Cheap Flights from Chicago Midway to Sarasota

Travellers and cabin class

Compare Chicago Midway to Sarasota flight deals

Find the cheapest month or even day of the year to fly to Sarasota

Book the best Sarasota fare with no extra fees

Flight deals from Chicago Midway to Sarasota

Looking for a cheap last-minute deal or the best return flight from Chicago Midway to Sarasota? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago Midway to Sarasota

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Sarasota flights are currently cheapest in July.

Direct flights from Chicago Midway to Sarasota

Chicago Midway to Sarasota: Alternative routes

Compare routes from Chicago Midway to Sarasota below. You may find an airport to fly into that's cheaper, faster, or easier than Sarasota.

Chicago to Sarasota: Flight information

The things to know before you go.
Cheapest flight foundر.ق.‏ 491
Cheapest month to flyJuly
Average flight time2 hrs, 38 mins
Most popular airlineSouthwest Airlines
Average flights per week9

Finding cheap flights from Chicago Midway to Sarasota: Frequently asked questions

The best price we found for a return flight from Chicago Midway to Sarasota is ر.ق.‏ 792. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 38 minutes is the average flight time from Chicago Midway to Sarasota.
Southwest Airlines flies direct from Chicago Midway to Sarasota.
As of May 2025, there are 9 flights per week flying from Chicago Midway to Sarasota.
The cheapest month to fly from Chicago Midway to Sarasota is usually May 2025.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Sarasota Airport on Friday, 7 November 2025.
Yes – the average flight time is 2 hours and 38 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Sarasota but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Sarasota is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Allegiant Air and Southwest Airlines offer the cheapest flight tickets to Sarasota.

Travelling from Chicago Midway International Airport (MDW) to Sarasota Bradenton International Airport (SRQ): what you need to know

  • The average duration of a direct flight from Chicago Midway International Airport to Sarasota Bradenton International Airport is 2 hours 35 minutes.

  • Sarasota is one hour ahead of Chicago and observes the UTC-4 timezone.

  • Every week, there are six Chicago Midway International Airport to Sarasota Bradenton International Airport flights. If you want to be on board early, go for the 08:00 Southwest Airlines flight. If you're eager to make the most of your day before you fly, the latest flight is at 21:20 with Southwest Airlines.

  • Get to the airport on time so you don't miss your MDW to SRQ flight. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid any last-minute rush.

  • During popular months such as July, it's best to get to the airport earlier than usual. Plan to arrive two hours before domestic departures and four hours ahead for international flights whenever you're travelling during a high season in general.

  • Southwest Airlines has direct flights from Chicago Midway International Airport to Sarasota Bradenton International Airport. Book with this popular airline, then get ready to check out the sights in Sarasota — and maybe even more of United States if time allows.

  • The airline most travellers fly with on this route is Southwest Airlines.

  • Southwest Airlines is the most punctual carrier that offers MDW to SRQ flights, with 75.76% of its services arriving as planned.

  • If you'd like to break up your flight, simply deselect 'Direct flights only' when searching for your ticket from Chicago Midway International Airport to Sarasota Bradenton International Airport. Here are the most popular stopovers between MDW and SRQ:

    • Hartsfield-Jackson Atlanta International Airport

    • Charlotte Douglas International Airport

    • Baltimore/Wash International Thurgood Marshall Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Sarasota Bradenton International Airport (SRQ)

  • Right now, ر.ق.‏ 491 is the lowest price we've seen for a one-way Chicago Midway International Airport to Sarasota Bradenton International Airport flight. The best price for a return ticket is ر.ق.‏ 792. Keep in mind that fares can change due to demand at the time of booking.

  • To pick up cheap tickets from MDW to SRQ, book your trip six months before your planned departure.

  • May is the cheapest month for flights from Chicago Midway International Airport to Sarasota Bradenton International Airport. If you'd like to travel during a different time of year, the 'Whole month' tool will show you the lowest airfares for every month.

  • Picking up cheap flights from MDW to SRQ is easy with Price Alerts. Simply set up one of these automatic alerts and we'll notify you when there's a better deal.

  • Tailor your trip using filters. Pick your preferred departure and arrival times, airlines and total journey duration. You can also sort the results by 'Best,' 'Fastest' or 'Cheapest' flights from Chicago Midway International Airport to Sarasota Bradenton International Airport.

Handy information about Chicago Midway International Airport (MDW)

  • MDW is located at 5700 South Cicero.

  • 77.88% of flights taking off from Chicago Midway International Airport make it to their destination on schedule.

  • Central Chicago to Chicago Midway International Airport is approximately 19 kilometres. Depending on traffic, it'll take you about 20 minutes to get there if you're ride-sharing, catching a cab or driving.

  • Planning to catch public transport? Expect a journey time of around 45 minutes.

  • Have an early flight from Chicago Midway International Airport to Sarasota Bradenton International Airport? Avoid the hassle of rushing to the terminal (and catch some extra z's) by picking one of these stays near MDW:

Arriving at Sarasota Bradenton International Airport (SRQ)

Getting from Sarasota Bradenton International Airport (SRQ) to central Sarasota

  • SRQ is located at 6000 Airport Circle.

  • Sarasota Bradenton International Airport to central Sarasota has a drive time of around 10 minutes. It's approximately 8 kilometres away.

  • If you're travelling on public transport, expect a journey time of about 1 hour 5 minutes.

When to fly to Sarasota Bradenton International Airport (SRQ)

  • The quietest month for a flight from Chicago Midway International Airport to Sarasota Bradenton International Airport is May, while July is the most popular. Choose the ideal time to visit Sarasota based on whether you prefer a more fast-paced or easygoing experience.

  • When reserving your flight from Chicago Midway International Airport to Sarasota Bradenton International Airport, consider the type of weather you enjoy. August is the warmest month in Sarasota, with temperatures ranging from 25ºC to 33ºC.

  • Look for cheap tickets from MDW to SRQ in January if you like cooler conditions. Temperatures are at their lowest around then, ranging between 10ºC and 23ºC on average.

Explore more of United States

  • You've done Sarasota, now it's time to discover other parts of United States. Journey about 338 kilometres north to Jacksonville to tick off its top attractions. From Jacksonville Zoo and Gardens to The Cummer Museum of Art & Gardens and Friendship Fountain, there's plenty to keep you busy.

  • If you're interested in discovering another side of United States, head for Miami, roughly 290 kilometres south-east of Sarasota. Wynwood Walls, Vizcaya Museum and Gardens and American Airlines Arena are among its highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.