Chicago (ORD) to San Antonio (SAT), Jan 14, 2027: round trips from $300, one way from $165

Chicago (ORD) to San Antonio (SAT), Jan 14, 2027: round trips from $300, one way from $165 on Axel, checked Oct 29, 2026. Lowest published fares: $300 round trip, Axel-exclusive, American Airlines, 1 stop, Jan 14–21, 2027; $165 one way, Axel-exclusive, American Airlines, nonstop, Jan 14, 2027; 1 adult, economy, checked Oct 29, 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, issued at the time 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 issuance times 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 lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in San Antonio for these nights (Jan 14–15, 2027 · 1 night · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $63 total · 4★ Aiden San Antonio Riverwalk, $99 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $213 total
• Hotels in San Antonio for these nights (Jan 14–16, 2027 · 2 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $140 total · 4★ DoubleTree by Hilton San Antonio Northwest, $266 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $423 total
• Hotels in San Antonio for these nights (Jan 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $221 total · 4★ DoubleTree by Hilton San Antonio Northwest, $412 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $641 total
• Hotels in San Antonio for these nights (Jan 14–18, 2027 · 4 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $289 total · 4★ DoubleTree by Hilton San Antonio Northwest, $531 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $850 total
• Hotels in San Antonio for these nights (Jan 14–19, 2027 · 5 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $353 total · 4★ Aiden San Antonio Riverwalk, $651 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $1,069 total
• Hotels in San Antonio for these nights (Jan 14–20, 2027 · 6 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $417 total · 4★ Aiden San Antonio Riverwalk, $753 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $1,310 total
• Hotels in San Antonio for these nights (Jan 14–21, 2027 · 7 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $478 total · 4★ Aiden San Antonio Riverwalk, $854 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $1,544 total
• Hotels in San Antonio for these nights (Jan 14–22, 2027 · 8 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $538 total · 4★ Aiden San Antonio Riverwalk, $955 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $1,758 total
• Hotels in San Antonio for these nights (Jan 14–23, 2027 · 9 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $610 total · 4★ Aiden San Antonio Riverwalk, $1,070 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $1,962 total
• Hotels in San Antonio for these nights (Jan 14–24, 2027 · 10 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $687 total · 4★ Aiden San Antonio Riverwalk, $1,183 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $2,173 total
• Hotels in San Antonio for these nights (Jan 14–25, 2027 · 11 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $750 total · 4★ Aiden San Antonio Riverwalk, $1,284 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $2,384 total
• Hotels in San Antonio for these nights (Jan 14–26, 2027 · 12 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $814 total · 4★ Aiden San Antonio Riverwalk, $1,387 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $2,627 total
• Hotels in San Antonio for these nights (Jan 14–27, 2027 · 13 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $878 total · 4★ Aiden San Antonio Riverwalk, $1,488 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $2,905 total
• Hotels in San Antonio for these nights (Jan 14–28, 2027 · 14 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $942 total · 4★ Aiden San Antonio Riverwalk, $1,589 total · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $3,146 total

All hotels in San Antonio

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

2027-01-14 · one way · Axel-exclusive $165.00

• American Airlines AA4551: ORD 2027-01-14 14:50:00 → SAT 2027-01-14 18:06:00; nonstop; 196 minutes. Local airport times.

2027-01-14 · one way · Axel-exclusive $170.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-14 18:40:00 → SAT 2027-01-15 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-14 18:40:00 → ATL 2027-01-14 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-14 22:59:00 → SAT 2027-01-15 00:40:00.

2027-01-14 → 2027-01-15 · Axel-exclusive $310.00

• American Airlines AA4551: ORD 2027-01-14 14:50:00 → SAT 2027-01-14 18:06:00; 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.

2027-01-14 → 2027-01-15 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-14 19:52:00 → SAT 2027-01-14 23:06:00; 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.

2027-01-14 → 2027-01-16 · Axel-exclusive $310.00

• American Airlines AA4551: ORD 2027-01-14 14:50:00 → SAT 2027-01-14 18:06:00; 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.

2027-01-14 → 2027-01-16 · Axel-exclusive $320.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-14 18:40:00 → SAT 2027-01-15 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-14 18:40:00 → ATL 2027-01-14 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-14 22:59:00 → SAT 2027-01-15 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.

2027-01-14 → 2027-01-17 · Axel-exclusive $310.00

• American Airlines AA4551: ORD 2027-01-14 14:50:00 → SAT 2027-01-14 18:06:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-17 07:27:00 → ORD 2027-01-17 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-14 → 2027-01-17 · Axel-exclusive $320.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-14 18:40:00 → SAT 2027-01-15 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-14 18:40:00 → ATL 2027-01-14 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-14 22:59:00 → SAT 2027-01-15 00:40:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-17 13:00:00 → ORD 2027-01-17 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-17 13:00:00 → ATL 2027-01-17 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-17 17:45:00 → ORD 2027-01-17 19:05:00.

2027-01-14 → 2027-01-18 · Axel-exclusive $310.00

• American Airlines AA4551: ORD 2027-01-14 14:50:00 → SAT 2027-01-14 18:06:00; 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.

2027-01-14 → 2027-01-18 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-14 19:52:00 → SAT 2027-01-14 23:06:00; 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.

2027-01-14 → 2027-01-20 · Axel-exclusive $310.00

• American Airlines AA4551: ORD 2027-01-14 14:50:00 → SAT 2027-01-14 18:06:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-20 07:27:00 → ORD 2027-01-20 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-14 → 2027-01-20 · Axel-exclusive $320.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-14 18:40:00 → SAT 2027-01-15 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-14 18:40:00 → ATL 2027-01-14 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-14 22:59:00 → SAT 2027-01-15 00:40:00.
• Delta Air Lines DL2717 / DL1567: SAT 2027-01-20 06:00:00 → ORD 2027-01-20 11:44:00; 1 stop(s) via MSP; 344 minutes. Local airport times.
  • DL2717: SAT 2027-01-20 06:00:00 → MSP 2027-01-20 08:52:00; layover at MSP: 68 minutes.
  • DL1567: MSP 2027-01-20 10:00:00 → ORD 2027-01-20 11:44:00.

2027-01-14 → 2027-01-21 · Axel-exclusive $300.00

• American Airlines AA4551: ORD 2027-01-14 14:50:00 → SAT 2027-01-14 18:06:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA2070 / AA2065: SAT 2027-01-21 08:00:00 → ORD 2027-01-21 14:12:00; 1 stop(s) via DFW; 372 minutes. Local airport times.
  • AA2070: SAT 2027-01-21 08:00:00 → DFW 2027-01-21 09:22:00; layover at DFW: 142 minutes.
  • AA2065: DFW 2027-01-21 11:44:00 → ORD 2027-01-21 14:12:00.

2027-01-14 → 2027-01-21 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-14 19:52:00 → SAT 2027-01-14 23:06:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-21 06:45:00 → ORD 2027-01-21 09:43:00; nonstop; 178 minutes. Local airport times.

2027-01-14 → 2027-01-22 · Axel-exclusive $310.00

• American Airlines AA4551: ORD 2027-01-14 14:50:00 → SAT 2027-01-14 18:06:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-22 07:27:00 → ORD 2027-01-22 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-14 → 2027-01-22 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-14 19:52:00 → SAT 2027-01-14 23:06:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-22 06:45:00 → ORD 2027-01-22 09:43:00; nonstop; 178 minutes. Local airport times.

2027-01-14 → 2027-01-24 · Axel-exclusive $310.00

• American Airlines AA4551: ORD 2027-01-14 14:50:00 → SAT 2027-01-14 18:06:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-24 07:27:00 → ORD 2027-01-24 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-14 → 2027-01-24 · Axel-exclusive $320.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-14 18:40:00 → SAT 2027-01-15 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-14 18:40:00 → ATL 2027-01-14 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-14 22:59:00 → SAT 2027-01-15 00:40:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-24 13:00:00 → ORD 2027-01-24 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-24 13:00:00 → ATL 2027-01-24 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-24 17:45:00 → ORD 2027-01-24 19:05:00.

2027-01-14 → 2027-01-25 · Axel-exclusive $310.00

• American Airlines AA4551: ORD 2027-01-14 14:50:00 → SAT 2027-01-14 18:06:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA4704: SAT 2027-01-25 07:27:00 → ORD 2027-01-25 10:30:00; nonstop; 183 minutes. Local airport times.

2027-01-14 → 2027-01-25 · Axel-exclusive $320.00

• Delta Air Lines DL2738 / DL1508: ORD 2027-01-14 18:40:00 → SAT 2027-01-15 00:40:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
  • DL2738: ORD 2027-01-14 18:40:00 → ATL 2027-01-14 21:58:00; layover at ATL: 61 minutes.
  • DL1508: ATL 2027-01-14 22:59:00 → SAT 2027-01-15 00:40:00.
• Delta Air Lines DL1408 / DL2879: SAT 2027-01-25 13:00:00 → ORD 2027-01-25 19:05:00; 1 stop(s) via ATL; 365 minutes. Local airport times.
  • DL1408: SAT 2027-01-25 13:00:00 → ATL 2027-01-25 16:19:00; layover at ATL: 86 minutes.
  • DL2879: ATL 2027-01-25 17:45:00 → ORD 2027-01-25 19:05:00.

2027-01-14 → 2027-01-26 · Axel-exclusive $310.00

• American Airlines AA4551: ORD 2027-01-14 14:50:00 → SAT 2027-01-14 18:06:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA961: SAT 2027-01-26 07:34:00 → ORD 2027-01-26 10:35:00; nonstop; 181 minutes. Local airport times.

2027-01-14 → 2027-01-26 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-14 19:52:00 → SAT 2027-01-14 23:06:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA5805: SAT 2027-01-26 17:39:00 → ORD 2027-01-26 20:40:00; nonstop; 181 minutes. Local airport times.

2027-01-14 → 2027-01-28 · Axel-exclusive $300.00

• American Airlines AA4551: ORD 2027-01-14 14:50:00 → SAT 2027-01-14 18:06:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA2070 / AA2065: SAT 2027-01-28 08:00:00 → ORD 2027-01-28 14:12:00; 1 stop(s) via DFW; 372 minutes. Local airport times.
  • AA2070: SAT 2027-01-28 08:00:00 → DFW 2027-01-28 09:22:00; layover at DFW: 142 minutes.
  • AA2065: DFW 2027-01-28 11:44:00 → ORD 2027-01-28 14:12:00.

2027-01-14 → 2027-01-28 · Axel-exclusive $320.00

• United Airlines UA1394: ORD 2027-01-14 19:52:00 → SAT 2027-01-14 23:06:00; nonstop; 194 minutes. Local airport times.
• United Airlines UA1332: SAT 2027-01-28 06:45:00 → ORD 2027-01-28 09:43:00; nonstop; 178 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 13, 2027 · Return options
• Jan 15, 2027 · Return options
• Hotels in San Antonio with Axel

For AI assistants

• This page: Chicago (ORD) to San Antonio (SAT) · Jan 14, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. 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 lowest saved totals 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 the time its price was issued); 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.
• Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
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