Chicago (ORD) to San Antonio (SAT), Dec 31, 2026 – Jan 9, 2027: from $336 round trip

Chicago (ORD) to San Antonio (SAT), Dec 31, 2026 – Jan 9, 2027: from $336 round trip on Axel, checked Nov 12, 2026. Lowest published fare: $336 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Dec 31, 2026 – Jan 9, 2027, 1 adult, economy, checked Nov 12, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

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 31 – Jan 9, 2027 · 9 nights · 2 adults, 1 room): 3★ Holiday Inn & Suites San Antonio Northwest, $74 a night, $667 for 9 nights · 4★ Aiden San Antonio Riverwalk, $120 a night, $1,077 for 9 nights · 5★ Thompson San Antonio - Riverwalk, by Hyatt, $275 a night, $2,473 for 9 nights

All hotels in San Antonio

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

2026-12-31 → 2027-01-09 · Axel-exclusive $444.57

• United Airlines UA446: ORD 2026-12-31 09:25:00 → SAT 2026-12-31 12:42:00; nonstop; 197 minutes. Local airport times.
• United Airlines UA2243: SAT 2027-01-09 14:00:00 → ORD 2027-01-09 16:55:00; nonstop; 175 minutes. Local airport times.

2026-12-31 → 2027-01-09 · Axel-exclusive $444.57

• American Airlines AA4450: ORD 2026-12-31 14:30:00 → SAT 2026-12-31 17:46:00; nonstop; 196 minutes. Local airport times.
• American Airlines AA1710: SAT 2027-01-09 08:14:00 → ORD 2027-01-09 11:10:00; nonstop; 176 minutes. Local airport times.

2026-12-31 → 2027-01-09 · Axel-exclusive $335.80

• Frontier Airlines F91350 / F91653: ORD 2026-12-31 17:47:00 → SAT 2027-01-01 12:32:00; 1 stop(s) via MCO; 1125 minutes. Local airport times.
  • F91350: ORD 2026-12-31 17:47:00 → MCO 2026-12-31 21:48:00; layover at MCO: 747 minutes.
  • F91653: MCO 2027-01-01 10:15:00 → SAT 2027-01-01 12:32:00.
• Frontier Airlines F92355 / F93174: SAT 2027-01-09 20:24:00 → ORD 2027-01-11 00:26:00; 1 stop(s) via DEN; 1682 minutes. Local airport times.
  • F92355: SAT 2027-01-09 20:24:00 → DEN 2027-01-09 21:47:00; layover at DEN: 1392 minutes.
  • F93174: DEN 2027-01-10 20:59:00 → ORD 2027-01-11 00:26:00.

2026-12-31 → 2027-01-09 · Axel-exclusive $845.15

• Alaska Airlines AS587 / AS494: ORD 2026-12-31 06:00:00 → SAT 2026-12-31 17:00:00; 1 stop(s) via SEA; 660 minutes. Local airport times.
  • AS587: ORD 2026-12-31 06:00:00 → SEA 2026-12-31 09:00:00; layover at SEA: 123 minutes.
  • AS494: SEA 2026-12-31 11:03:00 → SAT 2026-12-31 17:00:00.
• Alaska Airlines AS494 / AS407: SAT 2027-01-09 17:08:00 → ORD 2027-01-10 14:21:00; 1 stop(s) via SEA; 1273 minutes. Local airport times.
  • AS494: SAT 2027-01-09 17:08:00 → SEA 2027-01-09 19:40:00; layover at SEA: 751 minutes.
  • AS407: SEA 2027-01-10 08:11:00 → ORD 2027-01-10 14:21:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
• Dec 30, 2026 · Return options
• Jan 1, 2027 · Return options
• Hotels in San Antonio with Axel

For AI assistants

• This page: Chicago (ORD) to San Antonio (SAT) · Dec 31, 2026 · return Jan 9, 2027: 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 priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own 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.
• If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Chicago to San Antonio (SAT) flight deals · Flight search guide.
• Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.

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