$49 Find Cheap Flights from Sarasota to Chicago - Compare and Save

Among airlines operating Sarasota to Chicago flights:

• United Airlines: offers extra legroom; offers free seat selection
• Southwest: offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

4 airlines operate flights between Sarasota and Chicago. The airlines offering nonstop flights on this route include:

• United Airlines
• Southwest
• American Airlines
• Allegiant Air

Flights from Sarasota to Chicago usually depart from Sarasota Bradenton Intl (SRQ) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

Here are some options for this route, based on selected ticket types and cabin classes:

• United Airlines: a cabin bag and a checked bag in Economy Class
• Southwest: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag and a checked bag in Economy Class

Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

Two cabin classes are available on flights from Sarasota to Chicago:

• Economy Class
• First Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $260 round-trip via Philadelphia (PHL), compared to $395 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $30–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

One-stop flights from Sarasota to Chicago most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 47% of one-stop connections
• Charlotte Douglas (CLT) - 36% of one-stop connections
• Miami (MIA) - 9% of one-stop connections
• Nashville Intl (BNA) - 2% of one-stop connections

Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

On the Sarasota to Chicago route, being flexible with your departure day can save you up to 27%. Saturday is the cheapest day at $337 round-trip on average, while Sunday is the most expensive at $456: a $119 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

Afternoon is the busiest departure period on Sarasota to Chicago flights, with 60% of flights leaving in that window. Morning departures account for 20%, evening flights for 20%, and night flights for 0%.

Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

These are the earliest and latest flight times available from Sarasota to Chicago:

• Earliest: departs at 6:06 am and lands at 9:13 am
• Latest: departs at 8:00 pm and lands at 11:07 pm.

The flight takes about 3h 07m.

Last-minute fares on this route - booked within 2 weeks of departure - run 38% above the route average of $395. Book 15 weeks before departure for the lowest fares.

A nonstop flight from Sarasota to Chicago takes 3h 07m, covering 1,040 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $243 to $1,950. That means the highest observed fare was about 8x higher than the lowest one.

One-way fares from Sarasota to Chicago are currently lower than usual. Average one-way flight prices are about $108, which is 55% below the typical average for this route.

Flying via Nashville Intl (BNA) gives the shortest average 1-stop total travel time at 4h 49m, compared with 5h 11m via Atlanta Hartsfield-Jackson (ATL) and 5h 14m via Baltimore/Washington (BWI).

Chicago is 1 hour behind Sarasota (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Dollar
• Ace

Near Chicago Midway Airport (MDW) — daily rates from around $32:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

• Alamo
• Enterprise Rent-A-Car
• Budget
• Avis
• National

Round-trip flights from Sarasota to Chicago range from $324 to $486, with an average of $395 over the past 12 months. Anything below $324 counts as a good deal.

Two airlines offer in-flight Wi-Fi on Sarasota to Chicago flights:

• American Airlines
• JetBlue

Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.