Cheap flights from Chicago (CHI) to Siesta Key, FL from $100
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
The best prices from Chicago to Siesta Key are usually found in April or September, booked 29 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday
Cheap flight deals from Chicago to Siesta Key
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Siesta Key (S1E). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 20, 2024.
Popular in | December |
|---|---|
Cheapest in | April |
Round-trip from | $233 |
One-way from | $133 |
How far in advance should I book a flight from Chicago to Siesta Key?
Travelers have found it’s best to book a flight 30 days in advance to save up to 139% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 30 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to Siesta Key 1-2 weeks in advance for as low as $400, or $628 for flights within the next 24 hours.
What is the cheapest month to fly from Chicago to Siesta Key?
Flights from Chicago to Siesta Key lean towards being more expensive in December. Prices are generally better when you fly from Chicago to Siesta Key in April, with the cheapest ticket starting at $118.
When is the cheapest time to fly from Chicago to Siesta Key (CHI - S1E)?
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Siesta Key as you normally would.
Cheap Frontier flights from Chicago to Siesta Key
Explore cheap flight options specifically provided by Frontier for the route between Chicago and Siesta Key. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,621,518 searches. Data last updated May 20, 2024.
Consider these cheap Frontier flights we've found departing from Chicago to Siesta Key. Be sure to come back soon if the deals available don't appeal to you at this time.
Cheap United Airlines flights from Chicago to Siesta Key
Explore cheap flight options specifically provided by United Airlines for the route between Chicago and Siesta Key. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,621,518 searches. Data last updated May 20, 2024.
To aid your search, here are some of the cheapest United Airlines flights we've found from Chicago to Siesta Key. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Cheap Chicago to Siesta Key flights in May & June 2024
Find cheap flight options from Chicago to Siesta Key specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,621,518 searches. Prices were last updated on May 20, 2024.
These are some of the most attractive deals on flights from Chicago to Siesta Key in 2024. Check back in a little while for more flight options.
Chicago to Siesta Key 2024 flight deals
Discover exclusive flight deals for travel between Chicago and Siesta Key in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,621,518 searches. Data last updated May 20, 2024.
These are some of the most attractive deals on flights from Chicago to Siesta Key in 2024. Check back in a little while for more flight options.
Non-stop flights to Siesta Key from Chicago
Discover non-stop flight options from Chicago to Siesta Key. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,621,518 searches. Data last updated May 20, 2024.
If you're seeking options on non-stop flights from Chicago to Siesta Key, check out these fares. Users seeking other options on flights from Chicago to Siesta Key should update the search form at the top of the page.
Chicago to Siesta Key flights leaving soon
Find last-minute flight options from Chicago to Siesta Key for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,621,518 searches. Data last updated May 20, 2024.
Check out these flights departing soon from Chicago to Siesta Key. It's wise to confirm all flight details are correct before booking.
One-way flights to Siesta Key from Chicago
Search for one-way flight options from Chicago to Siesta Key. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,621,518 searches. Data last updated May 20, 2024.
Take a look at some of the one-way flights we've detected from Chicago to Siesta Key. Users can also find round-trip Chicago to Siesta Key flights by using the search form above.
Find flights from Chicago to Siesta Key within your budget
Customize your flight search to find flights from Chicago to Siesta Key that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,621,518 searches. Data last updated May 20, 2024.
Fly from
Fly to
Budget
$174 - $281
Route
Depart
Return
Price
Chicago MidwaySarasota Bradenton Intl
MDW - SRQ
MDWSRQ
Chicago Midway
Sat 6/8
1 stop7h 59m
Sarasota Bradenton Intl
Sun 6/9
1 stop10h 15m
Chicago O'Hare IntlSarasota Bradenton Intl
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Sun 6/2
1 stop7h 09m
Sarasota Bradenton Intl
Sat 6/15
1 stop6h 09m
Chicago O'Hare IntlSarasota Bradenton Intl
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Sat 8/3
Nonstop2h 53m
Sarasota Bradenton Intl
Sat 8/10
Nonstop3h 01m
Chicago O'Hare IntlSarasota Bradenton Intl
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Wed 8/14
Nonstop2h 53m
Sarasota Bradenton Intl
Mon 8/19
Nonstop3h 07m
Chicago O'Hare IntlSarasota Bradenton Intl
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Sat 8/3
1 stop6h 38m
Sarasota Bradenton Intl
Sat 8/10
1 stop5h 25m
Chicago MidwaySarasota Bradenton Intl
MDW - SRQ
MDWSRQ
Chicago Midway
Sat 8/3
1 stop5h 10m
Sarasota Bradenton Intl
Sat 8/10
1 stop5h 52m
Chicago O'Hare IntlSarasota Bradenton Intl
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Wed 7/10
1 stop5h 42m
Sarasota Bradenton Intl
Sat 8/31
1 stop7h 04m
Chicago O'Hare IntlSarasota Bradenton Intl
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Tue 7/9
1 stop4h 50m
Sarasota Bradenton Intl
Wed 7/17
1 stop5h 09m
Chicago O'Hare IntlSarasota Bradenton Intl
ORD - SRQ
ORDSRQ
Chicago O'Hare Intl
Thu 6/6
1 stop16h 18m
Sarasota Bradenton Intl
Sun 6/9
2 stops20h 41m
When is the best time to book a flight from Chicago to Siesta Key?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Siesta Key. Price data was last updated on May 10, 2024.
Booking 29 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Siesta Key. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
When is the cheapest time to fly from Chicago to Siesta Key?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Siesta Key. Price data was last updated on May 12, 2024.
Average price of flights to Siesta Key by month
Plan your trip from Chicago to Siesta Key by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago to Siesta Key is currently $120 while a round-trip flight costs $241. Price data was last updated on May 12, 2024.
Currently, October is the cheapest month in which you can book a flight from Chicago to Siesta Key (average of $198). Flying from Chicago to Siesta Key in March is currently the most expensive (average of $268). 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.
January
$202
February
$215
March
$268
April
$250
May
$239
June
$258
July
$250
August
$223
September
$205
October
$198
November
$227
December
$208
Temperature and rainfall in Siesta Key by month
Plan your trip to Siesta Key by taking into account the average temperature and rainfall totals by month.
SRQ Temperature | 60.8 - 82.4 °F |
|---|
Reviews of airlines servicing Siesta Key
Get insights into the airlines that provide service to Siesta Key. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Siesta Key. Reviews last updated May 20, 2024.
Read through reviews of airlines operating flights from Chicago to Siesta Key, such as Frontier, United Airlines and American Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
Crew
Overall
Comfort
Entertainment
Food
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Boarding
Crew
Overall
Comfort
Entertainment
Food
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Boarding
Crew
Overall
Comfort
Entertainment
Food
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Boarding
Crew
Overall
Comfort
Entertainment
Food
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Boarding
Crew
Overall
Comfort
Entertainment
Food
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Boarding
Crew
Overall
Comfort
Entertainment
Food
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Related info for your journey
Find useful and relevant information for your journey from Chicago to Siesta Key. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Siesta KeySee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 8 airlines flying from Chicago to Siesta Key
Discover the top 8 airlines that operate flights from Chicago to Siesta Key. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,621,518 searches. Data last updated May 20, 2024.
Search flights from Chicago to Siesta Key by cabin class
Find flights from Chicago to Siesta Key, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from Chicago to Siesta Key
Find hourly flight availability from Chicago to Siesta Key. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 20, 2024.
| 2%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 46%of flight departures | Morning6 am to noon |
| 51%of flight departures | AfternoonNoon to 6 pm |
| 1%of flight departures | Evening6 pm to midnight |
Weekly flight availability from Chicago to Siesta Key
Explore weekly flight availability from Chicago to Siesta Key. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 20, 2024.
| Sunday | 9daily flights |
|---|---|
| Monday | 8daily flights |
| Tuesday | 7daily flights |
| Wednesday | 7daily flights |
| Thursday | 8daily flights |
| Friday | 7daily flights |
| Saturday | 9daily flights |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
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When you search for this flight from Chicago to Siesta Key, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.
Why should you use Cheapflights to find cheap flight tickets from Chicago to Siesta Key?
Cheapflights helps you find that perfect flight to Siesta Key from Chicago by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!
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Yes! Start tracking prices for Chicago to Siesta Key flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.