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Cheap Flights from Sarasota to Chicago

Compare Sarasota to Chicago flight deals

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

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Flight deals from Sarasota to Chicago

Looking for a cheap last-minute deal or the best return flight from Sarasota to Chicago? Find the lowest prices on one-way and return tickets right here.
Chicago.Rs13,909 per passenger.Departing Wed, 23 Jul.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Sarasota on Wed, 23 Jul, arriving in Chicago Rockford.Price includes taxes and charges.From Rs13,909, select.
Chicago.Rs13,922 per passenger.Departing Sun, 12 Oct.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Sarasota on Sun, 12 Oct, arriving in Chicago Rockford.Price includes taxes and charges.From Rs13,922, select.
Chicago.Rs18,206 per passenger.Departing Sat, 2 Aug.One-way flight with Allegiant Air.Outbound direct flight with Allegiant Air departs from Sarasota on Sat, 2 Aug, arriving in Chicago Rockford.Price includes taxes and charges.From Rs18,206, select.
Chicago.Rs36,508 per passenger.Departing Thu, 27 Nov.One-way flight with United.Outbound direct flight with United departs from Sarasota on Thu, 27 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs36,508, select.
Chicago.Rs39,310 per passenger.Departing Tue, 16 Dec.One-way flight with Delta.Outbound indirect flight with Delta, departs from Sarasota on Tue, 16 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs39,310, select.
Chicago.Rs47,752 per passenger.Departing Tue, 16 Dec.One-way flight with United.Outbound direct flight with United departs from Sarasota on Tue, 16 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From Rs47,752, select.

Find the cheapest month to fly from Sarasota to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Sarasota to Chicago flights are currently cheapest in July.
Jul
from Rs13,909
Aug
from Rs18,206
Sep
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Oct
from Rs13,922
Nov
from Rs36,508
Dec
from Rs39,310
Jan
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Feb
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Mar
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Apr
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May
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Jun
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Direct flights from Sarasota to Chicago

Alternative Sarasota to Chicago routes

Looking for the cheapest, fastest or easiest route from Sarasota to Chicago? You could fly into the following airports instead.

Sarasota to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRs13,909
Cheapest month to flyJuly
Average flight time2 hrs, 55 mins
Most popular airlineSouthwest Airlines
Average flights per week66

Finding cheap flights from Sarasota to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Sarasota to Chicago is Rs25,571. 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 55 minutes is the average flight time from Sarasota to Chicago.
Southwest Airlines, American Airlines and United fly direct from Sarasota to Chicago.
As of July 2025, there are 66 flights per week flying from Sarasota to Chicago.
The cheapest month to fly from Sarasota to Chicago is usually July.
If you're flying from Sarasota Airport, the cheapest airport near Chicago is Chicago Rockford – which is 126.2 km away from the centre of Chicago. We've found flights into this airport from Rs25,571.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Sarasota Airport to Chicago on Wednesday, 23 July 2025.
Yes – the average flight time is 2 hours and 55 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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In July, the average temperature is usually around 22°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Allegiant Air offers the cheapest flight tickets to Chicago.

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

  • Expect to be travelling for 2 hours 50 minutes. That's the average journey time for a direct flight from Sarasota Bradenton International Airport to Chicago.

  • Chicago is one hour behind Sarasota, where Sarasota Bradenton International Airport is located. Chicago follows the UTC-5 timezone.

  • Sarasota Bradenton International Airport (SRQ) to O'Hare International Airport (ORD) is the most traveled route, with 14 flights a week to choose from. If you have things to finalize before heading off, the last flight from SRQ to ORD is with Frontier Airlines at 22:14. Go for the first departure operated by United Airlines at 07:20 if you want to get on your way earlier.

  • Leave plenty of time to make your SRQ to Chicago flight. A good rule of thumb is to arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Heading off during a peak time like school or public holidays? Expect longer lines at check-in and security. To play it safe, arrive up to four hours before international flights and two hours before domestic departures.

  • You can travel nonstop from SRQ to Chicago. Take your pick of these arrival points when searching for a Sarasota Bradenton International Airport to Chicago ticket:

    • O'Hare International Airport (ORD)

    • Chicago Midway International Airport (MDW)

    • Chicago Rockford International Airport (RFD)

  • Direct flights from Sarasota Bradenton International Airport to Chicago are operated by a good number of airlines. Get on board with any of these:

  • Located around 6 kilometres from the centre of Sarasota, SRQ can be reached in about 10 minutes by car, depending on traffic. Travelling on public transport takes roughly 1 hour 5 minutes.

  • In search of a hotel near SRQ? If you're boarding an early flight from Sarasota Bradenton International Airport to Chicago, these accommodation options will put you moments from your departure lounge:

  • When it comes to the on-time performance of Sarasota Bradenton International Airport, 78.61% of flights arrive within the scheduled time frame.

  • SRQ's address is 6000 Airport Circle.

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

  • Rs13,909 is the lowest price we've found for a one-way Sarasota Bradenton International Airport to Chicago flight. A round-trip ticket right now is Rs25,571. Depending on when you book and the availability, these fares can change.

  • Book one month before you want to travel. Pricing trends suggest that this is the ideal window for finding cheap flights from SRQ to Chicago.

  • The best month for finding cheap Sarasota Bradenton International Airport to Chicago tickets is May. Use the 'Whole month' tool to compare prices, then choose the dates offering the lowest fares.

  • You don't need to check back constantly to find out if fares have dropped when you create a Price Alert. We'll let you know when there's an updated deal for cheap flights from SRQ to Chicago.

  • Pick your ideal departure and arrival times, number of stops and airlines with our filters. Then, sort the results for your flight from Sarasota Bradenton International Airport to Chicago by 'Fastest,' 'Best' or 'Cheapest.'

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to central Chicago takes about 35 minutes to reach by car. The centre is roughly 40 kilometres away.

  • It takes around 55 minutes when travelling by public transport.

  • The last thing you need is a lengthy journey to your hotel if you're landing late on a flight from Sarasota Bradenton International Airport to Chicago. Reserve one of these accommodation options near ORD instead:

  • Grab an O'Hare International Airport rental car and discover Chicago and beyond with your own wheels. Routes Car Rentals, Dollar and Budget are popular outlets to choose from here.

  • To lock in the lowest price, book your ride from O'Hare International Airport around four weeks in advance of your flight from SRQ to Chicago.

  • The street address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is roughly 19 kilometres from the centre of Chicago. Once you've hopped off your flight from Sarasota Bradenton International Airport to Chicago, it'll take you around 20 minutes to reach the heart of the city in a ride-share or cab.

  • If you choose to travel on public transport, the journey will take you 45 minutes or so.

  • You'll find some great places to drop your things at near MDW. Unwind and get cosy after your SRQ to Chicago flight at any of these well-located options:

  • The quickest way to get to where you're going is with a Chicago Midway International Airport rental car. Pick up a set of wheels from Dollar, Hertz or Budget and be on your way in a flash.

  • Snap up a deal by reserving your ride from MDW four weeks ahead of time. You'll also have access to a greater selection of vehicles.

  • Chicago Midway International Airport can be found at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is around 137 kilometres from the centre of Chicago. It takes about 1 hour 25 minutes to reach the city centre by car once you've stepped off your flight from Sarasota Bradenton International Airport to Chicago.

  • Public transport can take you there in roughly 4 hours 15 minutes.

  • Enjoy a low-stress, comfortable start to your break by choosing a hotel near RFD after your SRQ to Chicago flight. Unwind after a day of travel or just take a moment to get your bearings in a new city at:

  • Take control of the next chapter of your journey by picking up a Chicago Rockford International Airport rental car. Budget, Alamo and National will get you on the road.

  • Rental companies sometimes offer deals on early bookings, so reserve your ride from RFD a few weeks ahead of your flight from Sarasota Bradenton International Airport to Chicago. A bit of planning goes a long way in savings.

  • Chicago Rockford International Airport's official address is 2 Airport Cir.

Best time to go to Chicago

  • Before securing your flights from Sarasota Bradenton International Airport to Chicago, consider which time of year is best for you. Peak season in Chicago offers a bustling atmosphere and plenty of activities, while the low season brings better deals on hotels and smaller crowds.

  • Book a Sarasota Bradenton International Airport to Chicago flight ticket with a departure in July to experience the city during its warmest month. Expect temperatures to range from 15ºC to 29ºC.

  • January has average temperatures of between -12ºC and 3ºC. Search for a cheap ticket from SRQ to Chicago around that time if you want to travel when it's cooler.

More about Chicago

  • When it comes to looking for somewhere to rest your head, you'll find the most popular stays in Chicago right here. Check out these hotels once you've booked your flight from Sarasota Bradenton International Airport to Chicago:

  • Art Institute of Chicago and Millennium Park are a couple of leading attractions to add to your Chicago travel itinerary. Continue your sightseeing adventures at LandShark Beer Garden at Navy Pier.

Explore more of United States

  • Chicago will leave a lasting impression, but there are so many other parts of United States waiting to be explored. About 451 kilometres south-east of Chicago, a visit to Columbus will keep you busy. Don't miss top attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • If you're looking to explore another side of United States, head for Indianapolis, about 257 kilometres south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are among the biggest draws.

Plan the rest of your trip from Sarasota to Chicago

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