Cheap flights from Chicago to Sarasota

Flights overview

Useful information for finding cheap flights from Chicago to Sarasota and booking your next trip
Cheapest round-trip flights $167
Delta 1 stop 6 hr Fri, Jul 10 — Sun, Jul 12
The cheapest round-trip flight from Chicago to Sarasota is currently $167
Cheapest one-way flight $84
Delta 1 stop 7 hr Thu, May 7
The cheapest one-way flight from Chicago to Sarasota is currently $84
Cheapest nonstop flights $247
United Nonstop 4 hr Thu, May 14 — Mon, May 18
The cheapest nonstop round-trip flight from Chicago to Sarasota is currently $247
Last-minute weekend getaway $305
Delta 1 stop 6 hr Fri, Apr 24 — Sun, Apr 26
The cheapest last-minute weekend getaway from Chicago to Sarasota is currently $305
Cheapest business class flights $669
Delta 1 stop 6 hr Fri, Jun 5 — Sun, Jun 7
The cheapest business class round-trip flight from Chicago to Sarasota is currently $669
Fastest flight 2 hr 35 min The fastest nonstop flight from Chicago to Sarasota takes 2 hr 35 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Chicago to Sarasota is typically October. The most expensive month to fly is typically March.
October
Cheapest
Typical prices: $250–475
March
Most expensive
Typical prices: $345–465

Popular airlines from Chicago to Sarasota

  • Southwest
    Nonstop
    from $247
    Typical price: $305–520
    10 weekly nonstop flights
    MDW - SRQ Every day
    1882 weekly connecting flights
    MDW, ORD - SRQ Every day
  • American
    Nonstop
    from $247
    Typical price: $315–530
    14 weekly nonstop flights
    ORD - SRQ Every day
    386 weekly connecting flights
    ORD - SRQ Every day
  • United
    Nonstop
    from $247
    Typical price: $290–550
    15 weekly nonstop flights
    ORD - SRQ Every day
    115 weekly connecting flights
    ORD - SRQ Every day
  • Delta
    from $167
    Typical price: $335–600
    787 weekly connecting flights
    MDW, ORD - SRQ Every day
  • JetBlue
    from $752
    Typical price: $470–1,100
    29 weekly connecting flights
    ORD - SRQ Every day
  • Sun Country Airlines
    Typical price: $435–890
    4 weekly connecting flights
    ORD - SRQ Every Thu, Fri, Sun

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 25 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 24 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Popular airports near Sarasota

  • Sarasota Bradenton International Airport (SRQ)
    Sarasota United States 12 min 4 mi
  • Tampa International Airport (TPA)
    Tampa United States 1 hr 7 min 44 mi
  • Orlando International Airport (MCO)
    Orlando United States 2 hr 7 min 106 mi
  • Punta Gorda Airport (PGD)
    Punta Gorda United States 56 min 43 mi

Frequently asked questions about flying from Chicago to Sarasota

The cheapest flights from Chicago to Sarasota are usually in October. Typical ticket prices in October range from $250 to $475.
The cheapest round-trip flight from Chicago to Sarasota recently found on Google Flights was with Delta from $167. The cheapest one-way flight was with Delta from $84.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Chicago to Sarasota is $247, flying from Jun 4 to Jun 8.
  • The cheapest American flight from Chicago to Sarasota is $247, flying from May 14 to May 18.
  • The cheapest United flight from Chicago to Sarasota is $247, flying from May 14 to May 18.
  • The cheapest Delta flight from Chicago to Sarasota is $167, flying from Jul 10 to Jul 12.
  • The cheapest JetBlue flight from Chicago to Sarasota is $752, flying from Jun 12 to Jun 15.
The cheapest round-trip flight from Chicago to Sarasota starts at $167 from Fri, Jul 10 to Sun, Jul 12. The cheapest one-way flight starts at $84 and departs on Thu, May 7.
2 hr 35 min is the shortest flight time from Chicago to Sarasota.
Sarasota has mild to warm winters (Dec–Feb) and hot, rainy summers (Jun–Sep). Feb–Jul are the most popular months for visitors. The Sarasota Film Festival is one of the city's biggest annual events, with more than 180 screenings of independent features, documentaries, shorts and kids' movies. Hurricane season runs Jun–Nov.
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Sarasota.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Chicago to Sarasota really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Sarasota.

In terms of nonstop flights, United is the most popular. United offers 15 nonstop flights and 115 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Sarasota Bradenton International Airport (SRQ) .

In terms of flights, Southwest is the most popular. Southwest offers 10 nonstop flights and 1,882 connecting flights per week. Southwest flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Sarasota Bradenton International Airport (SRQ) .

Other popular airlines flying from Chicago to Sarasota are:
  • American offers 14 nonstop flights and 386 connecting flights per week. American flies from Chicago O'Hare International Airport (ORD) to Sarasota Bradenton International Airport (SRQ) .
  • Delta offers 787 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Sarasota Bradenton International Airport (SRQ) .
  • JetBlue offers 29 connecting flights per week. JetBlue flies from Chicago O'Hare International Airport (ORD) to Sarasota Bradenton International Airport (SRQ) .
  • Sun Country Airlines offers 4 connecting flights per week. Sun Country Airlines flies from Chicago O'Hare International Airport (ORD) to Sarasota Bradenton International Airport (SRQ) .
The number of connecting flights refers to distinct flights with at least one stop between Chicago and Sarasota.
The cheapest round-trip flight from Chicago to Sarasota recently found on Google Flights was with Delta from $167. The cheapest one-way flight was with Delta from $84.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Chicago to Sarasota is $247, flying from Jun 4 to Jun 8.
  • The cheapest American flight from Chicago to Sarasota is $247, flying from May 14 to May 18.
  • The cheapest United flight from Chicago to Sarasota is $247, flying from May 14 to May 18.
  • The cheapest Delta flight from Chicago to Sarasota is $167, flying from Jul 10 to Jul 12.
  • The cheapest JetBlue flight from Chicago to Sarasota is $752, flying from Jun 12 to Jun 15.
Southwest, United and American fly direct from Chicago to Sarasota.
  • There are 10 Southwest direct flights from Chicago to Sarasota per week. Flights are available every day.
  • There are 14 American direct flights from Chicago to Sarasota per week. Flights are available every day.
  • There are 15 United direct flights from Chicago to Sarasota per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Chicago and Sarasota at price $305 is offered by Delta from Fri, Apr 24 to Sun, Apr 26.
Southwest, United and American fly direct from Chicago to Sarasota.
  • There are 10 Southwest direct flights from Chicago to Sarasota per week. Flights are available every day.
  • There are 14 American direct flights from Chicago to Sarasota per week. Flights are available every day.
  • There are 15 United direct flights from Chicago to Sarasota per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from Chicago to Sarasota on a daily basis.
The cheapest direct (nonstop) round-trip flights between Chicago and Sarasota start at $247 from Thu, May 14 to Mon, May 18 with United.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Sarasota, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Chicago and Sarasota start at $669 from Fri, Jun 5 to Sun, Jun 7 with Delta.
The cheapest economy class round-trip flights between Chicago and Sarasota start at $167 from Fri, Jul 10 to Sun, Jul 12.
To book business class trips from Chicago to Sarasota, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Chicago and Sarasota starts at $305 from Fri, Apr 24 to Sun, Apr 26 with Delta.
The cheapest last-minute deal between Chicago and Sarasota at price $305 is offered by Delta from Fri, Apr 24 to Sun, Apr 26.
To find last-minute flight deals from Chicago to Sarasota, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

Search more flights

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