
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $253 (Southwest) |
One-way from | $98 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $388 |
Good round-trip deal | $143 or less |
Good one-way deal | $51 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoSarasota
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Wed 10/28
8:15 am-3:45 pm
1 stop6h 30m
Sarasota Bradenton Intl
Tue 11/10
4:55 pm-9:10 pm
1 stop5h 15m
ChicagoSarasota
MDW - SRQ
MDWSRQ
Chicago Midway
Tue 6/9
8:20 am-4:10 pm
1 stop6h 50m
Sarasota Bradenton Intl
Tue 6/16
7:25 am-2:05 pm
2 stops7h 40m
ChicagoSarasota
MDW - SRQ
MDWSRQ
Chicago Midway
Wed 6/3
12:50 pm-9:15 pm
2 stops7h 25m
Sarasota Bradenton Intl
Mon 6/8
6:30 pm-9:55 pm
1 stop4h 25m
ChicagoSarasota
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Wed 11/4
6:00 am-1:54 pm
1 stop6h 54m
Sarasota Bradenton Intl
Tue 11/10
11:45 am-5:47 pm
1 stop7h 02m
ChicagoSarasota
MDW - SRQ
MDWSRQ
Chicago Midway
Wed 10/28
10:35 am-3:45 pm
1 stop4h 10m
Sarasota Bradenton Intl
Tue 11/10
4:55 pm-9:45 pm
1 stop5h 50m
ChicagoSarasota
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Thu 5/28
6:06 pm-12:18 am
1 stop5h 12m
Sarasota Bradenton Intl
Tue 6/9
6:22 pm-11:59 pm
1 stop6h 37m
ChicagoSarasota
MDW - SRQ
MDWSRQ
Chicago Midway
Sat 7/25
6:00 am-11:44 am
1 stop4h 44m
Sarasota Bradenton Intl
Wed 7/29
6:22 pm-10:15 pm
1 stop4h 53m
ChicagoSarasota
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Fri 10/9
1:15 pm-9:26 pm
1 stop7h 11m
Sarasota Bradenton Intl
Wed 10/14
6:45 pm-11:50 pm
1 stop6h 05m
ChicagoSarasota
MDW - SRQ
MDWSRQ
Chicago Midway
Wed 7/15
5:10 pm-12:45 am
1 stop6h 35m
Sarasota Bradenton Intl
Sun 7/19
12:50 pm-4:15 pm
1 stop4h 25m
ChicagoSarasota
MDW - SRQ
MDWSRQ
Chicago Midway
Sun 7/5
6:00 am-11:45 am
1 stop4h 45m
Sarasota Bradenton Intl
Tue 7/14
7:04 am-11:56 am
1 stop5h 52m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
To ensure you get the cheapest price possible for a flight from Chicago to Sarasota, you should look to book at least 57 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, January is the cheapest month in which you can book a flight from Chicago to Sarasota (average of $58). Flying from Chicago to Sarasota in March is currently the most expensive (average of $515). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
It’s optimal to fly from Chicago to Sarasota in the morning. By choosing this option you can save up to 31% on the cost of your flight, compared to a flight in the evening.
Travelers seeking maximum savings on their Chicago to Sarasota flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to SRQ are scheduled on a Monday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Scott,Feb 2026
HOU - FLL
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Scott,Feb 2026
HOU - FLL
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Scott,Feb 2026
HOU - FLL
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Scott,Feb 2026
HOU - FLL
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Scott,Feb 2026
HOU - FLL
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Scott,Feb 2026
HOU - FLL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$213 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$105 | Average$223 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$149 | Average$298 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$212 | Average$402 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$267 | Average$432 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$280 | Average$411 | FlexibilityNo cancel fee | On-time63% |