
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $267 (Southwest) |
One-way from | $139 (Southwest) |
Popular in | December |
Cheapest in | April |
Average price | $443 |
Good round-trip deal | $173 or less |
Good one-way deal | $171 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoSarasota
MDW - SRQ
MDWSRQ
Chicago Midway
Thu 5/7
6:55 pm-10:30 pm
Nonstop2h 35m
Sarasota Bradenton Intl
Sun 5/10
7:20 am-9:10 am
Nonstop2h 50m
ChicagoSarasota
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Wed 5/27
2:40 pm-8:30 pm
1 stop4h 50m
Sarasota Bradenton Intl
Sun 5/31
7:00 am-6:25 pm
2 stops12h 25m
ChicagoSarasota
MDW - SRQ
MDWSRQ
Chicago Midway
Wed 4/29
1:30 pm-5:05 pm
Nonstop2h 35m
Sarasota Bradenton Intl
Fri 5/1
6:10 pm-12:05 am
1 stop6h 55m
ChicagoSarasota
MDW - SRQ
MDWSRQ
Chicago Midway
Tue 4/21
10:41 am-5:18 pm
1 stop5h 37m
Sarasota Bradenton Intl
Tue 4/28
6:00 am-9:56 am
1 stop4h 56m
ChicagoSarasota
MDW - SRQ
MDWSRQ
Chicago Midway
Fri 4/24
6:55 pm-10:30 pm
Nonstop2h 35m
Sarasota Bradenton Intl
Fri 5/1
6:50 pm-8:35 pm
Nonstop2h 45m
ChicagoSarasota
MDW - SRQ
MDWSRQ
Chicago Midway
Sat 4/18
5:21 pm-12:34 am
1 stop6h 13m
Sarasota Bradenton Intl
Sat 4/25
6:25 pm-10:28 pm
1 stop5h 03m
ChicagoSarasota
MDW - SRQ
MDWSRQ
Chicago Midway
Sat 5/16
7:40 am-11:15 am
Nonstop2h 35m
Sarasota Bradenton Intl
Tue 5/19
5:50 pm-7:35 pm
Nonstop2h 45m
ChicagoSarasota
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Thu 4/16
7:00 am-12:56 pm
1 stop4h 56m
Sarasota Bradenton Intl
Mon 4/20
6:00 am-10:09 am
1 stop5h 09m
ChicagoSarasota
MDW - SRQ
MDWSRQ
Chicago Midway
Thu 5/28
10:59 am-4:46 pm
1 stop4h 47m
Sarasota Bradenton Intl
Sat 5/30
6:00 am-9:59 am
1 stop4h 59m
ChicagoSarasota
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Fri 5/8
4:35 pm-8:42 pm
Nonstop3h 07m
Sarasota Bradenton Intl
Sun 5/10
9:05 am-11:19 am
Nonstop3h 14m
| 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 17 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, March is the cheapest month in which you can book a flight from Chicago to Sarasota (average of $37). Flying from Chicago to Sarasota in December is currently the most expensive (average of $102). 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 30% 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. Monday evenings 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 (12 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (8 on average).
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
Scott,Feb 2026
HOU - FLL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$72 | Average$221 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$105 | Average$227 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$149 | Average$331 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$207 | Average$406 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$258 | Average$436 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$280 | Average$414 | FlexibilityNo cancel fee | On-time63% |