Question 1

How much does a flight from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?

Accepted Answer

You can find cheap one-way flights from CA $274 and cheap return flights from CA $654 SAT to ORD with Expedia. One-way flights typically cost between CA$595 and CA$929. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when SAT to ORD ticket fares go up or down.

Question 2

What is the cheapest month to fly from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

Accepted Answer

The cheapest months to fly from SAT to ORD are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.

Question 3

Which airlines fly direct from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

Accepted Answer

There are 2 airlines offering direct flights from San Antonio Intl. (SAT) to O'Hare Intl. (ORD). Here are the carriers:
* United operates 30 direct flights from San Antonio Intl. to O'Hare Intl. every week.
* American Airlines operates 25 direct flights from San Antonio Intl. to O'Hare Intl. every week.

Question 4

What is the cheapest airline that flies from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

Accepted Answer

United is one of the cheapest airlines offering nonstop return flights from San Antonio Intl. (SAT) to O'Hare Intl. (ORD), with tickets starting from around CA$250 for flights that can be booked for departure within the next year. Sun Country Airlines is one of the cheapest airlines offering connecting return flights from San Antonio Intl. (SAT) to O'Hare Intl. (ORD), with tickets starting from around CA$490. These prices are per adult for economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.

Question 5

How do I find cheap flights from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

Accepted Answer

To find a cheap flight from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

Question 6

What is the best airline to fly with from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

Accepted Answer

The best airline to fly with from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveler to traveler. If you like to fly early, American Airlines offers early morning flights. If price is the most important factor, American Airlines typically offers the lowest fares. American Airlines offers the most daily flights from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.

Question 7

What is the best time to fly from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

Accepted Answer

The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.

Question 8

How many flights per day from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

Accepted Answer

You'll find approximately 8 nonstop flights per day from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.). For even more choices, look at flights that include layovers, as there are around 59 connecting flights per day. Some common connection points include Dallas-Fort Worth Intl. (DFW), George Bush Intercontinental (IAH), and Seattle - Tacoma Intl. (SEA).

Question 9

What is the earliest flight from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

Accepted Answer

The earliest flight from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically departs around 5:00 AM. This service is offered by American Airlines. This is a seasonal service active in February. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.

Question 10

What day of the week has the most flights from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

Accepted Answer

You'll typically find the most flights from San Antonio International Airport (SAT) to O'Hare International Airport (ORD) on a Monday, with around 57 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include American Airlines, United, and Delta. Flight schedules are fairly consistent throughout the week, so you'll have plenty of options regardless of the day you choose to fly.

Question 11

What are the most popular departure times for flights from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

Accepted Answer

The most popular departure times for flights from San Antonio Intl. (SAT) to O'Hare Intl. (ORD) are in the morning, from 6am to 9am. Many major carriers, including American Airlines, United and Delta, offer flights during this window. Many travellers prefer these early morning flights as they allow you to arrive at your destination with plenty of time to start your day.

Question 12

How long does it take to fly from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

Accepted Answer

Direct flights from SAT to ORD usually take about 3 hours, traveling roughly 1,679 kilometers. If you opt for a connecting flight, expect to add around 4 hours 20 minutes to your journey. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.

Question 13

Can you fly business or first class from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

Accepted Answer

You can fly business class or first class between SAT and ORD. You can fly business class with Frontier Airlines and Delta.

First class cabins are available on Spirit Airlines, Alaska Airlines, Delta, United, and American Airlines.

Question 14

How do I earn miles on a San Antonio, TX (SAT) to Chicago, IL (ORD) flight with Expedia?

Accepted Answer

It's easy to earn miles on a San Antonio, TX (SAT) to Chicago, IL (ORD) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Question 15

What airports do you fly into for Chicago, IL (ORD) from San Antonio, TX (SAT)?

Accepted Answer

If you're planning to travel to Chicago from San Antonio Intl. (SAT), you can fly directly into O'Hare Intl. (ORD). Some flights may connect through major hubs like Seattle - Tacoma Intl. (SEA), Dallas-Fort Worth Intl. (DFW), or Love Field (DAL) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.

Question 16

Is it cheaper to buy a plane ticket from San Antonio, TX (SAT) to Chicago, IL (ORD) at the last minute?

Accepted Answer

Typically, booking a last minute flight from San Antonio, TX (SAT) to Chicago, IL (ORD) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Question 17

Is it cheaper to book a San Antonio, TX (SAT) to Chicago, IL (ORD) flight and hotel package?

Accepted Answer

Securing a San Antonio, TX (SAT) to Chicago, IL (ORD) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

Question 18

Can I cancel or change the date of my flight from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.)?

Accepted Answer

If you booked your San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Origin airport	San Antonio Intl.
Destination airport	O'Hare Intl.
Airlines serving	Alaska Airlines, American Airlines, Delta
Roundtrip price	CA $653
Distance	1668 km
Average flight time	3 hours 4 mins

Popular airlines from San Antonio International Airport (SAT) to Chicago O'Hare International Airport (ORD)

Be in the know

Book smarter

Earn twice

Cheap flights from San Antonio (SAT) to Chicago (ORD)

Alternative airports near Chicago

Frequently asked questions

Travel information

Book with confidence

San Antonio to Chicago Flights

Explore a world of travel with Expedia

CA $274 Cheap Flights from San Antonio (SAT) to Chicago (ORD)