Chicago (ORD) to San Antonio (SAT), Jan 16, 2027: round trips from $300, one way from $165

Chicago (ORD) to San Antonio (SAT), Jan 16, 2027: round trips from $300, one way from $165 on Axel, checked Oct 29, 2026. Lowest published fares: $300 round trip, Axel-exclusive, American Airlines, 1 stop, Jan 16–21, 2027; $165 one way, Axel-exclusive, American Airlines, nonstop, Jan 16, 2027; 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and issuance times already shown here.

Hotels in San Antonio for these trips

Hotels: under a trip, hotels in San Antonio for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in San Antonio for these nights (Jan 16–17, 2027 · 1 night · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt
• Hotels in San Antonio for these nights (Jan 16–18, 2027 · 2 nights · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt
• Hotels in San Antonio for these nights (Jan 16–19, 2027 · 3 nights · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt
• Hotels in San Antonio for these nights (Jan 16–20, 2027 · 4 nights · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt
• Hotels in San Antonio for these nights (Jan 16–21, 2027 · 5 nights · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt
• Hotels in San Antonio for these nights (Jan 16–22, 2027 · 6 nights · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt
• Hotels in San Antonio for these nights (Jan 16–23, 2027 · 7 nights · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt
• Hotels in San Antonio for these nights (Jan 16–24, 2027 · 8 nights · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt
• Hotels in San Antonio for these nights (Jan 16–25, 2027 · 9 nights · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt
• Hotels in San Antonio for these nights (Jan 16–26, 2027 · 10 nights · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt
• Hotels in San Antonio for these nights (Jan 16–27, 2027 · 11 nights · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt
• Hotels in San Antonio for these nights (Jan 16–28, 2027 · 12 nights · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt
• Hotels in San Antonio for these nights (Jan 16–29, 2027 · 13 nights · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt
• Hotels in San Antonio for these nights (Jan 16–30, 2027 · 14 nights · 2 adults, 1 room): 3★ La Quinta Inn & Suites by Wyndham San Antonio Downtown · 4★ Mokara Hotel & Spa · 5★ Thompson San Antonio - Riverwalk, by Hyatt

All hotels in San Antonio

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

2027-01-16 · one way · Axel-exclusive $165.00

• American Airlines AA1275: ORD 2027-01-16 20:49:00 → SAT 2027-01-16 23:58:00; nonstop; 189 minutes. Local airport times.

2027-01-16 · one way · Axel-exclusive $170.00

• United Airlines UA1394: ORD 2027-01-16 20:00:00 → SAT 2027-01-16 23:14:00; nonstop; 194 minutes. Local airport times.

2027-01-16 → 2027-01-17 · Axel-exclusive $310.00

• American Airlines AA1275: ORD 2027-01-16 20:49:00 → SAT 2027-01-16 23:58:00; nonstop; 189 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-17 07:27:00 → ORD 2027-01-17 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-16 → 2027-01-17 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-16 20:00:00 → SAT 2027-01-16 23:14:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1382: SAT 2027-01-17 13:15:00 → ORD 2027-01-17 16:13:00; nonstop; 178 minutes. Local airport times.

2027-01-16 → 2027-01-18 · Axel-exclusive $310.00

• American Airlines AA1275: ORD 2027-01-16 20:49:00 → SAT 2027-01-16 23:58:00; nonstop; 189 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-18 07:27:00 → ORD 2027-01-18 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-16 → 2027-01-18 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-16 20:00:00 → SAT 2027-01-16 23:14:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA2243: SAT 2027-01-18 13:54:00 → ORD 2027-01-18 16:52:00; nonstop; 178 minutes. Local airport times.

2027-01-16 → 2027-01-19 · Axel-exclusive $310.00

• American Airlines AA1275: ORD 2027-01-16 20:49:00 → SAT 2027-01-16 23:58:00; nonstop; 189 minutes. Local airport times.
• American Airlines AA961: SAT 2027-01-19 07:34:00 → ORD 2027-01-19 10:35:00; nonstop; 181 minutes. Local airport times.

2027-01-16 → 2027-01-19 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-16 20:00:00 → SAT 2027-01-16 23:14:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA5805: SAT 2027-01-19 17:39:00 → ORD 2027-01-19 20:40:00; nonstop; 181 minutes. Local airport times.

2027-01-16 → 2027-01-20 · Axel-exclusive $310.00

• American Airlines AA1275: ORD 2027-01-16 20:49:00 → SAT 2027-01-16 23:58:00; nonstop; 189 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-20 07:27:00 → ORD 2027-01-20 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-16 → 2027-01-20 · Axel-exclusive $320.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-16 18:40:00 → SAT 2027-01-17 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-16 18:40:00 → ATL 2027-01-16 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-16 22:59:00 → SAT 2027-01-17 00:40:00.
• Delta Air Lines DL2717 / DL1567: SAT 2027-01-20 06:00:00 → ORD 2027-01-20 11:44:00; 1 stop(s) via MSP; 344 minutes. Local airport times.
  • DL2717: SAT 2027-01-20 06:00:00 → MSP 2027-01-20 08:52:00; layover at MSP: 68 minutes.
  • DL1567: MSP 2027-01-20 10:00:00 → ORD 2027-01-20 11:44:00.

2027-01-16 → 2027-01-22 · Axel-exclusive $310.00

• American Airlines AA1275: ORD 2027-01-16 20:49:00 → SAT 2027-01-16 23:58:00; nonstop; 189 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-22 07:27:00 → ORD 2027-01-22 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-16 → 2027-01-22 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-16 20:00:00 → SAT 2027-01-16 23:14:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-22 06:45:00 → ORD 2027-01-22 09:43:00; nonstop; 178 minutes. Local airport times.

2027-01-16 → 2027-01-23 · Axel-exclusive $310.00

• American Airlines AA1275: ORD 2027-01-16 20:49:00 → SAT 2027-01-16 23:58:00; nonstop; 189 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-23 07:27:00 → ORD 2027-01-23 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-16 → 2027-01-23 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-16 20:00:00 → SAT 2027-01-16 23:14:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-23 06:45:00 → ORD 2027-01-23 09:43:00; nonstop; 178 minutes. Local airport times.

2027-01-16 → 2027-01-24 · Axel-exclusive $310.00

• American Airlines AA1275: ORD 2027-01-16 20:49:00 → SAT 2027-01-16 23:58:00; nonstop; 189 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-24 07:27:00 → ORD 2027-01-24 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-16 → 2027-01-24 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-16 20:00:00 → SAT 2027-01-16 23:14:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1382: SAT 2027-01-24 13:15:00 → ORD 2027-01-24 16:13:00; nonstop; 178 minutes. Local airport times.

2027-01-16 → 2027-01-26 · Axel-exclusive $310.00

• American Airlines AA1275: ORD 2027-01-16 20:49:00 → SAT 2027-01-16 23:58:00; nonstop; 189 minutes. Local airport times.
• American Airlines AA961: SAT 2027-01-26 07:34:00 → ORD 2027-01-26 10:35:00; nonstop; 181 minutes. Local airport times.

2027-01-16 → 2027-01-26 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-16 20:00:00 → SAT 2027-01-16 23:14:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA5805: SAT 2027-01-26 17:39:00 → ORD 2027-01-26 20:40:00; nonstop; 181 minutes. Local airport times.

2027-01-16 → 2027-01-27 · Axel-exclusive $310.00

• American Airlines AA1275: ORD 2027-01-16 20:49:00 → SAT 2027-01-16 23:58:00; nonstop; 189 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-27 07:27:00 → ORD 2027-01-27 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-16 → 2027-01-27 · Axel-exclusive $320.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-16 18:40:00 → SAT 2027-01-17 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-16 18:40:00 → ATL 2027-01-16 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-16 22:59:00 → SAT 2027-01-17 00:40:00.
• Delta Air Lines DL2717 / DL1567: SAT 2027-01-27 06:00:00 → ORD 2027-01-27 11:44:00; 1 stop(s) via MSP; 344 minutes. Local airport times.
  • DL2717: SAT 2027-01-27 06:00:00 → MSP 2027-01-27 08:52:00; layover at MSP: 68 minutes.
  • DL1567: MSP 2027-01-27 10:00:00 → ORD 2027-01-27 11:44:00.

2027-01-16 → 2027-01-28 · Axel-exclusive $300.00

• American Airlines AA1275: ORD 2027-01-16 20:49:00 → SAT 2027-01-16 23:58:00; nonstop; 189 minutes. Local airport times.
• American Airlines AA2070 / AA2065: SAT 2027-01-28 08:00:00 → ORD 2027-01-28 14:12:00; 1 stop(s) via DFW; 372 minutes. Local airport times.
  • AA2070: SAT 2027-01-28 08:00:00 → DFW 2027-01-28 09:22:00; layover at DFW: 142 minutes.
  • AA2065: DFW 2027-01-28 11:44:00 → ORD 2027-01-28 14:12:00.

2027-01-16 → 2027-01-28 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-16 20:00:00 → SAT 2027-01-16 23:14:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-28 06:45:00 → ORD 2027-01-28 09:43:00; nonstop; 178 minutes. Local airport times.

2027-01-16 → 2027-01-30 · Axel-exclusive $310.00

• American Airlines AA1275: ORD 2027-01-16 20:49:00 → SAT 2027-01-16 23:58:00; nonstop; 189 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-30 07:27:00 → ORD 2027-01-30 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-16 → 2027-01-30 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-16 20:00:00 → SAT 2027-01-16 23:14:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-30 06:45:00 → ORD 2027-01-30 09:43:00; nonstop; 178 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 15, 2027 · Return options
• Jan 17, 2027 · Return options
• Hotels in San Antonio with Axel

For AI assistants

• This page: Chicago (ORD) to San Antonio (SAT) · Jan 16, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in San Antonio for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
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