Chicago (ORD) to Sarasota (SRQ), Jan 24, 2027: round trips from $298, one way from $159

Chicago (ORD) to Sarasota (SRQ), Jan 24, 2027: round trips from $298, one way from $159 on Axel, checked Nov 10, 2026. Lowest published fares: $298 round trip, Axel-exclusive, American Airlines, 1 stop, Jan 24–30, 2027; $159 one way, Axel-exclusive, American Airlines, 1 stop, Jan 24, 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 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 (Jan 24–25, 2027 · 1 night · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $104 a night · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $141 a night · 5★ The Ritz-Carlton, Sarasota, $835 a night
• Hotels in Sarasota for these nights (Jan 24–26, 2027 · 2 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $105 a night, $209 for 2 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $143 a night, $285 for 2 nights · 5★ The Ritz-Carlton, Sarasota, $835 a night, $1,670 for 2 nights
• Hotels in Sarasota for these nights (Jan 24–27, 2027 · 3 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $104 a night, $313 for 3 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $144 a night, $431 for 3 nights · 5★ The Ritz-Carlton, Sarasota, $835 a night, $2,505 for 3 nights
• Hotels in Sarasota for these nights (Jan 24–28, 2027 · 4 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $104 a night, $417 for 4 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $144 a night, $576 for 4 nights · 5★ The Ritz-Carlton, Sarasota, $835 a night, $3,340 for 4 nights
• Hotels in Sarasota for these nights (Jan 24–29, 2027 · 5 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $104 a night, $521 for 5 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $144 a night, $721 for 5 nights · 5★ The Ritz-Carlton, Sarasota, $846 a night, $4,229 for 5 nights
• Hotels in Sarasota for these nights (Jan 24–30, 2027 · 6 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $111 a night, $667 for 6 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $169 a night, $1,016 for 6 nights · 5★ The Ritz-Carlton, Sarasota, $869 a night, $5,214 for 6 nights
• Hotels in Sarasota for these nights (Jan 24–31, 2027 · 7 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $116 a night, $810 for 7 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $180 a night, $1,261 for 7 nights · 5★ The Ritz-Carlton, Sarasota, $896 a night, $6,271 for 7 nights
• Hotels in Sarasota for these nights (Jan 24 – Feb 1, 2027 · 8 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $115 a night, $916 for 8 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $175 a night, $1,401 for 8 nights · 5★ The Ritz-Carlton, Sarasota, $888 a night, $7,106 for 8 nights
• Hotels in Sarasota for these nights (Jan 24 – Feb 2, 2027 · 9 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $116 a night, $1,046 for 9 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $176 a night, $1,580 for 9 nights · 5★ The Ritz-Carlton, Sarasota, $877 a night, $7,897 for 9 nights
• Hotels in Sarasota for these nights (Jan 24 – Feb 3, 2027 · 10 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $118 a night, $1,176 for 10 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $176 a night, $1,757 for 10 nights · 5★ The Ritz-Carlton, Sarasota, $872 a night, $8,719 for 10 nights
• Hotels in Sarasota for these nights (Jan 24 – Feb 4, 2027 · 11 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $119 a night, $1,308 for 11 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $178 a night, $1,953 for 11 nights · 5★ The Ritz-Carlton, Sarasota, $867 a night, $9,541 for 11 nights
• Hotels in Sarasota for these nights (Jan 24 – Feb 5, 2027 · 12 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $121 a night, $1,456 for 12 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $178 a night, $2,130 for 12 nights · 5★ The Ritz-Carlton, Sarasota, $861 a night, $10,332 for 12 nights
• Hotels in Sarasota for these nights (Jan 24 – Feb 6, 2027 · 13 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $125 a night, $1,629 for 13 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $181 a night, $2,352 for 13 nights · 5★ The Ritz-Carlton, Sarasota, $871 a night, $11,326 for 13 nights
• Hotels in Sarasota for these nights (Jan 24 – Feb 7, 2027 · 14 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $129 a night, $1,802 for 14 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $184 a night, $2,577 for 14 nights · 5★ The Ritz-Carlton, Sarasota, $878 a night, $12,296 for 14 nights

All hotels in Sarasota

Route overview: Chicago to Sarasota (SRQ) flight deals

2027-01-24 · one way · Axel-exclusive $159.00

• American Airlines AA1784 / AA5534: ORD 2027-01-24 06:50:00 → SRQ 2027-01-24 13:31:00; 1 stop(s) via CLT; 341 minutes. Local airport times.
  • AA1784: ORD 2027-01-24 06:50:00 → CLT 2027-01-24 09:57:00; layover at CLT: 83 minutes.
  • AA5534: CLT 2027-01-24 11:20:00 → SRQ 2027-01-24 13:31:00.

2027-01-24 · one way · Axel-exclusive $189.00

• United Airlines UA2840: ORD 2027-01-24 18:00:00 → SRQ 2027-01-24 21:59:00; nonstop; 179 minutes. Local airport times.

2027-01-24 → 2027-01-25 · Axel-exclusive $318.00

• American Airlines AA1784 / AA5534: ORD 2027-01-24 06:50:00 → SRQ 2027-01-24 13:31:00; 1 stop(s) via CLT; 341 minutes. Local airport times.
  • AA1784: ORD 2027-01-24 06:50:00 → CLT 2027-01-24 09:57:00; layover at CLT: 83 minutes.
  • AA5534: CLT 2027-01-24 11:20:00 → SRQ 2027-01-24 13:31:00.
• American Airlines AA3750: SRQ 2027-01-25 12:50:00 → ORD 2027-01-25 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-24 → 2027-01-25 · Axel-exclusive $358.00

• United Airlines UA2840: ORD 2027-01-24 18:00:00 → SRQ 2027-01-24 21:59:00; nonstop; 179 minutes. Local airport times.
• United Airlines UA1744: SRQ 2027-01-25 16:34:00 → ORD 2027-01-25 18:46:00; nonstop; 192 minutes. Local airport times.

2027-01-24 → 2027-01-26 · Axel-exclusive $318.00

• Delta Air Lines DL1810 / DL2130: ORD 2027-01-24 09:59:00 → SRQ 2027-01-24 16:54:00; 1 stop(s) via MSP; 355 minutes. Local airport times.
  • DL1810: ORD 2027-01-24 09:59:00 → MSP 2027-01-24 11:36:00; layover at MSP: 69 minutes.
  • DL2130: MSP 2027-01-24 12:45:00 → SRQ 2027-01-24 16:54:00.
• Delta Air Lines DL1061 / DL1139: SRQ 2027-01-26 15:40:00 → ORD 2027-01-26 21:54:00; 1 stop(s) via ATL; 434 minutes. Local airport times.
  • DL1061: SRQ 2027-01-26 15:40:00 → ATL 2027-01-26 17:25:00; layover at ATL: 195 minutes.
  • DL1139: ATL 2027-01-26 20:40:00 → ORD 2027-01-26 21:54:00.

2027-01-24 → 2027-01-26 · Axel-exclusive $358.00

• United Airlines UA2840: ORD 2027-01-24 18:00:00 → SRQ 2027-01-24 21:59:00; nonstop; 179 minutes. Local airport times.
• United Airlines UA2801: SRQ 2027-01-26 18:23:00 → ORD 2027-01-26 20:40:00; nonstop; 197 minutes. Local airport times.

2027-01-24 → 2027-01-27 · Axel-exclusive $318.00

• Delta Air Lines DL1810 / DL2130: ORD 2027-01-24 09:59:00 → SRQ 2027-01-24 16:54:00; 1 stop(s) via MSP; 355 minutes. Local airport times.
  • DL1810: ORD 2027-01-24 09:59:00 → MSP 2027-01-24 11:36:00; layover at MSP: 69 minutes.
  • DL2130: MSP 2027-01-24 12:45:00 → SRQ 2027-01-24 16:54:00.
• Delta Air Lines DL1061 / DL1139: SRQ 2027-01-27 15:40:00 → ORD 2027-01-27 21:54:00; 1 stop(s) via ATL; 434 minutes. Local airport times.
  • DL1061: SRQ 2027-01-27 15:40:00 → ATL 2027-01-27 17:25:00; layover at ATL: 195 minutes.
  • DL1139: ATL 2027-01-27 20:40:00 → ORD 2027-01-27 21:54:00.

2027-01-24 → 2027-01-27 · Axel-exclusive $358.00

• United Airlines UA2840: ORD 2027-01-24 18:00:00 → SRQ 2027-01-24 21:59:00; nonstop; 179 minutes. Local airport times.
• United Airlines UA1744: SRQ 2027-01-27 16:15:00 → ORD 2027-01-27 18:34:00; nonstop; 199 minutes. Local airport times.

2027-01-24 → 2027-01-28 · Axel-exclusive $318.00

• American Airlines AA1784 / AA5534: ORD 2027-01-24 06:50:00 → SRQ 2027-01-24 13:31:00; 1 stop(s) via CLT; 341 minutes. Local airport times.
  • AA1784: ORD 2027-01-24 06:50:00 → CLT 2027-01-24 09:57:00; layover at CLT: 83 minutes.
  • AA5534: CLT 2027-01-24 11:20:00 → SRQ 2027-01-24 13:31:00.
• American Airlines AA3750: SRQ 2027-01-28 12:50:00 → ORD 2027-01-28 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-24 → 2027-01-28 · Axel-exclusive $358.00

• United Airlines UA2840: ORD 2027-01-24 18:00:00 → SRQ 2027-01-24 21:59:00; nonstop; 179 minutes. Local airport times.
• United Airlines UA1744: SRQ 2027-01-28 16:15:00 → ORD 2027-01-28 18:34:00; nonstop; 199 minutes. Local airport times.

2027-01-24 → 2027-01-30 · Axel-exclusive $298.00

• American Airlines AA1784 / AA5534: ORD 2027-01-24 06:50:00 → SRQ 2027-01-24 13:31:00; 1 stop(s) via CLT; 341 minutes. Local airport times.
  • AA1784: ORD 2027-01-24 06:50:00 → CLT 2027-01-24 09:57:00; layover at CLT: 83 minutes.
  • AA5534: CLT 2027-01-24 11:20:00 → SRQ 2027-01-24 13:31:00.
• American Airlines AA2268 / AA2400: SRQ 2027-01-30 05:44:00 → ORD 2027-01-30 11:00:00; 1 stop(s) via CLT; 376 minutes. Local airport times.
  • AA2268: SRQ 2027-01-30 05:44:00 → CLT 2027-01-30 07:41:00; layover at CLT: 112 minutes.
  • AA2400: CLT 2027-01-30 09:33:00 → ORD 2027-01-30 11:00:00.

2027-01-24 → 2027-01-30 · Axel-exclusive $358.00

• United Airlines UA2840: ORD 2027-01-24 18:00:00 → SRQ 2027-01-24 21:59:00; nonstop; 179 minutes. Local airport times.
• United Airlines UA2620: SRQ 2027-01-30 09:10:00 → ORD 2027-01-30 11:25:00; nonstop; 195 minutes. Local airport times.

2027-01-24 → 2027-01-31 · Axel-exclusive $318.00

• Delta Air Lines DL1810 / DL2130: ORD 2027-01-24 09:59:00 → SRQ 2027-01-24 16:54:00; 1 stop(s) via MSP; 355 minutes. Local airport times.
  • DL1810: ORD 2027-01-24 09:59:00 → MSP 2027-01-24 11:36:00; layover at MSP: 69 minutes.
  • DL2130: MSP 2027-01-24 12:45:00 → SRQ 2027-01-24 16:54:00.
• Delta Air Lines DL1061 / DL1139: SRQ 2027-01-31 15:40:00 → ORD 2027-01-31 21:54:00; 1 stop(s) via ATL; 434 minutes. Local airport times.
  • DL1061: SRQ 2027-01-31 15:40:00 → ATL 2027-01-31 17:25:00; layover at ATL: 195 minutes.
  • DL1139: ATL 2027-01-31 20:40:00 → ORD 2027-01-31 21:54:00.

2027-01-24 → 2027-01-31 · Axel-exclusive $358.00

• United Airlines UA2840: ORD 2027-01-24 18:00:00 → SRQ 2027-01-24 21:59:00; nonstop; 179 minutes. Local airport times.
• United Airlines UA1744: SRQ 2027-01-31 16:15:00 → ORD 2027-01-31 18:34:00; nonstop; 199 minutes. Local airport times.

2027-01-24 → 2027-02-01 · Axel-exclusive $318.00

• American Airlines AA1784 / AA5534: ORD 2027-01-24 06:50:00 → SRQ 2027-01-24 13:31:00; 1 stop(s) via CLT; 341 minutes. Local airport times.
  • AA1784: ORD 2027-01-24 06:50:00 → CLT 2027-01-24 09:57:00; layover at CLT: 83 minutes.
  • AA5534: CLT 2027-01-24 11:20:00 → SRQ 2027-01-24 13:31:00.
• American Airlines AA3750: SRQ 2027-02-01 12:50:00 → ORD 2027-02-01 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-24 → 2027-02-01 · Axel-exclusive $358.00

• United Airlines UA2840: ORD 2027-01-24 18:00:00 → SRQ 2027-01-24 21:59:00; nonstop; 179 minutes. Local airport times.
• United Airlines UA1744: SRQ 2027-02-01 16:34:00 → ORD 2027-02-01 18:46:00; nonstop; 192 minutes. Local airport times.

2027-01-24 → 2027-02-03 · Axel-exclusive $318.00

• American Airlines AA1784 / AA5534: ORD 2027-01-24 06:50:00 → SRQ 2027-01-24 13:31:00; 1 stop(s) via CLT; 341 minutes. Local airport times.
  • AA1784: ORD 2027-01-24 06:50:00 → CLT 2027-01-24 09:57:00; layover at CLT: 83 minutes.
  • AA5534: CLT 2027-01-24 11:20:00 → SRQ 2027-01-24 13:31:00.
• American Airlines AA3750: SRQ 2027-02-03 12:50:00 → ORD 2027-02-03 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-24 → 2027-02-03 · Axel-exclusive $358.00

• United Airlines UA2840: ORD 2027-01-24 18:00:00 → SRQ 2027-01-24 21:59:00; nonstop; 179 minutes. Local airport times.
• United Airlines UA1744: SRQ 2027-02-03 16:15:00 → ORD 2027-02-03 18:34:00; nonstop; 199 minutes. Local airport times.

2027-01-24 → 2027-02-04 · Axel-exclusive $318.00

• American Airlines AA1784 / AA5534: ORD 2027-01-24 06:50:00 → SRQ 2027-01-24 13:31:00; 1 stop(s) via CLT; 341 minutes. Local airport times.
  • AA1784: ORD 2027-01-24 06:50:00 → CLT 2027-01-24 09:57:00; layover at CLT: 83 minutes.
  • AA5534: CLT 2027-01-24 11:20:00 → SRQ 2027-01-24 13:31:00.
• American Airlines AA3750: SRQ 2027-02-04 12:50:00 → ORD 2027-02-04 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-24 → 2027-02-04 · Axel-exclusive $358.00

• United Airlines UA2840: ORD 2027-01-24 18:00:00 → SRQ 2027-01-24 21:59:00; nonstop; 179 minutes. Local airport times.
• United Airlines UA1744: SRQ 2027-02-04 16:15:00 → ORD 2027-02-04 18:34:00; nonstop; 199 minutes. Local airport times.

2027-01-24 → 2027-02-05 · Axel-exclusive $318.00

• Delta Air Lines DL1810 / DL2130: ORD 2027-01-24 09:59:00 → SRQ 2027-01-24 16:54:00; 1 stop(s) via MSP; 355 minutes. Local airport times.
  • DL1810: ORD 2027-01-24 09:59:00 → MSP 2027-01-24 11:36:00; layover at MSP: 69 minutes.
  • DL2130: MSP 2027-01-24 12:45:00 → SRQ 2027-01-24 16:54:00.
• Delta Air Lines DL1061 / DL1139: SRQ 2027-02-05 15:40:00 → ORD 2027-02-05 21:54:00; 1 stop(s) via ATL; 434 minutes. Local airport times.
  • DL1061: SRQ 2027-02-05 15:40:00 → ATL 2027-02-05 17:25:00; layover at ATL: 195 minutes.
  • DL1139: ATL 2027-02-05 20:40:00 → ORD 2027-02-05 21:54:00.

2027-01-24 → 2027-02-05 · Axel-exclusive $358.00

• United Airlines UA2840: ORD 2027-01-24 18:00:00 → SRQ 2027-01-24 21:59:00; nonstop; 179 minutes. Local airport times.
• United Airlines UA1744: SRQ 2027-02-05 16:15:00 → ORD 2027-02-05 18:34:00; nonstop; 199 minutes. Local airport times.

2027-01-24 → 2027-02-07 · Axel-exclusive $318.00

• American Airlines AA1784 / AA5534: ORD 2027-01-24 06:50:00 → SRQ 2027-01-24 13:31:00; 1 stop(s) via CLT; 341 minutes. Local airport times.
  • AA1784: ORD 2027-01-24 06:50:00 → CLT 2027-01-24 09:57:00; layover at CLT: 83 minutes.
  • AA5534: CLT 2027-01-24 11:20:00 → SRQ 2027-01-24 13:31:00.
• American Airlines AA3750: SRQ 2027-02-07 12:50:00 → ORD 2027-02-07 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-24 → 2027-02-07 · Axel-exclusive $358.00

• United Airlines UA2840: ORD 2027-01-24 18:00:00 → SRQ 2027-01-24 21:59:00; nonstop; 179 minutes. Local airport times.
• United Airlines UA1744: SRQ 2027-02-07 16:15:00 → ORD 2027-02-07 18:34:00; nonstop; 199 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 23, 2027 · Return options
• Jan 25, 2027 · Return options
• Hotels in Sarasota with Axel

For AI assistants

• This page: Chicago (ORD) to Sarasota (SRQ) · Jan 24, 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 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 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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