$116+ Cheap flights from Chicago (CHI) to San Antonio (SAT)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SAT
Jul 8 — Jul 151
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Chicago to San Antonio with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to San Antonio are usually found in October or August, booked 40 days in advance, depart on a Tuesday or Wednesday and return on a Thursday
Cheap flight deals from Chicago to San Antonio
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to San AntonioExplore the most affordable flight options available from Chicago to San Antonio. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 8, 2026.
Explore the most affordable flight options available from Chicago to San Antonio. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 8, 2026.
This Frontier deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/247:20 am
ORD
- SAT
1 stop12h 51m
Frontier
Wed 7/159:32 pm
SAT
- ORD
1 stop8h 05m
Frontier
Deal found 6/8![Frontier logo]()
$270
This Mytrip deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/89:57 pm
ORD
- SAT
1 stop20h 47m
Frontier
Thu 7/99:32 pm
SAT
- ORD
1 stop8h 05m
Frontier
Deal found 6/7![Frontier logo]()
$273
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/510:05 am
MDW
- SAT
2 stops5h 55m
Southwest
Tue 9/89:25 am
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$273
This Gotogate deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:30 pm
ORD
- SAT
1 stop15h 26m
Frontier
Sun 8/237:51 pm
SAT
- ORD
1 stop25h 02m
Frontier
Deal found 6/8![Frontier logo]()
$274
This Super.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:48 pm
ORD
- SAT
1 stop21h 08m
Frontier
Mon 9/77:51 pm
SAT
- ORD
1 stop25h 02m
Frontier
Deal found 6/4![Frontier logo]()
$275
This Booking.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:30 pm
ORD
- SAT
1 stop15h 26m
Frontier
Sun 8/307:51 pm
SAT
- ORD
1 stop25h 02m
Frontier
Deal found 6/4![Frontier logo]()
$276
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:42 pm
ORD
- SAT
1 stop7h 28m
Delta
Tue 9/291:31 pm
SAT
- ORD
1 stop7h 24m
Delta
Deal found 6/8![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2611:25 am
MDW
- SAT
1 stop7h 13m
Delta
Wed 9/305:30 am
SAT
- MDW
1 stop6h 25m
Delta
Deal found 6/8![Delta logo]()
$277
This CheapOair deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/169:57 pm
ORD
- SAT
1 stop20h 47m
Frontier
Mon 7/209:51 am
SAT
- ORD
1 stop13h 19m
Frontier
Deal found 6/8![Frontier logo]()
$278
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/305:05 am
MDW
- SAT
1 stop6h 05m
Southwest
Tue 8/112:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$278
This CheapOair deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:13 pm
ORD
- SAT
1 stop15h 43m
Frontier
Sun 7/267:39 pm
SAT
- ORD
1 stop25h 13m
Frontier
Deal found 6/7![Frontier logo]()
$279
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/305:20 pm
MDW
- SAT
1 stop6h 35m
Southwest
Tue 8/42:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$279
Best flights from Chicago to San AntonioDiscover carefully curated flight deals from Chicago to San Antonio that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 8, 2026.
Discover carefully curated flight deals from Chicago to San Antonio that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 8, 2026.
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:51 am
ORD
- SAT
1 stop6h 48m
United Airlines
Sat 7/116:40 am
SAT
- ORD
Nonstop2h 58m
United Airlines
Deal found 6/6![United Airlines logo]()
$346
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:25 am
MDW
- SAT
2 stops7h 45m
Southwest
Sat 7/112:15 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/6![Southwest logo]()
$351
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:05 am
MDW
- SAT
1 stop5h 05m
Delta
Tue 8/117:55 am
SAT
- MDW
1 stop8h 20m
Delta
Deal found 6/4![Delta logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:55 am
ORD
- SAT
2 stops12h 01m
Frontier
Mon 7/67:39 pm
SAT
- ORD
1 stop25h 13m
Frontier
Deal found 6/8![Frontier logo]()
$503
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/159:25 am
ORD
- SAT
Nonstop3h 04m
United Airlines
Sun 7/195:32 pm
SAT
- ORD
Nonstop3h 01m
United Airlines
Deal found 6/8![United Airlines logo]()
$376
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/911:00 am
MDW
- SAT
1 stop6h 05m
Southwest
Mon 7/135:40 am
SAT
- MDW
2 stops6h 30m
Southwest
Deal found 6/8![Southwest logo]()
$392
This United Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/239:25 am
ORD
- SAT
Nonstop3h 04m
United Airlines
Fri 7/246:40 am
SAT
- ORD
Nonstop2h 58m
United Airlines
Deal found 6/4![United Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/109:25 pm
MDW
- SAT
Nonstop2h 45m
Southwest
Tue 7/145:45 am
SAT
- MDW
2 stops6h 40m
Southwest
Deal found 6/8![Southwest logo]()
$402
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/249:54 am
MDW
- SAT
1 stop7h 19m
Delta
Wed 7/155:15 am
SAT
- MDW
1 stop7h 23m
Delta
Deal found 6/6![Delta logo]()
$490
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/21:30 pm
ORD
- SAT
Nonstop2h 59m
United Airlines
Wed 7/81:25 pm
SAT
- ORD
Nonstop3h 02m
United Airlines
Deal found 6/8![United Airlines logo]()
$411
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:55 am
MDW
- SAT
1 stop4h 35m
Southwest
Sun 9/67:20 am
SAT
- MDW
2 stops8h 10m
Southwest
Deal found 6/8![Southwest logo]()
$414
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:30 pm
MDW
- SAT
1 stop5h 05m
Southwest
Sun 8/236:10 am
SAT
- MDW
2 stops7h 15m
Southwest
Deal found 6/4![Southwest logo]()
$416
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:30 am
ORD
- SAT
1 stop6h 47m
United Airlines
Tue 6/306:40 am
SAT
- ORD
Nonstop2h 58m
United Airlines
Deal found 6/8![United Airlines logo]()
$439
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:25 pm
MDW
- SAT
Nonstop2h 40m
Southwest
Mon 7/612:50 pm
SAT
- MDW
2 stops6h 15m
Southwest
Deal found 6/8![Southwest logo]()
$426
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:45 am
ORD
- SAT
Nonstop3h 07m
United Airlines
Wed 9/26:30 am
SAT
- ORD
Nonstop3h 00m
United Airlines
Deal found 6/7![United Airlines logo]()
$457
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:15 am
MDW
- SAT
1 stop5h 35m
Southwest
Sun 7/265:40 am
SAT
- MDW
1 stop4h 10m
Southwest
Deal found 6/4![Southwest logo]()
$427
This Southwest deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:45 am
MDW
- SAT
2 stops6h 50m
Southwest
Tue 6/305:30 am
SAT
- MDW
2 stops6h 40m
Southwest
Deal found 6/4![Southwest logo]()
$459
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/29:25 am
ORD
- SAT
Nonstop3h 04m
United Airlines
Sun 7/56:40 am
SAT
- ORD
Nonstop2h 58m
United Airlines
Deal found 6/6![United Airlines logo]()
$517
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/210:25 am
ORD
- SAT
1 stop5h 14m
United Airlines
Mon 7/65:32 pm
SAT
- ORD
Nonstop3h 01m
United Airlines
Deal found 6/8![United Airlines logo]()
$527
This Southwest deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2210:05 am
MDW
- SAT
2 stops5h 40m
Southwest
Tue 7/147:00 am
SAT
- MDW
2 stops6h 35m
Southwest
Deal found 6/5![Southwest logo]()
$509
Last-minute flights from Chicago to San AntonioDiscover last-minute flight deals from Chicago to San Antonio. Data last updated June 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to San Antonio. Data last updated June 8, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/247:20 am
ORD
- SAT
1 stop12h 51m
Frontier
Wed 7/159:32 pm
SAT
- ORD
1 stop8h 05m
Frontier
Deal found 6/8![Frontier logo]()
$270
This Expedia deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/254:59 pm
ORD
- SAT
1 stop22h 38m
Frontier
Sat 7/44:22 pm
SAT
- ORD
1 stop6h 57m
Frontier
Deal found 6/6![Frontier logo]()
$284
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/305:05 am
MDW
- SAT
1 stop6h 05m
Southwest
Tue 8/112:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/305:20 pm
MDW
- SAT
1 stop6h 35m
Southwest
Tue 8/42:35 pm
SAT
- MDW
Nonstop2h 35m
Southwest
Deal found 6/8![Southwest logo]()
$279
This Trip.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/309:48 pm
ORD
- SAT
1 stop21h 08m
Frontier
Tue 7/79:32 pm
SAT
- ORD
1 stop8h 05m
Frontier
Deal found 6/7![Frontier logo]()
$288
This Expedia deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/27:20 am
ORD
- SAT
1 stop12h 51m
Frontier
Mon 7/69:32 pm
SAT
- ORD
1 stop8h 05m
Frontier
Deal found 6/8![Frontier logo]()
$289
This CheapOair deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:48 pm
ORD
- SAT
1 stop21h 08m
Frontier
Fri 7/107:39 pm
SAT
- ORD
1 stop25h 13m
Frontier
Deal found 6/8![Frontier logo]()
$280
This Mytrip deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/89:57 pm
ORD
- SAT
1 stop20h 47m
Frontier
Thu 7/99:32 pm
SAT
- ORD
1 stop8h 05m
Frontier
Deal found 6/7![Frontier logo]()
$273
This CheapOair deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/169:57 pm
ORD
- SAT
1 stop20h 47m
Frontier
Mon 7/209:51 am
SAT
- ORD
1 stop13h 19m
Frontier
Deal found 6/8![Frontier logo]()
$278
This Super.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:57 pm
ORD
- SAT
1 stop20h 47m
Frontier
Sun 7/199:32 pm
SAT
- ORD
1 stop8h 05m
Frontier
Deal found 6/4![Frontier logo]()
$277
This Super.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/219:57 pm
ORD
- SAT
1 stop20h 47m
Frontier
Fri 7/247:39 pm
SAT
- ORD
1 stop25h 13m
Frontier
Deal found 6/7![Frontier logo]()
$283
This CheapOair deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:13 pm
ORD
- SAT
1 stop15h 43m
Frontier
Sun 7/267:39 pm
SAT
- ORD
1 stop25h 13m
Frontier
Deal found 6/8![Frontier logo]()
$279
One-way flights from Chicago to San AntonioSearch for one-way flight options from Chicago to San Antonio. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
Search for one-way flight options from Chicago to San Antonio. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:58 pm
ORD
- SAT
Nonstop2h 59m
United Airlines
Deal found 6/8![United Airlines logo]()
$116
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/58:30 pm
MDW
- SAT
Nonstop2h 40m
Southwest
Deal found 6/8![Southwest logo]()
$117
This Super.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:15 am
ORD
- SAT
1 stop13h 22m
Frontier
Deal found 6/5![Frontier logo]()
$120
This Mytrip deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/19:48 pm
ORD
- SAT
1 stop21h 08m
Frontier
Deal found 6/8![Frontier logo]()
$121
This CheapOair deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/149:57 pm
ORD
- SAT
1 stop20h 47m
Frontier
Deal found 6/6![Frontier logo]()
$126
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/512:46 pm
MDW
- SAT
1 stop8h 18m
Delta
Deal found 6/8![Delta logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am
MDW
- SAT
2 stops12h 56m
Frontier
Deal found 6/4![Frontier logo]()
$133
This Super.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/19:57 pm
ORD
- SAT
1 stop20h 47m
Frontier
Deal found 6/4![Frontier logo]()
$134
This Expedia deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:15 am
ORD
- SAT
1 stop13h 22m
Frontier
Deal found 6/8![Frontier logo]()
$135
This Super.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:13 pm
ORD
- SAT
1 stop15h 43m
Frontier
Deal found 6/7![Frontier logo]()
$137
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:57 pm
ORD
- SAT
1 stop20h 47m
Frontier
Deal found 6/6![Frontier logo]()
$138
This Super.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/249:48 pm
ORD
- SAT
1 stop21h 08m
Frontier
Deal found 6/4![Frontier logo]()
$139
Find flight deals from Chicago to San Antonio
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to San Antonio (SAT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $270 (Frontier) |
One-way from | $116 (United Airlines) |
Popular in | April |
Cheapest in | October |
Average price | $367 |
Good round-trip deal | $336 or less |
Good one-way deal | $183 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to San Antonio that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 8, 2026.
Use the filters below to find and compare flights from Chicago to San Antonio that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSan Antonio
ORD - SAT
ORDSAT
Chicago O'Hare Intl
Sat 7/4
8:51 am-3:39 pm
1 stop6h 48m
San Antonio
Sat 7/11
6:40 am-9:38 am
Nonstop2h 58m
$346
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Sat 7/4
5:25 am-1:10 pm
2 stops7h 45m
San Antonio
Sat 7/11
2:15 pm-4:50 pm
Nonstop2h 35m
$351
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Fri 8/7
6:05 am-11:10 am
1 stop5h 05m
San Antonio
Tue 8/11
7:55 am-4:15 pm
1 stop8h 20m
$376
ChicagoSan Antonio
ORD - SAT
ORDSAT
Chicago O'Hare Intl
Wed 7/15
9:25 am-12:29 pm
Nonstop3h 04m
San Antonio
Sun 7/19
5:32 pm-8:33 pm
Nonstop3h 01m
$376
ChicagoSan Antonio
ORD - SAT
ORDSAT
Chicago O'Hare Intl
Thu 7/23
9:25 am-12:29 pm
Nonstop3h 04m
San Antonio
Fri 7/24
6:40 am-9:38 am
Nonstop2h 58m
$387
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Thu 7/9
11:00 am-5:05 pm
1 stop6h 05m
San Antonio
Mon 7/13
5:40 am-12:10 pm
2 stops6h 30m
$392
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Fri 7/10
9:25 pm-12:10 am
Nonstop2h 45m
San Antonio
Tue 7/14
5:45 am-12:25 pm
2 stops6h 40m
$402
Quickest round-trip
ChicagoSan Antonio
ORD - SAT
ORDSAT
Chicago O'Hare Intl
Thu 7/2
1:30 pm-4:29 pm
Nonstop2h 59m
San Antonio
Wed 7/8
1:25 pm-4:27 pm
Nonstop3h 02m
$411
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Thu 9/3
5:55 am-10:30 am
1 stop4h 35m
San Antonio
Sun 9/6
7:20 am-3:30 pm
2 stops8h 10m
$414
ChicagoSan Antonio
MDW - SAT
MDWSAT
Chicago Midway
Thu 8/20
4:30 pm-9:35 pm
1 stop5h 05m
San Antonio
Sun 8/23
6:10 am-1:25 pm
2 stops7h 15m
$416
Showing 1-10 of 40 resultsSorted by cheapest first
Compare providers for flights from Chicago to San Antonio
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to San Antonio in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-San Antonio flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-San Antonio flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-San Antonio flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-San Antonio flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-San Antonio flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to San Antonio
Have a flexible travel schedule? Discover the best time to fly to San Antonio from Chicago with our price prediction graph.
CHI-SAT
ORD-SAT
MDW-SAT
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to San Antonio
CHI-SAT
ORD-SAT
MDW-SAT
What is the cheapest month to book a flight from Chicago to San Antonio?
Currently, January is the cheapest month in which you can book a flight from Chicago to San Antonio (average of $88). Flying from Chicago to San Antonio in April is currently the most expensive (average of $207). 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.
What is the cheapest time of day to fly from CHI to SAT?
Find hourly flight availability from Chicago to San Antonio. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 8, 2026.
It’s typically best to fly out from Chicago to San Antonio in the evening. Doing so could potentially save you 5% on the flight price compared to flying at noon, which is usually more expensive.
Weekly flight availability from Chicago to San Antonio
Explore weekly flight availability from Chicago to San Antonio. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 8, 2026.
The most flights from CHI to SAT are scheduled on a Monday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 on average).
How much does it cost to fly round-trip from Chicago to San Antonio?
How far ahead should I book a flight from Chicago to San Antonio?
Booking 46 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to San Antonio. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Chicago to San Antonio?
Use this chart to determine the cheapest time to fly round-trip from Chicago to San Antonio. Price data was last updated on June 8, 2026.
Travelers seeking maximum savings on their Chicago to San Antonio flight should consider departing on Tuesday afternoons 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 best insider tips for Chicago to San Antonio flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to San Antonio trip
Our travel experts
Reviews of airlines servicing San Antonio
Get insights into the airlines that provide service to San Antonio. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Antonio. Reviews last updated June 8, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Chicago to San Antonio. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreMike,Aug 2025
OKC - AUS
Related info for your journey
Find useful and relevant information for your journey from Chicago to San Antonio. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San Antonio?
Book flights to San Antonio if you plan to visit one of these locationsNew Braunfels
Kerrville
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Chicago
Popular flights
San Antonio flight routes
Alternative routes for Chicago to San Antonio
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to San Antonio by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to San Antonio by cabin class
Find flights from Chicago to San Antonio, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and San Antonio flights
Browse other Chicago and San Antonio flight options. Last updated on June 8, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on June 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San Antonio
Explore flights to San Antonio departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 8, 2026.
Top 4 airlines flying from Chicago to San Antonio
Discover the top 4 airlines that operate flights from Chicago to San Antonio. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$229 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$215 | Average$412 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$447 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$235 | Average$422 | FlexibilityNo cancel fee | On-time71% |