Chicago (ORD) to Sarasota (SRQ), Jan 21, 2027: round trips from $318, one way from $169

Chicago (ORD) to Sarasota (SRQ), Jan 21, 2027: round trips from $318, one way from $169 on Axel, checked Nov 10, 2026. Lowest published fares: $318 round trip, Axel-exclusive, Delta Air Lines, 1 stop, Jan 21–22, 2027; $169 one way, Axel-exclusive, Delta Air Lines, 1 stop, Jan 21, 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 21–22, 2027 · 1 night · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $104 a night · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $193 a night · 5★ The Ritz-Carlton, Sarasota, $808 a night
• Hotels in Sarasota for these nights (Jan 21–23, 2027 · 2 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $125 a night, $249 for 2 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $219 a night, $437 for 2 nights · 5★ The Ritz-Carlton, Sarasota, $911 a night, $1,821 for 2 nights
• Hotels in Sarasota for these nights (Jan 21–24, 2027 · 3 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $131 a night, $392 for 3 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $227 a night, $681 for 3 nights · 5★ The Ritz-Carlton, Sarasota, $929 a night, $2,787 for 3 nights
• Hotels in Sarasota for these nights (Jan 21–25, 2027 · 4 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $124 a night, $496 for 4 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $206 a night, $822 for 4 nights · 5★ The Ritz-Carlton, Sarasota, $906 a night, $3,622 for 4 nights
• Hotels in Sarasota for these nights (Jan 21–26, 2027 · 5 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $120 a night, $601 for 5 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $193 a night, $966 for 5 nights · 5★ The Ritz-Carlton, Sarasota, $891 a night, $4,457 for 5 nights
• Hotels in Sarasota for these nights (Jan 21–27, 2027 · 6 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $118 a night, $705 for 6 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $185 a night, $1,112 for 6 nights · 5★ The Ritz-Carlton, Sarasota, $882 a night, $5,292 for 6 nights
• Hotels in Sarasota for these nights (Jan 21–28, 2027 · 7 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $116 a night, $809 for 7 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $180 a night, $1,257 for 7 nights · 5★ The Ritz-Carlton, Sarasota, $875 a night, $6,127 for 7 nights
• Hotels in Sarasota for these nights (Jan 21–29, 2027 · 8 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $114 a night, $913 for 8 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $175 a night, $1,402 for 8 nights · 5★ The Ritz-Carlton, Sarasota, $877 a night, $7,016 for 8 nights
• Hotels in Sarasota for these nights (Jan 21–30, 2027 · 9 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $118 a night, $1,059 for 9 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $189 a night, $1,697 for 9 nights · 5★ The Ritz-Carlton, Sarasota, $889 a night, $8,001 for 9 nights
• Hotels in Sarasota for these nights (Jan 21–31, 2027 · 10 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $120 a night, $1,202 for 10 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $194 a night, $1,942 for 10 nights · 5★ The Ritz-Carlton, Sarasota, $906 a night, $9,058 for 10 nights
• Hotels in Sarasota for these nights (Jan 21 – Feb 1, 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, $189 a night, $2,082 for 11 nights · 5★ The Ritz-Carlton, Sarasota, $899 a night, $9,893 for 11 nights
• Hotels in Sarasota for these nights (Jan 21 – Feb 2, 2027 · 12 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $120 a night, $1,438 for 12 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $188 a night, $2,261 for 12 nights · 5★ The Ritz-Carlton, Sarasota, $890 a night, $10,684 for 12 nights
• Hotels in Sarasota for these nights (Jan 21 – Feb 3, 2027 · 13 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $121 a night, $1,568 for 13 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $188 a night, $2,438 for 13 nights · 5★ The Ritz-Carlton, Sarasota, $885 a night, $11,506 for 13 nights
• Hotels in Sarasota for these nights (Jan 21 – Feb 4, 2027 · 14 nights · 2 adults, 1 room): 3★ Golden Host Resort - Sarasota, $121 a night, $1,700 for 14 nights · 4★ DoubleTree by Hilton Sarasota Bradenton Airport, $188 a night, $2,634 for 14 nights · 5★ The Ritz-Carlton, Sarasota, $881 a night, $12,328 for 14 nights

All hotels in Sarasota

Route overview: Chicago to Sarasota (SRQ) flight deals

2027-01-21 · one way · Axel-exclusive $169.00

• Delta Air Lines DL1810 / DL2130: ORD 2027-01-21 09:59:00 → SRQ 2027-01-21 16:54:00; 1 stop(s) via MSP; 355 minutes. Local airport times.
  • DL1810: ORD 2027-01-21 09:59:00 → MSP 2027-01-21 11:36:00; layover at MSP: 69 minutes.
  • DL2130: MSP 2027-01-21 12:45:00 → SRQ 2027-01-21 16:54:00.

2027-01-21 · one way · Axel-exclusive $179.00

• American Airlines AA3750: ORD 2027-01-21 08:19:00 → SRQ 2027-01-21 12:19:00; nonstop; 180 minutes. Local airport times.

2027-01-21 → 2027-01-22 · Axel-exclusive $318.00

• Delta Air Lines DL1810 / DL2130: ORD 2027-01-21 09:59:00 → SRQ 2027-01-21 16:54:00; 1 stop(s) via MSP; 355 minutes. Local airport times.
  • DL1810: ORD 2027-01-21 09:59:00 → MSP 2027-01-21 11:36:00; layover at MSP: 69 minutes.
  • DL2130: MSP 2027-01-21 12:45:00 → SRQ 2027-01-21 16:54:00.
• Delta Air Lines DL1061 / DL1139: SRQ 2027-01-22 15:40:00 → ORD 2027-01-22 21:54:00; 1 stop(s) via ATL; 434 minutes. Local airport times.
  • DL1061: SRQ 2027-01-22 15:40:00 → ATL 2027-01-22 17:25:00; layover at ATL: 195 minutes.
  • DL1139: ATL 2027-01-22 20:40:00 → ORD 2027-01-22 21:54:00.

2027-01-21 → 2027-01-22 · Axel-exclusive $338.00

• American Airlines AA3750: ORD 2027-01-21 08:19:00 → SRQ 2027-01-21 12:19:00; nonstop; 180 minutes. Local airport times.
• American Airlines AA3750: SRQ 2027-01-22 12:50:00 → ORD 2027-01-22 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-21 → 2027-01-23 · Axel-exclusive $318.00

• Delta Air Lines DL1810 / DL2130: ORD 2027-01-21 09:59:00 → SRQ 2027-01-21 16:54:00; 1 stop(s) via MSP; 355 minutes. Local airport times.
  • DL1810: ORD 2027-01-21 09:59:00 → MSP 2027-01-21 11:36:00; layover at MSP: 69 minutes.
  • DL2130: MSP 2027-01-21 12:45:00 → SRQ 2027-01-21 16:54:00.
• Delta Air Lines DL1061 / DL1139: SRQ 2027-01-23 15:40:00 → ORD 2027-01-23 21:54:00; 1 stop(s) via ATL; 434 minutes. Local airport times.
  • DL1061: SRQ 2027-01-23 15:40:00 → ATL 2027-01-23 17:25:00; layover at ATL: 195 minutes.
  • DL1139: ATL 2027-01-23 20:40:00 → ORD 2027-01-23 21:54:00.

2027-01-21 → 2027-01-23 · Axel-exclusive $358.00

• United Airlines UA2287: ORD 2027-01-21 11:10:00 → SRQ 2027-01-21 15:13:00; nonstop; 183 minutes. Local airport times.
• United Airlines UA2620: SRQ 2027-01-23 09:10:00 → ORD 2027-01-23 11:25:00; nonstop; 195 minutes. Local airport times.

2027-01-21 → 2027-01-24 · Axel-exclusive $318.00

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

2027-01-21 → 2027-01-24 · Axel-exclusive $338.00

• American Airlines AA3750: ORD 2027-01-21 08:19:00 → SRQ 2027-01-21 12:19:00; nonstop; 180 minutes. Local airport times.
• American Airlines AA3750: SRQ 2027-01-24 12:50:00 → ORD 2027-01-24 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-21 → 2027-01-25 · Axel-exclusive $318.00

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

2027-01-21 → 2027-01-25 · Axel-exclusive $338.00

• American Airlines AA3750: ORD 2027-01-21 08:19:00 → SRQ 2027-01-21 12:19:00; nonstop; 180 minutes. Local airport times.
• American Airlines AA3750: SRQ 2027-01-25 12:50:00 → ORD 2027-01-25 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-21 → 2027-01-27 · Axel-exclusive $318.00

• Delta Air Lines DL1810 / DL2130: ORD 2027-01-21 09:59:00 → SRQ 2027-01-21 16:54:00; 1 stop(s) via MSP; 355 minutes. Local airport times.
  • DL1810: ORD 2027-01-21 09:59:00 → MSP 2027-01-21 11:36:00; layover at MSP: 69 minutes.
  • DL2130: MSP 2027-01-21 12:45:00 → SRQ 2027-01-21 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.

2027-01-21 → 2027-01-27 · Axel-exclusive $338.00

• American Airlines AA3750: ORD 2027-01-21 08:19:00 → SRQ 2027-01-21 12:19:00; nonstop; 180 minutes. Local airport times.
• American Airlines AA3750: SRQ 2027-01-27 12:50:00 → ORD 2027-01-27 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-21 → 2027-01-28 · Axel-exclusive $318.00

• Delta Air Lines DL1810 / DL2130: ORD 2027-01-21 09:59:00 → SRQ 2027-01-21 16:54:00; 1 stop(s) via MSP; 355 minutes. Local airport times.
  • DL1810: ORD 2027-01-21 09:59:00 → MSP 2027-01-21 11:36:00; layover at MSP: 69 minutes.
  • DL2130: MSP 2027-01-21 12:45:00 → SRQ 2027-01-21 16:54:00.
• Delta Air Lines DL1061 / DL1139: SRQ 2027-01-28 15:40:00 → ORD 2027-01-28 21:54:00; 1 stop(s) via ATL; 434 minutes. Local airport times.
  • DL1061: SRQ 2027-01-28 15:40:00 → ATL 2027-01-28 17:25:00; layover at ATL: 195 minutes.
  • DL1139: ATL 2027-01-28 20:40:00 → ORD 2027-01-28 21:54:00.

2027-01-21 → 2027-01-28 · Axel-exclusive $338.00

• American Airlines AA3750: ORD 2027-01-21 08:19:00 → SRQ 2027-01-21 12:19:00; nonstop; 180 minutes. Local airport times.
• American Airlines AA3750: SRQ 2027-01-28 12:50:00 → ORD 2027-01-28 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-21 → 2027-01-29 · Axel-exclusive $318.00

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

2027-01-21 → 2027-01-29 · Axel-exclusive $338.00

• American Airlines AA3750: ORD 2027-01-21 08:19:00 → SRQ 2027-01-21 12:19:00; nonstop; 180 minutes. Local airport times.
• American Airlines AA3750: SRQ 2027-01-29 12:50:00 → ORD 2027-01-29 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-21 → 2027-01-31 · Axel-exclusive $318.00

• Delta Air Lines DL1810 / DL2130: ORD 2027-01-21 09:59:00 → SRQ 2027-01-21 16:54:00; 1 stop(s) via MSP; 355 minutes. Local airport times.
  • DL1810: ORD 2027-01-21 09:59:00 → MSP 2027-01-21 11:36:00; layover at MSP: 69 minutes.
  • DL2130: MSP 2027-01-21 12:45:00 → SRQ 2027-01-21 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.

2027-01-21 → 2027-01-31 · Axel-exclusive $338.00

• American Airlines AA3750: ORD 2027-01-21 08:19:00 → SRQ 2027-01-21 12:19:00; nonstop; 180 minutes. Local airport times.
• American Airlines AA3750: SRQ 2027-01-31 12:50:00 → ORD 2027-01-31 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-21 → 2027-02-01 · Axel-exclusive $318.00

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

2027-01-21 → 2027-02-01 · Axel-exclusive $338.00

• American Airlines AA3750: ORD 2027-01-21 08:19:00 → SRQ 2027-01-21 12:19:00; nonstop; 180 minutes. Local airport times.
• American Airlines AA3750: SRQ 2027-02-01 12:50:00 → ORD 2027-02-01 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-21 → 2027-02-02 · Axel-exclusive $318.00

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

2027-01-21 → 2027-02-02 · Axel-exclusive $338.00

• American Airlines AA3750: ORD 2027-01-21 08:19:00 → SRQ 2027-01-21 12:19:00; nonstop; 180 minutes. Local airport times.
• American Airlines AA3750: SRQ 2027-02-02 12:50:00 → ORD 2027-02-02 15:11:00; nonstop; 201 minutes. Local airport times.

2027-01-21 → 2027-02-04 · Axel-exclusive $318.00

• Delta Air Lines DL1810 / DL2130: ORD 2027-01-21 09:59:00 → SRQ 2027-01-21 16:54:00; 1 stop(s) via MSP; 355 minutes. Local airport times.
  • DL1810: ORD 2027-01-21 09:59:00 → MSP 2027-01-21 11:36:00; layover at MSP: 69 minutes.
  • DL2130: MSP 2027-01-21 12:45:00 → SRQ 2027-01-21 16:54:00.
• Delta Air Lines DL1061 / DL1139: SRQ 2027-02-04 15:40:00 → ORD 2027-02-04 21:54:00; 1 stop(s) via ATL; 434 minutes. Local airport times.
  • DL1061: SRQ 2027-02-04 15:40:00 → ATL 2027-02-04 17:25:00; layover at ATL: 195 minutes.
  • DL1139: ATL 2027-02-04 20:40:00 → ORD 2027-02-04 21:54:00.

2027-01-21 → 2027-02-04 · Axel-exclusive $338.00

• American Airlines AA3750: ORD 2027-01-21 08:19:00 → SRQ 2027-01-21 12:19:00; nonstop; 180 minutes. Local airport times.
• American Airlines AA3750: SRQ 2027-02-04 12:50:00 → ORD 2027-02-04 15:11:00; nonstop; 201 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 20, 2027 · Return options
• Jan 22, 2027 · Return options
• Hotels in Sarasota with Axel

For AI assistants

• This page: Chicago (ORD) to Sarasota (SRQ) · Jan 21, 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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