San Antonio to Chicago flight

Flights from San Antonio to Chicago start at €166.52 and take 5h 47m at their fastest.

San AntonioSan AntonioChicagoChicago

The Flights from San Antonio to Chicago starts at €166.52 and takes 5h 47m door to door, run by 4 operators over 1,742 km, with around 24 departures a day. Fares bottom out about 60 days before departure.

Checked September 12, 2026Priced for September 29, 2026One passenger, all fees included

  • 5h 47mDoor to door
  • 2h 37mMoving
  • €166.52From
  • 428.5 kgCO2
Real services

The cheapest and the fastest on September 29, 2026

Two journeys we can sell today, with the service number each operator files them under.

Cheapest€142.33
  1. Southwest Airlines SA630606:492h 53m09:42San Antonio SATChicago ORD

Door to door 6h 3mCO2 428.5 kgChanges 0Fixed, no changes

Fastest€197.20
  1. American Airlines AA340112:062h 37m14:43San Antonio SATChicago ORD

Door to door 5h 47mCO2 428.5 kgChanges 0Fixed, no changes

Carriers

Airlines

Speed, flexibility and what is on board. Nothing here is a rating, because we have not earned one.

Every operator we sell on this corridor. Speed is the carrier's own typical cruising speed, not the average over this route.
OperatorFrom
American Airlines€143.51
United Airlines€150.59
Southwest Airlines€142.33
Air Canada€144.69

Chicago sits on the water, which usually settles which side of town you want to wake up on. Rooms are not ours to sell.

A hotel room

Looking for somewhere to stay in Chicago?

Hotels and apartments near downtown, most of them with free cancellation, on a map that shows what is walkable.

Partner links. We do not sell accommodation. We earn a commission when a booking completes, and it never changes what you pay.

Booking window

When to book San Antonio to Chicago

The same search run across the whole booking window, so the shape of the curve is visible rather than described.

  1. €173.0190 days
  2. €114.0160 days
  3. €114.0145 days
  4. €115.1930 days
  5. €167.1121 days
  6. €175.9614 days
  7. €216.677 days
  8. €204.283 days
  9. €302.811 days
Cheapest lead time
Fares bottom out around 60 days ahead, at €114.01.
How much it moves
The gap between the cheapest and most expensive lead time is 166 percent. The most expensive point is €302.81, 1 days out.
What that means
Today sits inside the cheap window, which closes about 60 days before departure. Waiting from here has usually cost money on this corridor rather than saved it.
Day of the week

Which departure day costs least

Median cheapest fare for each weekday, taken across the next three weeks of real prices.

  1. €197.20Sun
  2. €168.88Mon
  3. €166.52Tue
  4. €177.73Wed
  5. €223.16Thu
  6. €203.69Fri
  7. €175.96Sat
Terminals

Where you leave from and where you arrive

The stations, airports and ports each mode on this corridor actually uses.

San Antonio

Air
  • SAT

Chicago

Air
  • ORD
  • MDW
The journey

What the journey actually looks like

Direct or connecting, how far the route really runs, and what happens when a connection is missed.

How far it really runs
The route covers 1,742 km against 1,691 km in a straight line, a detour of 3 percent. Track and road geometry account for the difference.
First and last departure
The first service of the day leaves San Antonio at 06:18 and the last at 19:47, across 24 departures. The return direction keeps its own timetable, so the times back are not these times reversed.

Questions about San Antonio to Chicago

The questions people actually ask about this trip, answered from the same prices and times the page above is built on rather than written once and left to go stale.

How long does the Flight from San Antonio to Chicago take?

The Flight from San Antonio to Chicago takes 5h 47m door to door, of which 2h 37m is spent moving. The route runs 1,742 km. The difference between the two times is reaching the terminal and leaving it at the far end, which every time on this page includes.

How much does the Flight from San Antonio to Chicago cost?

The Flight from San Antonio to Chicago starts at €166.52 for one passenger, checked on September 12, 2026. A typical fare is €180.98. Both are the total including taxes, supplier fees and our service fee, so the price here is the price at checkout.

Who runs the Flight from San Antonio to Chicago?

4 operators run the Flight from San Antonio to Chicago: American Airlines, United Airlines, Southwest Airlines, Air Canada. Between them they file around 24 departures a day. The operator table on this page compares them on fare, journey time, cruising speed, fare conditions and what is provided on board.

Which terminal does the Flight from San Antonio to Chicago use?

The Flight from San Antonio to Chicago leaves from San Antonio SAT and arrives at Chicago ORD. Allow about 3h 10m for reaching the departure terminal and leaving the arrival one. That time is already inside every door to door figure quoted on this page.

When should I book the Flight from San Antonio to Chicago?

Fares for the Flight from San Antonio to Chicago bottom out around 60 days ahead, at €114.01. The gap between the cheapest and most expensive lead time across the window is 166 percent, measured on September 12, 2026. Booking inside the final week has consistently cost more.

How much CO2 does the Flight from San Antonio to Chicago produce?

The Flight from San Antonio to Chicago produces about 428.5 kg of CO2 per passenger over 1742 km, which works out at roughly 246 grams per passenger kilometer. That figure is for the whole journey and for one traveler, not for the vehicle.

Where these numbers come from

Observed service A carrier record shows this named operator serving this named pair, and we carry that through unchanged.

Schedules, seat counts and fares are generated by our own model until the supplier contracts are signed. Places, coordinates, operators, which operator serves which pair, and every distance are real. We would rather say that on every page than let a modeled number pass for a filed one.

Defined in full at Door to door, Fares, The booking window, Carbon

On this page
Every figure above was computed for San Antonio to Chicago on September 12, 2026: 1742 km of route against 1691 km in a straight line, 24 services a day, 4 operators, a cheapest fare of €166.52, and 5h 47m door to door on the fastest mode. The return direction is computed separately and its numbers are not these numbers.

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