San Antonio (SAT) to Chicago (ORD) · Dec 27, 2026 · return Jan 6, 2027

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Route overview: San Antonio to Chicago (ORD) flight deals

2026-12-27 → 2027-01-06 · Axel-exclusive $374.83

• American Airlines AA4704: SAT 2026-12-27 07:27:00 → ORD 2026-12-27 10:30:00; nonstop; 183 minutes. Local airport times.
• American Airlines AA4463: ORD 2027-01-06 20:40:00 → SAT 2027-01-06 23:59:00; nonstop; 199 minutes. Local airport times.

2026-12-27 → 2027-01-06 · Axel-exclusive $386.58

• United Airlines UA1332: SAT 2026-12-27 06:45:00 → ORD 2026-12-27 09:43:00; nonstop; 178 minutes. Local airport times.
• United Airlines UA1394: ORD 2027-01-06 19:52:00 → SAT 2027-01-06 23:06:00; nonstop; 194 minutes. Local airport times.

2026-12-27 → 2027-01-06 · Axel-exclusive $319.08

• Frontier Airlines F92355 / F93174: SAT 2026-12-27 18:47:00 → ORD 2026-12-28 00:54:00; 1 stop(s) via DEN; 367 minutes. Local airport times.
  • F92355: SAT 2026-12-27 18:47:00 → DEN 2026-12-27 20:09:00; layover at DEN: 77 minutes.
  • F93174: DEN 2026-12-27 21:26:00 → ORD 2026-12-28 00:54:00.
• United Airlines UA1394: ORD 2027-01-06 19:52:00 → SAT 2027-01-06 23:06:00; nonstop; 194 minutes. Local airport times.

2026-12-27 → 2027-01-06 · Axel-exclusive $398.33

• Delta Air Lines DL1408 / DL2879: SAT 2026-12-27 13:00:00 → ORD 2026-12-27 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2026-12-27 13:00:00 → ATL 2026-12-27 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2026-12-27 17:45:00 → ORD 2026-12-27 19:05:00.
• Delta Air Lines DL2738 / DL1508: ORD 2027-01-06 18:40:00 → SAT 2027-01-07 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-06 18:40:00 → ATL 2027-01-06 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-06 22:59:00 → SAT 2027-01-07 00:40:00.

2026-12-27 → 2027-01-06 · Axel-exclusive $467.58

• VB VB675 / VB632: SAT 2026-12-27 17:10:00 → ORD 2026-12-27 23:00:00; 1 stop(s) via MTY; 350 minutes. Local airport times.
  • VB675: SAT 2026-12-27 17:10:00 → MTY 2026-12-27 18:20:00; layover at MTY: 75 minutes.
  • VB632: MTY 2026-12-27 19:35:00 → ORD 2026-12-27 23:00:00.
• United Airlines UA1394: ORD 2027-01-06 19:52:00 → SAT 2027-01-06 23:06:00; nonstop; 194 minutes. Local airport times.

2026-12-27 → 2027-01-06 · Axel-exclusive $374.83

• American Airlines AA857: SAT 2026-12-27 05:49:00 → ORD 2026-12-27 08:50:00; nonstop; 181 minutes. Local airport times.
• American Airlines AA4463: ORD 2027-01-06 20:40:00 → SAT 2027-01-06 23:59:00; nonstop; 199 minutes. Local airport times.

2026-12-27 → 2027-01-06 · Axel-exclusive $386.58

• United Airlines UA1382: SAT 2026-12-27 13:15:00 → ORD 2026-12-27 16:13:00; nonstop; 178 minutes. Local airport times.
• United Airlines UA1394: ORD 2027-01-06 19:52:00 → SAT 2027-01-06 23:06:00; nonstop; 194 minutes. Local airport times.

2026-12-27 → 2027-01-06 · Axel-exclusive $361.33

• American Airlines AA2070 / AA2065: SAT 2026-12-27 08:00:00 → ORD 2026-12-27 14:12:00; 1 stop(s) via DFW; 372 minutes. Local airport times.
  • AA2070: SAT 2026-12-27 08:00:00 → DFW 2026-12-27 09:22:00; layover at DFW: 142 minutes.
  • AA2065: DFW 2026-12-27 11:44:00 → ORD 2026-12-27 14:12:00.
• American Airlines AA4463: ORD 2027-01-06 20:40:00 → SAT 2027-01-06 23:59:00; nonstop; 199 minutes. Local airport times.

2026-12-27 → 2027-01-06 · Axel-exclusive $373.08

• United Airlines UA6246 / UA2296: SAT 2026-12-27 14:19:00 → ORD 2026-12-27 20:00:00; 1 stop(s) via IAH; 341 minutes. Local airport times.
  • UA6246: SAT 2026-12-27 14:19:00 → IAH 2026-12-27 15:28:00; layover at IAH: 99 minutes.
  • UA2296: IAH 2026-12-27 17:07:00 → ORD 2026-12-27 20:00:00.
• United Airlines UA1394: ORD 2027-01-06 19:52:00 → SAT 2027-01-06 23:06:00; nonstop; 194 minutes. Local airport times.

2026-12-27 → 2027-01-06 · Axel-exclusive $398.33

• Delta Air Lines DL2717 / DL1567: SAT 2026-12-27 06:00:00 → ORD 2026-12-27 11:44:00; 1 stop(s) via MSP; 344 minutes. Local airport times.
  • DL2717: SAT 2026-12-27 06:00:00 → MSP 2026-12-27 08:52:00; layover at MSP: 68 minutes.
  • DL1567: MSP 2026-12-27 10:00:00 → ORD 2026-12-27 11:44:00.
• Delta Air Lines DL2738 / DL1508: ORD 2027-01-06 18:40:00 → SAT 2027-01-07 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-06 18:40:00 → ATL 2027-01-06 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-06 22:59:00 → SAT 2027-01-07 00:40:00.

Explore this route

• All dates for this route
• Dec 26, 2026 · Return options
• Dec 28, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

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