- Must visit
The Alamo Exhibit at the Ralston Family Collections Center
Modern museum displaying artifacts and interpretation related to the Battle of the Alamo and Texas history, complementing the historic mission site.
Flights from Chicago, IL to San Antonio, TX depart on average 56 times per day, taking around 4h 43m. Cheap flight tickets for this journey start at $95 (€77) if you book in advance.
There are 4 flights per day. The earliest flight runs at 00:15, the last at 23:40. The fastest flight covers the 1050 miles (1691 km) distance in 3h 7m. July is the cheapest month to fly.
Distance 1050 miles (1691 km) |
Average flight duration 4h 43m |
Cheapest ticket price $95 (€77) |
Flights per day 56 |
Direct flights 4 |
Fastest flight 3h 7m |
First flight 12:15 AM |
Last flight 11:40 PM |
Cheapest Month Jul |
Cheapest Day Sun |
High Season Oct - Dec |
Low Season Jul - Sep |
Busiest Day Fri |
Least Busy Day Fri |
Best time to book 28 days |
Cheapest price
$95
Average price
$309
Fastest journey
3 h 8 m
Average duration
8 h 51 m
Flights per day
5
Distance
1691 km
The best way to find a cheap flight ticket from Chicago, IL to San Antonio, TX is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to San Antonio, TX will cost around $309 if you buy it on the day, but the cheapest tickets can be found for only $95.
Of the 5 flights that leave Chicago, IL for San Antonio, TX onSat, Jun 06, 5 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Jun 06 the direct flights cover the 1691 km distance in an average of 8 h 51 m but if you time it right, some flights will get you there in just 3 h 8 m .
On Sat, Jun 06 the longest flights will take 13 h 14 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.










Omio recommends booking the train as it is the most popular option from Chicago, IL to San Antonio, TX among Omio's users. If you are prioritising price take the train with prices starting from $131. For those with little time consider booking a flight which can get you there in 4h 43m. The ticket price range depends on the travel mode: a train costs an average of $131, and a flight costs an average of $95.
Distance: 1050 miles (1691 km)
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$379 Average price | $252 Average price Cheapest | $258 Average price | $256 Average price (fuel + tolls) |
7h 43m Average total duration Fastest 4h 43m Onboard + 3h 0m Additional time* | 32h 25m Average total duration 31h 55m Onboard + 30m Additional time* | 27h 11m Average total duration 26h 41m Onboard + 30m Additional time* | 18h 3m Average total duration (door-to-door) |
![]() Most popular airline | ![]() Most popular train company | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Chicago, IL to San Antonio, TX:
A train is $7 (€5) less than a bus for this route with tickets for a bus from Chicago, IL to San Antonio, TX costing on average $258 (€208).
A train is $127 (€102) less than a flight for this route with tickets for a flight from Chicago, IL to San Antonio, TX costing on average $379 (€305).
Other travel options to San Antonio, TX take longer:
Bus takes on average 26h 41m.
Train takes on average 31h 55m.
The table below shows live departures for Chicago, IL to San Antonio, TX flights for today, Saturday, May 30. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 10:10 AM Chicago, IL | 8h07 | 6:17 PM San Antonio, TX | 0 transfersDirect | |
![]() | 11:04 AM Chicago, IL | 8h17 | 7:21 PM San Antonio, TX | 0 transfersDirect | |
![]() | 6:44 PM Chicago, IL | 11h15 | 5:59 AM San Antonio, TX | 0 transfersDirect | |
| Sunday, May 31 | |||||
![]() | 12:45 AM Chicago, IL | 3h08 | 3:53 AM San Antonio, TX | 0 transfersDirect | |
![]() | 1:16 AM Chicago, IL | 13h14 | 2:30 PM San Antonio, TX | 0 transfersDirect | |
Find all the dates and times for this journey
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Discover the best of San Antonio — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect San Antonio trip today.
Modern museum displaying artifacts and interpretation related to the Battle of the Alamo and Texas history, complementing the historic mission site.
Major art museum with strong collections of ancient Mediterranean, Asian, Latin American, and contemporary art in a restored brewery complex.
Renowned museum in a Spanish Colonial Revival mansion, known for modern and contemporary art, sculpture, and beautiful grounds.
The city’s signature pedestrian area lined with bridges, landscaping, public art, and river-level walkways through downtown.
Large Mexican market district with plazas, shops, and cultural atmosphere, one of the most recognizable public areas in the city.
Historic riverside district of galleries, courtyards, and preserved buildings, popular for strolling and photos near downtown.
San Antonio’s signature taco: a fried masa shell that puffs up, then is filled with meats, lettuce, cheese, and salsa. It is a local Tex-Mex classic strongly associated with the city.
Slow-cooked beef, traditionally eaten on weekends and often served in tacos with salsa. It is deeply rooted in South Texas and San Antonio breakfast culture.
A daily staple in San Antonio, usually built on flour or corn tortillas with fillings like egg, potato, bean, bacon, or chorizo. They reflect the city’s strong Tex-Mex identity.
Acclaimed contemporary American restaurant with fine-dining service and seasonal menus. A strong option for a higher-end meal in San Antonio with a consistently strong reputation.
Widely praised barbecue destination known for brisket, house-made sausages, and Texan smokehouse flavors with Mexican influences. Casual, popular, and highly regarded.
Long-running upscale Tex-Mex restaurant with a refined setting and strong local reputation. Known for polished regional dishes, margaritas, and patio dining.
Generally moderate for U.S. city travel. Tex-Mex, parking, and attractions are fairly priced; hotels rise during major events.
Tip 18-20% in restaurants; 20%+ for great service. Tip USD 1-2 per drink at bars, round up taxis, and tip hotel staff USD 2-5 where helpful.
Find answers to the most common questions about traveling from Chicago, IL to San Antonio, TX by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at San Antonio, TX, this guide helps you travel smarter and with confidence.

Here are some other resources that might have the information you need