$316 Cheap Flights from San Angelo (SJT) to Chicago (ORD)

View $316 flight on Sun, Aug 10, 2025Opens in a new window

Popular airlines from San Angelo, TX (SJT-San Angelo Regional) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from San Angelo to Chicago (SJT-ORD)

Prices were available within the past 7 days and start at $316 for one-way flights and $451 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Jul 29 - Tue, Aug 5
SJT
San Angelo
ORD
Chicago
$451 Roundtrip, found 3 days ago
$451
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jul 29 from San Angelo to Chicago, returning Tue, Aug 5, priced at $451 found 3 days ago
American Airlines
Tue, Jul 29 - Tue, Aug 5
SJT
San Angelo
ORD
Chicago
$461 Roundtrip, found 1 day ago
$461
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 29 from San Angelo to Chicago, returning Tue, Aug 5, priced at $461 found 1 day ago
American Airlines
Tue, Jul 29 - Mon, Aug 4
SJT
San Angelo
ORD
Chicago
$464 Roundtrip, found 17 hours ago
$464
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Jul 29 from San Angelo to Chicago, returning Mon, Aug 4, priced at $464 found 17 hours ago
American Airlines
Tue, Jul 29 - Tue, Aug 5
SJT
San Angelo
ORD
Chicago
$469 Roundtrip, found 3 days ago
$469
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jul 29 from San Angelo to Chicago, returning Tue, Aug 5, priced at $469 found 3 days ago
American Airlines
Tue, Jul 29 - Tue, Aug 5
SJT
San Angelo
ORD
Chicago
$471 Roundtrip, found 3 days ago
$471
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jul 29 from San Angelo to Chicago, returning Tue, Aug 5, priced at $471 found 3 days ago
American Airlines
Tue, Jul 29 - Tue, Aug 5
SJT
San Angelo
ORD
Chicago
$478 Roundtrip, found 3 days ago
$478
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jul 29 from San Angelo to Chicago, returning Tue, Aug 5, priced at $478 found 3 days ago
American Airlines
Tue, Jul 29 - Mon, Aug 4
SJT
San Angelo
ORD
Chicago
$479 Roundtrip, found 17 hours ago
$479
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Jul 29 from San Angelo to Chicago, returning Mon, Aug 4, priced at $479 found 17 hours ago
American Airlines
Tue, Jul 29 - Tue, Aug 5
SJT
San Angelo
ORD
Chicago
$480 Roundtrip, found 3 days ago
$480
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jul 29 from San Angelo to Chicago, returning Tue, Aug 5, priced at $480 found 3 days ago
American Airlines
Tue, Jul 29 - Mon, Aug 4
SJT
San Angelo
ORD
Chicago
$481 Roundtrip, found 17 hours ago
$481
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Jul 29 from San Angelo to Chicago, returning Mon, Aug 4, priced at $481 found 17 hours ago
American Airlines
Wed, Jul 30 - Mon, Aug 4
SJT
San Angelo
ORD
Chicago
$482 Roundtrip, found 15 hours ago
$482
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Wed, Jul 30 from San Angelo to Chicago, returning Mon, Aug 4, priced at $482 found 15 hours ago

Find the cheapest month to fly from San Angelo (SJT) to Chicago (ORD)

January is typically the cheapest month to fly

From $407 - $696 per traveler.

Graph displaying average flight prices per month

Flights from San Angelo (SJT) to Chicago (ORD)
Origin airport
San Angelo Regional
Destination airport
O'Hare Intl.
Airlines serving
American Airlines
Roundtrip price
$451
Distance
1010 mi

Frequently asked questions

How much does a flight from San Angelo Regional Airport (SJT) to O'Hare Intl. Airport (ORD) cost?
Discover the latest flight deals from SJT to ORD by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from SJT to ORD?
The cheapest flights from SJT to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from SJT to ORD?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from SJT to ORD. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from San Angelo Regional Airport (SJT) to O'Hare Intl. Airport (ORD)?
You'll have to book a flight with a layover if you're traveling from San Angelo Regional Airport (SJT) to O'Hare Intl. Airport (ORD). There are no daily direct flights on this route. However, simply filter your search to include one or two stops to find an option that works for you.
What day of the week has the most flights from SJT to ORD?
Generally you'll find the greatest selection of flight options on a Friday. Tuesdays are often the quietest.* However, this can vary depending on the airline, time of year and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from San Angelo Regional Airport (SJT) to O'Hare Intl. Airport (ORD)?
Choose a flight from San Angelo Regional Airport (SJT) to O'Hare Intl. Airport (ORD) that leaves before 3 PM to reduce the risk of delays and cancellations. Departures later than this are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from San Angelo Regional Airport (SJT) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute bookings from SJT to ORD are generally more expensive. To secure the best rates, start searching for flights well ahead of time. That being said, if you're flexible with your travel plans, it's possible to find a cheap ticket just before your departure.
Is it cheaper to book a SJT to ORD flight and hotel package?
Booking a SJT to ORD flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip all in one place. Choose from our wide range of accommodations and then add flights, activities and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from San Angelo Regional Airport (SJT) to O'Hare Intl. Airport (ORD)?
Generally, it's possible to cancel or reschedule your SJT to ORD flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more information on our Customer Service portal.

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