport 05:50 - SAT 10:35 4h 45m 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 05:50
    DALDallas/Fort Worth Love Field Airport 09:25
  • DALDallas/Fort Worth Love Field Airport 08:20
    SATSan Antonio International Airport 10:35
  • 4h 45m (1h 05m)
  • 1 Stop DAL · Dallas 1h 05m
  • Southwest Airlines (WN 422)Boeing 737 700
    Southwest Airlines (WN 1445)Boeing 737 700
  • Southwest Airlines (WN 422)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:00 MDW
    10:50 SAT
    4Hrs, 50m 1 Stop (BNA)
  • MDWChicago Midway Airport 06:00 - SAT 10:50 4h 50m 1 Stop (BNA) Nashville
  • MDWChicago Midway Airport 06:00
    BNANashville Airport 08:10
  • BNANashville Airport 07:30
    SATSan Antonio International Airport 10:50
  • 4h 50m (40m)
  • 1 Stop BNA · Nashville 40m
  • Southwest Airlines (WN 2665)Boeing 737 700
    Southwest Airlines (WN 859)Boeing 737 700
  • Southwest Airlines (WN 2665)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:00 ORD
    11:46 SAT
    5Hrs, 46m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 06:00 - SAT 11:46 5h 46m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 06:00
    DFWDallas/Fort Worth Intl Airport 10:17
  • DFWDallas/Fort Worth Intl Airport 08:35
    SATSan Antonio International Airport 11:46
  • 5h 46m (1h 42m)
  • 1 Stop DFW · Dallas 1h 42m
  • American Airlines (AA 482)Airbus
    American Airlines (AA 1957)Airbus
  • American Airlines (AA 482)
    • -
    • T
    • W
    • -
    • -
    • S
    • -
  • 06:00 ORD
    11:46 SAT
    5Hrs, 46m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 06:00 - SAT 11:46 5h 46m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 06:00
    DFWDallas/Fort Worth Intl Airport 10:17
  • DFWDallas/Fort Worth Intl Airport 08:42
    SATSan Antonio International Airport 11:46
  • 5h 46m (1h 35m)
  • 1 Stop DFW · Dallas 1h 35m
  • American Airlines (AA 482)Airbus
    American Airlines (AA 1957)Airbus
  • American Airlines (AA 482)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 06:10 MDW
    10:35 SAT
    4Hrs, 25m 1 Stop (DAL)
  • MDWChicago Midway Airport 06:10 - SAT 10:35 4h 25m 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 06:10
    DALDallas/Fort Worth Love Field Airport 09:25
  • DALDallas/Fort Worth Love Field Airport 08:40
    SATSan Antonio International Airport 10:35
  • 4h 25m (45m)
  • 1 Stop DAL · Dallas 45m
  • Southwest Airlines (WN 422)Boeing 737 700
    Southwest Airlines (WN 4371)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 422)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 06:20 MDW
    11:10 SAT
    4Hrs, 50m 1 Stop (BNA)
  • MDWChicago Midway Airport 06:20 - SAT 11:10 4h 50m 1 Stop (BNA) Nashville
  • MDWChicago Midway Airport 06:20
    BNANashville Airport 08:35
  • BNANashville Airport 07:55
    SATSan Antonio International Airport 11:10
  • 4h 50m (40m)
  • 1 Stop BNA · Nashville 40m
  • Southwest Airlines (WN 2665)Boeing 737 800
    Southwest Airlines (WN 1006)Boeing 737 700
  • Southwest Airlines (WN 2665)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:30 ORD
    13:05 SAT
    6Hrs, 35m 1 Stop (DEN)
  • ORDChicago O'Hare International Airport 06:30 - SAT 13:05 6h 35m 1 Stop (DEN) Denver
  • ORDChicago O'Hare International Airport 06:30
    DENDenver Intl Airport 09:55
  • DENDenver Intl Airport 08:10
    SATSan Antonio International Airport 13:05
  • 6h 35m (1h 45m)
  • 1 Stop DEN · Denver 1h 45m
  • Southwest Airlines (WN 1582)Boeing 737 800
    Southwest Airlines (WN 205)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 1582)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:30 MDW
    13:05 SAT
    6Hrs, 35m 1 Stop (DEN)
  • MDWChicago Midway Airport 06:30 - SAT 13:05 6h 35m 1 Stop (DEN) Denver
  • MDWChicago Midway Airport 06:30
    DENDenver Intl Airport 09:55
  • DENDenver Intl Airport 08:15
    SATSan Antonio International Airport 13:05
  • 6h 35m (1h 40m)
  • 1 Stop DEN · Denver 1h 40m
  • Southwest Airlines (WN 2248)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 205)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 2248)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 06:40 MDW
    11:30 SAT
    4Hrs, 50m 1 Stop (DAL)
  • MDWChicago Midway Airport 06:40 - SAT 11:30 4h 50m 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 06:40
    DALDallas/Fort Worth Love Field Airport 10:20
  • DALDallas/Fort Worth Love Field Airport 09:10
    SATSan Antonio International Airport 11:30
  • 4h 50m (1h 10m)
  • 1 Stop DAL · Dallas 1h 10m
  • Southwest Airlines (WN 371)Boeing 737 800
    Southwest Airlines (WN 1445)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 371)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 06:40 MDW
    13:45 SAT
    7Hrs, 05m 1 Stop (DAL)
  • MDWChicago Midway Airport 06:40 - SAT 13:45 7h 05m 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 06:40
    DALDallas/Fort Worth Love Field Airport 12:35
  • DALDallas/Fort Worth Love Field Airport 09:10
    SATSan Antonio International Airport 13:45
  • 7h 05m (3h 25m)
  • 1 Stop DAL · Dallas 3h 25m
  • Southwest Airlines (WN 371)Boeing 737 800
    Southwest Airlines (WN 500)Boeing 737 700
  • Southwest Airlines (WN 371)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:00 ORD
    11:46 SAT
    4Hrs, 46m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 07:00 - SAT 11:46 4h 46m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 07:00
    DFWDallas/Fort Worth Intl Airport 10:17
  • DFWDallas/Fort Worth Intl Airport 09:36
    SATSan Antonio International Airport 11:46
  • 4h 46m (41m)
  • 1 Stop DFW · Dallas 41m
  • American Airlines (AA 1902)Boeing 737 800
    American Airlines (AA 1957)Airbus
  • American Airlines (AA 1902)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:00 ORD
    13:35 SAT
    6Hrs, 35m 1 Stop (PHX)
  • ORDChicago O'Hare International Airport 07:00 - SAT 13:35 6h 35m 1 Stop (PHX) Phoenix
  • ORDChicago O'Hare International Airport 07:00
    PHXPhoenix Sky Harbor Intl Airport 10:18
  • PHXPhoenix Sky Harbor Intl Airport 09:50
    SATSan Antonio International Airport 13:35
  • 6h 35m (28m)
  • 1 Stop PHX · Phoenix 28m
  • American Airlines (AA 769)Boeing 737 800
    American Airlines (AA 2375)Boeing 737 800
  • American Airlines (AA 769)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 07:00 ORD
    13:40 SAT
    6Hrs, 40m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 07:00 - SAT 13:40 6h 40m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 07:00
    DFWDallas/Fort Worth Intl Airport 12:23
  • DFWDallas/Fort Worth Intl Airport 09:42
    SATSan Antonio International Airport 13:40
  • 6h 40m (2h 41m)
  • 1 Stop DFW · Dallas 2h 41m
  • American Airlines (AA 1902)Boeing 737 800
    American Airlines (AA 2609)Airbus
  • American Airlines (AA 1902)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 07:01 ORD
    11:46 SAT
    4Hrs, 45m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 07:01 - SAT 11:46 4h 45m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 07:01
    DFWDallas/Fort Worth Intl Airport 10:17
  • DFWDallas/Fort Worth Intl Airport 09:37
    SATSan Antonio International Airport 11:46
  • 4h 45m (40m)
  • 1 Stop DFW · Dallas 40m
  • American Airlines (AA 1902)Boeing 737 800
    American Airlines (AA 1957)Airbus
  • American Airlines (AA 1902)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:05 MDW
    14:20 SAT
    7Hrs, 15m 1 Stop (PHX)
  • MDWChicago Midway Airport 07:05 - SAT 14:20 7h 15m 1 Stop (PHX) Phoenix
  • MDWChicago Midway Airport 07:05
    PHXPhoenix Sky Harbor Intl Airport 11:15
  • PHXPhoenix Sky Harbor Intl Airport 10:00
    SATSan Antonio International Airport 14:20
  • 7h 15m (1h 15m)
  • 1 Stop PHX · Phoenix 1h 15m
  • Southwest Airlines (WN 2225)Boeing 737 700
    Southwest Airlines (WN 1051)Boeing 737 700
  • Southwest Airlines (WN 2225)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:10 ORD
    13:07 SAT
    5Hrs, 57m 1 Stop (DEN)
  • ORDChicago O'Hare International Airport 07:10 - SAT 13:07 5h 57m 1 Stop (DEN) Denver
  • ORDChicago O'Hare International Airport 07:10
    DENDenver Intl Airport 09:55
  • DENDenver Intl Airport 09:00
    SATSan Antonio International Airport 13:07
  • 5h 57m (55m)
  • 1 Stop DEN · Denver 55m
  • United Airlines (UA 711)Boeing 737 900
    United Airlines (UA 1131)Boeing 737 800
  • United Airlines (UA 711)
    • -
    • T
    • -
    • -
    • -
    • -
    • -
  • 07:10 ORD
    13:07 SAT
    5Hrs, 57m 1 Stop (DEN)
  • ORDChicago O'Hare International Airport 07:10 - SAT 13:07 5h 57m 1 Stop (DEN) Denver
  • ORDChicago O'Hare International Airport 07:10
    DENDenver Intl Airport 09:55
  • DENDenver Intl Airport 09:00
    SATSan Antonio International Airport 13:07
  • 5h 57m (55m)
  • 1 Stop DEN · Denver 55m
  • United Airlines (UA 711)Boeing 737 900
    United Airlines (UA 1131)Boeing 737 900
  • United Airlines (UA 711)
    • M
    • -
    • W
    • T
    • F
    • S
    • S
  • 07:15 MDW
    14:10 SAT
    6Hrs, 55m 1 Stop (STL)
  • MDWChicago Midway Airport 07:15 - SAT 14:10 6h 55m 1 Stop (STL) Saint Louis
  • MDWChicago Midway Airport 07:15
    STLSt Louis Lambert Intl Airport 11:50
  • STLSt Louis Lambert Intl Airport 08:35
    SATSan Antonio International Airport 14:10
  • 6h 55m (3h 15m)
  • 1 Stop STL · Saint Louis 3h 15m
  • Southwest Airlines (WN 794)Boeing 737 700
    Southwest Airlines (WN 833)Boeing 737 800
  • Southwest Airlines (WN 794)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:30 ORD
    13:25 SAT
    5Hrs, 55m 1 Stop (DAL)
  • ORDChicago O'Hare International Airport 07:30 - SAT 13:25 5h 55m 1 Stop (DAL) Dallas
  • ORDChicago O'Hare International Airport 07:30
    DALDallas/Fort Worth Love Field Airport 12:15
  • DALDallas/Fort Worth Love Field Airport 10:05
    SATSan Antonio International Airport 13:25
  • 5h 55m (2h 10m)
  • 1 Stop DAL · Dallas 2h 10m
  • Southwest Airlines (WN 503)Boeing 737 700
    Southwest Airlines (WN 2700)Boeing 737 700
  • Southwest Airlines (WN 503)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 07:30 ORD
    13:45 SAT
    6Hrs, 15m 1 Stop (DAL)
  • ORDChicago O'Hare International Airport 07:30 - SAT 13:45 6h 15m 1 Stop (DAL) Dallas
  • ORDChicago O'Hare International Airport 07:30
    DALDallas/Fort Worth Love Field Airport 12:35
  • DALDallas/Fort Worth Love Field Airport 10:05
    SATSan Antonio International Airport 13:45
  • 6h 15m (2h 30m)
  • 1 Stop DAL · Dallas 2h 30m
  • Southwest Airlines (WN 4283)Boeing 737 700
    Southwest Airlines (WN 500)Boeing 737 700
  • Southwest Airlines (WN 4283)
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 07:35 ORD
    13:07 SAT
    5Hrs, 32m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 07:35 - SAT 13:07 5h 32m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 07:35
    IAHHouston George Bush Intercontinental Airport 11:59
  • IAHHouston George Bush Intercontinental Airport 10:32
    SATSan Antonio International Airport 13:07
  • 5h 32m (1h 27m)
  • 1 Stop IAH · Houston 1h 27m
  • United Airlines (UA 1850)Boeing 737 900
    United Airlines (UA 1177)Boeing 737 Max 9 Passenger
  • United Airlines (UA 1850)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 07:35 ORD
    13:07 SAT
    5Hrs, 32m 1 Stop (IAH)
  • ORDChicago O'Hare International Airport 07:35 - SAT 13:07 5h 32m 1 Stop (IAH) Houston
  • ORDChicago O'Hare International Airport 07:35
    IAHHouston George Bush Intercontinental Airport 11:59
  • IAHHouston George Bush Intercontinental Airport 10:32
    SATSan Antonio International Airport 13:07
  • 5h 32m (1h 27m)
  • 1 Stop IAH · Houston 1h 27m
  • United Airlines (UA 1850)Boeing 737 Max 9 Passenger
    United Airlines (UA 1177)Boeing 737 Max 9 Passenger
  • United Airlines (UA 1850)
    • M
    • T
    • W
    • T
    • F
    • -
    • S
  • 07:40 MDW
    13:25 SAT
    5Hrs, 45m 1 Stop (DAL)
  • MDWChicago Midway Airport 07:40 - SAT 13:25 5h 45m 1 Stop (DAL) Dallas
  • MDWChicago Midway Airport 07:40
    DALDallas/Fort Worth Love Field Airport 12:15
  • DALDallas/Fort Worth Love Field Airport 10:05
    SATSan Antonio International Airport 13:25
  • 5h 45m (2h 10m)
  • 1 Stop DAL · Dallas 2h 10m
  • Southwest Airlines (WN 1601)Boeing 737 700
    Southwest Airlines (WN 2700)Boeing 737 700
  • Southwest Airlines (WN 1601)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 08:05 MDW
    12:50 SAT
    4Hrs, 45m 1 Stop (STL)
  • MDWChicago Midway Airport 08:05 - SAT 12:50 4h 45m 1 Stop (STL) Saint Louis
  • MDWChicago Midway Airport 08:05
    STLSt Louis Lambert Intl Airport 10:30
  • STLSt Louis Lambert Intl Airport 09:20
    SATSan Antonio International Airport 12:50
  • 4h 45m (1h 10m)
  • 1 Stop STL · Saint Louis 1h 10m
  • Southwest Airlines (WN 2841)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 833)Boeing 737 700
  • Southwest Airlines (WN 2841)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 08:05 MDW
    12:55 SAT
    4Hrs, 50m 1 Stop (HOU)
  • MDWChicago Midway Airport 08:05 - SAT 12:55 4h 50m 1 Stop (HOU) Houston
  • MDWChicago Midway Airport 08:05
    HOUHouston Hobby Airport 11:50
  • HOUHouston Hobby Airport 10:55
    SATSan Antonio International Airport 12:55
  • 4h 50m (55m)
  • 1 Stop HOU · Houston 55m
  • Southwest Airlines (WN 4814)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 4930)Boeing 737 700
  • Southwest Airlines (WN 4814)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 08:05 ORD
    13:40 SAT
    5Hrs, 35m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 08:05 - SAT 13:40 5h 35m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 08:05
    DFWDallas/Fort Worth Intl Airport 12:23
  • DFWDallas/Fort Worth Intl Airport 10:40
    SATSan Antonio International Airport 13:40
  • 5h 35m (1h 43m)
  • 1 Stop DFW · Dallas 1h 43m
  • American Airlines (AA 396)Boeing 737 800
    American Airlines (AA 2609)Airbus
  • American Airlines (AA 396)
    • -
    • T
    • W
    • -
    • -
    • S
    • -
  • 08:05 ORD
    13:40 SAT
    5Hrs, 35m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 08:05 - SAT 13:40 5h 35m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 08:05
    DFWDallas/Fort Worth Intl Airport 12:23
  • DFWDallas/Fort Worth Intl Airport 10:46
    SATSan Antonio International Airport 13:40
  • 5h 35m (1h 37m)
  • 1 Stop DFW · Dallas 1h 37m
  • American Airlines (AA 396)Boeing 737 800
    American Airlines (AA 2609)Airbus
  • American Airlines (AA 396)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 08:05 ORD
    14:29 SAT
    6Hrs, 24m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 08:05 - SAT 14:29 6h 24m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 08:05
    DFWDallas/Fort Worth Intl Airport 13:16
  • DFWDallas/Fort Worth Intl Airport 10:46
    SATSan Antonio International Airport 14:29
  • 6h 24m (2h 30m)
  • 1 Stop DFW · Dallas 2h 30m
  • American Airlines (AA 396)Boeing 737 800
    American Airlines (AA 1279)Airbus
  • American Airlines (AA 396)
    • M
    • -
    • -
    • T
    • F
    • -
    • S
  • 08:05 ORD
    14:29 SAT
    6Hrs, 24m 1 Stop (DFW)
  • ORDChicago O'Hare International Airport 08:05 - SAT 14:29 6h 24m 1 Stop (DFW) Dallas
  • ORDChicago O'Hare International Airport 08:05
    DFWDallas/Fort Worth Intl Airport 13:16
  • DFWDallas/Fort Worth Intl Airport 10:40
    SATSan Antonio International Airport 14:29
  • 6h 24m (2h 36m)
  • 1 Stop DFW · Dallas 2h 36m
  • American Airlines (AA 396)Boeing 737 800
    American Airlines (AA 1279)Airbus
  • American Airlines (AA 396)
    • -
    • T
    • W
    • -
    • -
    • S
    • -
  • 08:15 MDW
    15:30 SAT
    7Hrs, 15m 1 Stop (ELP)
  • MDWChicago Midway Airport 08:15 - SAT 15:30 7h 15m 1 Stop (ELP) El Paso
  • MDWChicago Midway Airport 08:15
    ELPEl Paso International Airport 13:05
  • ELPEl Paso International Airport 10:45
    SATSan Antonio International Airport 15:30
  • 7h 15m (2h 20m)
  • 1 Stop ELP · El Paso 2h 20m
  • Southwest Airlines (WN 4427)Boeing 737 700
    Southwest Airlines (WN 2068)Boeing 737 700
  • Southwest Airlines (WN 4427)
    • -
    • -
    • -
    • -
    • -
    • S
    • -
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What’s the fastest flight time from Chicago to San Antonio?

The fastest flight time for direct flights from Chicago to San Antonio is 2 hours 55 minutes. Check latest flight schedules & prices on Wego.

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

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

How far is San Antonio from Chicago?

The flight distance between Chicago and San Antonio is 1694km. 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 18:20. See the full list of flight times on Wego.

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

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