$102+ Cheap flights from San Antonio (SAT) to Chicago (CHI)
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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from San Antonio to Chicago 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.The best prices from San Antonio to Chicago are usually found in April or September, booked 52 days in advance, depart on a Thursday or Friday and return on a Wednesday
Cheap flight deals from San Antonio to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from San Antonio (SAT) to Chicago (CHI). 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 February 20, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $158 (Booking.com) |
One-way from | $102 (Mytrip) |
Popular in | December |
Cheapest in | April |
Average price | $368 |
Good round-trip deal | $387 or less |
Good one-way deal | $208 or less |
Find flight deals from San Antonio to Chicago
Cheapest flights from San Antonio to ChicagoExplore the most affordable flight options available from San Antonio to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.
Explore the most affordable flight options available from San Antonio to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.
This Frontier deal was found by Cheapflights users on 2/20. 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.
This CheapOair deal was found by Cheapflights users on 2/19. 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.
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 2/19. 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.
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 2/20. 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.
This United Airlines deal was found by Cheapflights users on 2/20. 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.
This Delta deal was found by Cheapflights users on 2/20. 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.
This Delta deal was found by Cheapflights users on 2/20. 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.
This Southwest deal was found by Cheapflights users on 2/20. 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.
Find flights from San Antonio to Chicago within your budget
Customize your flight search to find flights from San Antonio to Chicago 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 February 20, 2025.
Fly from
Fly to
Route
Depart
Return
Price
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Sun 4/13
4:39 pm-4:54 am
1 stop12h 15m
Chicago O'Hare Intl
Tue 4/15
6:45 am-1:54 pm
1 stop7h 09m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Wed 4/9
5:39 am-2:03 pm
1 stop8h 24m
Chicago O'Hare Intl
Wed 4/16
2:58 pm-4:34 am
1 stop13h 36m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Tue 3/18
8:29 pm-6:42 am
1 stop10h 13m
Chicago O'Hare Intl
Tue 3/25
6:45 am-1:18 pm
1 stop6h 33m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Fri 4/4
5:47 pm-5:23 am
1 stop11h 36m
Chicago Midway
Sun 4/6
6:45 am-7:01 pm
1 stop12h 16m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Wed 3/12
4:39 pm-12:18 am
1 stop7h 39m
Chicago O'Hare Intl
Thu 3/13
10:08 am-1:12 pm
Nonstop3h 04m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Thu 3/13
6:30 am-9:00 am
Nonstop2h 30m
Chicago Midway
Mon 3/17
5:15 pm-8:15 pm
Nonstop3h 00m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Mon 3/10
5:10 pm-8:07 pm
Nonstop2h 57m
Chicago O'Hare Intl
Thu 3/13
8:06 pm-11:20 pm
Nonstop3h 14m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Mon 4/7
8:00 am-5:50 pm
1 stop9h 50m
Chicago O'Hare Intl
Wed 4/9
9:45 am-3:24 pm
1 stop5h 39m
San AntonioChicago
SAT - MDW
SATMDW
San Antonio
Thu 3/6
5:25 am-1:05 pm
1 stop7h 40m
Chicago Midway
Wed 3/26
2:55 pm-10:44 pm
1 stop7h 49m
San AntonioChicago
SAT - ORD
SATORD
San Antonio
Thu 4/10
5:40 am-3:00 pm
2 stops9h 20m
Chicago O'Hare Intl
Sat 4/12
6:00 am-12:45 pm
1 stop6h 45m
Compare providers for flights from San Antonio to Chicago
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 San Antonio to Chicago in February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star |
- Most accurate provider: When it comes to deals on San Antonio-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Antonio-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Antonio-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Antonio-Chicago 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 San Antonio-Chicago 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 San Antonio to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from San Antonio with our price prediction graph.
Travel insights for flights from San Antonio to Chicago
Get recent, data-driven insights about flights from San Antonio to Chicago including ideal travel times, pricing trends, and more.
How far ahead should I book a flight from San Antonio to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from San Antonio to Chicago. Price data was last updated on February 14, 2025.
To ensure you get the cheapest price possible for a flight from San Antonio to Chicago, you should look to book at least 52 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from San Antonio to Chicago?
Currently, August is the cheapest month in which you can book a flight from San Antonio to Chicago (average of $245). Flying from San Antonio to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from SAT to CHI?
Find hourly flight availability from San Antonio to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.
When flying from San Antonio to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 69% versus a flight at noon.
What is the cheapest day to fly from San Antonio to Chicago?
Use this chart to determine the cheapest time to fly round-trip from San Antonio to Chicago. Price data was last updated on February 16, 2025.
Travelers seeking maximum savings on their San Antonio to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from San Antonio to Chicago
Explore weekly flight availability from San Antonio to Chicago. 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 February 20, 2025.
The most flights from SAT to CHI are scheduled on a Monday (22 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated February 20, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines and Delta from San Antonio to Chicago. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Crew
Entertainment
Boarding
Comfort
Overall
Reviews
Justin,May 2024
AUS - SAN
Food
Crew
Entertainment
Boarding
Comfort
Overall
Reviews
Justin,May 2024
AUS - SAN
Food
Crew
Entertainment
Boarding
Comfort
Overall
Reviews
Justin,May 2024
AUS - SAN
Food
Crew
Entertainment
Boarding
Comfort
Overall
Reviews
Justin,May 2024
AUS - SAN
Food
Crew
Entertainment
Boarding
Comfort
Overall
Reviews
Justin,May 2024
AUS - SAN
Food
Crew
Entertainment
Boarding
Comfort
Overall
Reviews
Justin,May 2024
AUS - SAN
Related info for your journey
Find useful and relevant information for your journey from San Antonio to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for San Antonio to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from San Antonio to Chicago
Discover the top 6 airlines that operate flights from San Antonio to Chicago. 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 February 20, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$111 | Average$236 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$112 | Average$191 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$190 | Average$391 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$222 | Average$428 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$258 | Average$466 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$297 | Average$415 | FlexibilityNo cancel fee | On-timeN/A |