~ Cheap flights to Siesta Key (SRQ) from Chicago (CHI)

Popular airlines from Chicago to Siesta Key

Delta
Delta
Southwest Airlines
Southwest Airlines
American Airlines
American Airlines
United
United
Frontier Airlines
Frontier Airlines
JetBlue Airways
JetBlue Airways
Spirit Airlines
Spirit Airlines

Plan, book, fly with confidence
Be in the know
Get alerts if flight prices drop or rise*
Book smarter
Save up to 30% on select hotels after you book a flight*
Earn twice
Earn your airline miles on top of our OneKeyCash
Learn about One Key

Today's featured flight deals from Chicago to Siesta Key

Nonstop

Carry-on included

Lower price than typical

Chicago (ORD) to Tampa (TPA).
Departing on Wed, Aug 13 at 8:58am from Chicago, arriving at 12:40pm in Tampa.
Returning on Sun, Aug 17 at 7:00am from Tampa, arriving at 9:06am in Chicago.
American Airlines, nonstop.
60% less than typical

$106

Select American Airlines flight departing on Wed, Aug 13 at 8:58am from Chicago, returning on Sun, Aug 17 at 7:00am from Tampa priced at $106
Chicago (ORD) to Tampa (TPA).
Departing on Sat, Aug 9 at 6:10pm from Chicago, arriving at 10:00pm in Tampa.
Returning on Sat, Aug 16 at 7:00am from Tampa, arriving at 9:06am in Chicago.
American Airlines, nonstop.
60% less than typical

$93

Select American Airlines flight departing on Sat, Aug 9 at 6:10pm from Chicago, returning on Sat, Aug 16 at 7:00am from Tampa priced at $93
Chicago (ORD) to Tampa (TPA).
Departing on Fri, Aug 1 at 6:05pm from Chicago, arriving at 9:55pm in Tampa.
Returning on Mon, Aug 4 at 10:17pm from Tampa, arriving on Tue, Aug 5 at 12:25am in Chicago.
American Airlines, nonstop.
40% less than typical

$174

Select American Airlines flight departing on Fri, Aug 1 at 6:05pm from Chicago, returning on Mon, Aug 4 at 10:17pm from Tampa priced at $174

Chicago (MDW) to Tampa (TPA).
Departing on Thu, Aug 7 at 3:58pm from Chicago, arriving at 7:39pm in Tampa.
Returning on Thu, Aug 14 at 8:32pm from Tampa, arriving at 10:24pm in Chicago.
Frontier Airlines, nonstop.
55% less than typical

$104

Select Frontier Airlines flight departing on Thu, Aug 7 at 3:58pm from Chicago, returning on Thu, Aug 14 at 8:32pm from Tampa priced at $104
Chicago (MDW) to Tampa (TPA).
Departing on Sun, Jul 27 at 3:58pm from Chicago, arriving at 7:39pm in Tampa.
Returning on Sun, Aug 3 at 8:32pm from Tampa, arriving at 10:24pm in Chicago.
Frontier Airlines, nonstop.
35% less than typical

$196

Select Frontier Airlines flight departing on Sun, Jul 27 at 3:58pm from Chicago, returning on Sun, Aug 3 at 8:32pm from Tampa priced at $196
Chicago (ORD) to Tampa (TPA).
Departing on Sat, Jul 12 at 12:20pm from Chicago, arriving at 4:12pm in Tampa.
Returning on Wed, Jul 16 at 6:28am from Tampa, arriving at 4:04pm in Chicago.
Frontier Airlines, nonstop.
30% less than typical

$256

Select Frontier Airlines flight departing on Sat, Jul 12 at 12:20pm from Chicago, returning on Wed, Jul 16 at 6:28am from Tampa priced at $256
Chicago (MDW) to Tampa (TPA).
Departing on Wed, Jul 23 at 9:10pm from Chicago, arriving on Thu, Jul 24 at 12:50am in Tampa.
Returning on Sun, Jul 27 at 8:32pm from Tampa, arriving at 10:24pm in Chicago.
Southwest Airlines, nonstop.
25% less than typical

$226

Select Southwest Airlines flight departing on Wed, Jul 23 at 9:10pm from Chicago, returning on Sun, Jul 27 at 8:32pm from Tampa priced at $226
Chicago (MDW) to Tampa (TPA).
Departing on Tue, Jul 29 at 9:10pm from Chicago, arriving on Wed, Jul 30 at 12:50am in Tampa.
Returning on Sat, Aug 2 at 9:15pm from Tampa, arriving at 10:55pm in Chicago.
Southwest Airlines, nonstop.
30% less than typical

$179

Select Southwest Airlines flight departing on Tue, Jul 29 at 9:10pm from Chicago, returning on Sat, Aug 2 at 9:15pm from Tampa priced at $179
Chicago (MDW) to Tampa (TPA).
Departing on Sat, Jul 19 at 5:15pm from Chicago, arriving at 8:50pm in Tampa.
Returning on Fri, Jul 25 at 6:15am from Tampa, arriving at 7:55am in Chicago.
Southwest Airlines, nonstop.
20% less than typical

$288

Select Southwest Airlines flight departing on Sat, Jul 19 at 5:15pm from Chicago, returning on Fri, Jul 25 at 6:15am from Tampa priced at $288

Find the cheapest month to fly from Chicago (CHI) to Tampa (TPA)

February is typically the cheapest month to fly

From $57 - $383 per traveler.

Alternative airports near Siesta Key

Prices were available within the past 7 days. Prices and availability are subject to change.

SRQ

Sarasota-Bradenton Intl.

CheapestClosest

18 min

Flights from $433

Explore a world of travel with Expedia

Lido Key Vacation Rentals

Things to do in Lido Key

*Available to One Key members.

Unlock instant savings with Member Prices

Flights to Siesta Key from Chicago -

Travelers

Popular airlines from Chicago to Siesta Key

Plan, book, fly with confidence

Be in the know

Book smarter

Earn twice

Today's featured flight deals from Chicago to Siesta Key

Find the cheapest month to fly from Chicago (CHI) to Tampa (TPA)

February is typically the cheapest month to fly

Alternative airports near Siesta Key

Explore a world of travel with Expedia

Unlock instant savings with Member Prices

Flights to Siesta Key from Chicago -

Popular airlines from Chicago to Siesta Key

Plan, book, fly with confidence

Be in the know

Book smarter

Earn twice

Today's featured flight deals from Chicago to Siesta Key

Find the cheapest month to fly from Chicago (CHI) to Tampa (TPA)

February is typically the cheapest month to flyFebruary is typically the cheapest month to fly

Graph displaying average flight prices per month

Alternative airports near Siesta Key

Explore a world of travel with Expedia

Explore a world of travel with Expedia

February is typically the cheapest month to fly