Parking at SAT is convenient with a new seven-story garage and economy lots offering shuttle service for longer trips.
Round-trip from | $167 (Booking.com) |
---|---|
One-way from | $83 (American Airlines) |
Popular in | March |
Cheapest in | August |
Average price | $342 |
Good round-trip deal | $305 or less |
Good one-way deal | $199 or less |
Fly from
Fly to
Route
Depart
Return
Price
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Fri 10/24
8:30 pm-12:45 am
1 stop4h 15m
Chicago Midway
Mon 10/27
8:15 pm-11:05 pm
Nonstop2h 50m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Thu 10/23
8:26 pm-11:16 am
1 stop14h 50m
Chicago Midway
Mon 10/27
6:15 am-4:50 pm
1 stop10h 35m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Fri 11/14
5:35 pm-6:39 pm
1 stop25h 04m
Chicago Midway
Mon 11/17
6:15 am-4:40 pm
1 stop10h 25m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Tue 9/30
5:29 am-1:01 pm
1 stop7h 32m
Chicago O'Hare Intl
Fri 10/3
9:10 am-4:33 pm
1 stop7h 23m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Fri 9/26
5:40 pm-11:20 pm
1 stop5h 40m
Chicago Midway
Sun 10/26
6:20 am-4:52 pm
1 stop10h 32m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Fri 9/26
12:41 pm-11:59 pm
1 stop11h 18m
Chicago O'Hare Intl
Sun 9/28
10:42 am-7:34 pm
1 stop8h 52m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Sat 11/15
3:12 pm-7:54 am
2 stops16h 42m
Chicago O'Hare Intl
Sun 11/16
10:43 pm-1:19 pm
1 stop14h 36m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Tue 9/30
6:30 am-9:05 am
Nonstop2h 35m
Chicago Midway
Fri 10/3
5:25 am-10:00 am
1 stop4h 35m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Tue 3/3
5:00 am-11:09 am
1 stop6h 09m
Chicago O'Hare Intl
Wed 3/4
9:05 am-12:22 pm
Nonstop3h 17m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Fri 11/14
5:35 pm-6:39 pm
1 stop25h 04m
Chicago Midway
Sun 11/16
12:30 pm-7:30 pm
1 stop7h 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 70% 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 Sunday (33 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (21 on average).
Orlando (MCO) – chosen by Cheapflights users on 60% of 1-stop itineraries from San Antonio to Chicago on Cheapflights.
Atlanta (ATL) is the most affordable 1-stop option, with an average round-trip price of $173.
Flights via Denver (DEN) have the shortest average one-way travel time for 1-stop routes: 10h 05m.
Flights via Denver (DEN) offer the fastest connection on this route, with an average layover time of 3h 12m.
Boarding
Overall
Entertainment
Crew
Comfort
Food
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Overall
Entertainment
Crew
Comfort
Food
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Overall
Entertainment
Crew
Comfort
Food
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Overall
Entertainment
Crew
Comfort
Food
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Overall
Entertainment
Crew
Comfort
Food
Reviews
Ila,Mar 2025
HOU - DAL
Boarding
Overall
Entertainment
Crew
Comfort
Food
Reviews
Ila,Mar 2025
HOU - DAL
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$97 | Average$201 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$208 | Average$302 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$235 | Average$393 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$245 | Average$425 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$284 | Average$481 | FlexibilityNo cancel fee | On-time69% |