Chicago (ORD) to San Antonio (SAT), Dec 27, 2026: round trips from $362, one way from $231

Chicago (ORD) to San Antonio (SAT), Dec 27, 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 27, 2026 – Jan 7, 2027; $231 one way, Axel-exclusive, American Airlines, nonstop, Dec 27, 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 27–28, 2026 · 1 night · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $74 a night · 4★ Aiden San Antonio Riverwalk, $115 a night · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $234 a night
• Hotels in San Antonio for these nights (Dec 27–29, 2026 · 2 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $73 a night, $145 for 2 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $131 a night, $261 for 2 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $237 a night, $474 for 2 nights
• Hotels in San Antonio for these nights (Dec 27–30, 2026 · 3 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $72 a night, $217 for 3 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $130 a night, $391 for 3 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $244 a night, $732 for 3 nights
• Hotels in San Antonio for these nights (Dec 27–31, 2026 · 4 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $74 a night, $297 for 4 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $130 a night, $520 for 4 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $250 a night, $999 for 4 nights
• Hotels in San Antonio for these nights (Dec 27 – Jan 1, 2027 · 5 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $78 a night, $389 for 5 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $131 a night, $654 for 5 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $349 a night, $1,743 for 5 nights
• Hotels in San Antonio for these nights (Dec 27 – Jan 2, 2027 · 6 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $81 a night, $484 for 6 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $133 a night, $796 for 6 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $326 a night, $1,953 for 6 nights
• Hotels in San Antonio for these nights (Dec 27 – Jan 3, 2027 · 7 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $81 a night, $564 for 7 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $134 a night, $938 for 7 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $314 a night, $2,198 for 7 nights
• Hotels in San Antonio for these nights (Dec 27 – Jan 4, 2027 · 8 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $80 a night, $640 for 8 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $132 a night, $1,057 for 8 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $301 a night, $2,408 for 8 nights
• Hotels in San Antonio for these nights (Dec 27 – Jan 5, 2027 · 9 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $78 a night, $706 for 9 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $131 a night, $1,183 for 9 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $291 a night, $2,619 for 9 nights
• Hotels in San Antonio for these nights (Dec 27 – Jan 6, 2027 · 10 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $77 a night, $767 for 10 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $131 a night, $1,307 for 10 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $284 a night, $2,837 for 10 nights
• Hotels in San Antonio for these nights (Dec 27 – Jan 7, 2027 · 11 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $75 a night, $827 for 11 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $130 a night, $1,432 for 11 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $277 a night, $3,048 for 11 nights
• Hotels in San Antonio for these nights (Dec 27 – Jan 8, 2027 · 12 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $74 a night, $889 for 12 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $129 a night, $1,553 for 12 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $272 a night, $3,261 for 12 nights
• Hotels in San Antonio for these nights (Dec 27 – Jan 9, 2027 · 13 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $74 a night, $964 for 13 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $130 a night, $1,695 for 13 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $267 a night, $3,472 for 13 nights
• Hotels in San Antonio for these nights (Dec 27 – Jan 10, 2027 · 14 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $74 a night, $1,041 for 14 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $132 a night, $1,841 for 14 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $264 a night, $3,692 for 14 nights

All hotels in San Antonio

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

2026-12-27 · one way · Axel-exclusive $231.00

• American Airlines AA4463: ORD 2026-12-27 20:40:00 → SAT 2026-12-27 23:59:00; nonstop; 199 minutes. Local airport times.

2026-12-27 · one way · Axel-exclusive $238.00

• United Airlines UA5789: ORD 2026-12-27 13:30:00 → SAT 2026-12-27 16:54:00; nonstop; 204 minutes. Local airport times.

2026-12-27 → 2026-12-28 · Axel-exclusive $434.00

• American Airlines AA4463: ORD 2026-12-27 20:40:00 → SAT 2026-12-27 23:59:00; nonstop; 199 minutes. Local airport times.
• American Airlines AA4704: SAT 2026-12-28 07:27:00 → ORD 2026-12-28 10:30:00; nonstop; 183 minutes. Local airport times.

2026-12-27 → 2026-12-28 · Axel-exclusive $448.00

• United Airlines UA5789: ORD 2026-12-27 13:30:00 → SAT 2026-12-27 16:54:00; nonstop; 204 minutes. Local airport times.
• United Airlines UA2243: SAT 2026-12-28 13:54:00 → ORD 2026-12-28 16:52:00; nonstop; 178 minutes. Local airport times.

2026-12-27 → 2026-12-29 · Axel-exclusive $434.00

• American Airlines AA4463: ORD 2026-12-27 20:40:00 → SAT 2026-12-27 23:59:00; nonstop; 199 minutes. Local airport times.
• American Airlines AA961: SAT 2026-12-29 07:34:00 → ORD 2026-12-29 10:35:00; nonstop; 181 minutes. Local airport times.

2026-12-27 → 2026-12-29 · Axel-exclusive $448.00

• United Airlines UA5789: ORD 2026-12-27 13:30:00 → SAT 2026-12-27 16:54:00; nonstop; 204 minutes. Local airport times.
• United Airlines UA5805: SAT 2026-12-29 17:39:00 → ORD 2026-12-29 20:40:00; nonstop; 181 minutes. Local airport times.

2026-12-27 → 2026-12-30 · Axel-exclusive $434.00

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

2026-12-27 → 2026-12-30 · Axel-exclusive $448.00

• United Airlines UA5789: ORD 2026-12-27 13:30:00 → SAT 2026-12-27 16:54:00; nonstop; 204 minutes. Local airport times.
• United Airlines UA1332: SAT 2026-12-30 06:45:00 → ORD 2026-12-30 09:43:00; nonstop; 178 minutes. Local airport times.

2026-12-27 → 2026-12-31 · Axel-exclusive $420.00

• American Airlines AA4463: ORD 2026-12-27 20:40:00 → SAT 2026-12-27 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.

2026-12-27 → 2026-12-31 · Axel-exclusive $448.00

• United Airlines UA5789: ORD 2026-12-27 13:30:00 → SAT 2026-12-27 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.

2026-12-27 → 2027-01-02 · Axel-exclusive $434.00

• American Airlines AA4463: ORD 2026-12-27 20:40:00 → SAT 2026-12-27 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.

2026-12-27 → 2027-01-02 · Axel-exclusive $448.00

• United Airlines UA5789: ORD 2026-12-27 13:30:00 → SAT 2026-12-27 16:54:00; nonstop; 204 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-02 06:45:00 → ORD 2027-01-02 09:43:00; nonstop; 178 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $434.00

• American Airlines AA4463: ORD 2026-12-27 20:40:00 → SAT 2026-12-27 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.

2026-12-27 → 2027-01-03 · Axel-exclusive $448.00

• Delta Air Lines DL2738 / DL1508: ORD 2026-12-27 18:40:00 → SAT 2026-12-28 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2026-12-27 18:40:00 → ATL 2026-12-27 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2026-12-27 22:59:00 → SAT 2026-12-28 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.

2026-12-27 → 2027-01-04 · Axel-exclusive $372.00

• American Airlines AA4463: ORD 2026-12-27 20:40:00 → SAT 2026-12-27 23:59:00; nonstop; 199 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-04 07:27:00 → ORD 2027-01-04 10:30:00; nonstop; 183 minutes. Local airport times.

2026-12-27 → 2027-01-04 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-27 13:30:00 → SAT 2026-12-27 16:54:00; nonstop; 204 minutes. Local airport times.
• United Airlines UA2243: SAT 2027-01-04 13:54:00 → ORD 2027-01-04 16:52:00; nonstop; 178 minutes. Local airport times.

2026-12-27 → 2027-01-06 · Axel-exclusive $372.00

• American Airlines AA4463: ORD 2026-12-27 20:40:00 → SAT 2026-12-27 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.

2026-12-27 → 2027-01-06 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-27 13:30:00 → SAT 2026-12-27 16:54:00; nonstop; 204 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-06 06:45:00 → ORD 2027-01-06 09:43:00; nonstop; 178 minutes. Local airport times.

2026-12-27 → 2027-01-07 · Axel-exclusive $362.00

• American Airlines AA4463: ORD 2026-12-27 20:40:00 → SAT 2026-12-27 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.

2026-12-27 → 2027-01-07 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-27 13:30:00 → SAT 2026-12-27 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.

2026-12-27 → 2027-01-08 · Axel-exclusive $372.00

• American Airlines AA4463: ORD 2026-12-27 20:40:00 → SAT 2026-12-27 23:59:00; nonstop; 199 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.

2026-12-27 → 2027-01-08 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-27 13:30:00 → SAT 2026-12-27 16:54:00; nonstop; 204 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.

2026-12-27 → 2027-01-10 · Axel-exclusive $372.00

• American Airlines AA4463: ORD 2026-12-27 20:40:00 → SAT 2026-12-27 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.

2026-12-27 → 2027-01-10 · Axel-exclusive $384.00

• Delta Air Lines DL2738 / DL1508: ORD 2026-12-27 18:40:00 → SAT 2026-12-28 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2026-12-27 18:40:00 → ATL 2026-12-27 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2026-12-27 22:59:00 → SAT 2026-12-28 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.

Explore this route

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

For AI assistants

• This page: Chicago (ORD) to San Antonio (SAT) · Dec 27, 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.
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