Find Cheap Flights from Chicago to San Antonio (CHI - SAT)

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Sat 11/18
Sat 11/25
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Good to Know

Low Season:
August
Best time to beat the crowds
3%
expected price decrease
High Season:
March
Most popular time to fly
17%
expected price increase
Average Price:
$320
(avg. price over the last 2 weeks)
Good Deal:
$240
or less (round trip)

When to Book Flights from Chicago to San Antonio

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

When looking for a cheap flight, consider that 25% of our users selected a flight on this route for $240 or less.
The cheapest flight from Chicago to San Antonio was found 28 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be February, March and April. The cheapest month to fly is August.
Morning departure is around 5% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago to San Antonio Flights

How long does a flight from Chicago to San Antonio take?
An average nonstop flight takes 2h 53m, covering a distance of 1046 miles.
How many flights are there between Chicago and San Antonio?
There are 363 (nonstop) flights between Chicago and San Antonio per week, averaging 52 per day.
Which airlines provide the cheapest flights from Chicago to San Antonio?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($156), Frontier ($158) and American Airlines ($191).
Do I need a passport to fly between Chicago and San Antonio?
No.
Which airlines fly most frequently between Chicago and San Antonio?
Air Canada (8 times daily), United (8 times daily), Southwest (5 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago to San Antonio?
For Chicago to San Antonio, Monday is the cheapest day to fly on average and Thursday is the most expensive. Flying from San Antonio back to Chicago, the best deals are generally found on Thursday, with Tuesday being the most expensive.

Book cheap flights from Chicago to San Antonio (round-trip)

Airports
Origin
Chicago
$156
only
$156
$210
only
$210
Destination
San Antonio
$156
only
$156
Mon, Dec 4
ORD
SAT
22h 31m
Tue, Dec 5
SAT
ORD
26h 35m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Dec 6
ORD
SAT
28h 06m
Tue, Dec 12
SAT
ORD
27h 01m
Trip: 7 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 2 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
PVD
TPA
Excellent 9.3

Cheap, comfortable and friendly staff

Getting off the plane took forever on both legs.

PHL
MIA
Excellent 10.0

Same as all the other airlines in my opinion. Just way more afreoadable.

LGA
MIA
Mediocre 3.6

Flight Very late , when departure already at night Uncomfortable seats $45 for a bag and I have drop it off myself after pay

FSD
DEN
Okay 4.6

The scheduled plane had a mechanical problem so we deplaned for alternative plan. It took six long hours to get another plane in. Meantime passengers stood in line for hours to make other arrangements. It would have been appropriate for the airline to call in extra staff to help stranded passengers. We missed the scheduled connecting flight and a tour. We got in at 1:00 am, 12 hours later than planned. We had meetings next day and were very tired because we got in so late

MIA
ISP
Excellent 8.5

The terminal was empty. Plenty of seats. Boarding doesn't take long. Arrival at ISP is nice because it is small and empty.

Wed, Feb 21
ORD
SAT
2h 53m
Sat, Feb 24
SAT
ORD
2h 53m
Trip: 4 days
8.5ExcellentShow reviews
Overall 8.5 Excellent
Based on 6 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
PWM
PHL
Okay 4.6

We arrived on time.

These planes feel like they are made of Legos. They are absurdly tiny and uncomfortable (and I am a small woman). Hot and stinky when boarding and no room for you or your carry on luggage. The days of glamorous air travel seem very far away.

DFW
SDF
Okay 4.6

Considerate flight attendants. Turned lights down for evening flight, so we could get some rest.

Flight was not on time. Time was changed a day prior with no reason explained. No in flight entertainment on this flight.

MBJ
PHL
Excellent 8.6

AA flight was relaxed and smooth, crew was respectful and warm can’t think

Can’t think of anything I didn’t like

CHO
ORD
Good 7.6

It was a little hot in the plane at during start and touchdown

SAL
MIA
Excellent 8.6

There was no individual entertainment on board (TV’s, internet, etc)

Sat, Dec 9
MDW
SAT
7h 03m
Tue, Dec 12
SAT
MDW
5h 24m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MOB
ATL
Good 6.0

Felt like I was sitting in my neighbors lap!

LGA
CVG
Excellent 8.3

Plane was far too tight. Very uncomfortable for taller individuals.

SAN
SEA
Okay 4.6

Trying too hard to fit as many as possible

ATL
MCO
Excellent 10.0

Amazing experience thank you Delta

JFK
LAX
Excellent 9.3

Check in was easy through their app. Also very quick lines to drop off bags. Crew was very nice and respectful

Seat are a little bit too close together. But overall very comfortable

Sat, Dec 2
MDW
SAT
3h 00m
Tue, Dec 12
SAT
MDW
2h 35m
Trip: 11 days
7.7GoodShow reviews
Overall 7.7 Good
Based on 34 reviews
Boarding
7.9
Comfort
7.4
Crew
8.4
Entertainment
7.6
Food
7.5
LAX
SYD
Okay 4.3

I got there safe.

Everything. How the airline industry can justify treating tgeir customers so poorly is a mystery. I can choose economy or for another order or magnitude business. Yeah. Like I can afford that. Horrible.

SIN
HND
Excellent 8.3

Boarding was efficient and crew were attentive to needs; seat as comfortable as any in economy

YUL
BRU
Good 6.3

Mono

No

YYZ
IST
Excellent 9.3

Plane 787

LAX
TPE
Good 7.3

seat is comfortable

service not flexible at check in counter delay!

Wed, Dec 6
ORD
SAT
27h 25m
Tue, Dec 12
SAT
ORD
27h 01m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Feb 5
ORD
SAT
28h 20m
Thu, Feb 8
SAT
ORD
15h 09m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Nov 29
ORD
SAT
22h 31m
Thu, Nov 30
SAT
ORD
26h 55m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Feb 7
ORD
SAT
8h 20m
Wed, Feb 14
SAT
ORD
5h 22m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
SNA
Excellent 8.0

4 hour flight. Non-eventful except slight turbulence. Good to be home! Thank you!

NA

LAX
GUA
Mediocre 2.0

Nothing worst flight I've ever had.

Everything Delta was so poor quality!!! The flight attendants were not helpful.

CHA
ATL
Excellent 10.0

On time departure and arrival. The Airbus plane has enough legroom for tall persons.

SAN
SEA
Okay 4.6

Trying too hard to fit as many as possible

DTW
EWR
Excellent 8.0

Boarding was quick. Staff and crew were friendly. Everything went well despite the 30 min delay we had on the runway. They gave us snacks and we ended up still arriving on time.

Tue, Apr 3
ORD
SAT
2h 58m
Sat, Apr 7
SAT
ORD
4h 58m
Trip: 5 days
8.5ExcellentShow reviews
Overall 8.5 Excellent
Based on 6 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
RNO
Mediocre 2.0

Not a single part has a positive remark

Well - this partner of westjet was terrible. The amount of re direction to get to the final terminal was absurd .. that's just my venting My real problem is that then "crew" or team that represent s the American Airlines / compass part was just useless. A hand full of people - myself included didn't get a chance to board the plane as they didn't make any announcements. Beyond disappointing. When you check in they take your cell phone "in case " well no call no txt no nothing. It was a joke the level of service No apologies or anything just a group of any tired patrons getting the worst customer experience. I'll never EVER book a flight that has anything to do with American Airlines or its partners

PHL
PHX
Okay 5.0

Arrived safely and on time.

No power outlets at seats.

SAL
MIA
Excellent 8.6

There was no individual entertainment on board (TV’s, internet, etc)

LAX
MIA
Good 7.6

Movies, clean, efficient

Paying of my small Checked bag

DFW
SDF
Okay 4.6

Considerate flight attendants. Turned lights down for evening flight, so we could get some rest.

Flight was not on time. Time was changed a day prior with no reason explained. No in flight entertainment on this flight.

Sat, Dec 2
ORD
SAT
3h 01m
Tue, Dec 5
SAT
ORD
26h 35m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Apr 18
ORD
SAT
8h 01m
Sat, Apr 21
SAT
ORD
5h 21m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
SNA
Excellent 8.0

4 hour flight. Non-eventful except slight turbulence. Good to be home! Thank you!

NA

DTW
EWR
Excellent 8.0

Boarding was quick. Staff and crew were friendly. Everything went well despite the 30 min delay we had on the runway. They gave us snacks and we ended up still arriving on time.

JFK
JAX
Good 7.6

Delta never used to be my first choice in airlines, but of my recent experience with them has been excellent. The people from the counter to the plane have been professional and courteous. This is why I will fly with them more frequently.

JFK
LAX
Excellent 9.3

Check in was easy through their app. Also very quick lines to drop off bags. Crew was very nice and respectful

Seat are a little bit too close together. But overall very comfortable

LAX
GUA
Mediocre 2.0

Nothing worst flight I've ever had.

Everything Delta was so poor quality!!! The flight attendants were not helpful.

Sat, Dec 9
ORD
SAT
3h 10m
Tue, Dec 12
SAT
ORD
27h 01m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, May 9
MDW
SAT
6h 50m
Wed, May 30
SAT
MDW
5h 24m
Trip: 22 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SAN
SEA
Okay 4.6

Trying too hard to fit as many as possible

YUL
ATL
Good 6.0

Fligth were on time

My flight from Montreal to Atlanta was 2:30 min Left at 6:10 arrive at 8:30 roughly Tried twice to get to my connection earlier and get 9:30 instead of 12:09 fligth to Daytona Delta was not flexible to allow me to book saying i did not have 55 min in between fligth which i had than lear n it will cost $75.00 to change the fligth - What? Very disappointed of Delta - lost 3 hrs at the airport today

JFK
JAX
Good 7.6

Delta never used to be my first choice in airlines, but of my recent experience with them has been excellent. The people from the counter to the plane have been professional and courteous. This is why I will fly with them more frequently.

LGA
CVG
Excellent 8.3

Plane was far too tight. Very uncomfortable for taller individuals.

JFK
LAX
Excellent 9.3

Check in was easy through their app. Also very quick lines to drop off bags. Crew was very nice and respectful

Seat are a little bit too close together. But overall very comfortable

Sat, Jan 6
ORD
SAT
3h 12m
Tue, Jan 16
SAT
ORD
27h 03m
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Nov 30
ORD
SAT
6h 04m
Tue, Dec 5
SAT
ORD
7h 05m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
GUA
Mediocre 2.0

Nothing worst flight I've ever had.

Everything Delta was so poor quality!!! The flight attendants were not helpful.

ATL
MCO
Excellent 10.0

Amazing experience thank you Delta

DTW
EWR
Excellent 8.0

Boarding was quick. Staff and crew were friendly. Everything went well despite the 30 min delay we had on the runway. They gave us snacks and we ended up still arriving on time.

CHA
ATL
Excellent 10.0

On time departure and arrival. The Airbus plane has enough legroom for tall persons.

LGA
CVG
Excellent 8.3

Plane was far too tight. Very uncomfortable for taller individuals.

Mon, Dec 4
ORD
SAT
22h 31m
Sat, Dec 9
SAT
ORD
2h 46m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Dec 2
ORD
SAT
5h 46m
Mon, Dec 4
SAT
ORD
5h 40m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
YUL
ATL
Good 6.0

Fligth were on time

My flight from Montreal to Atlanta was 2:30 min Left at 6:10 arrive at 8:30 roughly Tried twice to get to my connection earlier and get 9:30 instead of 12:09 fligth to Daytona Delta was not flexible to allow me to book saying i did not have 55 min in between fligth which i had than lear n it will cost $75.00 to change the fligth - What? Very disappointed of Delta - lost 3 hrs at the airport today

DTW
EWR
Excellent 8.0

Boarding was quick. Staff and crew were friendly. Everything went well despite the 30 min delay we had on the runway. They gave us snacks and we ended up still arriving on time.

CHA
ATL
Excellent 10.0

On time departure and arrival. The Airbus plane has enough legroom for tall persons.

ATL
BNA
Excellent 10.0

Compared to previous flight - this was so much better with upgrade to first class and extra space.

JFK
JAX
Good 7.6

Delta never used to be my first choice in airlines, but of my recent experience with them has been excellent. The people from the counter to the plane have been professional and courteous. This is why I will fly with them more frequently.

Wed, Dec 6
ORD
SAT
28h 06m
Wed, Dec 13
SAT
ORD
2h 46m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Dec 16
MDW
SAT
6h 29m
Mon, Dec 18
SAT
MDW
5h 46m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
MCO
Excellent 10.0

Amazing experience thank you Delta

ATL
BNA
Excellent 10.0

Compared to previous flight - this was so much better with upgrade to first class and extra space.

ATL
SNA
Excellent 8.0

4 hour flight. Non-eventful except slight turbulence. Good to be home! Thank you!

NA

JFK
JAX
Good 7.6

Delta never used to be my first choice in airlines, but of my recent experience with them has been excellent. The people from the counter to the plane have been professional and courteous. This is why I will fly with them more frequently.

JFK
LAX
Excellent 9.3

Check in was easy through their app. Also very quick lines to drop off bags. Crew was very nice and respectful

Seat are a little bit too close together. But overall very comfortable

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.