How to get from Chicago to San Antonio: connecting flights, about 6h 50m total

Flights from Chicago to San Antonio

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Best fares from Chicago to San Antonio

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $153 20 December 2026, with a connection Cheapest nonstop $262 20 December 2026, AA Cheapest month December 2026 tickets from $153

Where to connect

Options with one connection, fastest first

fastest, via Dallas: 6h 50m
two tickets, via Dallas: $198
connection options: 5
straight-line distance: 1,053 mi (1,694 km)

fastest

Via Dallas

6h 50m

with the connection

Chicago to Dallas flight 2h 40m

Connection of about 3h Arrival: Dallas Love Field, Dallas/Fort Worth International. Departure to San Antonio: Dallas Love Field, Dallas/Fort Worth International.

Dallas to San Antonio flight 1h 10m

two ticketsfrom $198

Via Houston

7h 5m

with the connection

Chicago to Houston flight 3h

Connection of about 3h Arrival: George Bush Intercontinental, William P. Hobby. Departure to San Antonio: George Bush Intercontinental, William P. Hobby.

Houston to San Antonio flight 1h 5m

two ticketsfrom $339

Via Atlanta

7h 43m

with the connection

Chicago to Atlanta flight 2h 4m

Connection of about 3h

Atlanta to San Antonio flight 2h 39m

two ticketsfrom $310

Via Monterrey

Mexico

7h 50m

with the connection

Chicago to Monterrey flight 3h 40m

Connection of about 3h

Monterrey to San Antonio flight 1h 10m

Via Charlotte

8h 14m

with the connection

Chicago to Charlotte flight 2h 6m

Connection of about 3h

Charlotte to San Antonio flight 3h 8m

One ticket or two

How the options are calculated and what to keep in mind at the connection

Flight times come from the nonstop schedule (estimated from the distance where there is no schedule), with 3h allowed for the connection. The price of an option is the sum of the lowest known fares for each leg; their dates may not match, so treat it as a guide. The search shows tickets for your dates, including connections on a single ticket.

Nearest nonstop flights

The closest you can get without a connection

From Chicago to cities closest to San Antonio

Chicago to Austin Austin: 73 mi (118 km) from San Antonio, flight 3h 1m from $143 Chicago to Houston Houston: 188 mi (303 km) from San Antonio, flight 3h from $84 Chicago to Dallas Dallas: 252 mi (406 km) from San Antonio, flight 2h 40m from $118 Chicago to Monterrey Monterrey: 281 mi (453 km) from San Antonio, flight 3h 40m Chicago to Oklahoma City Oklahoma City: 421 mi (678 km) from San Antonio, flight 2h 31m from $136 Chicago to Tulsa Tulsa: 487 mi (784 km) from San Antonio, flight 2h 10m from $152

To San Antonio from cities closest to Chicago

Toronto to San Antonio Toronto: 436 mi (701 km) from Chicago, flight 3h 43m Charlotte to San Antonio Charlotte: 587 mi (945 km) from Chicago, flight 3h 8m Atlanta to San Antonio Atlanta: 589 mi (948 km) from Chicago, flight 2h 39m from $168 Washington to San Antonio Washington: 594 mi (956 km) from Chicago, flight 4h 12m from $116 Philadelphia to San Antonio Philadelphia: 664 mi (1,068 km) from Chicago, flight 4h from $139 New York to San Antonio New York: 711 mi (1,144 km) from Chicago, flight 4h 27m from $199

Frequently asked questions

Is there a nonstop flight from Chicago to San Antonio?

There are no nonstop flights in the schedule. You will need a connection, the fastest is via Dallas.

What is the fastest way to fly from Chicago to San Antonio?

Via Dallas: 2h 40m to the connection, 1h 10m after it, about 6h 50m in total with 3h for the connection.

How much does a flight from Chicago to San Antonio with a connection cost?

Two nonstop tickets via Dallas from $198. This is the sum of the lowest known prices for each leg, and their dates may not match.

Which cities can you connect in between Chicago and San Antonio?

Dallas (6h 50m total), Houston (7h 5m total), Atlanta (7h 43m total), Monterrey (7h 50m total) and Charlotte (8h 14m total).

How far is San Antonio from Chicago?

1,053 mi (1,694 km) in a straight line between the cities.

How much time should I allow for the connection?

The options allow 3h. On a single ticket the carrier is responsible for the connection; on separate tickets you set the margin yourself, allowing time to collect and re-check your bags.