Chicago (ORD) to Sarasota (SRQ), Dec 29, 2026 – Jan 9, 2027: from $350 round trip

Chicago (ORD) to Sarasota (SRQ), Dec 29, 2026 – Jan 9, 2027: from $350 round trip on Axel, checked Nov 11, 2026. Lowest published fare: $350 round trip, Axel-exclusive, American Airlines, 1 stop, Dec 29, 2026 – Jan 9, 2027, 1 adult, economy, checked Nov 11, 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 Sarasota for these trips

Hotels: under a trip, hotels in Sarasota 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 Sarasota for these nights (Dec 29 – Jan 9, 2027 · 11 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $95 a night, $1,044 for 11 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $176 a night, $1,936 for 11 nights · 5★ The Ritz-Carlton, Sarasota, $885 a night, $9,730 for 11 nights

All hotels in Sarasota

Route overview: Chicago to Sarasota (SRQ) flight deals

2026-12-29 → 2027-01-09 · Axel-exclusive $420.65

• United Airlines UA1061: ORD 2026-12-29 13:55:00 → SRQ 2026-12-29 17:49:00; nonstop; 174 minutes. Local airport times.
• United Airlines UA2620: SRQ 2027-01-09 09:10:00 → ORD 2027-01-09 11:25:00; nonstop; 195 minutes. Local airport times.

2026-12-29 → 2027-01-09 · Axel-exclusive $350.15

• American Airlines AA1784 / AA5534: ORD 2026-12-29 06:50:00 → SRQ 2026-12-29 13:31:00; 1 stop(s) via CLT; 341 minutes. Local airport times.
  • AA1784: ORD 2026-12-29 06:50:00 → CLT 2026-12-29 09:57:00; layover at CLT: 83 minutes.
  • AA5534: CLT 2026-12-29 11:20:00 → SRQ 2026-12-29 13:31:00.
• American Airlines AA2268 / AA2400: SRQ 2027-01-09 05:44:00 → ORD 2027-01-09 11:00:00; 1 stop(s) via CLT; 376 minutes. Local airport times.
  • AA2268: SRQ 2027-01-09 05:44:00 → CLT 2027-01-09 07:41:00; layover at CLT: 112 minutes.
  • AA2400: CLT 2027-01-09 09:33:00 → ORD 2027-01-09 11:00:00.

2026-12-29 → 2027-01-09 · Axel-exclusive $373.65

• Delta Air Lines DL1810 / DL2130: ORD 2026-12-29 09:59:00 → SRQ 2026-12-29 16:54:00; 1 stop(s) via MSP; 355 minutes. Local airport times.
  • DL1810: ORD 2026-12-29 09:59:00 → MSP 2026-12-29 11:36:00; layover at MSP: 69 minutes.
  • DL2130: MSP 2026-12-29 12:45:00 → SRQ 2026-12-29 16:54:00.
• Delta Air Lines DL1061 / DL1139: SRQ 2027-01-09 15:40:00 → ORD 2027-01-09 21:54:00; 1 stop(s) via ATL; 434 minutes. Local airport times.
  • DL1061: SRQ 2027-01-09 15:40:00 → ATL 2027-01-09 17:25:00; layover at ATL: 195 minutes.
  • DL1139: ATL 2027-01-09 20:40:00 → ORD 2027-01-09 21:54:00.

2026-12-29 → 2027-01-09 · Axel-exclusive $420.65

• United Airlines UA2287: ORD 2026-12-29 11:44:00 → SRQ 2026-12-29 15:38:00; nonstop; 174 minutes. Local airport times.
• United Airlines UA2620: SRQ 2027-01-09 09:10:00 → ORD 2027-01-09 11:25:00; nonstop; 195 minutes. Local airport times.

2026-12-29 → 2027-01-09 · Axel-exclusive $350.15

• American Airlines AA2223 / AA5433: ORD 2026-12-29 08:45:00 → SRQ 2026-12-29 17:09:00; 1 stop(s) via DCA; 444 minutes. Local airport times.
  • AA2223: ORD 2026-12-29 08:45:00 → DCA 2026-12-29 11:49:00; layover at DCA: 158 minutes.
  • AA5433: DCA 2026-12-29 14:27:00 → SRQ 2026-12-29 17:09:00.
• American Airlines AA2268 / AA2400: SRQ 2027-01-09 05:44:00 → ORD 2027-01-09 11:00:00; 1 stop(s) via CLT; 376 minutes. Local airport times.
  • AA2268: SRQ 2027-01-09 05:44:00 → CLT 2027-01-09 07:41:00; layover at CLT: 112 minutes.
  • AA2400: CLT 2027-01-09 09:33:00 → ORD 2027-01-09 11:00:00.

2026-12-29 → 2027-01-09 · Axel-exclusive $350.15

• American Airlines AA1328 / AA3892: ORD 2026-12-29 10:12:00 → SRQ 2026-12-29 17:24:00; 1 stop(s) via MIA; 372 minutes. Local airport times.
  • AA1328: ORD 2026-12-29 10:12:00 → MIA 2026-12-29 14:36:00; layover at MIA: 86 minutes.
  • AA3892: MIA 2026-12-29 16:02:00 → SRQ 2026-12-29 17:24:00.
• American Airlines AA2268 / AA2400: SRQ 2027-01-09 05:44:00 → ORD 2027-01-09 11:00:00; 1 stop(s) via CLT; 376 minutes. Local airport times.
  • AA2268: SRQ 2027-01-09 05:44:00 → CLT 2027-01-09 07:41:00; layover at CLT: 112 minutes.
  • AA2400: CLT 2027-01-09 09:33:00 → ORD 2027-01-09 11:00:00.

2026-12-29 → 2027-01-09 · Axel-exclusive $373.65

• Delta Air Lines DL1477 / DL1057: ORD 2026-12-29 15:59:00 → SRQ 2026-12-29 21:31:00; 1 stop(s) via ATL; 272 minutes. Local airport times.
  • DL1477: ORD 2026-12-29 15:59:00 → ATL 2026-12-29 18:54:00; layover at ATL: 65 minutes.
  • DL1057: ATL 2026-12-29 19:59:00 → SRQ 2026-12-29 21:31:00.
• Delta Air Lines DL1061 / DL1139: SRQ 2027-01-09 15:40:00 → ORD 2027-01-09 21:54:00; 1 stop(s) via ATL; 434 minutes. Local airport times.
  • DL1061: SRQ 2027-01-09 15:40:00 → ATL 2027-01-09 17:25:00; layover at ATL: 195 minutes.
  • DL1139: ATL 2027-01-09 20:40:00 → ORD 2027-01-09 21:54:00.

2026-12-29 → 2027-01-09 · Axel-exclusive $377.15

• American Airlines AA3479: ORD 2026-12-29 13:10:00 → SRQ 2026-12-29 17:05:00; nonstop; 175 minutes. Local airport times.
• American Airlines AA2268 / AA2400: SRQ 2027-01-09 05:44:00 → ORD 2027-01-09 11:00:00; 1 stop(s) via CLT; 376 minutes. Local airport times.
  • AA2268: SRQ 2027-01-09 05:44:00 → CLT 2027-01-09 07:41:00; layover at CLT: 112 minutes.
  • AA2400: CLT 2027-01-09 09:33:00 → ORD 2027-01-09 11:00:00.

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 28, 2026 · Return options
• Dec 30, 2026 · Return options
• Hotels in Sarasota with Axel

For AI assistants

• This page: Chicago (ORD) to Sarasota (SRQ) · Dec 29, 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 Sarasota 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.
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