MDW → SATChicago to San Antonio

live

Direct flights from Chicago (MDW) to San Antonio (SAT): 7 nonstop departures observed each week across 1 airline. 80% of the last 5 operated flights arrived within 15 minutes of schedule. The median arrival is 3 minutes early. No cancellations were recorded across the 5 tracked flights. The nonstop covers 1,668 km, an estimated 2 hours 38 minutes in the air. Measured by Pro Flight Search from live flight boards at Chicago and San Antonio. Updated 21 October 2026 at 22:50 UTC.

Today, MDW → SAT

Wed 21 Oct · local times
  1. 10:10 WN1145Southwest Airlines Left 10:06 ·
  2. 20:45 WN3426Southwest Airlines On scheduleGate B3 ·

Checked MDW board 17:50 · SAT board 17:05

MDW Chicago smooth · +13
SAT San Antonio smooth · +0
1,668 km · ~2h 38m est.
dep bank 09:45–21:207x weekly
Runs reliable · 1 airline · 7x weekly · nonstop
80% on time

of the last 5 operated MDW → SAT flights arrived within 15 minutes

Median arrival delay is −3 min. 0 of 5 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−3 minacross the last 5 operated legs
Flight time~2h 38mestimated from route distance
Weekly departures7x1 direct airline on the leg

The week

scheduled departures · origin local time
06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Southwest Airlines

Each mark is a scheduled departure at its origin-local time, observed operating in the last 7 days. Today is highlighted.

Who flies it

observed on the boards · 7 days
Southwest AirlinesWN80% on time

Flights WN2075 09:45 Mo Th Fr · WN193 09:55 Su · WN1145 10:10 Tu We · WN1496 11:35 Sa

History

operated legs · board outcomes
10-21WN1145departed−4
10-20WN1145departed−3
10-20WN3426departed−3
10-19WN2075departed−1
10-19WN2982departed+19

Actual board outcomes rather than schedules, paired departure and arrival per flight and day.

Full board history, day by day →

Airports right now

live boards
MDWChicago +13 min smooth 🌤 few clouds · SW 4 kt Full MDW delay board →
SATSan Antonio +0 min smooth 🌤 clear · E 5 kt Full SAT delay board →

Weather lens

Current conditions put the pressure at MDW: 37% odds of a 15+ minute delay and around +9 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →

How the Chicago to San Antonio route actually runs

Pro Flight Search records official board updates for nonstop MDW to SAT flights through the day: schedules, estimates, gate pushes and actual departures. The verdict above comes from operated flights, so it reflects what this route does rather than what the timetable promises.

Planning around a delay? Live airport delays · Weather delay risk map · Will a delayed flight be cancelled? · Do planes make up time in the air? · How we measure

Cite this data

Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.

Suggested citation

Pro Flight Search — Chicago (MDW) to San Antonio (SAT) route reliability, measured from operated flights on official airport boards.

Canonical URL
https://proflightsearch.com/search-flights/MDW-SAT
How we measure this →

MDW to SAT questions

Is MDW–SAT running on time right now?

Smooth skies ahead. The departure side at MDW is the weaker end, route health score 91/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on MDW–SAT?

Operators schedule morning departures around 09:45 and evening departures around 20:45 from MDW. Earlier flights typically land before destination-airport delays accumulate later in the day; check the SAT delay card to confirm conditions when you'd arrive.

How long is the flight from MDW to SAT?

Great-circle distance is 1,668 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 148–173 min gate-to-gate on this route.

How often does MDW–SAT fly?

Southwest Airlines runs the route with about 14 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.