Cheap flights from Chicago to Sarasota from $95
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Sarasota departing on 11/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines flights from Chicago to Sarasota
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Allegiant Air flights from Chicago to Sarasota
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How to get the cheapest flight ticket from Chicago to Sarasota
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Chicago and Sarasota?
What is the cheapest month to fly to Sarasota?
The cheapest month to fly to Sarasota from Chicago is in January. Flight prices, which tend to average around $266, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Sarasota from Chicago during February instead. Flights to Sarasota in February, while not as cheap as those in January, still average around $306.
What is the cheapest day to depart on your flight to Sarasota?
The cheapest day to depart from Chicago to Sarasota is on a Monday when prices can be found for as low as $297. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Sarasota for around $443.
What is the cheapest time of day to depart on your flight to Sarasota?
The cheapest time of day to fly to Sarasota is in the afternoon when flights can be purchased for as low as $174. In the evening is when there is more demand to fly to Sarasota, so prices are often more expensive at around $413 per ticket.
What is the cheapest Chicago to Sarasota Bradenton Intl flight route?
Fly from Chicago Greater Rockford to Sarasota Bradenton Intl for the best Chicago - Sarasota Bradenton Intl flight prices
How far in advance should I book a flight to Sarasota?
You are more likely to see cheaper flights to Sarasota from Chicago when booking 26 weeks ahead of your departure date. In general, you can expect to find flights to Sarasota for around $377 when searching 26 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sarasota from Chicago for as low as $295 on momondo.
What cabin class options are available on Chicago to Sarasota Bradenton Intl flights?
There are 4 cabin classes available to choose from on Chicago to Sarasota Bradenton Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Chicago to Sarasota flights?
No. A direct flight is the cheapest option for a flight between Chicago to Sarasota.
How have Chicago to Sarasota flight prices changed over time?
As of June 2025, prices for Chicago to Sarasota flights are approximately 97% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from Chicago to Sarasota Bradenton Intl?
Allegiant Air, JetBlue, and United Airlines are the most popular carriers operating from Chicago to Sarasota Bradenton Intl
What airlines fly to Sarasota?
Spirit Airlines, United Airlines and American Airlines are the top three most popular airlines that fly to Sarasota from Chicago according to our data. Spirit Airlines is the first choice among our users, with 29% of people opting to fly with this airline when traveling to Sarasota. Keep in mind that there are 8 different airlines that fly to Sarasota on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Sarasota on average per day?
The number of flights available between Chicago and Sarasota is 4 per day as of June 2025. The most frequent departure time is 11:00AM, with 89% of daily flights leaving at noon.
How many flights depart from Chicago to Sarasota on average per week?
32 flights are operational weekly from Chicago to Sarasota as of June 2025. The most popular departure day for this route is Wed, with 19% of flights per week taking off on this day.
When to book flights from Chicago to Sarasota
Cheap Chicago to Sarasota (CHI to SRQ) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Sarasota
How far is Chicago to Sarasota Bradenton Intl by plane?
The straight-line distance from Chicago to Sarasota Bradenton Intl is 1044.3 mi. A reasonable flight in good conditions will take 2h 30m.
When did momondo last update prices for flights from Chicago to Sarasota Bradenton Intl Airport?
Prices for flights from Chicago to Sarasota Bradenton Intl Airport were last updated today.
How many operators does momondo search for flights from Chicago to Sarasota Bradenton Intl Airport?
As of June 2025, there are 5 operators available to choose from for flights from Chicago to Sarasota Bradenton Intl Airport.
How old do you have to be to fly from Chicago to Sarasota Bradenton Intl Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Sarasota Bradenton Intl Airport.
What documentation or ID do you need to fly to Sarasota Bradenton Intl Airport?
The travel and health documents required for your trip to Sarasota Bradenton Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Sarasota Bradenton Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Sarasota?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Sarasota is Boeing 737-800, representing 17.89% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 13.87%, Airbus A320neo at 11.55%, and Airbus A319 at 9.34%.
What is the most popular airline from Chicago to Sarasota?
momondo data reveals that the most frequently booked airline on the route from Chicago to Sarasota is United Airlines, representing 38% of all bookings. The subsequent popular airlines are Southwest at 22%, Frontier at 21%, and American Airlines at 16%.
Best airlines flying from Chicago to Sarasota
Compare and see reviews for airlines that fly from Chicago to Sarasota with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $37 | Free Cancellation | Rating 5.9 3,295 reviews | |||
| PriceFrom $88 | Free Cancellation | Rating 7.3 725 reviews | |||
| PriceFrom $196 | Free Cancellation | Rating 8.0 7,946 reviews | |||
| PriceFrom $199 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $235 | Free Cancellation | Rating 7.4 8,790 reviews | |||
| PriceFrom $303 | Free Cancellation | Rating 8.0 4,287 reviews |
Southwest Flights From Chicago to Sarasota
Southwest flies from Chicago to Sarasota around 10 times per week, with 4,287 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Chicago to Sarasota in the last 72 hours was $303 (round-trip), much lower than the average airfare cost of $416 for Southwest flights on this route.
United Airlines Flights From Chicago to Sarasota
Another popular option for Chicago to Sarasota flights is United Airlines (7.4/10, 8,790 ratings). United Airlines flies from Chicago to Sarasota around 4 times per week, with deals starting from $235 round-trip and rising to an average price of around $437.
Traveling to a place near Sarasota?
Book flights to Sarasota if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Sarasota?
Finding the right flight to Sarasota from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Sarasota quick and easy, saving you time and money.
Can I find flights from Chicago to Sarasota with flexible booking policies on momondo?
Yes. All flights to Sarasota from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Chicago to Sarasota?
momondo helps you find the best flight between Chicago and Sarasota by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Chicago to Sarasota right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Sarasota, momondo offers a useful price alert feature which will track prices for flights to Sarasota from Chicago and alert you when they change.