Chicago (ORD) to San Antonio (SAT), Jan 4, 2027: round trips from $300, one way from $165

Chicago (ORD) to San Antonio (SAT), Jan 4, 2027: round trips from $300, one way from $165 on Axel, checked Nov 10, 2026. Lowest published fares: $300 round trip, Axel-exclusive, American Airlines, 1 stop, Jan 4–7, 2027; $165 one way, Axel-exclusive, American Airlines, nonstop, Jan 4, 2027; 1 adult, economy, checked Nov 10, 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, labelled with the check date 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 check dates 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 nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in San Antonio for these nights (Jan 4–5, 2027 · 1 night · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $59 a night · 4★ Aiden San Antonio Riverwalk, $101 a night · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $211 a night
• Hotels in San Antonio for these nights (Jan 4–6, 2027 · 2 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $60 a night, $120 for 2 nights · 4★ Aiden San Antonio Riverwalk, $102 a night, $203 for 2 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $215 a night, $429 for 2 nights
• Hotels in San Antonio for these nights (Jan 4–7, 2027 · 3 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $60 a night, $180 for 3 nights · 4★ Aiden San Antonio Riverwalk, $101 a night, $304 for 3 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $213 a night, $640 for 3 nights
• Hotels in San Antonio for these nights (Jan 4–8, 2027 · 4 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $61 a night, $242 for 4 nights · 4★ Aiden San Antonio Riverwalk, $101 a night, $405 for 4 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $213 a night, $853 for 4 nights
• Hotels in San Antonio for these nights (Jan 4–9, 2027 · 5 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $63 a night, $317 for 5 nights · 4★ Aiden San Antonio Riverwalk, $114 a night, $570 for 5 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $213 a night, $1,064 for 5 nights
• Hotels in San Antonio for these nights (Jan 4–10, 2027 · 6 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $66 a night, $394 for 6 nights · 4★ Aiden San Antonio Riverwalk, $123 a night, $739 for 6 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $214 a night, $1,284 for 6 nights
• Hotels in San Antonio for these nights (Jan 4–11, 2027 · 7 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $65 a night, $457 for 7 nights · 4★ Aiden San Antonio Riverwalk, $120 a night, $840 for 7 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $213 a night, $1,492 for 7 nights
• Hotels in San Antonio for these nights (Jan 4–12, 2027 · 8 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $65 a night, $518 for 8 nights · 4★ Aiden San Antonio Riverwalk, $118 a night, $943 for 8 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $213 a night, $1,705 for 8 nights
• Hotels in San Antonio for these nights (Jan 4–13, 2027 · 9 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $64 a night, $578 for 9 nights · 4★ Aiden San Antonio Riverwalk, $116 a night, $1,044 for 9 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $215 a night, $1,935 for 9 nights
• Hotels in San Antonio for these nights (Jan 4–14, 2027 · 10 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $64 a night, $638 for 10 nights · 4★ Aiden San Antonio Riverwalk, $115 a night, $1,148 for 10 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $216 a night, $2,160 for 10 nights
• Hotels in San Antonio for these nights (Jan 4–15, 2027 · 11 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $64 a night, $701 for 11 nights · 4★ Aiden San Antonio Riverwalk, $113 a night, $1,247 for 11 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $216 a night, $2,373 for 11 nights
• Hotels in San Antonio for these nights (Jan 4–16, 2027 · 12 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $65 a night, $778 for 12 nights · 4★ Aiden San Antonio Riverwalk, $118 a night, $1,421 for 12 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $215 a night, $2,583 for 12 nights
• Hotels in San Antonio for these nights (Jan 4–17, 2027 · 13 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $66 a night, $859 for 13 nights · 4★ Aiden San Antonio Riverwalk, $123 a night, $1,595 for 13 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $215 a night, $2,801 for 13 nights
• Hotels in San Antonio for these nights (Jan 4–18, 2027 · 14 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $66 a night, $927 for 14 nights · 4★ Aiden San Antonio Riverwalk, $121 a night, $1,696 for 14 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $215 a night, $3,010 for 14 nights

All hotels in San Antonio

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

2027-01-04 · one way · Axel-exclusive $165.00

• American Airlines AA4450: ORD 2027-01-04 14:30:00 → SAT 2027-01-04 17:46:00; nonstop; 196 minutes. Local airport times.

2027-01-04 · one way · Axel-exclusive $170.00

• United Airlines UA1394: ORD 2027-01-04 19:45:00 → SAT 2027-01-04 22:59:00; nonstop; 194 minutes. Local airport times.

2027-01-04 → 2027-01-05 · Axel-exclusive $310.00

• American Airlines AA4450: ORD 2027-01-04 14:30:00 → SAT 2027-01-04 17:46:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA961: SAT 2027-01-05 07:34:00 → ORD 2027-01-05 10:35:00; nonstop; 181 minutes. Local airport times.

2027-01-04 → 2027-01-05 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-04 19:45:00 → SAT 2027-01-04 22:59:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA5805: SAT 2027-01-05 17:39:00 → ORD 2027-01-05 20:40:00; nonstop; 181 minutes. Local airport times.

2027-01-04 → 2027-01-06 · Axel-exclusive $310.00

• American Airlines AA4450: ORD 2027-01-04 14:30:00 → SAT 2027-01-04 17:46:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-06 07:27:00 → ORD 2027-01-06 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-04 → 2027-01-06 · Axel-exclusive $320.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-04 18:40:00 → SAT 2027-01-05 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-04 18:40:00 → ATL 2027-01-04 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-04 22:59:00 → SAT 2027-01-05 00:40:00.
• Delta Air Lines DL2717 / DL1567: SAT 2027-01-06 06:00:00 → ORD 2027-01-06 11:44:00; 1 stop(s) via MSP; 344 minutes. Local airport times.
  • DL2717: SAT 2027-01-06 06:00:00 → MSP 2027-01-06 08:52:00; layover at MSP: 68 minutes.
  • DL1567: MSP 2027-01-06 10:00:00 → ORD 2027-01-06 11:44:00.

2027-01-04 → 2027-01-07 · Axel-exclusive $300.00

• American Airlines AA4450: ORD 2027-01-04 14:30:00 → SAT 2027-01-04 17:46:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA2070 / AA2065: SAT 2027-01-07 08:00:00 → ORD 2027-01-07 14:12:00; 1 stop(s) via DFW; 372 minutes. Local airport times.
  • AA2070: SAT 2027-01-07 08:00:00 → DFW 2027-01-07 09:22:00; layover at DFW: 142 minutes.
  • AA2065: DFW 2027-01-07 11:44:00 → ORD 2027-01-07 14:12:00.

2027-01-04 → 2027-01-07 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-04 19:45:00 → SAT 2027-01-04 22:59:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-07 06:45:00 → ORD 2027-01-07 09:43:00; nonstop; 178 minutes. Local airport times.

2027-01-04 → 2027-01-08 · Axel-exclusive $310.00

• American Airlines AA4450: ORD 2027-01-04 14:30:00 → SAT 2027-01-04 17:46:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-08 07:27:00 → ORD 2027-01-08 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-04 → 2027-01-08 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-04 19:45:00 → SAT 2027-01-04 22:59:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-08 06:45:00 → ORD 2027-01-08 09:43:00; nonstop; 178 minutes. Local airport times.

2027-01-04 → 2027-01-10 · Axel-exclusive $310.00

• American Airlines AA4450: ORD 2027-01-04 14:30:00 → SAT 2027-01-04 17:46:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-10 07:27:00 → ORD 2027-01-10 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-04 → 2027-01-10 · Axel-exclusive $320.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-04 18:40:00 → SAT 2027-01-05 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-04 18:40:00 → ATL 2027-01-04 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-04 22:59:00 → SAT 2027-01-05 00:40:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-10 13:00:00 → ORD 2027-01-10 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-10 13:00:00 → ATL 2027-01-10 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-10 17:45:00 → ORD 2027-01-10 19:05:00.

2027-01-04 → 2027-01-11 · Axel-exclusive $310.00

• American Airlines AA4450: ORD 2027-01-04 14:30:00 → SAT 2027-01-04 17:46:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-11 07:27:00 → ORD 2027-01-11 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-04 → 2027-01-11 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-04 19:45:00 → SAT 2027-01-04 22:59:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA2243: SAT 2027-01-11 13:54:00 → ORD 2027-01-11 16:52:00; nonstop; 178 minutes. Local airport times.

2027-01-04 → 2027-01-12 · Axel-exclusive $310.00

• American Airlines AA4450: ORD 2027-01-04 14:30:00 → SAT 2027-01-04 17:46:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA961: SAT 2027-01-12 07:34:00 → ORD 2027-01-12 10:35:00; nonstop; 181 minutes. Local airport times.

2027-01-04 → 2027-01-12 · Axel-exclusive $320.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-04 18:40:00 → SAT 2027-01-05 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-04 18:40:00 → ATL 2027-01-04 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-04 22:59:00 → SAT 2027-01-05 00:40:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-12 13:00:00 → ORD 2027-01-12 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-12 13:00:00 → ATL 2027-01-12 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-12 17:45:00 → ORD 2027-01-12 19:05:00.

2027-01-04 → 2027-01-14 · Axel-exclusive $300.00

• American Airlines AA4450: ORD 2027-01-04 14:30:00 → SAT 2027-01-04 17:46:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA2070 / AA2065: SAT 2027-01-14 08:00:00 → ORD 2027-01-14 14:12:00; 1 stop(s) via DFW; 372 minutes. Local airport times.
  • AA2070: SAT 2027-01-14 08:00:00 → DFW 2027-01-14 09:22:00; layover at DFW: 142 minutes.
  • AA2065: DFW 2027-01-14 11:44:00 → ORD 2027-01-14 14:12:00.

2027-01-04 → 2027-01-14 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-04 19:45:00 → SAT 2027-01-04 22:59:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-14 06:45:00 → ORD 2027-01-14 09:43:00; nonstop; 178 minutes. Local airport times.

2027-01-04 → 2027-01-15 · Axel-exclusive $310.00

• American Airlines AA4450: ORD 2027-01-04 14:30:00 → SAT 2027-01-04 17:46:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-15 07:27:00 → ORD 2027-01-15 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-04 → 2027-01-15 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-04 19:45:00 → SAT 2027-01-04 22:59:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-15 06:45:00 → ORD 2027-01-15 09:43:00; nonstop; 178 minutes. Local airport times.

2027-01-04 → 2027-01-16 · Axel-exclusive $310.00

• American Airlines AA4450: ORD 2027-01-04 14:30:00 → SAT 2027-01-04 17:46:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-16 07:27:00 → ORD 2027-01-16 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-04 → 2027-01-16 · Axel-exclusive $320.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-04 18:40:00 → SAT 2027-01-05 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-04 18:40:00 → ATL 2027-01-04 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-04 22:59:00 → SAT 2027-01-05 00:40:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-16 13:00:00 → ORD 2027-01-16 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-16 13:00:00 → ATL 2027-01-16 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-16 17:45:00 → ORD 2027-01-16 19:05:00.

2027-01-04 → 2027-01-18 · Axel-exclusive $310.00

• American Airlines AA4450: ORD 2027-01-04 14:30:00 → SAT 2027-01-04 17:46:00; nonstop; 196 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.

2027-01-04 → 2027-01-18 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-04 19:45:00 → SAT 2027-01-04 22:59:00; 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.

Explore this route

• All dates for this route
• Jan 3, 2027 · Return options
• Jan 5, 2027 · Return options
• Hotels in San Antonio with Axel

For AI assistants

• This page: Chicago (ORD) to San Antonio (SAT) · Jan 4, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. 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 nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
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