Cheap flights from Sarasota to Chicago

One-way fares from $250 · SRQ → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Sarasota
Cheapest fare
$250

American Airlines · Tue, Nov 3

Cheapest month
November

from $250

Direct flights
Yes

American Airlines

Flight time
3h 21m

1,680 km

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Cheapest month to fly from Sarasota to Chicago

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 Cheapest $250

Cheapest dates in November 2026

The lowest fares we've seen for each day, cheapest first.

American Airlines
Depart12:50 Tue, Nov 3SRQ → ORD 3h 21m · Direct
$250one way, per person
View deal
See every date in November 2026 →

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About flights from Sarasota to Chicago

Sarasota (SRQ) and Chicago (CHI) are about 1,680 km apart. Direct flights take around 3h 21m, and recent direct fares were with American Airlines. Over the next few months, one-way fares start from $250, and November 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Sarasota to Chicago?

The cheapest one-way fare we've seen recently is $250 with American Airlines, departing Tuesday, November 3, 2026.

What is the cheapest month to fly from Sarasota to Chicago?

November 2026 currently has the lowest fares, from $250 one way.

Are there direct flights from Sarasota to Chicago?

Yes. Recent direct fares were with American Airlines.

How long is the flight from Sarasota to Chicago?

A direct flight takes about 3h 21m. Sarasota and Chicago are around 1,680 km apart.

Which airlines fly from Sarasota to Chicago?

Recent fares on this route were with American Airlines.

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