Enjoy free snacks and non-alcoholic drinks, plus in-flight entertainment on your device.
Two free checked bags included, even oversized items like skis or golf clubs.
Round-trip from | $235 (American Airlines) |
---|---|
One-way from | $53 (Priceline) |
Popular in | March |
Cheapest in | August |
Average price | $371 |
Good round-trip deal | $347 or less |
Good one-way deal | $213 or less |
Fly from
Fly to
Route
Depart
Return
Price
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Thu 9/18
6:29 pm-9:16 pm
Nonstop2h 47m
Chicago O'Hare Intl
Mon 9/22
2:57 pm-5:49 pm
Nonstop2h 52m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Thu 8/14
5:50 am-8:25 am
Nonstop2h 35m
Chicago Midway
Mon 8/18
7:40 am-10:20 am
Nonstop2h 40m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Sat 7/26
7:45 am-4:57 pm
1 stop9h 12m
Chicago O'Hare Intl
Sat 8/2
7:00 am-6:02 pm
1 stop11h 02m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Fri 7/18
7:45 am-5:58 pm
1 stop10h 13m
Chicago O'Hare Intl
Tue 7/22
10:00 am-7:22 pm
1 stop9h 22m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Fri 8/22
5:27 pm-11:27 pm
1 stop6h 00m
Chicago Midway
Mon 8/25
10:58 am-4:42 pm
1 stop5h 44m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Fri 7/11
5:38 pm-12:22 am
1 stop6h 44m
Chicago O'Hare Intl
Fri 7/18
5:01 am-4:52 pm
1 stop11h 51m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Thu 8/14
7:05 pm-12:15 am
1 stop5h 10m
Chicago O'Hare Intl
Mon 8/18
7:40 pm-10:38 pm
Nonstop2h 58m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Mon 10/6
4:25 pm-11:53 pm
1 stop7h 28m
Chicago O'Hare Intl
Tue 10/14
7:10 am-1:18 pm
1 stop6h 08m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Thu 8/14
5:10 am-12:28 pm
1 stop7h 18m
Chicago Midway
Mon 8/18
6:04 am-12:24 pm
1 stop6h 20m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Thu 10/2
1:05 pm-9:30 pm
2 stops8h 25m
Chicago O'Hare Intl
Mon 10/6
7:30 am-2:30 pm
2 stops7h 00m
To ensure you get the cheapest price possible for a flight from San Antonio to Chicago, you should look to book at least 70 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, August is the cheapest month in which you can book a flight from San Antonio to Chicago (average of $245). Flying from San Antonio to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
When flying from San Antonio to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 67% versus a flight at noon.
Travelers seeking maximum savings on their San Antonio to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from SAT to CHI are scheduled on a Monday (30 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).
Overall
Food
Crew
Comfort
Boarding
Entertainment
Reviews
Ila,Mar 2025
HOU - DAL
Overall
Food
Crew
Comfort
Boarding
Entertainment
Reviews
Ila,Mar 2025
HOU - DAL
Overall
Food
Crew
Comfort
Boarding
Entertainment
Reviews
Ila,Mar 2025
HOU - DAL
Overall
Food
Crew
Comfort
Boarding
Entertainment
Reviews
Ila,Mar 2025
HOU - DAL
Overall
Food
Crew
Comfort
Boarding
Entertainment
Reviews
Ila,Mar 2025
HOU - DAL
Overall
Food
Crew
Comfort
Boarding
Entertainment
Reviews
Ila,Mar 2025
HOU - DAL
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$111 | Average$267 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$112 | Average$189 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$227 | Average$380 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$235 | Average$427 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$241 | Average$416 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$288 | Average$473 | FlexibilityNo cancel fee | On-time69% |