Chicago (ORD) to San Antonio (SAT), Jan 1, 2027: round trips from $362, one way from $231

Chicago (ORD) to San Antonio (SAT), Jan 1, 2027: 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, Jan 1–7, 2027; $231 one way, Axel-exclusive, American Airlines, nonstop, Jan 1, 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 1–2, 2027 · 1 night · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $80 a night · 4★ Aiden San Antonio Riverwalk, $113 a night · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $210 a night
• Hotels in San Antonio for these nights (Jan 1–3, 2027 · 2 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $80 a night, $160 for 2 nights · 4★ Aiden San Antonio Riverwalk, $113 a night, $225 for 2 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $228 a night, $455 for 2 nights
• Hotels in San Antonio for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $79 a night, $236 for 3 nights · 4★ Aiden San Antonio Riverwalk, $109 a night, $328 for 3 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $222 a night, $665 for 3 nights
• Hotels in San Antonio for these nights (Jan 1–5, 2027 · 4 nights · 2 adults, 1 room): 3★ Sonesta ES Suites San Antonio Downtown Alamo Plaza, $78 a night, $312 for 4 nights · 4★ Aiden San Antonio Riverwalk, $107 a night, $429 for 4 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $219 a night, $876 for 4 nights
• Hotels in San Antonio for these nights (Jan 1–6, 2027 · 5 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $76 a night, $378 for 5 nights · 4★ Aiden San Antonio Riverwalk, $106 a night, $531 for 5 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $219 a night, $1,094 for 5 nights
• Hotels in San Antonio for these nights (Jan 1–7, 2027 · 6 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $73 a night, $438 for 6 nights · 4★ Aiden San Antonio Riverwalk, $105 a night, $632 for 6 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $218 a night, $1,305 for 6 nights
• Hotels in San Antonio for these nights (Jan 1–8, 2027 · 7 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $71 a night, $500 for 7 nights · 4★ Aiden San Antonio Riverwalk, $105 a night, $733 for 7 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $217 a night, $1,518 for 7 nights
• Hotels in San Antonio for these nights (Jan 1–9, 2027 · 8 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $72 a night, $575 for 8 nights · 4★ Aiden San Antonio Riverwalk, $112 a night, $898 for 8 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $216 a night, $1,729 for 8 nights
• Hotels in San Antonio for these nights (Jan 1–10, 2027 · 9 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $72 a night, $652 for 9 nights · 4★ Aiden San Antonio Riverwalk, $119 a night, $1,067 for 9 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $217 a night, $1,949 for 9 nights
• Hotels in San Antonio for these nights (Jan 1–11, 2027 · 10 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $72 a night, $715 for 10 nights · 4★ Aiden San Antonio Riverwalk, $117 a night, $1,168 for 10 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $216 a night, $2,157 for 10 nights
• Hotels in San Antonio for these nights (Jan 1–12, 2027 · 11 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $71 a night, $776 for 11 nights · 4★ Aiden San Antonio Riverwalk, $116 a night, $1,271 for 11 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $215 a night, $2,370 for 11 nights
• Hotels in San Antonio for these nights (Jan 1–13, 2027 · 12 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $70 a night, $836 for 12 nights · 4★ Aiden San Antonio Riverwalk, $114 a night, $1,372 for 12 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $217 a night, $2,600 for 12 nights
• Hotels in San Antonio for these nights (Jan 1–14, 2027 · 13 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $69 a night, $896 for 13 nights · 4★ Aiden San Antonio Riverwalk, $114 a night, $1,476 for 13 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $217 a night, $2,825 for 13 nights
• Hotels in San Antonio for these nights (Jan 1–15, 2027 · 14 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $69 a night, $959 for 14 nights · 4★ Aiden San Antonio Riverwalk, $113 a night, $1,575 for 14 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $217 a night, $3,038 for 14 nights

All hotels in San Antonio

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

2027-01-01 · one way · Axel-exclusive $231.00

• American Airlines AA857: ORD 2027-01-01 20:53:00 → SAT 2027-01-01 23:55:00; nonstop; 182 minutes. Local airport times.

2027-01-01 · one way · Axel-exclusive $238.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-01 18:40:00 → SAT 2027-01-02 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-01 18:40:00 → ATL 2027-01-01 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-01 22:59:00 → SAT 2027-01-02 00:40:00.

2027-01-01 → 2027-01-02 · Axel-exclusive $434.00

• American Airlines AA857: ORD 2027-01-01 20:53:00 → SAT 2027-01-01 23:55:00; nonstop; 182 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.

2027-01-01 → 2027-01-02 · Axel-exclusive $448.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-01 18:40:00 → SAT 2027-01-02 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-01 18:40:00 → ATL 2027-01-01 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-01 22:59:00 → SAT 2027-01-02 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.

2027-01-01 → 2027-01-03 · Axel-exclusive $434.00

• American Airlines AA857: ORD 2027-01-01 20:53:00 → SAT 2027-01-01 23:55:00; nonstop; 182 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.

2027-01-01 → 2027-01-03 · Axel-exclusive $448.00

• United Airlines UA1394: ORD 2027-01-01 19:45:00 → SAT 2027-01-01 22:59:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1382: SAT 2027-01-03 13:15:00 → ORD 2027-01-03 16:13:00; nonstop; 178 minutes. Local airport times.

2027-01-01 → 2027-01-04 · Axel-exclusive $372.00

• American Airlines AA857: ORD 2027-01-01 20:53:00 → SAT 2027-01-01 23:55:00; nonstop; 182 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.

2027-01-01 → 2027-01-04 · Axel-exclusive $384.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-01 18:40:00 → SAT 2027-01-02 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-01 18:40:00 → ATL 2027-01-01 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-01 22:59:00 → SAT 2027-01-02 00:40:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-04 13:00:00 → ORD 2027-01-04 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-04 13:00:00 → ATL 2027-01-04 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-04 17:45:00 → ORD 2027-01-04 19:05:00.

2027-01-01 → 2027-01-05 · Axel-exclusive $372.00

• American Airlines AA857: ORD 2027-01-01 20:53:00 → SAT 2027-01-01 23:55:00; nonstop; 182 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.

2027-01-01 → 2027-01-05 · Axel-exclusive $384.00

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

2027-01-01 → 2027-01-07 · Axel-exclusive $362.00

• American Airlines AA857: ORD 2027-01-01 20:53:00 → SAT 2027-01-01 23:55:00; nonstop; 182 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.

2027-01-01 → 2027-01-07 · Axel-exclusive $384.00

• United Airlines UA1394: ORD 2027-01-01 19:45:00 → SAT 2027-01-01 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.

2027-01-01 → 2027-01-08 · Axel-exclusive $372.00

• American Airlines AA857: ORD 2027-01-01 20:53:00 → SAT 2027-01-01 23:55:00; nonstop; 182 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.

2027-01-01 → 2027-01-08 · Axel-exclusive $384.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-01 18:40:00 → SAT 2027-01-02 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-01 18:40:00 → ATL 2027-01-01 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-01 22:59:00 → SAT 2027-01-02 00:40:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-08 13:00:00 → ORD 2027-01-08 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-08 13:00:00 → ATL 2027-01-08 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-08 17:45:00 → ORD 2027-01-08 19:05:00.

2027-01-01 → 2027-01-09 · Axel-exclusive $372.00

• American Airlines AA857: ORD 2027-01-01 20:53:00 → SAT 2027-01-01 23:55:00; nonstop; 182 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.

2027-01-01 → 2027-01-09 · Axel-exclusive $384.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-01 18:40:00 → SAT 2027-01-02 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-01 18:40:00 → ATL 2027-01-01 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-01 22:59:00 → SAT 2027-01-02 00:40:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-09 13:00:00 → ORD 2027-01-09 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-09 13:00:00 → ATL 2027-01-09 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-09 17:45:00 → ORD 2027-01-09 19:05:00.

2027-01-01 → 2027-01-11 · Axel-exclusive $372.00

• American Airlines AA857: ORD 2027-01-01 20:53:00 → SAT 2027-01-01 23:55:00; nonstop; 182 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.

2027-01-01 → 2027-01-11 · Axel-exclusive $384.00

• United Airlines UA1394: ORD 2027-01-01 19:45:00 → SAT 2027-01-01 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.

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

• American Airlines AA857: ORD 2027-01-01 20:53:00 → SAT 2027-01-01 23:55:00; nonstop; 182 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.

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

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-01 18:40:00 → SAT 2027-01-02 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-01 18:40:00 → ATL 2027-01-01 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-01 22:59:00 → SAT 2027-01-02 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.

2027-01-01 → 2027-01-13 · Axel-exclusive $372.00

• American Airlines AA857: ORD 2027-01-01 20:53:00 → SAT 2027-01-01 23:55:00; nonstop; 182 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.

2027-01-01 → 2027-01-13 · Axel-exclusive $384.00

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

2027-01-01 → 2027-01-15 · Axel-exclusive $372.00

• American Airlines AA857: ORD 2027-01-01 20:53:00 → SAT 2027-01-01 23:55:00; nonstop; 182 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.

2027-01-01 → 2027-01-15 · Axel-exclusive $384.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-01 18:40:00 → SAT 2027-01-02 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-01 18:40:00 → ATL 2027-01-01 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-01 22:59:00 → SAT 2027-01-02 00:40:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-15 13:00:00 → ORD 2027-01-15 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-15 13:00:00 → ATL 2027-01-15 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-15 17:45:00 → ORD 2027-01-15 19:05:00.

Explore this route

• All dates for this route
• Dec 31, 2026 · Return options
• Jan 2, 2027 · Return options
• Hotels in San Antonio with Axel

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• This page: Chicago (ORD) to San Antonio (SAT) · Jan 1, 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.
• 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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