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SAT - CHI

Find cheap flights from San Antonio to Chicago from $51

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Antonio to Chicago departing on 5/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 6/2
Sun 6/9

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Antonio to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Antonio to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from San Antonio to Chicago (SAT-CHI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Antonio to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
5:46 am - 4:35 pmSAT-ORD
10h 49m1 stop
6:40 pm - 12:21 amORD-SAT
29h 41m1 stop
$106Spirit Airlines
Find Deal
Wed, May 29 - Wed, May 29
2:31 pm - 11:52 pmSAT-ORD
9h 21m1 stop
4:32 pm - 11:37 pmORD-SAT
7h 05m1 stop
$116Spirit Airlines
Find Deal
Wed, May 29 - Wed, Jun 5
6:48 pm - 5:00 amSAT-ORD
10h 12m1 stop
10:58 am - 12:21 amORD-SAT
13h 23m1 stop
Sat, May 25 - Wed, May 29
6:48 pm - 5:00 amSAT-ORD
10h 12m1 stop
1:13 pm - 11:43 pmORD-SAT
10h 30m1 stop
Sat, May 18 - Tue, May 21
10:46 am - 6:54 amSAT-MDW
20h 08m1 stop
2:45 pm - 8:23 amMDW-SAT
17h 38m1 stop
$139Frontier
Find Deal
Sat, May 18 - Tue, May 21
4:47 pm - 11:43 pmSAT-ORD
6h 56m1 stop
8:00 am - 8:23 amORD-SAT
24h 23m1 stop
$149Frontier
Find Deal
Mon, May 13 - Thu, May 16
6:08 am - 1:35 pmSAT-MDW
7h 27m1 stop
6:00 am - 11:12 amMDW-SAT
5h 12m1 stop
$352Delta
Find Deal
Tue, May 28 - Wed, May 29
5:00 pm - 10:01 pmSAT-MDW
5h 01m1 stop
4:41 pm - 12:27 amMDW-SAT
7h 46m1 stop
$359Delta
Find Deal
Sat, Jun 1 - Tue, Jun 4
6:56 pm - 9:47 amSAT-MDW
14h 51m1 stop
8:45 pm - 9:00 amMDW-SAT
12h 15m1 stop
$689Volaris
Find Deal
Sun, Jun 2 - Sat, Jun 8
12:30 pm - 9:47 amSAT-MDW
21h 17m2 stops
8:50 pm - 9:00 amMDW-SAT
12h 10m1 stop
$747Volaris
Find Deal
Fri, May 31 - Wed, Jun 5

Flights from San Antonio to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from San Antonio to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest San Antonio to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from San Antonio to Chicago.
Our data shows that the cheapest route for a one-way flight from San Antonio to Chicago cost $128 and was between San Antonio and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $271.

What’s the cheapest day of the week to fly from San Antonio to Chicago?

The average price of all flights from San Antonio to Chicago clicked on KAYAK for each day over the last 12 months.
For San Antonio to Chicago, Tuesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Chicago back to San Antonio, the best deals are generally found on Tuesday, with Sunday being the most expensive.

What is the cheapest month to fly from San Antonio to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from San Antonio to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from San Antonio to Chicago is February, where tickets cost $302 on average. On the other hand, the most expensive months are March and June, where the average cost of tickets is $400 and $378 respectively.

How far in advance should I book a flight from San Antonio to Chicago?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from San Antonio to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from San Antonio to Chicago, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 79 days before departure.

Which airlines provide the cheapest flights from San Antonio to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on Spirit Airlines ($51) and Frontier ($70). The cheapest round-trip tickets were found on Spirit Airlines ($106) and Frontier ($139).

Which airlines fly most frequently between San Antonio and Chicago?

United Airlines connects San Antonio to Chicago with up to 3 flights per day. American Airlines also offers 2 flights per day, while Southwest follows with 2 flights per day.

Which airlines fly non-stop between San Antonio and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from San Antonio to Chicago.
There are 3 airlines that fly nonstop from San Antonio to Chicago. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $161 for a one-way flight. On average, the best prices for this route can be found at American Airlines.

How many flights are there between San Antonio and Chicago per day?

Each day, there are 7 nonstop flights that take off from San Antonio and land in Chicago, with an average flight time of 2h 46m. The most common departure time is 7:00 am and most flights take off in the morning. Each week, there are 49 flights and there are the same amount of flights each day 7.

Which cabin class options are there for flights between San Antonio and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from San Antonio to Chicago take?

Direct flights take on average 2h 47m to travel the 1,045 miles between San Antonio and Chicago.

What’s the earliest departure time from San Antonio to Chicago?

Early birds can take the earliest flight from San Antonio at 5:05 am and will be landing in Chicago at 7:40 am.

What’s the latest departure time from San Antonio to Chicago?

If you prefer to fly at night, the latest flight from San Antonio to Chicago jets off at 5:00 pm and lands at 7:35 pm.

Good to know

Low season

February

High season

July

Cheapest flight

$51
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from San Antonio to Chicago O'Hare Airport

When to book flights from San Antonio to Chicago

Are your dates flexible? Find out the best times to travel from San Antonio to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from San Antonio to Chicago

  • Where can I sleep at Chicago O'Hare International Airport?

    If you want to stay at the airport, book your stay at the Hilton Chicago O'Hare Airport Hotel. The establishment is across from terminal 2 and is connected to all domestic terminals via a walkway. The hotel also offers a free shuttle service to and from terminal 5. This hotel offers day rooms between 10 am and 6 pm and overnight stays.

  • Is Chicago O'Hare International Airport an accessible airport?

    ORD is an ADA-compliant airport. ORD has provided passengers with limited mobility with ramps and elevators as stair-free options to all levels of the terminals. They also have accessible restrooms, reserved parking spots, accessible public transportation, and wheelchair assistance at ORD (organized through the airline). Low-vision passengers traveling through ORD can access Aira services and the airport has tactile guide paths and braille signage. Hard-of-hearing passengers will find TDD telephones, visual paging services, and closed captioning on video announcements at ORD.

  • What are the transport options leaving from Chicago Midway Airport (MDW)?

    MDW is served by public transportation and the CTA Orange Line runs from MDW to downtown Chicago with a total trip time of around 20 minutes. The airport is also well-served by the public bus system, nine CTA bus routes serve MDW offering transportation to various Chicago hubs. Also, there are seven PACE bus routes from MDW to the surrounding areas. Go Airport Express offers door-to-door services from MDW, they depart every 15 minutes from the arrivals hall on the lower level outside door 3. Taxis are available 24/7 in front of all terminals and are metered.

  • Does Chicago Midway Airport offer family services?

    MDW has provided a baby care room where nursing parents can feed and care for their babies. The baby care facility includes a sink, seating, and power outlets. You'll find the nursing room on concourse C beside the yoga room. MDW also has family bathrooms and almost all bathrooms at the airport offer baby changing facilities. The airport also has a family lane for passengers with kids. Most restaurants at MDW include kids' menus and high chairs for infants.

  • What is the cheapest flight from San Antonio to Chicago?

    In the last 3 days, the lowest price for a flight from San Antonio to Chicago was $51 for a one-way ticket and $106 for a round-trip.

  • Do I need a passport to fly between San Antonio and Chicago?

    No, a passport isn't needed to fly from San Antonio to Chicago. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from San Antonio to Chicago?

    On your way to Chicago, you’ll fly out from San Antonio. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from San Antonio to Chicago?

    American Airlines, JetBlue, Delta, Alaska Airlines, and Air Canada offer inflight Wi-Fi service on the San Antonio to Chicago flight route.

  • Which aircraft models fly most regularly from San Antonio to Chicago?

    The Boeing 737-800 is the aircraft model that flies most regularly on the San Antonio to Chicago flight route.

  • Which airline alliances offer flights from San Antonio to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between San Antonio and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from San Antonio to Chicago?

    There are nonstop flights from San Antonio to Chicago on a daily basis.

  • Which is the best airline for flights from San Antonio to Chicago, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from San Antonio to Chicago are Delta and American Airlines. With an average price for the route of $349 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $356 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from San Antonio to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San Antonio to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Antonio to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from San Antonio is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San Antonio to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to San Antonio with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Antonio to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from San Antonio up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from San Antonio to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $196 or less one-way and $376 or less round-trip.
  • Chicago O'Hare International Airport (ORD) has four terminals and nine concourses. The airport has an automated shuttle that provides inter-terminal transportation every 5-10 minutes.
  • San Antonio International Airport (SAT) welcomes pets to their facility. However, the airport requires all pets to remain within their carriers while at SAT. SAT has four pet relief areas, two inside security in both terminals, one in terminal B next to the west exit, and another around the baggage claim area.
  • Only United Airlines has a lounge at SAT. You can access this lounge by paying at the door and showing your United Airlines flight ticket. The lounge is in terminal B between gates B3 and B5.
  • Around 615 kg of carbon is emitted on flights from San Antonio to Chicago. You can lower your carbon footprint by flying with American Airlines. AA offers an eco-friendly flight emitting 62% less carbon per passenger on this route.
  • If you're stranded and need guidance at SAT, approach the information desk in terminal A. The airport also has friendly ambassadors dressed in blue vests with cowboy hats who will help you out.
See more tips

Prefer to fly non-stop from San Antonio to Chicago?

Find which airlines fly direct from San Antonio to Chicago, which days they fly and book direct flights.

Nonstop departures

San Antonio to Chicago

Monday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Tuesday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Wednesday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Thursday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Friday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Saturday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Sunday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

See more direct flights

Nonstop returns

Chicago to San Antonio

Monday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Tuesday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Wednesday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Thursday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Friday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Saturday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

Sunday

ANA, Aer Lingus, Air Canada, +11 more

ANA, Aer Lingus, +12 more

See more direct flights
See more direct flights

Top 5 airlines serving from San Antonio to Chicago

 
See real verified KAYAK customer reviews for airlines flying from San Antonio to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San Antonio to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10848 reviews
8.6Crew
7.9Comfort
8.0Entertainment
8.2Boarding
7.4Food
Airline reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

8.0 ExcellentAnonymous, May 2024ATL - ATW
Read more about Delta reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

The plane was dirty and the in seat air wasn't blowing as planes usually do.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The customer service was excellent! Check-in, baggage check-in, boarding, the flight went very smooth.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

I had no legroom, although I paid for extra legroom. I could barely put my bag in front of my feet and under the seat. The Wi-Fi was horrible. In fact the flight attendant said that they had to reboot it and see if it was going to work and never did.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

Terrible as usual!!!! Very unprofessional and rude flight attendants! You get what you pay for! HORRIBLE

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Horrible. Delay after delay. People yelling and making obseen gestures!

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

I paid for extra leg room. The flimsy plastic seat underneath the floatation seat did not line up with the arm rests. It seemed as if the plastic part was zip tied on but immovable. This caused severe uncomfortable for the duration of the flight.

Plane was clean but they do not allow bag drop until 1 hour before flight. Just encouraging late fees and other issues. The worst I have experienced. Total hostage situation, pay or you miss your flight.

Everything was good, and most importantly on time. They have been extremely tardy in some of my flights

I had to cancel within 1hour of the reservation an they put you through hell to . no live customer service desk. I'm handy caped and they make it almost impossible to cancel. They are steeling my money. You should not have that airline on your site. Contact me and I will give you all info. Of what the are doing to me just notable treatment they are set up like that to take people

Horrible flight, rude crew, someone had so mu h perfume on breathing was difficult.

I was singled out for being a Latina flying solo and the attendants took me out of line to put my luggage in the personal item bin to see if it would fly. Keep In mind I had just flown with the same luggage with no problem not even 5 days ago. The tag was sticking out a bit and the attendant was belligerent about charging me $100. I could not refuse because I didn’t wanna cause a scene. But today I felt targeted and embarrassed. I went online and found out that this happens a lot with this airline and to many minority women.

Book cheap flights from San Antonio to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from San Antonio to Chicago found on KAYAK in the last 72 hours.
5/29Wed
1 stopSpirit Airlines
17h 43mSAT-ORD
$51
5/21Tue
2 stopsSpirit Airlines
23h 19mSAT-ORD
$54
5/18Sat
1 stopFrontier
10h 12mSAT-ORD
$70
5/13Mon
1 stopFrontier
6h 56mSAT-ORD
$75
6/4Tue
nonstopAmerican Airlines
2h 47mSAT-ORD
$167
6/1Sat
nonstopAmerican Airlines
2h 47mSAT-ORD
$174
5/29Wed
nonstopUnited Airlines
2h 55mSAT-ORD
$207
6/3Mon
nonstopUnited Airlines
2h 51mSAT-ORD
$227
5/16Thu
1 stopDelta
7h 25mSAT-MDW
$260
5/23Thu
1 stopDelta
7h 25mSAT-MDW
$284

Search by stops

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Last minute flights from San Antonio to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from San Antonio to Chicago that are departing in the next 10 days.
5/8Wed
multi-stopFrontier
12h 34mSAT-ORD
5/28Tue
multi-stopFrontier
17h 54mORD-SAT
$228
5/8Wed
multi-stopFrontier
20h 14mSAT-MDW
5/11Sat
multi-stopFrontier
11h 57mMDW-SAT
$234
5/8Wed
multi-stopSpirit Airlines
20h 37mSAT-ORD
5/15Wed
multi-stopSpirit Airlines
13h 23mORD-SAT
$280
5/8Wed
multi-stopSpirit Airlines
20h 37mSAT-ORD
5/14Tue
multi-stopSpirit Airlines
29h 41mORD-SAT
$286
5/8Wed
nonstopAmerican Airlines
2h 47mSAT-ORD
5/28Tue
nonstopAmerican Airlines
2h 57mORD-SAT
$685
5/4Sat
nonstopAmerican Airlines
2h 49mSAT-ORD
6/7Fri
nonstopAmerican Airlines
2h 44mORD-SAT
$722
5/7Tue
nonstopUnited Airlines
2h 47mSAT-ORD
5/11Sat
multi-stopUnited Airlines
9h 08mORD-SAT
$786
5/8Wed
nonstopUnited Airlines
2h 47mSAT-ORD
5/14Tue
multi-stopUnited Airlines
9h 30mORD-SAT
$801
5/7Tue
multi-stopDelta
7h 25mSAT-MDW
5/14Tue
multi-stopDelta
5h 12mMDW-SAT
$919
5/7Tue
multi-stopDelta
7h 25mSAT-MDW
5/9Thu
multi-stopDelta
7h 20mMDW-SAT
$1,059

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San Antonio - Chicago Flights

Departure:

San Antonio (SAT)United States

Return flight deals:

Chicago - San Antonio

Cabin classes:

$684
$424
$1,541
$271

Compare transportation modes for San Antonio to Chicago

Average priceAverage duration
Flights$9756h 56m
Trains$46030h 42m
Buses$48423h 35m