San Antonio → Chicago

1 a dayfastest 31h01AmtrakNight train

Direct trains · no change

06:48 → 13:49⁺¹
Texas Eagle 422 Night train
San Antonio Amtrak Station → Chicago Union Station · via Austin, Fort Worth, Dallas, Little Rock
31h0127 stops
Runs: Daily, not Sun 8 NovAmtrak ↗

Local times at each station. Times from official open data: Amtrak (file of 26 Oct 2026). Checked Mon 26 Oct 2026; they cover 26 Oct to 22 Nov 2026. Timetables change, so check with the operator before you travel. How we build this.

Door to door vs flying

Overnight: leave 06:48, arrive 13:49

The plane is 24h12 quicker on paper, but the night train uses your night instead of a day and saves a hotel.

Train · fastest direct31h12

Before departure10 min
Texas Eagle 42231h01
From Chicago Union Station1 min

Plane · nonstop SAT to MDW7h00

To San Antonio (SAT)40 min
Check-in & security2h00
Flight SAT to MDW3h05
Landing to exit35 min
From MDW40 min

From city centre to city centre unless you pick otherwise. Getting to stations and airports: typical public-transport times (estimates). Airport: check-in & security 2h before, 35 min to get out after landing. Flight time is typical for the distance.

Flying instead? San Antonio → Chicago

3 airlines fly it nonstop. Book direct on the airline's own site:

American AirlinesSAT→ORDBook direct ↗
Southwest AirlinesSAT→MDWBook direct ↗
United AirlinesSAT→ORDBook direct ↗

Compare on picktheflight ↗