Cheap flights from Sarasota to Chicago

Flights overview

Useful information for finding cheap flights from Sarasota to Chicago and booking your next trip
Cheapest round-trip flights $167
Delta 1 stop 7 hr Thu, May 7 — Sun, May 10
The cheapest round-trip flight from Sarasota to Chicago is currently $167
Cheapest one-way flight $84
Delta 1 stop 5 hr Wed, Jul 8
The cheapest one-way flight from Sarasota to Chicago is currently $84
Cheapest nonstop flights $247
Southwest Nonstop 3 hr Thu, May 14 — Mon, May 18
The cheapest nonstop round-trip flight from Sarasota to Chicago is currently $247
Last-minute weekend getaway $274
Frontier 1 stop 10 hr Fri, Apr 24 — Sun, Apr 26
The cheapest last-minute weekend getaway from Sarasota to Chicago is currently $274
Cheapest business class flights $537
Delta 1 stop 6 hr Thu, May 28 — Sun, May 31
The cheapest business class round-trip flight from Sarasota to Chicago is currently $537
Fastest flight 2 hr 40 min The fastest nonstop flight from Sarasota to Chicago takes 2 hr 40 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 Sarasota to Chicago is typically September. The most expensive month to fly is typically July.
September
Cheapest
Typical prices: $220–370
July
Most expensive
Typical prices: $325–490

Popular airlines from Sarasota to Chicago

  • Southwest
    Nonstop
    from $247
    Typical price: $305–510
    10 weekly nonstop flights
    SRQ - MDW Every day
    1711 weekly connecting flights
    SRQ - MDW, ORD Every day
  • American
    Nonstop
    from $247
    Typical price: $315–530
    14 weekly nonstop flights
    SRQ - ORD Every day
    374 weekly connecting flights
    SRQ - ORD Every day
  • United
    Nonstop
    from $292
    Typical price: $290–550
    15 weekly nonstop flights
    SRQ - ORD Every day
    110 weekly connecting flights
    SRQ - ORD Every day
  • Delta
    from $167
    Typical price: $335–600
    601 weekly connecting flights
    SRQ - MDW, ORD Every day
  • JetBlue
    from $548
    Typical price: $510–1,150
    21 weekly connecting flights
    SRQ - ORD Every day
  • Sun Country Airlines
    from $637
    Typical price: $395–760
    8 weekly connecting flights
    SRQ - ORD Every Mon, Thu, Fri, Sat, Sun

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

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

Frequently asked questions about flying from Sarasota to Chicago

The cheapest flights from Sarasota to Chicago are usually in September. Typical ticket prices in September range from $220 to $370.
The cheapest round-trip flight from Sarasota to Chicago 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 Sarasota to Chicago is $247, flying from Jun 4 to Jun 8.
  • The cheapest American flight from Sarasota to Chicago is $247, flying from May 14 to May 18.
  • The cheapest United flight from Sarasota to Chicago is $292, flying from May 14 to May 18.
  • The cheapest Delta flight from Sarasota to Chicago is $167, flying from May 7 to May 10.
  • The cheapest JetBlue flight from Sarasota to Chicago is $548, flying from Jun 13 to Jun 15.
  • The cheapest Sun Country Airlines flight from Sarasota to Chicago is $637, flying from Apr 24 to Apr 26.
The cheapest round-trip flight from Sarasota to Chicago starts at $167 from Thu, May 7 to Sun, May 10. The cheapest one-way flight starts at $84 and departs on Wed, Jul 8.
2 hr 40 min is the shortest flight time from Sarasota to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from Sarasota to Chicago.
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 Sarasota to Chicago 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 Sarasota to Chicago.

In terms of nonstop flights, United is the most popular. United offers 15 nonstop flights and 110 connecting flights per week. United flies from Sarasota Bradenton International Airport (SRQ) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Southwest is the most popular. Southwest offers 10 nonstop flights and 1,711 connecting flights per week. Southwest flies from Sarasota Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Sarasota to Chicago are:
  • American offers 14 nonstop flights and 374 connecting flights per week. American flies from Sarasota Bradenton International Airport (SRQ) to Chicago O'Hare International Airport (ORD) .
  • Delta offers 601 connecting flights per week. Delta flies from Sarasota Bradenton International Airport (SRQ) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • JetBlue offers 21 connecting flights per week. JetBlue flies from Sarasota Bradenton International Airport (SRQ) to Chicago O'Hare International Airport (ORD) .
  • Sun Country Airlines offers 8 connecting flights per week. Sun Country Airlines flies from Sarasota Bradenton International Airport (SRQ) to Chicago O'Hare International Airport (ORD) .
The number of connecting flights refers to distinct flights with at least one stop between Sarasota and Chicago.
The cheapest round-trip flight from Sarasota to Chicago 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 Sarasota to Chicago is $247, flying from Jun 4 to Jun 8.
  • The cheapest American flight from Sarasota to Chicago is $247, flying from May 14 to May 18.
  • The cheapest United flight from Sarasota to Chicago is $292, flying from May 14 to May 18.
  • The cheapest Delta flight from Sarasota to Chicago is $167, flying from May 7 to May 10.
  • The cheapest JetBlue flight from Sarasota to Chicago is $548, flying from Jun 13 to Jun 15.
  • The cheapest Sun Country Airlines flight from Sarasota to Chicago is $637, flying from Apr 24 to Apr 26.
Southwest, United and American fly direct from Sarasota to Chicago.
  • There are 10 Southwest direct flights from Sarasota to Chicago per week. Flights are available every day.
  • There are 14 American direct flights from Sarasota to Chicago per week. Flights are available every day.
  • There are 15 United direct flights from Sarasota to Chicago 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 Sarasota and Chicago at price $274 is offered by Frontier from Fri, Apr 24 to Sun, Apr 26.
Southwest, United and American fly direct from Sarasota to Chicago.
  • There are 10 Southwest direct flights from Sarasota to Chicago per week. Flights are available every day.
  • There are 14 American direct flights from Sarasota to Chicago per week. Flights are available every day.
  • There are 15 United direct flights from Sarasota to Chicago 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 Sarasota to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between Sarasota and Chicago start at $247 from Thu, May 14 to Mon, May 18 with Southwest.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Sarasota to Chicago, 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 Sarasota and Chicago start at $537 from Thu, May 28 to Sun, May 31 with Delta.
The cheapest economy class round-trip flights between Sarasota and Chicago start at $167 from Thu, May 7 to Sun, May 10.
To book business class trips from Sarasota to Chicago, 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 Sarasota and Chicago starts at $274 from Fri, Apr 24 to Sun, Apr 26 with Frontier.
The cheapest last-minute deal between Sarasota and Chicago at price $274 is offered by Frontier from Fri, Apr 24 to Sun, Apr 26.
To find last-minute flight deals from Sarasota to Chicago, 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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