Cheap flights from Sarasota to Chicago from $51
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sarasota to Chicago departing on 5/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Sarasota to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Frontier flights from Sarasota to Chicago
Our best Frontier deals on Sarasota to Chicago flight tickets
American Airlines flights from Sarasota to Chicago
Our best American Airlines deals on Sarasota to Chicago flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from Sarasota to Chicago
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 cheapest month to fly to Chicago?
The month of February is, on average, the cheapest month to fly to Chicago from Sarasota, with most prices found around $115. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Sarasota to Chicago during January average around $226.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $374. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Sarasota to Chicago for around $485.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Sarasota to Chicago during this time can be as low as $120. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $440.
What is the cheapest Sarasota Bradenton Intl to Chicago flight route?
Fly from Sarasota Bradenton Intl to Chicago O'Hare Intl for the best Sarasota Bradenton Intl - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Sarasota when booking 10 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $379 when searching 10 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Sarasota for as low as $286 on momondo.
What cabin class options are available on Sarasota Bradenton Intl to Chicago flights?
There are 4 cabin classes available to choose from on Sarasota Bradenton Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Sarasota Bradenton Intl to Chicago?
Allegiant Air, Frontier, and United Airlines are the most popular carriers operating from Sarasota Bradenton Intl to Chicago
What airlines fly to Chicago?
United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Chicago from Sarasota according to our data. United Airlines is the first choice among our users, with 31% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Sarasota to Chicago on average per day?
The number of flights available between Sarasota and Chicago is 9 per day as of April 2025. The most frequent departure time is 12:00PM, with 83% of daily flights leaving in the afternoon.
How many flights depart from Sarasota to Chicago on average per week?
As of April 2025, there are 63 flights per week flying from Sarasota to Chicago. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.
When to book flights from Sarasota to Chicago
Cheap Sarasota to Chicago (SRQ to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Sarasota to Chicago
How far is Sarasota Bradenton Intl to Chicago by plane?
A flight from Sarasota Bradenton Intl to Chicago will travel around 1044.3 mi. Flights usually cover this in 2h 45m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Sarasota Bradenton Intl Airport to Chicago?
Prices for flights from Sarasota Bradenton Intl Airport to Chicago refresh daily.
How many operators does momondo search for flights from Sarasota Bradenton Intl Airport to Chicago?
As of April 2025, there are 5 operators available to choose from for flights from Sarasota Bradenton Intl Airport to Chicago.
How old do you have to be to fly from Sarasota Bradenton Intl Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Sarasota Bradenton Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Sarasota to Chicago?
Based on momondo bookings for flights between Sarasota and Chicago, the leading plane model is Boeing 737-800, making up 20.87% of the total bookings. Other popular models include Airbus A320neo with 13.64%, Airbus A320-100/200 with 11.59%, and Boeing 737 MAX 8 with 7.94%.
What is the most popular airline from Sarasota to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Sarasota to Chicago is United Airlines (43% of total bookings). The next most popular airlines are Southwest (20%), Frontier (17%), and American Airlines (12%).
Best airlines flying from Sarasota to Chicago
Compare and see reviews for airlines that fly from Sarasota to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $37 | Free Cancellation | Rating 5.9 3,277 reviews | |||
| PriceFrom $217 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $250 | Free Cancellation | Rating 7.4 8,636 reviews | |||
| PriceFrom $262 | Free Cancellation | Rating 8.0 7,910 reviews | |||
| PriceFrom $303 | Free Cancellation | Rating 8.0 4,279 reviews |
Southwest Flights From Sarasota to Chicago
Across 5 Southwest flights from Sarasota to Chicago this week, the average price was $394, with the best Southwest deals starting from $303 round-trip. 4,278 users have rated Southwest on momondo, with an average score of 8.0/10.
United Airlines Flights From Sarasota to Chicago
Across 8,636 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Sarasota to Chicago about 6 times each week, with ticket deals ranging from $250 to $410. Price data is based on momondo searches in the last 72 hours.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Sarasota to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Sarasota.
Can I find flights from Sarasota to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from Sarasota on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Sarasota to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Sarasota.
I’m not ready to book a flight from Sarasota to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Sarasota are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.