Chicago, IL to Siesta Key, FL Flights

Sun, May 17
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Ryanair
Malta Air
easyJet
Vueling
Iberia
2,000+ travel companies
Ryanair
Malta Air
easyJet
Vueling
Iberia
2,000+ travel companies
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Journey information

Overview: Chicago, IL to Siesta Key, FL flight

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Take a flight from Chicago, IL to Siesta Key, FL and enjoy the approximately 1045 miles (1683 km) long journey. Find schedules and pricing options for a convenient and affordable trip.

There are 4 flights per day. July is the cheapest month to fly.

Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $432 (€349)
Distance
1045 miles (1683 km)
Flights per day
35
Direct flights
4
Cheapest Month
Jul
Cheapest Day
Thu
High Season
Jul - Sep
Low Season
Jul - Sep
Best time to book
14 days
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $432 (€349)

Travel Information

Compare bus for Chicago, IL to Siesta Key, FL

Omio recommends booking the bus as it is the most popular option from Chicago, IL to Siesta Key, FL among Omio's users. If you are prioritising price take the bus with prices starting from $432. For those with little time consider booking a bus which can get you there in 48h 0m. The ticket price range depends on the travel mode: a bus costs an average of $432, and a bus costs an average of $432.

Distance: 1045 miles (1683 km)

Compare bus with

Most popular
Bus
Driving

$483

Average price

Cheapest

$242

Average price

(fuel + tolls)

48h 30m

Average total duration

Fastest

48h 0m

Onboard

+

30m

Additional time*

18h 22m

Average total duration

(door-to-door)

Direct Options

Direct Options

The cheapest way to travel from Chicago, IL to Siesta Key, FL is a bus with an average price of $483 (€390).
The fastest way to travel from Chicago, IL to Siesta Key, FL is by bus with an average journey time of 48h 0m.
Yes, you can take a bus between Chicago, IL and Siesta Key, FL.

Compare prices and tickets Chicago, IL to Siesta Key, FL by bus

Compare bus prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.

Sun
May 17
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FAQs: Chicago, IL to Siesta Key, FL Flight

Find answers to the most common questions about traveling from Chicago, IL to Siesta Key, FL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Siesta Key, FL, this guide helps you travel smarter and with confidence.

FAQs
Flights from Chicago, IL to Siesta Key, FL generally leave from O'Hare International Airport and arrive in Sarasota/Bradenton International Airport.O'Hare International Airport is 1 miles (3 km) away from Chicago, IL city centre and Sarasota/Bradenton International Airport is 1 miles (3 km) from Siesta Key, FL city centre.
The cheapest month for a flight from Chicago, IL to Siesta Key, FL is July.
Yes, you can take a bus between Chicago, IL and Siesta Key, FL.
Since neither Chicago, IL nor Siesta Key, FL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is a time difference of 1 h between Chicago, IL and Siesta Key, FL all year round.
For domestic flights we recommend to arrive 1.5 to 2 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e.g., 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs). Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you. Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Siesta Key, FL, travelers should be cautious of petty theft, especially on crowded beaches and parking areas. Common scams include overpriced beach rentals and timeshare presentations that pressure visitors into purchases. Additionally, staying aware of weather conditions and rip currents is important for water safety. Using official vendors and secure payment methods helps avoid scams.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.

popular airports

Popular airports from Chicago, IL to Siesta Key, FL

Chicago
Siesta Key
Amenities at airport
WifiWifi
ShoppingShopping
ParkingParking
DiningDining
ATMATM
TaxisTaxis
AccessibilityAccessibility
WCWC
HotelHotel
ShowerShower
LoungeLounge
Lost and Found OfficeLost and Found Office
Car RentalCar Rental
information
ticketOfficeHours
Distance to city center
3 km
carConnection
Car connection
I-190, Exit 1
Wifi
Wifi
  • Free Wi-Fi available throughout the airport.
Shopping
Shopping
  • Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
Parking
Parking
  • Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
Dining
Dining
  • Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Taxis
Taxis
  • Available outside the terminal.
Accessibility
Accessibility
  • Elevators, ramps, toilets
WC
WC
  • Available throughout the airport.
Hotel
Hotel
  • Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
Shower
Shower
  • Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
Lounge
Lounge
  • Lounges available, including United Club and American Airlines Admirals Club.
Lost and Found Office
Lost and Found Office
  • Lost and Found located in terminal 1, near the baggage claim area.
Car Rental
Car Rental
  • Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
Public transit options for O'Hare International Airport
  • CTA Blue Line, O'Hare Station, 45 minutes to city center

More options for your journey from Chicago, IL to Siesta Key, FL

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