Cheap Flight Deals From San Antonio (SAT) to Chicago (CHI) Starting at $60

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This Weekend's Flight Deals from San Antonio to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Sep 29 - Wed, Oct 4
SAT
San Antonio Intl.
MDW
Midway Intl.
$168 Roundtrip, found 5 days ago
$168
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Sep 29 from San Antonio Intl. to Midway Intl., returning Wed, Oct 4, priced at $168 found 5 days ago
Sun, Oct 1 - Fri, Oct 6
SAT
San Antonio Intl.
ORD
O'Hare Intl.
$194 Roundtrip, found 2 days ago
$194
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, Oct 1 from San Antonio Intl. to O'Hare Intl., returning Fri, Oct 6, priced at $194 found 2 days ago

Airfares from $60 One Way, $119 Round Trip from San Antonio to Chicago

Prices starting at $119 for return flights and $60 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Nov 7 - Tue, Nov 14
SAT
San Antonio
ORD
Chicago
$119 Roundtrip, just found
$119
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Nov 7 from San Antonio to Chicago, returning Tue, Nov 14, priced at $119 just found
Wed, Oct 11 - Sat, Oct 28
SAT
San Antonio
ORD
Chicago
$128 Roundtrip, found 3 hours ago
$128
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, Oct 11 from San Antonio to Chicago, returning Sat, Oct 28, priced at $128 found 3 hours ago
Wed, Oct 11 - Sat, Oct 28
SAT
San Antonio
MDW
Chicago
$128 Roundtrip, found 3 hours ago
$128
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Oct 11 from San Antonio to Chicago, returning Sat, Oct 28, priced at $128 found 3 hours ago
Mon, Oct 23 - Mon, Oct 30
SAT
San Antonio
ORD
Chicago
$128 Roundtrip, found 4 hours ago
$128
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, Oct 23 from San Antonio to Chicago, returning Mon, Oct 30, priced at $128 found 4 hours ago
Sat, Oct 14 - Mon, Oct 16
SAT
San Antonio
ORD
Chicago
$134 Roundtrip, found 2 days ago
$134
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Oct 14 from San Antonio to Chicago, returning Mon, Oct 16, priced at $134 found 2 days ago

More About Flying To Chicago from San Antonio

Route Information for Flights from San Antonio to Chicago

Origin Airport IATA Code
SAT
Destination Airport IATA Code
CHI
Distance
1042 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Air Canada, Aer Lingus, Emirates, United Airlines, Alaska Airlines, Royal Jordanian, Iberia, ANA, Lufthansa, British Airways
Earliest Flight Arrival
2:55PM UTC
Latest Flight Arrival
1:06AM UTC

Cheap Flights from San Antonio to Chicago

Flights from San Antonio

Planning a trip from San Antonio to any domestic or international location is simple with Orbitz.com. Travelers can find low fare flights from San Antonio by searching several airlines at once. For travelers on a budget, this search function allows them to choose the best deals and options that most fit their needs.

San Antonio Airport

The San Antonio International Airport is located about 8 miles from downtown San Antonio on Airport Drive. It offers international and domestic flights provided by one of 16 airlines that currently serve the airport, including American, United, Southwest, US Airways, Delta, Airtran, Skywest, and several more. Flights from most of these airlines can be booked on Orbitz.com at low fares.

Airport Parking and Transportation

The San Antonio International Airport offers parking based on hourly rates, with the first 15 minutes free, and long-term parking for $10 per day. Using a taxi service might be a better option if you will have to park for several days. There are many taxi companies located in San Antonio that provide shuttle services to and from the airport. At Orbitz.com, you can arrange for your transportation to and from the San Antonio airport and from your destination city to the hotel quickly and easily so you will not have to worry about your transit on the day.

Airport Restaurants

For those who need a quick snack or a even full meal before their flight, the San Antonio airport has several dining options including McDonald's, Las Palapas Mexican Grill, Dunkin' Donuts, and Starbuck's, so grabbing some breakfast before an early morning flight is quick and convenient. Making your travel plans from San Antonio using Orbitz.com will ensure you get the best rates on flights and ground transportation available.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Frequently asked questions

Am I able to catch a flight from San Antonio to Chicago now?
If you’re concerned about travel restrictions and quarantine requirements when catching a flight from San Antonio to Chicago, go right to our Covid-19 Travel Advisor.
Are there non-stop flights from San Antonio to Chicago?
American Airlines and United Airlines operate direct flights from San Antonio, TX (SAT-San Antonio Intl.) to Chicago, IL (ORD-O’Hare Intl.), which means you won’t have to worry about swapping planes or waiting around during a stopover.
What is the shortest flight from San Antonio to Chicago?
With the journey from San Antonio to Chicago taking a minimum of 3 hours and 10 minutes, there’s plenty of time to kick back and enjoy the ride. Indulge in an in-flight wine or two and get comfy in your seat with a fascinating novel or movie.
What airlines fly from San Antonio to Chicago most frequently?
Consider booking a ticket with American Airlines (AA), which frequently services this route. This airline operates 73 flights each month between San Antonio Airport and ORD. If you can’t find the right flight for you there, look up the airfares with United Airlines (UA). This carrier is a terrific alternative and offers 60 flights between San Antonio and Chicago every month.
If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Chicago with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.