Chicago (ORD) to San Antonio (SAT), Dec 30, 2026: round trips from $362, one way from $231

Chicago (ORD) to San Antonio (SAT), Dec 30, 2026: round trips from $362, one way from $231 on Axel, checked Nov 10, 2026. Lowest published fares: $362 round trip, Axel-exclusive, American Airlines, 1 stop, Dec 30, 2026 – Jan 7, 2027; $231 one way, Axel-exclusive, American Airlines, nonstop, Dec 30, 2026; 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 (Dec 30–31, 2026 · 1 night · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $80 a night · 4★ DoubleTree by Hilton San Antonio Northwest, $129 a night · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $267 a night
• Hotels in San Antonio for these nights (Dec 30 – Jan 1, 2027 · 2 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $81 a night, $162 for 2 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $132 a night, $263 for 2 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $506 a night, $1,011 for 2 nights
• Hotels in San Antonio for these nights (Dec 30 – Jan 2, 2027 · 3 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $81 a night, $242 for 3 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $135 a night, $405 for 3 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $407 a night, $1,221 for 3 nights
• Hotels in San Antonio for these nights (Dec 30 – Jan 3, 2027 · 4 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $81 a night, $322 for 4 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $137 a night, $547 for 4 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $367 a night, $1,466 for 4 nights
• Hotels in San Antonio for these nights (Dec 30 – Jan 4, 2027 · 5 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $80 a night, $398 for 5 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $133 a night, $666 for 5 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $335 a night, $1,676 for 5 nights
• Hotels in San Antonio for these nights (Dec 30 – Jan 5, 2027 · 6 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $79 a night, $474 for 6 nights · 4★ Aiden San Antonio Riverwalk, $130 a night, $779 for 6 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $315 a night, $1,887 for 6 nights
• Hotels in San Antonio for these nights (Dec 30 – Jan 6, 2027 · 7 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $78 a night, $549 for 7 nights · 4★ Aiden San Antonio Riverwalk, $126 a night, $881 for 7 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $301 a night, $2,105 for 7 nights
• Hotels in San Antonio for these nights (Dec 30 – Jan 7, 2027 · 8 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $76 a night, $610 for 8 nights · 4★ Aiden San Antonio Riverwalk, $123 a night, $982 for 8 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $290 a night, $2,316 for 8 nights
• Hotels in San Antonio for these nights (Dec 30 – Jan 8, 2027 · 9 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $75 a night, $672 for 9 nights · 4★ Aiden San Antonio Riverwalk, $120 a night, $1,083 for 9 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $281 a night, $2,529 for 9 nights
• Hotels in San Antonio for these nights (Dec 30 – Jan 9, 2027 · 10 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $75 a night, $747 for 10 nights · 4★ Aiden San Antonio Riverwalk, $125 a night, $1,248 for 10 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $274 a night, $2,740 for 10 nights
• Hotels in San Antonio for these nights (Dec 30 – Jan 10, 2027 · 11 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $75 a night, $824 for 11 nights · 4★ Aiden San Antonio Riverwalk, $129 a night, $1,417 for 11 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $269 a night, $2,960 for 11 nights
• Hotels in San Antonio for these nights (Dec 30 – Jan 11, 2027 · 12 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $74 a night, $887 for 12 nights · 4★ Aiden San Antonio Riverwalk, $127 a night, $1,518 for 12 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $264 a night, $3,168 for 12 nights
• Hotels in San Antonio for these nights (Dec 30 – Jan 12, 2027 · 13 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $73 a night, $948 for 13 nights · 4★ Aiden San Antonio Riverwalk, $125 a night, $1,621 for 13 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $260 a night, $3,381 for 13 nights
• Hotels in San Antonio for these nights (Dec 30 – Jan 13, 2027 · 14 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $72 a night, $1,008 for 14 nights · 4★ Aiden San Antonio Riverwalk, $123 a night, $1,722 for 14 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $258 a night, $3,611 for 14 nights

All hotels in San Antonio

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

2026-12-30 · one way · Axel-exclusive $231.00

• American Airlines AA4463: ORD 2026-12-30 20:40:00 → SAT 2026-12-30 23:59:00; nonstop; 199 minutes. Local airport times.

2026-12-30 · one way · Axel-exclusive $238.00

• Delta Air Lines DL2738 / DL1508: ORD 2026-12-30 18:40:00 → SAT 2026-12-31 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2026-12-30 18:40:00 → ATL 2026-12-30 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2026-12-30 22:59:00 → SAT 2026-12-31 00:40:00.

2026-12-30 → 2026-12-31 · Axel-exclusive $420.00

• American Airlines AA4463: ORD 2026-12-30 20:40:00 → SAT 2026-12-30 23:59:00; nonstop; 199 minutes. Local airport times.
• American Airlines AA2070 / AA2065: SAT 2026-12-31 08:00:00 → ORD 2026-12-31 14:12:00; 1 stop(s) via DFW; 372 minutes. Local airport times.
  • AA2070: SAT 2026-12-31 08:00:00 → DFW 2026-12-31 09:22:00; layover at DFW: 142 minutes.
  • AA2065: DFW 2026-12-31 11:44:00 → ORD 2026-12-31 14:12:00.

2026-12-30 → 2026-12-31 · Axel-exclusive $448.00

• United Airlines UA5789: ORD 2026-12-30 13:30:00 → SAT 2026-12-30 16:54:00; nonstop; 204 minutes. Local airport times.
• United Airlines UA1332: SAT 2026-12-31 06:45:00 → ORD 2026-12-31 09:43:00; nonstop; 178 minutes. Local airport times.

2026-12-30 → 2027-01-01 · Axel-exclusive $434.00

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

2026-12-30 → 2027-01-01 · Axel-exclusive $448.00

• United Airlines UA5789: ORD 2026-12-30 13:30:00 → SAT 2026-12-30 16:54:00; nonstop; 204 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-01 06:45:00 → ORD 2027-01-01 09:43:00; nonstop; 178 minutes. Local airport times.

2026-12-30 → 2027-01-02 · Axel-exclusive $434.00

• American Airlines AA4463: ORD 2026-12-30 20:40:00 → SAT 2026-12-30 23:59:00; nonstop; 199 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-02 07:27:00 → ORD 2027-01-02 10:30:00; nonstop; 183 minutes. Local airport times.

2026-12-30 → 2027-01-02 · Axel-exclusive $448.00

• Delta Air Lines DL2738 / DL1508: ORD 2026-12-30 18:40:00 → SAT 2026-12-31 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2026-12-30 18:40:00 → ATL 2026-12-30 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2026-12-30 22:59:00 → SAT 2026-12-31 00:40:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-02 13:00:00 → ORD 2027-01-02 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-02 13:00:00 → ATL 2027-01-02 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-02 17:45:00 → ORD 2027-01-02 19:05:00.

2026-12-30 → 2027-01-03 · Axel-exclusive $434.00

• American Airlines AA4463: ORD 2026-12-30 20:40:00 → SAT 2026-12-30 23:59:00; nonstop; 199 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-03 07:27:00 → ORD 2027-01-03 10:30:00; nonstop; 183 minutes. Local airport times.

2026-12-30 → 2027-01-03 · Axel-exclusive $448.00

• Delta Air Lines DL2738 / DL1508: ORD 2026-12-30 18:40:00 → SAT 2026-12-31 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2026-12-30 18:40:00 → ATL 2026-12-30 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2026-12-30 22:59:00 → SAT 2026-12-31 00:40:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-03 13:00:00 → ORD 2027-01-03 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-03 13:00:00 → ATL 2027-01-03 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-03 17:45:00 → ORD 2027-01-03 19:05:00.

2026-12-30 → 2027-01-05 · Axel-exclusive $372.00

• American Airlines AA4463: ORD 2026-12-30 20:40:00 → SAT 2026-12-30 23:59:00; nonstop; 199 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.

2026-12-30 → 2027-01-05 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-30 13:30:00 → SAT 2026-12-30 16:54:00; nonstop; 204 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.

2026-12-30 → 2027-01-06 · Axel-exclusive $372.00

• American Airlines AA4463: ORD 2026-12-30 20:40:00 → SAT 2026-12-30 23:59:00; nonstop; 199 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.

2026-12-30 → 2027-01-06 · Axel-exclusive $384.00

• Delta Air Lines DL2738 / DL1508: ORD 2026-12-30 18:40:00 → SAT 2026-12-31 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2026-12-30 18:40:00 → ATL 2026-12-30 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2026-12-30 22:59:00 → SAT 2026-12-31 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.

2026-12-30 → 2027-01-07 · Axel-exclusive $362.00

• American Airlines AA4463: ORD 2026-12-30 20:40:00 → SAT 2026-12-30 23:59:00; nonstop; 199 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.

2026-12-30 → 2027-01-07 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-30 13:30:00 → SAT 2026-12-30 16:54:00; nonstop; 204 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.

2026-12-30 → 2027-01-09 · Axel-exclusive $372.00

• American Airlines AA4463: ORD 2026-12-30 20:40:00 → SAT 2026-12-30 23:59:00; nonstop; 199 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-09 07:27:00 → ORD 2027-01-09 10:30:00; nonstop; 183 minutes. Local airport times.

2026-12-30 → 2027-01-09 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-30 13:30:00 → SAT 2026-12-30 16:54:00; nonstop; 204 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-09 06:45:00 → ORD 2027-01-09 09:43:00; nonstop; 178 minutes. Local airport times.

2026-12-30 → 2027-01-10 · Axel-exclusive $372.00

• American Airlines AA4463: ORD 2026-12-30 20:40:00 → SAT 2026-12-30 23:59:00; nonstop; 199 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.

2026-12-30 → 2027-01-10 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-30 13:30:00 → SAT 2026-12-30 16:54:00; nonstop; 204 minutes. Local airport times.
• United Airlines UA1382: SAT 2027-01-10 13:15:00 → ORD 2027-01-10 16:13:00; nonstop; 178 minutes. Local airport times.

2026-12-30 → 2027-01-11 · Axel-exclusive $372.00

• American Airlines AA4463: ORD 2026-12-30 20:40:00 → SAT 2026-12-30 23:59:00; nonstop; 199 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.

2026-12-30 → 2027-01-11 · Axel-exclusive $384.00

• Delta Air Lines DL2738 / DL1508: ORD 2026-12-30 18:40:00 → SAT 2026-12-31 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2026-12-30 18:40:00 → ATL 2026-12-30 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2026-12-30 22:59:00 → SAT 2026-12-31 00:40:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-11 13:00:00 → ORD 2027-01-11 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-11 13:00:00 → ATL 2027-01-11 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-11 17:45:00 → ORD 2027-01-11 19:05:00.

2026-12-30 → 2027-01-13 · Axel-exclusive $372.00

• American Airlines AA4463: ORD 2026-12-30 20:40:00 → SAT 2026-12-30 23:59:00; nonstop; 199 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-13 07:27:00 → ORD 2027-01-13 10:30:00; nonstop; 183 minutes. Local airport times.

2026-12-30 → 2027-01-13 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-30 13:30:00 → SAT 2026-12-30 16:54:00; nonstop; 204 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-13 06:45:00 → ORD 2027-01-13 09:43:00; nonstop; 178 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 29, 2026 · Return options
• Dec 31, 2026 · Return options
• Hotels in San Antonio with Axel

For AI assistants

• This page: Chicago (ORD) to San Antonio (SAT) · Dec 30, 2026 · 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.
• Next: each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
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