Chicago (ORD) to San Antonio (SAT), Dec 29, 2026: round trips from $362, one way from $231

Chicago (ORD) to San Antonio (SAT), Dec 29, 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 29, 2026 – Jan 7, 2027; $231 one way, Axel-exclusive, American Airlines, nonstop, Dec 29, 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 29–30, 2026 · 1 night · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $72 a night · 4★ DoubleTree by Hilton San Antonio Northwest, $130 a night · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $258 a night
• Hotels in San Antonio for these nights (Dec 29–31, 2026 · 2 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $76 a night, $152 for 2 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $130 a night, $259 for 2 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $263 a night, $525 for 2 nights
• Hotels in San Antonio for these nights (Dec 29 – Jan 1, 2027 · 3 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $81 a night, $243 for 3 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $131 a night, $393 for 3 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $423 a night, $1,269 for 3 nights
• Hotels in San Antonio for these nights (Dec 29 – Jan 2, 2027 · 4 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $81 a night, $323 for 4 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $134 a night, $535 for 4 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $370 a night, $1,479 for 4 nights
• Hotels in San Antonio for these nights (Dec 29 – Jan 3, 2027 · 5 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $81 a night, $403 for 5 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $135 a night, $677 for 5 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $345 a night, $1,724 for 5 nights
• Hotels in San Antonio for these nights (Dec 29 – Jan 4, 2027 · 6 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $80 a night, $479 for 6 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $133 a night, $796 for 6 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $322 a night, $1,934 for 6 nights
• Hotels in San Antonio for these nights (Dec 29 – Jan 5, 2027 · 7 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $79 a night, $555 for 7 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $132 a night, $922 for 7 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $306 a night, $2,145 for 7 nights
• Hotels in San Antonio for these nights (Dec 29 – Jan 6, 2027 · 8 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $78 a night, $622 for 8 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $131 a night, $1,046 for 8 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $295 a night, $2,363 for 8 nights
• Hotels in San Antonio for these nights (Dec 29 – Jan 7, 2027 · 9 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $76 a night, $682 for 9 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $130 a night, $1,171 for 9 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $286 a night, $2,574 for 9 nights
• Hotels in San Antonio for these nights (Dec 29 – Jan 8, 2027 · 10 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $74 a night, $744 for 10 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $129 a night, $1,292 for 10 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $279 a night, $2,787 for 10 nights
• Hotels in San Antonio for these nights (Dec 29 – Jan 9, 2027 · 11 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $74 a night, $819 for 11 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $130 a night, $1,434 for 11 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $273 a night, $2,998 for 11 nights
• Hotels in San Antonio for these nights (Dec 29 – Jan 10, 2027 · 12 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $75 a night, $896 for 12 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $132 a night, $1,580 for 12 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $268 a night, $3,218 for 12 nights
• Hotels in San Antonio for these nights (Dec 29 – Jan 11, 2027 · 13 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $74 a night, $959 for 13 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $131 a night, $1,703 for 13 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $264 a night, $3,426 for 13 nights
• Hotels in San Antonio for these nights (Dec 29 – Jan 12, 2027 · 14 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $73 a night, $1,020 for 14 nights · 4★ DoubleTree by Hilton San Antonio Northwest, $131 a night, $1,827 for 14 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $260 a night, $3,639 for 14 nights

All hotels in San Antonio

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

2026-12-29 · one way · Axel-exclusive $231.00

• American Airlines AA2630: ORD 2026-12-29 16:59:00 → SAT 2026-12-29 19:58:00; nonstop; 179 minutes. Local airport times.

2026-12-29 · one way · Axel-exclusive $238.00

• Delta Air Lines DL1810 / DL2580: ORD 2026-12-29 09:59:00 → SAT 2026-12-29 17:38:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • DL1810: ORD 2026-12-29 09:59:00 → MSP 2026-12-29 11:36:00; layover at MSP: 184 minutes.
  • DL2580: MSP 2026-12-29 14:40:00 → SAT 2026-12-29 17:38:00.

2026-12-29 → 2026-12-30 · Axel-exclusive $434.00

• American Airlines AA2630: ORD 2026-12-29 16:59:00 → SAT 2026-12-29 19:58:00; nonstop; 179 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.

2026-12-29 → 2026-12-30 · Axel-exclusive $448.00

• United Airlines UA5789: ORD 2026-12-29 13:00:00 → SAT 2026-12-29 16:18:00; nonstop; 198 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.

2026-12-29 → 2026-12-31 · Axel-exclusive $420.00

• American Airlines AA2630: ORD 2026-12-29 16:59:00 → SAT 2026-12-29 19:58:00; nonstop; 179 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.

2026-12-29 → 2026-12-31 · Axel-exclusive $448.00

• United Airlines UA5789: ORD 2026-12-29 13:00:00 → SAT 2026-12-29 16:18:00; nonstop; 198 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.

2026-12-29 → 2027-01-01 · Axel-exclusive $434.00

• American Airlines AA2630: ORD 2026-12-29 16:59:00 → SAT 2026-12-29 19:58:00; nonstop; 179 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.

2026-12-29 → 2027-01-01 · Axel-exclusive $448.00

• Delta Air Lines DL1810 / DL2580: ORD 2026-12-29 09:59:00 → SAT 2026-12-29 17:38:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • DL1810: ORD 2026-12-29 09:59:00 → MSP 2026-12-29 11:36:00; layover at MSP: 184 minutes.
  • DL2580: MSP 2026-12-29 14:40:00 → SAT 2026-12-29 17:38:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-01 13:00:00 → ORD 2027-01-01 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-01 13:00:00 → ATL 2027-01-01 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-01 17:45:00 → ORD 2027-01-01 19:05:00.

2026-12-29 → 2027-01-02 · Axel-exclusive $434.00

• American Airlines AA2630: ORD 2026-12-29 16:59:00 → SAT 2026-12-29 19:58:00; nonstop; 179 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.

2026-12-29 → 2027-01-02 · Axel-exclusive $448.00

• Delta Air Lines DL1810 / DL2580: ORD 2026-12-29 09:59:00 → SAT 2026-12-29 17:38:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • DL1810: ORD 2026-12-29 09:59:00 → MSP 2026-12-29 11:36:00; layover at MSP: 184 minutes.
  • DL2580: MSP 2026-12-29 14:40:00 → SAT 2026-12-29 17:38:00.
• 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.

2026-12-29 → 2027-01-04 · Axel-exclusive $372.00

• American Airlines AA2630: ORD 2026-12-29 16:59:00 → SAT 2026-12-29 19:58:00; nonstop; 179 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.

2026-12-29 → 2027-01-04 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-29 13:00:00 → SAT 2026-12-29 16:18:00; nonstop; 198 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.

2026-12-29 → 2027-01-05 · Axel-exclusive $372.00

• American Airlines AA2630: ORD 2026-12-29 16:59:00 → SAT 2026-12-29 19:58:00; nonstop; 179 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.

2026-12-29 → 2027-01-05 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-29 13:00:00 → SAT 2026-12-29 16:18:00; nonstop; 198 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.

2026-12-29 → 2027-01-06 · Axel-exclusive $372.00

• American Airlines AA2630: ORD 2026-12-29 16:59:00 → SAT 2026-12-29 19:58:00; nonstop; 179 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.

2026-12-29 → 2027-01-06 · Axel-exclusive $384.00

• Delta Air Lines DL1810 / DL2580: ORD 2026-12-29 09:59:00 → SAT 2026-12-29 17:38:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • DL1810: ORD 2026-12-29 09:59:00 → MSP 2026-12-29 11:36:00; layover at MSP: 184 minutes.
  • DL2580: MSP 2026-12-29 14:40:00 → SAT 2026-12-29 17:38:00.
• 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.

2026-12-29 → 2027-01-08 · Axel-exclusive $372.00

• American Airlines AA2630: ORD 2026-12-29 16:59:00 → SAT 2026-12-29 19:58:00; nonstop; 179 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.

2026-12-29 → 2027-01-08 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-29 13:00:00 → SAT 2026-12-29 16:18:00; nonstop; 198 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.

2026-12-29 → 2027-01-09 · Axel-exclusive $372.00

• American Airlines AA2630: ORD 2026-12-29 16:59:00 → SAT 2026-12-29 19:58:00; nonstop; 179 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.

2026-12-29 → 2027-01-09 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-29 13:00:00 → SAT 2026-12-29 16:18:00; nonstop; 198 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.

2026-12-29 → 2027-01-10 · Axel-exclusive $372.00

• American Airlines AA2630: ORD 2026-12-29 16:59:00 → SAT 2026-12-29 19:58:00; nonstop; 179 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.

2026-12-29 → 2027-01-10 · Axel-exclusive $384.00

• Delta Air Lines DL1810 / DL2580: ORD 2026-12-29 09:59:00 → SAT 2026-12-29 17:38:00; 1 stop(s) via MSP; 459 minutes. Local airport times.
  • DL1810: ORD 2026-12-29 09:59:00 → MSP 2026-12-29 11:36:00; layover at MSP: 184 minutes.
  • DL2580: MSP 2026-12-29 14:40:00 → SAT 2026-12-29 17:38:00.
• 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.

2026-12-29 → 2027-01-12 · Axel-exclusive $372.00

• American Airlines AA2630: ORD 2026-12-29 16:59:00 → SAT 2026-12-29 19:58:00; nonstop; 179 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.

2026-12-29 → 2027-01-12 · Axel-exclusive $384.00

• United Airlines UA5789: ORD 2026-12-29 13:00:00 → SAT 2026-12-29 16:18:00; nonstop; 198 minutes. Local airport times.
• United Airlines UA5805: SAT 2027-01-12 17:39:00 → ORD 2027-01-12 20:40:00; nonstop; 181 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 28, 2026 · Return options
• Dec 30, 2026 · Return options
• Hotels in San Antonio with Axel

For AI assistants

• This page: Chicago (ORD) to San Antonio (SAT) · Dec 29, 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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