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SAT - CHI

$68 Find cheap flights from San Antonio to Chicago

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 8/28. 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
Mon 7/1
Mon 7/8

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 42,335,261 times on KAYAK, and here is why:

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

 
These are the cheapest deals for flights from San Antonio to Chicago currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from San Antonio to Chicago

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from San Antonio to Chicago.

Recent one-way flight deals from San Antonio to Chicago

Only flying one-way? Below are some of the best one-way flight deals from San Antonio to Chicago found on KAYAK recently.

Recent last minute flight deals from San Antonio to Chicago

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from San Antonio to Chicago.

Recent direct flight deals from San Antonio to Chicago

The latest deals for direct flights from San Antonio to Chicago so you can sit back and relax without the need for a layover.

Cheap bus & train deals from San Antonio to Chicago

Find recent round-trip train or bus tickets from San Antonio to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
5:50 am - 5:27 pmSAT-ORD
11h 37m1 stop
6:32 pm - 12:20 amORD-SAT
29h 48m1 stop
$102Spirit Airlines
Find Deal
Tue, Sep 10 - Mon, Sep 16
5:50 am - 1:08 pmSAT-ORD
31h 18m2 stops
6:32 pm - 12:20 amORD-SAT
29h 48m1 stop
$120Spirit Airlines
Find Deal
Tue, Sep 10 - Mon, Sep 16
7:07 pm - 5:25 amSAT-ORD
10h 18m1 stop
5:18 pm - 12:59 amORD-SAT
7h 41m1 stop
Wed, Jun 12 - Tue, Jun 25
5:21 am - 5:40 pmSAT-ORD
12h 19m1 stop
8:02 pm - 7:11 pmORD-SAT
23h 09m1 stop
Wed, Jun 26 - Sun, Jun 30
3:02 pm - 9:06 pmSAT-ORD
6h 04m1 stop
9:53 pm - 6:57 pmORD-SAT
21h 04m1 stop
$180Frontier
Find Deal
Sat, Jun 15 - Wed, Jun 19
7:07 pm - 5:29 amSAT-MDW
10h 22m1 stop
5:05 am - 9:57 pmMDW-SAT
16h 52m1 stop
$181Frontier
Find Deal
Wed, Jun 12 - Sun, Jun 16
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
$273American Airlines
Find Deal
Wed, Jun 26 - Sun, Jun 30
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
$279American Airlines
Find Deal
Fri, Jun 28 - Fri, Jun 28
5:15 am - 12:43 pmSAT-MDW
7h 28m1 stop
3:45 pm - 11:32 pmMDW-SAT
7h 47m1 stop
$337Delta
Find Deal
Tue, Jun 25 - Tue, Jul 2
5:15 am - 12:42 pmSAT-MDW
7h 27m1 stop
6:55 pm - 12:40 amMDW-SAT
5h 45m1 stop
$369Delta
Find Deal
Tue, Jul 30 - Mon, Aug 19
5:34 am - 6:40 pmSAT-ORD
13h 06m2 stops
$68Spirit Airlines
Find Deal
Wed, Aug 28
5:34 am - 12:21 amSAT-ORD
18h 47m1 stop
$70Spirit Airlines
Find Deal
Wed, Aug 28
7:07 pm - 5:29 amSAT-MDW
10h 22m1 stop
$74Frontier
Find Deal
Wed, Jun 12
6:27 pm - 5:21 amSAT-MDW
10h 54m1 stop
$80Frontier
Find Deal
Sat, Jun 8
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
$137American Airlines
Find Deal
Sun, Jun 30
6:00 am - 8:55 amSAT-ORD
2h 55mnonstop
$152American Airlines
Find Deal
Fri, Jul 5
2:14 pm - 9:46 pmSAT-MDW
7h 32m1 stop
$193Delta
Find Deal
Thu, Aug 29
7:00 am - 9:53 amSAT-ORD
2h 53mnonstop
$224United Airlines
Find Deal
Fri, Aug 30
2:14 pm - 5:05 pmSAT-ORD
2h 51mnonstop
$335United Airlines
Find Deal
Tue, Jun 11
11:34 am - 6:36 pmSAT-MDW
7h 02m1 stop
$349Delta
Find Deal
Tue, Jun 11
8:34 pm - 9:31 amSAT-MDW
12h 57m1 stop
8:58 pm - 5:27 pmMDW-SAT
20h 29m1 stop
$204Frontier
Find Deal
Wed, Jun 5 - Fri, Jun 7
8:00 pm - 1:08 amSAT-ORD
29h 08m1 stop
9:53 pm - 7:08 pmORD-SAT
21h 15m1 stop
$208Frontier
Find Deal
Mon, Jun 3 - Wed, Jun 5
12:30 pm - 8:41 pmSAT-ORD
8h 11m1 stop
7:05 am - 9:48 pmORD-SAT
14h 43m2 stops
$367Spirit Airlines
Find Deal
Thu, Jun 6 - Fri, Jun 7
10:53 pm - 11:32 amSAT-ORD
12h 39m1 stop
6:40 pm - 11:37 pmORD-SAT
28h 57m1 stop
$374Spirit Airlines
Find Deal
Tue, Jun 4 - Tue, Jun 11
6:25 am - 9:12 amSAT-ORD
2h 47mnonstop
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
$679American Airlines
Find Deal
Tue, Jun 4 - Tue, Jun 11
2:14 pm - 5:05 pmSAT-ORD
2h 51mnonstop
8:20 pm - 11:12 pmORD-SAT
2h 52mnonstop
$680United Airlines
Find Deal
Wed, Jun 5 - Fri, Jun 7
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
$681American Airlines
Find Deal
Thu, Jun 6 - Fri, Jun 7
5:30 am - 10:08 amSAT-ORD
4h 38m1 stop
8:20 pm - 11:12 pmORD-SAT
2h 52mnonstop
$684United Airlines
Find Deal
Tue, Jun 4 - Sat, Jun 8
6:08 am - 1:35 pmSAT-MDW
7h 27m1 stop
6:00 am - 1:11 pmMDW-SAT
7h 11m1 stop
$698Delta
Find Deal
Tue, Jun 4 - Tue, Jun 11
6:08 am - 1:35 pmSAT-MDW
7h 27m1 stop
5:47 pm - 10:44 pmMDW-SAT
4h 57m1 stop
$744Delta
Find Deal
Mon, Jun 3 - Mon, Jun 3
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
$273American Airlines
Find Deal
Wed, Jun 26 - Sun, Jun 30
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
$279American Airlines
Find Deal
Fri, Jun 28 - Fri, Jun 28
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
9:50 am - 12:45 pmORD-SAT
2h 55mnonstop
$288American Airlines
Find Deal
Fri, Jun 28 - Fri, Jul 5
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
9:50 am - 12:45 pmORD-SAT
2h 55mnonstop
$303American Airlines
Find Deal
Sat, Jun 29 - Wed, Jul 10
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
$313American Airlines
Find Deal
Thu, Jun 27 - Sun, Jun 30
8:08 am - 11:00 amSAT-ORD
2h 52mnonstop
9:02 pm - 11:42 pmORD-SAT
2h 40mnonstop
$318American Airlines
Find Deal
Thu, Jul 4 - Tue, Jul 9
6:01 am - 8:53 amSAT-ORD
2h 52mnonstop
8:10 pm - 10:54 pmORD-SAT
2h 44mnonstop
$328American Airlines
Find Deal
Wed, Jun 19 - Sat, Jun 22
7:00 am - 9:55 amSAT-ORD
2h 55mnonstop
8:20 pm - 11:12 pmORD-SAT
2h 52mnonstop
$329United Airlines
Find Deal
Wed, Jun 19 - Sat, Jun 22
1:23 pm - 4:18 pmSAT-ORD
2h 55mnonstop
9:45 am - 12:33 pmORD-SAT
2h 48mnonstop
$333American Airlines
Find Deal
Tue, Aug 6 - Tue, Aug 13
7:00 am - 9:55 amSAT-ORD
2h 55mnonstop
8:22 pm - 11:15 pmORD-SAT
2h 53mnonstop
$414United Airlines
Find Deal
Sat, Jun 29 - Sat, Jul 6
12:05 pm - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
22h 35mnonstop
1:30 pm - 2:00 pmChicago California Ave-
San Antonio Tornado Bus Station
24h 30mnonstop
$490Tornado Bus
Find Deal
Thu, Jun 20 - Mon, Jun 24
11:50 am - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
22h 50mnonstop
1:30 pm - 12:00 pmChicago California Ave-
San Antonio Tornado Bus Station
22h 30mnonstop
$490Tornado Bus
Find Deal
Sun, Jun 9 - Fri, Jun 14
10:09 am - 10:28 amSan Antonio Tornado Bus Station-
Chicago California Ave
24h 19mnonstop
1:30 pm - 12:45 pmChicago California Ave-
San Antonio Tornado Bus Station
23h 15mnonstop
$490Tornado Bus
Find Deal
Thu, Jun 6 - Sun, Jun 9
11:24 am - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
23h 16mnonstop
1:30 pm - 1:30 pmChicago California Ave-
San Antonio Tornado Bus Station
24h 00mnonstop
$490Tornado Bus
Find Deal
Wed, Jun 12 - Mon, Jun 17
11:09 am - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
23h 31mnonstop
1:30 pm - 12:00 pmChicago California Ave-
San Antonio Tornado Bus Station
22h 30mnonstop
$490Tornado Bus
Find Deal
Fri, Jun 7 - Sun, Jun 9
11:50 am - 11:43 amSan Antonio Tornado Bus Station-
Chicago California Ave
23h 53mnonstop
1:30 pm - 1:30 pmChicago California Ave-
San Antonio Tornado Bus Station
24h 00mnonstop
$490Tornado Bus
Find Deal
Sun, Jun 16 - Fri, Jun 21
9:00 am - 10:28 amSan Antonio Tornado Bus Station-
Chicago California Ave
25h 28mnonstop
1:30 pm - 2:00 pmChicago California Ave-
San Antonio Tornado Bus Station
24h 30mnonstop
$490Tornado Bus
Find Deal
Thu, Jul 4 - Sun, Jul 7
11:09 am - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
23h 31mnonstop
1:30 pm - 2:15 pmChicago California Ave-
San Antonio Tornado Bus Station
24h 45mnonstop
$490Tornado Bus
Find Deal
Thu, Jul 25 - Mon, Jul 29
11:50 am - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
22h 50mnonstop
1:30 pm - 12:00 pmChicago California Ave-
San Antonio Tornado Bus Station
22h 30mnonstop
$490Tornado Bus
Find Deal
Tue, Jun 25 - Thu, Jun 27
10:45 am - 10:40 amSan Antonio Tornado Bus Station-
Chicago California Ave
23h 55mnonstop
1:30 pm - 2:10 pmChicago California Ave-
San Antonio Tornado Bus Station
24h 40mnonstop
$490Tornado Bus
Find Deal
Tue, Jun 25 - Thu, Jun 27

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 $144 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 $295.

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 Wednesday, 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 January, where tickets cost $267 on average. On the other hand, the most expensive months are March and June, where the average cost of tickets is $409 and $387 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 days before departure. For the absolute cheapest price, our data suggests you should book 76 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 ($68) and Frontier ($74). The cheapest round-trip tickets were found on Spirit Airlines ($102) and Frontier ($180).

Which airlines fly most frequently between San Antonio and Chicago?

Southwest connects San Antonio to Chicago with up to 2 flights per day. United Airlines also offers 2 flights per day, while American Airlines follows with 1 flight 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 $158 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 between 5 and 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 6:00 am and most flights take off in the afternoon, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 42 flights. The most frequent day of departure is Monday, when 17% of all weekly flights depart. The fewest flights depart on a Saturday.

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 5:10 am and will be landing in Chicago at 7:50 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

June

Cheapest flight

$68
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 15% increase in price.
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 $68 for a one-way ticket and $102 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 United Airlines?

    The two airlines most popular with KAYAK users for flights from San Antonio to Chicago are Delta and United Airlines. With an average price for the route of $349 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $376 and an overall rating of 7.4.

  • 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 $203 or less one-way and $396 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, +12 more

ANA, Aer Lingus, +13 more

Tuesday

ANA, Aer Lingus, Air Canada, +12 more

ANA, Aer Lingus, +13 more

Wednesday

ANA, Aer Lingus, Air Canada, +12 more

ANA, Aer Lingus, +13 more

Thursday

ANA, Aer Lingus, Air Canada, +12 more

ANA, Aer Lingus, +13 more

Friday

ANA, Aer Lingus, Air Canada, +12 more

ANA, Aer Lingus, +13 more

Saturday

ANA, Aer Lingus, Air Canada, +12 more

ANA, Aer Lingus, +13 more

Sunday

ANA, Aer Lingus, Air Canada, +12 more

ANA, Aer Lingus, +13 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 10410 reviews
8.2Boarding
7.4Food
8.6Crew
8.0Entertainment
7.9Comfort
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

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

I had a great flight. Everything went smoothly and the flight arrived early.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

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

The CX617 from HK to BKK was delayed more than 1.5 hours.

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.

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

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.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

Worst experience I have seen. The flight was cancelled without any reason.

Well I mean u get what u pay for so 🤷‍♂️

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

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.

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.
8/28Wed
2 stopsSpirit Airlines
13h 06mSAT-ORD
$68
8/28Wed
1 stopSpirit Airlines
18h 47mSAT-ORD
$70
6/12Wed
1 stopFrontier
10h 22mSAT-MDW
$74
6/8Sat
1 stopFrontier
10h 54mSAT-MDW
$80
6/30Sun
nonstopAmerican Airlines
2h 52mSAT-ORD
$137
7/5Fri
nonstopAmerican Airlines
2h 55mSAT-ORD
$152
8/29Thu
1 stopDelta
7h 32mSAT-MDW
$193
8/30Fri
nonstopUnited Airlines
2h 53mSAT-ORD
$224
6/11Tue
nonstopUnited Airlines
2h 51mSAT-ORD
$335
6/11Tue
1 stopDelta
7h 02mSAT-MDW
$349

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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.
6/5Wed
multi-stopFrontier
12h 57mSAT-MDW
6/7Fri
multi-stopFrontier
20h 29mMDW-SAT
$204
6/3Mon
multi-stopFrontier
29h 08mSAT-ORD
6/5Wed
multi-stopFrontier
21h 15mORD-SAT
$208
6/6Thu
multi-stopSpirit Airlines
8h 11mSAT-ORD
6/7Fri
multi-stopSpirit Airlines
14h 43mORD-SAT
$367
6/4Tue
multi-stopSpirit Airlines
12h 39mSAT-ORD
6/11Tue
multi-stopSpirit Airlines
28h 57mORD-SAT
$374
6/4Tue
nonstopAmerican Airlines
2h 47mSAT-ORD
6/11Tue
nonstopAmerican Airlines
2h 44mORD-SAT
$679
6/5Wed
nonstopUnited Airlines
2h 51mSAT-ORD
6/7Fri
nonstopUnited Airlines
2h 52mORD-SAT
$680
6/6Thu
nonstopAmerican Airlines
2h 52mSAT-ORD
6/7Fri
nonstopAmerican Airlines
2h 44mORD-SAT
$681
6/4Tue
multi-stopUnited Airlines
4h 38mSAT-ORD
6/8Sat
nonstopUnited Airlines
2h 52mORD-SAT
$684
6/4Tue
multi-stopDelta
7h 27mSAT-MDW
6/11Tue
multi-stopDelta
7h 11mMDW-SAT
$698
6/3Mon
multi-stopDelta
7h 27mSAT-MDW
6/3Mon
multi-stopDelta
4h 57mMDW-SAT
$744

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San Antonio - Chicago Flights

Departure:

San Antonio (SAT)United States

Return flight deals:

Chicago - San Antonio

Cabin classes:

$715
$861
$666
$295

Compare transportation modes for San Antonio to Chicago

Average priceAverage duration
Flights$2,2772h 52m
Buses$49023h 18m